How to get from Orlando, FL to Chicago

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What is the best way to travel from Orlando, FL to Chicago?

Looking for a trip? Check and compare all the available Buses and Flights to Chicago from Orlando, FL. Look at different modes of transportation, search for the cheapest tickets, fastest rides and most popular stations, and see all 1 available companies to find your perfect trip!
Flight is the cheapest and fastest way on this route
Transport type
Travel time
Cheapest price
Average price
Daily departures
Bus
24h 5m
£72
£84
32
Flight
3h 2m
£51
£141
95

What is the cheapest way to reach Chicago from Orlando, FL?

You can reach Chicago with just £51 by taking a Flight from Frontier Airlines, but there are many more cheap offers: we have selected the best ones for you for the next few days here.

Wednesday
from £51
Thursday
from £62
Friday
from £78
Saturday
from £74
Sunday
from £88
Monday
from £72
Tuesday
from £62

    Cheapest Flights Wednesday

  • Frontier Airlines
    7h 52m
    0
    15:10
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £51
  • Frontier Airlines
    5h 52m
    0
    17:10
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £51
  • Frontier Airlines
    5h 19m
    0
    15:10
    Orlando Airport
    Orlando Airport
    19:29
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £93
  • Frontier Airlines
    7h 8m
    0
    16:53
    Orlando Airport
    Orlando Airport
    23:01
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £94
  • Allegiant Air
    22h 13m
    0
    16:43
    Orlando Sanford International Airport
    Orlando Sanford International Airport
    13:56
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Allegiant Air
    Economy
    from £137
  • JetBlue Airways
    7h 58m
    0
    16:00
    Orlando Airport
    Orlando Airport
    22:58
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    JetBlue Airways
    Economy
    from £178
  • Cheapest Buses Wednesday

  • FlixBus
    29h 35m
    0
    14:00
    Orlando, FL
    Florida Mall
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £82
  • FlixBus
    25h 55m
    0
    22:55
    Orlando, FL
    Coach Station
    23:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £82
  • FlixBus
    28h 50m
    0
    14:45
    Orlando, FL
    Coach Station
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £83
  • FlixBus
    26h 15m
    0
    14:00
    Orlando, FL
    Florida Mall
    15:15
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £91
  • FlixBus
    25h 30m
    0
    14:45
    Orlando, FL
    Coach Station
    15:15
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £91

    Cheapest Flights Thursday

  • Spirit Airlines
    3h 11m
    0
    20:03
    Orlando Airport
    Orlando Airport
    22:14
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Spirit Airlines
    Economy
    from £62
  • Frontier Airlines
    5h 52m
    0
    17:10
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £77
  • Frontier Airlines
    8h 22m
    0
    14:40
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £79
  • Frontier Airlines
    15h 6m
    0
    07:56
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £80
  • Frontier Airlines
    8h 44m
    0
    12:48
    Orlando Airport
    Orlando Airport
    20:32
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £104
  • Allegiant Air
    18h 58m
    0
    20:50
    Orlando Sanford International Airport
    Orlando Sanford International Airport
    14:48
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Allegiant Air
    Economy
    from £109
  • Cheapest Buses Thursday

  • FlixBus
    25h 55m
    0
    22:55
    Orlando, FL
    Coach Station
    23:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £78
  • FlixBus
    29h 35m
    0
    14:00
    Orlando, FL
    Florida Mall
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £78
  • FlixBus
    27h 5m
    0
    09:00
    Orlando, FL
    Coach Station
    11:05
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £79
  • FlixBus
    28h 50m
    0
    14:45
    Orlando, FL
    Coach Station
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £79

    Cheapest Flights Friday

  • Frontier Airlines
    15h 45m
    0
    17:10
    Orlando Airport
    Orlando Airport
    07:55
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £78
  • Frontier Airlines
    5h 52m
    0
    17:10
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £86
  • Frontier Airlines
    26h 8m
    0
    09:56
    Orlando Airport
    Orlando Airport
    11:04
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £130
  • Frontier Airlines
    18h 54m
    0
    17:10
    Orlando Airport
    Orlando Airport
    11:04
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £130
  • Sun Country Airlines
    6h 47m
    0
    11:37
    Orlando Airport
    Orlando Airport
    17:24
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Sun Country Airlines
    Economy
    from £143
  • Frontier Airlines
    28h 8m
    0
    07:56
    Orlando Airport
    Orlando Airport
    11:04
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £146

    Cheapest Flights Saturday

  • American Airlines
    3h 9m
    0
    06:30
    Orlando Airport
    Orlando Airport
    08:39
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    American Airlines
    Economy
    from £74
  • United Airlines
    6h 36m
    0
    06:30
    Orlando Airport
    Orlando Airport
    12:06
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £80
  • Frontier Airlines
    8h 22m
    0
    14:40
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £82
  • Frontier Airlines
    12h 2m
    0
    05:40
    Orlando Airport
    Orlando Airport
    16:42
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £89
  • Frontier Airlines
    5h 49m
    0
    14:40
    Orlando Airport
    Orlando Airport
    19:29
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £90
  • Allegiant Air
    18h 41m
    0
    20:15
    Orlando Sanford International Airport
    Orlando Sanford International Airport
    13:56
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Allegiant Air
    Economy
    from £118
  • Cheapest Buses Saturday

  • FlixBus
    27h 5m
    0
    09:00
    Orlando, FL
    Coach Station
    11:05
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £82
  • FlixBus
    25h 55m
    0
    22:55
    Orlando, FL
    Coach Station
    23:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £82
  • FlixBus
    28h 50m
    0
    06:00
    Orlando, FL
    Coach Station
    09:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £85
  • FlixBus
    28h 50m
    0
    14:45
    Orlando, FL
    Coach Station
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £85

    Cheapest Buses Sunday

  • FlixBus
    27h 5m
    0
    09:00
    Orlando, FL
    Coach Station
    11:05
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £88
  • FlixBus
    25h 55m
    0
    22:55
    Orlando, FL
    Coach Station
    23:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £91
  • FlixBus
    27h 30m
    0
    21:05
    Orlando, FL
    Coach Station
    23:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £94
  • FlixBus
    28h 50m
    0
    06:00
    Orlando, FL
    Coach Station
    09:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £97
  • FlixBus
    28h 50m
    0
    14:45
    Orlando, FL
    Coach Station
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £99
  • Cheapest Flights Sunday

  • Allegiant Air
    18h 13m
    0
    21:35
    Orlando Sanford International Airport
    Orlando Sanford International Airport
    14:48
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Allegiant Air
    Economy
    from £94
  • Frontier Airlines
    28h 13m
    0
    07:56
    Orlando Airport
    Orlando Airport
    11:09
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £112
  • Frontier Airlines
    24h 59m
    0
    07:56
    Orlando Airport
    Orlando Airport
    07:55
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £112
  • Frontier Airlines
    26h 13m
    0
    09:56
    Orlando Airport
    Orlando Airport
    11:09
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £127
  • Sun Country Airlines
    23h 56m
    0
    19:13
    Orlando Airport
    Orlando Airport
    18:09
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Sun Country Airlines
    Economy
    from £137
  • United Airlines
    3h 9m
    0
    07:13
    Orlando Airport
    Orlando Airport
    09:22
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £164

    Cheapest Buses Monday

  • FlixBus
    27h 5m
    0
    09:00
    Orlando, FL
    Coach Station
    11:05
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £72
  • FlixBus
    28h 50m
    0
    06:00
    Orlando, FL
    Coach Station
    09:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £73
  • FlixBus
    29h 45m
    0
    09:00
    Orlando, FL
    Coach Station
    13:45
    Chicago
    Canal & Van Buren
    0
    FlixBus
    Economy
    £77
  • FlixBus
    27h 0m
    0
    06:00
    Orlando, FL
    Coach Station
    08:00
    Chicago
    Canal & Van Buren
    0
    FlixBus
    Economy
    £78
  • FlixBus
    27h 25m
    0
    06:00
    Orlando, FL
    Coach Station
    08:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £78
  • Cheapest Flights Monday

  • United Airlines
    3h 9m
    0
    07:13
    Orlando Airport
    Orlando Airport
    09:22
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £73
  • Allegiant Air
    4h 45m
    0
    11:03
    Orlando Airport
    Orlando Airport
    14:48
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Allegiant Air
    Economy
    from £75
  • Frontier Airlines
    8h 44m
    0
    12:48
    Orlando Airport
    Orlando Airport
    20:32
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £101
  • Frontier Airlines
    26h 16m
    0
    09:56
    Orlando Airport
    Orlando Airport
    11:12
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £110
  • Frontier Airlines
    21h 32m
    0
    14:40
    Orlando Airport
    Orlando Airport
    11:12
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £110
  • Sun Country Airlines
    6h 59m
    0
    12:10
    Orlando Airport
    Orlando Airport
    18:09
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Sun Country Airlines
    Economy
    from £162

    Cheapest Flights Tuesday

  • United Airlines
    3h 9m
    0
    07:13
    Orlando Airport
    Orlando Airport
    09:22
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £62
  • Frontier Airlines
    6h 1m
    0
    17:10
    Orlando Airport
    Orlando Airport
    22:11
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £70
  • Frontier Airlines
    9h 12m
    0
    16:36
    Orlando Airport
    Orlando Airport
    00:48
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £78
  • Frontier Airlines
    15h 18m
    0
    07:53
    Orlando Airport
    Orlando Airport
    22:11
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £110
  • Frontier Airlines
    18h 59m
    0
    17:10
    Orlando Airport
    Orlando Airport
    11:09
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £112
  • Frontier Airlines
    28h 16m
    0
    07:53
    Orlando Airport
    Orlando Airport
    11:09
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £123
  • Cheapest Buses Tuesday

  • FlixBus
    27h 30m
    0
    09:00
    Orlando, FL
    Coach Station
    11:30
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £85
  • FlixBus
    39h 50m
    0
    22:55
    Orlando, FL
    Coach Station
    13:45
    Chicago
    Union Station
    0
    FlixBus
    Economy
    £86
  • FlixBus
    25h 30m
    0
    14:45
    Orlando, FL
    Coach Station
    15:15
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £86
  • FlixBus
    24h 5m
    0
    21:05
    Orlando, FL
    Coach Station
    20:10
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £86
  • FlixBus
    26h 15m
    0
    22:55
    Orlando, FL
    Coach Station
    00:10
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £86

What are the fastest trips from Orlando, FL to Chicago?

You can get to Chicago from Orlando, FL in just 3h 2m with a Flight from United Airlines. But this is just one option, click on any of the offers below to compare it with the other available modes of transportations.

Wednesday
from 3h 2m
Thursday
from 3h 9m
Friday
from 3h 9m
Saturday
from 3h 9m
Sunday
from 3h 9m
Monday
from 3h 9m
Tuesday
from 3h 9m

    Fastest Flights Wednesday

  • United Airlines
    3h 2m
    0
    12:45
    Orlando Airport
    Orlando Airport
    14:47
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £196
  • Frontier Airlines
    5h 19m
    0
    15:10
    Orlando Airport
    Orlando Airport
    19:29
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £93
  • Frontier Airlines
    5h 52m
    0
    17:10
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £51
  • Frontier Airlines
    7h 8m
    0
    16:53
    Orlando Airport
    Orlando Airport
    23:01
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £94
  • Frontier Airlines
    7h 52m
    0
    15:10
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £51
  • JetBlue Airways
    7h 58m
    0
    16:00
    Orlando Airport
    Orlando Airport
    22:58
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    JetBlue Airways
    Economy
    from £178
  • Fastest Buses Wednesday

  • FlixBus
    25h 30m
    0
    14:45
    Orlando, FL
    Coach Station
    15:15
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £91
  • FlixBus
    25h 55m
    0
    22:55
    Orlando, FL
    Coach Station
    23:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £82
  • FlixBus
    26h 15m
    0
    14:00
    Orlando, FL
    Florida Mall
    15:15
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £91
  • FlixBus
    28h 50m
    0
    14:45
    Orlando, FL
    Coach Station
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £83
  • FlixBus
    29h 35m
    0
    14:00
    Orlando, FL
    Florida Mall
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £82

    Fastest Flights Thursday

  • United Airlines
    3h 9m
    0
    07:13
    Orlando Airport
    Orlando Airport
    09:22
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £196
  • Spirit Airlines
    3h 11m
    0
    20:03
    Orlando Airport
    Orlando Airport
    22:14
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Spirit Airlines
    Economy
    from £62
  • Frontier Airlines
    5h 52m
    0
    17:10
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £77
  • Sun Country Airlines
    6h 11m
    0
    12:13
    Orlando Airport
    Orlando Airport
    17:24
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Sun Country Airlines
    Economy
    from £200
  • Frontier Airlines
    8h 22m
    0
    14:40
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £79
  • Frontier Airlines
    8h 44m
    0
    12:48
    Orlando Airport
    Orlando Airport
    20:32
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £104
  • Fastest Buses Thursday

  • FlixBus
    25h 55m
    0
    22:55
    Orlando, FL
    Coach Station
    23:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £78
  • FlixBus
    27h 5m
    0
    09:00
    Orlando, FL
    Coach Station
    11:05
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £79
  • FlixBus
    28h 50m
    0
    14:45
    Orlando, FL
    Coach Station
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £79
  • FlixBus
    29h 35m
    0
    14:00
    Orlando, FL
    Florida Mall
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £78

    Fastest Flights Friday

  • United Airlines
    3h 9m
    0
    07:13
    Orlando Airport
    Orlando Airport
    09:22
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £161
  • Frontier Airlines
    5h 52m
    0
    17:10
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £86
  • Sun Country Airlines
    6h 47m
    0
    11:37
    Orlando Airport
    Orlando Airport
    17:24
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Sun Country Airlines
    Economy
    from £143
  • Skyscanner
    7h 8m
    0
    12:05
    Orlando Airport
    Orlando Airport
    18:13
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Skyscanner
    Economy
    from £178
  • Frontier Airlines
    9h 32m
    0
    05:40
    Orlando Airport
    Orlando Airport
    14:12
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £152
  • Alaska Airlines
    12h 41m
    0
    07:09
    Orlando Airport
    Orlando Airport
    18:50
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Alaska Airlines
    Economy
    from £211

    Fastest Flights Saturday

  • American Airlines
    3h 9m
    0
    06:30
    Orlando Airport
    Orlando Airport
    08:39
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    American Airlines
    Economy
    from £74
  • Frontier Airlines
    5h 49m
    0
    14:40
    Orlando Airport
    Orlando Airport
    19:29
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £90
  • United Airlines
    6h 36m
    0
    06:30
    Orlando Airport
    Orlando Airport
    12:06
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £80
  • Frontier Airlines
    8h 22m
    0
    14:40
    Orlando Airport
    Orlando Airport
    22:02
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £82
  • Frontier Airlines
    12h 2m
    0
    05:40
    Orlando Airport
    Orlando Airport
    16:42
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £89
  • JetBlue Airways
    13h 59m
    0
    19:00
    Orlando Airport
    Orlando Airport
    07:59
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    JetBlue Airways
    Economy
    from £145
  • Fastest Buses Saturday

  • FlixBus
    25h 55m
    0
    22:55
    Orlando, FL
    Coach Station
    23:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £82
  • FlixBus
    27h 5m
    0
    09:00
    Orlando, FL
    Coach Station
    11:05
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £82
  • FlixBus
    28h 50m
    0
    06:00
    Orlando, FL
    Coach Station
    09:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £85
  • FlixBus
    28h 50m
    0
    14:45
    Orlando, FL
    Coach Station
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £85

    Fastest Flights Sunday

  • United Airlines
    3h 9m
    0
    07:13
    Orlando Airport
    Orlando Airport
    09:22
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £164
  • JetBlue Airways
    13h 0m
    0
    19:59
    Orlando Airport
    Orlando Airport
    07:59
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    JetBlue Airways
    Economy
    from £265
  • Westjet Airlines
    13h 5m
    0
    21:30
    Orlando Airport
    Orlando Airport
    09:35
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from £289
  • Westjet Airlines
    17h 30m
    0
    17:05
    Orlando Airport
    Orlando Airport
    09:35
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from £289
  • Allegiant Air
    18h 13m
    0
    21:35
    Orlando Sanford International Airport
    Orlando Sanford International Airport
    14:48
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Allegiant Air
    Economy
    from £94
  • Alaska Airlines
    20h 0m
    0
    18:14
    Orlando Airport
    Orlando Airport
    13:14
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Alaska Airlines
    Economy
    from £243
  • Fastest Buses Sunday

  • FlixBus
    25h 55m
    0
    22:55
    Orlando, FL
    Coach Station
    23:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £91
  • FlixBus
    27h 5m
    0
    09:00
    Orlando, FL
    Coach Station
    11:05
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £88
  • FlixBus
    27h 30m
    0
    21:05
    Orlando, FL
    Coach Station
    23:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £94
  • FlixBus
    28h 50m
    0
    06:00
    Orlando, FL
    Coach Station
    09:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £97
  • FlixBus
    28h 50m
    0
    14:45
    Orlando, FL
    Coach Station
    18:35
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £99

    Fastest Flights Monday

  • United Airlines
    3h 9m
    0
    07:13
    Orlando Airport
    Orlando Airport
    09:22
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £73
  • Allegiant Air
    4h 45m
    0
    11:03
    Orlando Airport
    Orlando Airport
    14:48
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Allegiant Air
    Economy
    from £75
  • Sun Country Airlines
    6h 59m
    0
    12:10
    Orlando Airport
    Orlando Airport
    18:09
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Sun Country Airlines
    Economy
    from £162
  • Frontier Airlines
    8h 44m
    0
    12:48
    Orlando Airport
    Orlando Airport
    20:32
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £101
  • JetBlue Airways
    8h 58m
    0
    15:00
    Orlando Airport
    Orlando Airport
    22:58
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    JetBlue Airways
    Economy
    from £254
  • Westjet Airlines
    17h 30m
    0
    17:05
    Orlando Airport
    Orlando Airport
    09:35
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Westjet Airlines
    Economy
    from £292
  • Fastest Buses Monday

  • FlixBus
    27h 0m
    0
    06:00
    Orlando, FL
    Coach Station
    08:00
    Chicago
    Canal & Van Buren
    0
    FlixBus
    Economy
    £78
  • FlixBus
    27h 5m
    0
    09:00
    Orlando, FL
    Coach Station
    11:05
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £72
  • FlixBus
    27h 25m
    0
    06:00
    Orlando, FL
    Coach Station
    08:25
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £78
  • FlixBus
    28h 50m
    0
    06:00
    Orlando, FL
    Coach Station
    09:50
    Chicago
    95th Red Line Station
    0
    FlixBus
    Economy
    £73
  • FlixBus
    29h 45m
    0
    09:00
    Orlando, FL
    Coach Station
    13:45
    Chicago
    Canal & Van Buren
    0
    FlixBus
    Economy
    £77

    Fastest Flights Tuesday

  • United Airlines
    3h 9m
    0
    07:13
    Orlando Airport
    Orlando Airport
    09:22
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    United Airlines
    Economy
    from £62
  • Frontier Airlines
    6h 1m
    0
    17:10
    Orlando Airport
    Orlando Airport
    22:11
    Chicago Midway Airport
    Chicago Midway Airport
    0
    Frontier Airlines
    Economy
    from £70
  • JetBlue Airways
    8h 58m
    0
    15:00
    Orlando Airport
    Orlando Airport
    22:58
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    JetBlue Airways
    Economy
    from £163
  • Frontier Airlines
    9h 12m
    0
    16:36
    Orlando Airport
    Orlando Airport
    00:48
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Frontier Airlines
    Economy
    from £78
  • Alaska Airlines
    12h 41m
    0
    07:09
    Orlando Airport
    Orlando Airport
    18:50
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Alaska Airlines
    Economy
    from £201
  • Aeroméxico
    14h 53m
    0
    21:02
    Orlando Airport
    Orlando Airport
    10:55
    Chicago O'Hare Airport
    Chicago O'Hare Airport - Bus/Shuttle Center
    0
    Aeroméxico
    Economy
    from £320
  • Fastest Buses Tuesday

  • FlixBus
    24h 5m
    0
    21:05
    Orlando, FL
    Coach Station
    20:10
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £86
  • FlixBus
    25h 30m
    0
    14:45
    Orlando, FL
    Coach Station
    15:15
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £86
  • FlixBus
    26h 15m
    0
    22:55
    Orlando, FL
    Coach Station
    00:10
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £86
  • FlixBus
    27h 30m
    0
    09:00
    Orlando, FL
    Coach Station
    11:30
    Chicago
    Downtown Coach Station
    0
    FlixBus
    Economy
    £85
  • FlixBus
    39h 50m
    0
    22:55
    Orlando, FL
    Coach Station
    13:45
    Chicago
    Union Station
    0
    FlixBus
    Economy
    £86
Here you will find all operators and timetables for a Bus from Orlando, FL to Chicago

What are the most popular stations in Orlando, FL and Chicago?

In Orlando, FL, you will usually depart from Coach Station, Central Station or Dahlia Dr and S Semoran Blvd Coach Stop, while in Chicago you will be arriving at California & 35th Street Coach Stop, Downtown Coach Station or 95th Red Line Station, but there are many more stops to explore in both locations.

How do I decide? Some tips and tricks from our experience

Are you having trouble deciding on how to get to Chicago from Orlando, FL? With 14 connections between 1 Flight and Bus operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.

Look for the lowest price

Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between Orlando, FL and Chicago, you can pay as low as £51 with a Flight from Frontier Airlines.

Travel duration

Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from United Airlines: you will get to Chicago in just 3h 2m.

Comfort makes all the difference

You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting Orlando, FL and Chicago are FlixBus, Frontier Airlines and Allegiant Air, but be sure to check what they have to offer!

Save money with deals, and always compare

One last tip? Even if you live in Orlando, FL and Chicago is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Fairview Shores, FL or to Cicero, IL, and look at flights from Orlando Airport, and landing at Chicago Midway Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!

Which companies offer a trip from Orlando, FL to Chicago?

The most popular companies between Orlando, FL and Chicago, are FlixBus, Frontier Airlines and Allegiant Air. Be sure to check their seat class offers and the amenities that they provide.

Bus companies: FlixBus

Airlines: Frontier Airlines, Allegiant Air, JetBlue Airways and 8 more.

All you need to know when you travel from Orlando, FL to Chicago

Check all information on comfort and services on all modes of transports from Orlando, FL to Chicago. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.

FAQs about the trip from Orlando, FL to Chicago

How can I reach Chicago from Orlando, FL?

Every day, there are on average 14 connections between Flight and Bus, with which you can get to Chicago from Orlando, FL.

How far is Chicago from Orlando, FL?

The distance between Orlando, FL and Chicago is 1,587.0 km.

What is the most ecofriendly mode of transport between Orlando, FL and Chicago?

Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance. On this particular route, a bus will emit, per person, a total of 43 kgs of CO2, a train 56 kgs, a car 270 kgs, and a flight 390 kgs.

What is the cheapest mode of transport from Orlando, FL to Chicago?

You can get to Chicago with just £51 by taking a Flight from Frontier Airlines.

What is the fastest way to get from Orlando, FL to Chicago?

While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Chicago in just 3h 2m with a Flight from United Airlines.

More routes to Orlando, FL and to Chicago

Looking for more options? Here you can see the most popular routes to Orlando, FL and to Chicago. Simply click on a connection, and you’ll find all the details about the route!

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