Airfare Deals Orlando to Chicago

On HolidayPrice.com you will find 6 direct and 2 connecting flights from Orlando to Chicago at a price of from $59. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out ORL - CHI flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Orlando to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.

One way flight from Orlando to Chicago

Below are the prices of tickets for direct one-way flights from Orlando to Chicago. The cheapest flight from Orlando to Chicago starts from $59 – the departure date for this flight is 07 March 2024.

Sort by: Departure dateCheap flightsFast flightsDirect flights
12.03.2024 Tuesday
from $43
Economy Found 2024-02-11
Nonstop 3 hours 3 min
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07.03.2024 Thursday
from $50 MyHolidays
Economy Found yesterday
Nonstop 3 hours 3 min
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14.03.2024 Thursday
from $50 MyHolidays
Economy Found yesterday
Nonstop 2 hours 55 min
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19.03.2024 Tuesday
from $50 MyHolidays
Economy Found 2024-02-08
Nonstop 3 hours 3 min
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20.03.2024 Wednesday
from $50 MyHolidays
Economy Found 2024-02-09
Nonstop 3 hours 3 min
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19.03.2024 Tuesday
from $51 Kupi.com
Economy Found 2024-02-08
1 Stopover 10 hours 16 min
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02.03.2024 Saturday
from $53
Economy Found 2 days
Nonstop 2 hours 54 min
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07.03.2024 Thursday
from $54 Expedia
Economy Found yesterday
1 Stopover 6 hours 29 min
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26.03.2024 Tuesday
from $58
Economy Found 2 days
Nonstop 3 hours 3 min
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20.03.2024 Wednesday
from $60 Gotogate
Economy Found 2024-02-09
1 Stopover 11 hours 24 min
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12.03.2024 Tuesday
from $63
Economy Found 2024-02-11
1 Stopover 7 hours 41 min
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04.03.2024 Monday
from $69
Economy Found 2024-02-11
1 Stopover 25 hours 10 min
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11.03.2024 Monday
from $69
Economy Found 2 days
Nonstop 3 hours 3 min
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16.03.2024 Saturday
from $79 MyHolidays
Economy Found 2024-02-08
Nonstop 3 hours 13 min
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01.03.2024 Friday
from $81
Economy Found yesterday
1 Stopover 9 hours 26 min
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25.03.2024 Monday
from $81
Economy Found yesterday
1 Stopover 11 hours 47 min
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10.03.2024 Sunday
from $85
Economy Found 2 days
1 Stopover 13 hours 29 min
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23.03.2024 Saturday
from $85
Economy Found yesterday
1 Stopover 13 hours 25 min
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14.03.2024 Thursday
from $87 Mytrip.com
Economy Found yesterday
1 Stopover 7 hours 59 min
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08.03.2024 Friday
from $90
Economy Found 2024-02-11
1 Stopover 6 hours 8 min
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11.03.2024 Monday
from $90
Economy Found 2 days
1 Stopover 6 hours 8 min
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27.03.2024 Wednesday
from $92
Economy Found 2024-02-11
Nonstop 3 hours 5 min
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17.03.2024 Sunday
from $94 MyHolidays
Economy Found yesterday
1 Stopover 11 hours 49 min
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16.03.2024 Saturday
from $97 FlightNetwork
Economy Found 2024-02-08
1 Stopover 10 hours 41 min
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17.03.2024 Sunday
from $104 EbookTrip
Economy Found yesterday
Nonstop 3 hours 13 min
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14.03.2024 Thursday
from $183 Mytrip.com
Economy Found yesterday
2 Stopovers 16 hours 19 min
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14.03.2024 Thursday
from $201 Mytrip.com
Economy Found yesterday
3 Stopovers 25 hours 16 min
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17.03.2024 Sunday
from $279 Mytrip.com
Economy Found yesterday
3 Stopovers 23 hours 12 min
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17.03.2024 Sunday
from $289 Mytrip.com
Economy Found yesterday
2 Stopovers 15 hours 19 min
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16.03.2024 Saturday
from $345 Gotogate
Economy Found 2024-02-08
2 Stopovers 22 hours 58 min
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*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Orlando to Chicago

You can buy a round-trip ticket from Orlando to Chicago (United States) and back using the table below. The best offer starts from $82, the flight dates are: there on 27 February 2024 year and back on 27 February 2024 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Frontier Airlines F9 1457 Evening flight
Departure 29.02.24 21:49, Th
Direct Trip 3 days
Return 03.03.24 16:41, Su
Frontier Airlines F9 1457 Morning flight
Departure 05.03.24 10:10, Tu
Direct Trip 4 hours
Return 05.03.24 14:04, Tu
Frontier Airlines F9 3853 Night flight
Departure 24.02.24 01:49, Sa
Direct Trip 3 days
Return 27.02.24 01:08, Tu
Spirit Airlines NK 1354 Day flight
Departure 09.04.24 13:56, Tu
1 Stopover Trip 4 hours
Return 09.04.24 18:20, Tu
Frontier Airlines F9 1457 Morning flight
Departure 12.03.24 09:01, Tu
Direct Trip 1 day
Return 13.03.24 00:58, We
Frontier Airlines F9 3043 Day flight
Departure 28.02.24 11:40, We
Direct Trip 4 days
Return 03.03.24 16:41, Su
Frontier Airlines F9 1889 Evening flight
Departure 06.03.24 23:23, We
Direct Trip 6 days
Return 13.03.24 00:58, We
Spirit Airlines NK 78 Night flight
Departure 03.03.24 01:15, Su
1 Stopover Trip 11 hours
Return 03.03.24 12:44, Su
Spirit Airlines NK 1266 Evening flight
Departure 12.04.24 21:35, Fr
1 Stopover Trip 1 day
Return 13.04.24 10:20, Sa
Frontier Airlines F9 1542 Morning flight
Departure 09.03.24 10:30, Sa
1 Stopover Trip 1 day
Return 10.03.24 00:21, Su
Frontier Airlines F9 3043 Day flight
Departure 01.03.24 11:40, Fr
Direct Trip 4 days
Return 05.03.24 01:08, Tu
Spirit Airlines NK 1325 Day flight
Departure 17.04.24 12:00, We
1 Stopover Trip 6 hours
Return 17.04.24 17:55, We
Spirit Airlines NK 2056 Night flight
Departure 01.05.24 01:32, We
1 Stopover Trip 8 hours
Return 01.05.24 10:00, We
Spirit Airlines NK 2056 Night flight
Departure 19.03.24 02:05, Tu
1 Stopover Trip 8 hours
Return 19.03.24 10:00, Tu
Frontier Airlines F9 2416 Day flight
Departure 13.03.24 14:56, We
1 Stopover Trip 11 hours
Return 14.03.24 01:43, Th
Frontier Airlines F9 3043 Day flight
Departure 21.02.24 11:40, We
Direct Trip 11 days
Return 03.03.24 16:41, Su
Frontier Airlines F9 4721 Night flight
Departure 18.02.24 03:50, Su
Direct Trip 9 days
Return 27.02.24 01:08, Tu
Frontier Airlines F9 1457 Evening flight
Departure 22.02.24 21:49, Th
Direct Trip 5 days
Return 27.02.24 11:45, Tu
Frontier Airlines F9 1889 Evening flight
Departure 08.03.24 22:50, Fr
Direct Trip 4 days
Return 13.03.24 00:58, We
Frontier Airlines F9 1457 Morning flight
Departure 07.03.24 10:01, Th
Direct Trip 6 days
Return 13.03.24 00:58, We
Spirit Airlines NK 2056 Night flight
Departure 27.04.24 00:20, Sa
1 Stopover Trip 3 days
Return 30.04.24 03:00, Tu
Frontier Airlines F9 1481 Morning flight
Departure 24.02.24 10:05, Sa
1 Stopover Trip 4 days
Return 28.02.24 01:08, We
Frontier Airlines F9 1808 Day flight
Departure 01.05.24 12:20, We
1 Stopover Trip 1 day
Return 02.05.24 10:05, Th
Frontier Airlines F9 3856 Evening flight
Departure 16.04.24 22:40, Tu
1 Stopover Trip 1 day
Return 17.04.24 13:25, We
Frontier Airlines F9 3043 Night flight
Departure 11.04.24 01:39, Th
Direct Trip 2 days
Return 13.04.24 13:25, Sa
Frontier Airlines F9 3853 Evening flight
Departure 13.04.24 21:30, Sa
Direct Trip 3 days
Return 16.04.24 22:51, Tu
Spirit Airlines NK 3065 Night flight
Departure 12.03.24 03:15, Tu
1 Stopover Trip 3 days
Return 15.03.24 03:47, Fr
Frontier Airlines F9 3043 Day flight
Departure 14.02.24 11:40, We
Direct Trip 1 day
Return 15.02.24 01:13, Th
Frontier Airlines F9 1457 Day flight
Departure 13.02.24 11:00, Tu
Direct Trip 5 days
Return 18.02.24 14:10, Su
Frontier Airlines F9 3043 Day flight
Departure 16.02.24 11:40, Fr
Direct Trip 2 days
Return 18.02.24 16:41, Su
Frontier Airlines F9 4719 Night flight
Departure 14.05.24 00:35, Tu
Direct Trip 7 days
Return 20.05.24 21:48, Mo
Frontier Airlines F9 2791 Night flight
Departure 15.05.24 02:52, We
Direct Trip 7 days
Return 21.05.24 22:42, Tu
Frontier Airlines F9 1457 Night flight
Departure 18.05.24 01:35, Sa
Direct Trip 4 days
Return 21.05.24 22:42, Tu
Frontier Airlines F9 3043 Night flight
Departure 17.05.24 02:45, Fr
Direct Trip 5 days
Return 21.05.24 22:42, Tu
Frontier Airlines F9 1457 Day flight
Departure 09.05.24 13:55, Th
Direct Trip 12 days
Return 21.05.24 22:42, Tu
Frontier Airlines F9 4719 Night flight
Departure 07.05.24 00:35, Tu
Direct Trip 12 days
Return 18.05.24 21:48, Sa
Frontier Airlines F9 3043 Night flight
Departure 09.05.24 01:39, Th
Direct Trip 10 days
Return 18.05.24 21:48, Sa
Frontier Airlines F9 2791 Night flight
Departure 08.05.24 02:52, We
Direct Trip 11 days
Return 18.05.24 21:48, Sa
Frontier Airlines F9 1085 Evening flight
Departure 03.04.24 17:27, We
1 Stopover Trip 4 days
Return 07.04.24 15:16, Su
Frontier Airlines F9 2859 Evening flight
Departure 27.02.24 23:23, Tu
1 Stopover Trip 3 days
Return 02.03.24 03:52, Sa
Frontier Airlines F9 3853 Evening flight
Departure 27.04.24 21:30, Sa
Direct Trip 2 days
Return 29.04.24 13:25, Mo
Frontier Airlines F9 3043 Night flight
Departure 11.05.24 01:39, Sa
Direct Trip 12 hours
Return 11.05.24 13:25, Sa
Frontier Airlines F9 3853 Evening flight
Departure 11.05.24 21:30, Sa
Direct Trip 2 days
Return 13.05.24 20:44, Mo
Frontier Airlines F9 1889 Evening flight
Departure 26.03.24 21:05, Tu
Direct Trip 4 days
Return 31.03.24 01:49, Su
Frontier Airlines F9 2969 Evening flight
Departure 14.03.24 21:50, Th
Direct Trip 2 days
Return 17.03.24 01:49, Su
Frontier Airlines F9 1457 Day flight
Departure 23.03.24 16:49, Sa
Direct Trip 3 days
Return 27.03.24 00:58, We
Frontier Airlines F9 3043 Night flight
Departure 16.03.24 03:27, Sa
Direct Trip 1 day
Return 16.03.24 23:21, Sa
Frontier Airlines F9 3043 Night flight
Departure 30.04.24 01:39, Tu
Direct Trip 1 day
Return 30.04.24 22:51, Tu
Frontier Airlines F9 3043 Night flight
Departure 17.03.24 03:27, Su
Direct Trip 1 day
Return 17.03.24 23:21, Su
Frontier Airlines F9 1889 Evening flight
Departure 19.03.24 21:05, Tu
Direct Trip 7 days
Return 27.03.24 00:58, We
Spirit Airlines NK 78 Evening flight
Departure 02.04.24 21:49, Tu
1 Stopover Trip 1 day
Return 03.04.24 11:17, We
Frontier Airlines F9 3043 Night flight
Departure 21.04.24 01:39, Su
Direct Trip 1 day
Return 22.04.24 13:25, Mo
Frontier Airlines F9 3043 Night flight
Departure 20.04.24 01:39, Sa
Direct Trip 12 hours
Return 20.04.24 13:25, Sa
Frontier Airlines F9 3853 Evening flight
Departure 04.05.24 21:30, Sa
Direct Trip 1 day
Return 05.05.24 23:31, Su
Frontier Airlines F9 3043 Night flight
Departure 25.04.24 01:39, Th
Direct Trip 1 day
Return 25.04.24 22:51, Th
Frontier Airlines F9 3043 Night flight
Departure 23.04.24 01:39, Tu
Direct Trip 1 day
Return 23.04.24 22:51, Tu
Frontier Airlines F9 2791 Night flight
Departure 24.04.24 02:52, We
Direct Trip 11 hours
Return 24.04.24 13:25, We
Frontier Airlines F9 3853 Evening flight
Departure 02.05.24 19:09, Th
Direct Trip 2 days
Return 04.05.24 13:25, Sa
Frontier Airlines F9 3043 Night flight
Departure 04.05.24 01:39, Sa
Direct Trip 12 hours
Return 04.05.24 13:25, Sa
Frontier Airlines F9 3853 Evening flight
Departure 25.04.24 19:09, Th
Direct Trip 3 days
Return 28.04.24 23:31, Su
Frontier Airlines F9 1457 Day flight
Departure 18.04.24 13:55, Th
Direct Trip 9 hours
Return 18.04.24 22:51, Th
Frontier Airlines F9 2969 Evening flight
Departure 20.03.24 21:50, We
Direct Trip 6 days
Return 27.03.24 00:58, We
Frontier Airlines F9 2969 Evening flight
Departure 21.03.24 21:50, Th
Direct Trip 5 days
Return 27.03.24 00:58, We
Frontier Airlines F9 3043 Night flight
Departure 25.03.24 03:27, Mo
Direct Trip 7 days
Return 31.03.24 23:21, Su
Frontier Airlines F9 3043 Night flight
Departure 19.05.24 02:45, Su
Direct Trip 2 days
Return 20.05.24 21:48, Mo
Spirit Airlines NK 2056 Night flight
Departure 09.04.24 02:05, Tu
1 Stopover Trip 8 hours
Return 09.04.24 10:00, Tu
Spirit Airlines NK 2056 Night flight
Departure 16.04.24 00:00, Tu
1 Stopover Trip 10 hours
Return 16.04.24 10:00, Tu
Frontier Airlines F9 1457 Evening flight
Departure 15.02.24 21:49, Th
Direct Trip 3 days
Return 19.02.24 01:08, Mo
Spirit Airlines NK 1266 Evening flight
Departure 11.04.24 21:22, Th
1 Stopover Trip 4 days
Return 15.04.24 11:00, Mo
Frontier Airlines F9 2969 Evening flight
Departure 25.03.24 21:50, Mo
Direct Trip 1 day
Return 27.03.24 00:58, We
Frontier Airlines F9 2969 Evening flight
Departure 05.04.24 21:50, Fr
Direct Trip 21 day
Return 26.04.24 13:25, Fr
Frontier Airlines F9 4025 Night flight
Departure 05.03.24 01:57, Tu
1 Stopover Trip 7 days
Return 12.03.24 01:43, Tu
Frontier Airlines F9 3043 Night flight
Departure 23.03.24 03:27, Sa
1 Stopover Trip 3 days
Return 25.03.24 20:20, Mo
Frontier Airlines F9 4025 Night flight
Departure 27.02.24 01:57, Tu
1 Stopover Trip 1 day
Return 28.02.24 11:45, We
Frontier Airlines F9 3043 Night flight
Departure 21.05.24 02:45, Tu
Direct Trip 1 day
Return 21.05.24 22:42, Tu
Frontier Airlines F9 1457 Night flight
Departure 20.05.24 01:35, Mo
Direct Trip 2 days
Return 21.05.24 22:42, Tu
Frontier Airlines F9 1457 Night flight
Departure 22.05.24 01:35, We
Direct Trip 5 days
Return 26.05.24 21:48, Su
Frontier Airlines F9 2791 Night flight
Departure 22.04.24 02:52, Mo
Direct Trip 11 hours
Return 22.04.24 13:25, Mo
Frontier Airlines F9 2791 Night flight
Departure 13.05.24 02:52, Mo
Direct Trip 2 days
Return 15.05.24 13:25, We
Frontier Airlines F9 2791 Night flight
Departure 29.04.24 02:52, Mo
Direct Trip 11 hours
Return 29.04.24 13:25, Mo
Frontier Airlines F9 1875 Day flight
Departure 27.03.24 11:00, We
1 Stopover Trip 4 days
Return 31.03.24 01:49, Su
Frontier Airlines F9 3043 Day flight
Departure 20.02.24 11:40, Tu
Direct Trip 1 day
Return 21.02.24 01:08, We
Frontier Airlines F9 3043 Night flight
Departure 05.04.24 03:27, Fr
Direct Trip 5 days
Return 09.04.24 23:21, Tu
Frontier Airlines F9 3507 Day flight
Departure 15.05.24 16:00, We
1 Stopover Trip 5 days
Return 20.05.24 21:48, Mo
Frontier Airlines F9 3043 Day flight
Departure 18.02.24 11:40, Su
Direct Trip 9 days
Return 27.02.24 11:45, Tu
Frontier Airlines F9 3853 Evening flight
Departure 14.04.24 19:44, Su
Direct Trip 7 days
Return 21.04.24 23:31, Su
Frontier Airlines F9 4919 Night flight
Departure 11.03.24 00:59, Mo
1 Stopover Trip 2 days
Return 13.03.24 00:58, We
Frontier Airlines F9 2307 Night flight
Departure 02.04.24 03:06, Tu
1 Stopover Trip 1 day
Return 02.04.24 20:11, Tu
Frontier Airlines F9 3507 Day flight
Departure 05.05.24 16:36, Su
1 Stopover Trip 1 day
Return 06.05.24 13:25, Mo
Frontier Airlines F9 1563 Day flight
Departure 03.03.24 11:00, Su
1 Stopover Trip 2 days
Return 05.03.24 11:45, Tu
Frontier Airlines F9 3043 Night flight
Departure 07.04.24 03:27, Su
Direct Trip 6 days
Return 13.04.24 13:25, Sa
Spirit Airlines NK 1148 Morning flight
Departure 25.02.24 10:10, Su
1 Stopover Trip 2 days
Return 27.02.24 11:10, Tu
Spirit Airlines NK 1354 Day flight
Departure 07.04.24 13:56, Su
1 Stopover Trip 9 hours
Return 07.04.24 22:59, Su
Spirit Airlines NK 1148 Morning flight
Departure 17.03.24 09:10, Su
1 Stopover Trip 2 days
Return 19.03.24 18:20, Tu
Delta Air Lines DL 1150 Evening flight
Departure 28.03.24 21:25, Th
1 Stopover Trip 2 days
Return 30.03.24 11:00, Sa
Spirit Airlines NK 3065 Night flight
Departure 20.02.24 03:37, Tu
1 Stopover Trip 7 days
Return 27.02.24 11:10, Tu
Frontier Airlines F9 1542 Morning flight
Departure 29.03.24 09:30, Fr
1 Stopover Trip 8 days
Return 06.04.24 03:10, Sa
Frontier Airlines F9 4919 Night flight
Departure 13.02.24 01:59, Tu
1 Stopover Trip 5 days
Return 18.02.24 00:23, Su
Spirit Airlines NK 316 Morning flight
Departure 31.03.24 09:02, Su
1 Stopover Trip 6 days
Return 06.04.24 10:00, Sa
Spirit Airlines NK 1354 Day flight
Departure 30.03.24 13:56, Sa
1 Stopover Trip 7 hours
Return 30.03.24 20:28, Sa
*Prices include: baggage, hand luggage, airline fees and charges.
From Orlando to Chicago from $28! Airfare Deals by Spirit Airlines
from $28 left 8 days
Sales dates 01 February 2024 Flight dates: 21 February 2024
Orlando - Chicago One way, Economy - from $28
Find flights

Flight Schedule Orlando to Chicago 2024

The current flight schedule for the route from Orlando to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 30 flights every day, from 2hours 45min. Local departure and arrival times are indicated.
06:0007:53
Frontier Airlines F93853 Frontier Airlines F93853
MCO → MDW
Mo - - - - Sa Su
Check price
06:4008:30
Southwest Airlines WN198 Southwest Airlines WN198
MCO → MDW
Mo Tu We Th Fr - Su
Check price
06:4008:45
Southwest Airlines WN1300 Southwest Airlines WN1300
MCO → ORD
- - - - - Sa -
Check price
06:5009:03
American Airlines AA1242 American Airlines AA1242
MCO → ORD
Mo - - - Fr - Su
Check price
06:5909:06
American Airlines AA2408 American Airlines AA2408
MCO → ORD
Mo - - - - - Su
Check price
07:0008:53
Frontier Airlines F93853 Frontier Airlines F93853
MCO → MDW
- - - - Fr - -
Check price
07:0009:15
Frontier Airlines F93043 Frontier Airlines F93043
MCO → ORD
Mo Tu We Th Fr Sa Su
Check price
07:1509:08
Frontier Airlines F93853 Frontier Airlines F93853
MCO → MDW
- - - Th - - -
Check price
07:2509:20
Southwest Airlines WN1062 Southwest Airlines WN1062
MCO → MDW
- - - - - Sa -
Check price
07:4010:55
Southwest Airlines WN1120 Southwest Airlines WN1120
MCO → MDW
Mo Tu We Th Fr - Su
Check price
07:4109:42
United Airlines UA1957 United Airlines UA1957
MCO → ORD
Mo - - Th Fr Sa Su
Check price
07:4509:35
Southwest Airlines WN1062 Southwest Airlines WN1062
MCO → MDW
Mo Tu We Th Fr - Su
Check price
Show all

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Chicago from Orlando takes 02:38 minutes (excluding transfers). The distance between Orlando and Chicago is 984 miles (1584 kilometers). Planes depart from Orlando between 00:00 and 23:57. The fastest flight from the company Allegiant Air with flight number G4 2279. Flies for just 02:13 minutes with departure from Orlando Sanford and arrival in Chicago Rockford.

time

Average flight time

02:38 min

distance

Distance

984 mi

The earliest flight

The earliest flight

00:00

The latest flight

The latest flight

23:57

Airplane

The fastest flight

02:13

Airlines

Direct flight

There are 6 airlines that fly directly from Orlando to Chicago. The most popular company carrying out non-stop flights is American Airlines.

*Flight number

Flights with Transfers

Flights with transfers from Orlando to Chicago can be bought from 2 airlines:

  • Southwest Airlines: Nashville, Baltimore
  • Frontier Airlines: Philadelphia, Atlanta

*Transit cities

Airports

Airports serving the air communication between Orlando and Chicago. You can fly to Chicago from 2 Orlando airports. Planes arrive at 3 airport in Chicago.

Orlando airports:

Orlando  ~ 14 km* from $ 29Orlando Sanford  ~ 31 km* from $ 61

Chicago airports:

O'Hare  ~ 25 km* from $ 29Chicago Rockford  ~ 127 km* from $ 61Chicago Midway  ~ 14 km* from $ 53

*Distance from the airport to the city center

Aircraft

You can fly from Orlando to Chicago on board of 6 airlines that utilize 8 aircraft models.

  • Airbus A319
  • Airbus A320
  • Airbus A321
  • Boeing 737
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 737-900
  • Boeing 757-300

Connecting cities

The list of cities on transfer flights to Chicago from Orlando. The best options are to fly through: Nashville, Baltimore, Philadelphia, Atlanta.

Cheap airline tickets from Orlando to United States

Here is a list of flights from Orlando to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Orlando - New York DL 1950 Delta Air Lines Airbus A321
16:00 Orlando
in a way 2 hours 0 min Direct
18:00 LaGuardia
Flights
from $36
05 March 2024
Orlando - Los Angeles F9 1151 Frontier Airlines Airbus A320
00:28 Orlando
in a way 5 hours 3 min Direct
05:31 Ontario
Flights
from $85
23 February 2024
Orlando - Miami NK 303 Spirit Airlines Airbus A321
05:03 Orlando
in a way 0 hours 56 min Direct
05:59 Fort Lauderdale Executive Airport
Flights
from $54
10 April 2024
Orlando - Chicago G4 2279 Allegiant Air Airbus A319
00:47 Orlando Sanford
in a way 2 hours 13 min Direct
03:00 Chicago Rockford
Flights
from $59
07 March 2024
Orlando - San Francisco WN 5614 Southwest Airlines Boeing 737-800
16:20 Orlando
in a way 5 hours 25 min Direct
21:45 Norman Y. Mineta San Jose
Flights
from $98
10 April 2024

All flights from Orlando

Flights from United States to Chicago

Here are the cheapest flight bookings from United States to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Chicago UA 761 United Airlines Boeing 737-800
13:00 LaGuardia
in a way 2 hours 0 min Direct
15:00 O'Hare
Flights
from $41
28 February 2024
Los Angeles - Chicago UA 910 United Airlines Boeing 737-800
10:23 Los Angeles
in a way 3 hours 37 min Direct
14:00 O'Hare
Flights
from $61
22 April 2024
Miami - Chicago AA 2796 American Airlines Boeing 767-300
17:05 Miami
in a way 2 hours 55 min Direct
20:00 O'Hare
Flights
from $37
07 March 2024
San Francisco - Chicago UA 1800 United Airlines Airbus A319
04:15 San Francisco
in a way 3 hours 45 min Direct
08:00 O'Hare
Flights
from $51
07 March 2024
Boston - Chicago UA 789 United Airlines Boeing 737-900
02:44 Boston RT128 Railway
in a way 2 hours 16 min Direct
05:00 O'Hare
Flights
from $53
01 May 2024

All flights to Chicago

Tips for buying a ticket

Orlando – Chicago – Orlando round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Orlando to Chicago
Chicago city

To start searching for tickets, Specify dates.

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