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 $18. 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 $ 18 – the departure date for this flight is 19 October 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
12.11.2021 Friday
from $ 21 Trip.com
Economy Found 2 days
Nonstop 3 hours 5 min
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30.11.2021 Tuesday
from $ 28 Trip.com
Economy Found 2 days
Nonstop 3 hours 1 min
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01.11.2021 Monday
from $ 31 Trip.com
Economy Found 2021-10-02
Nonstop 3 hours 5 min
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07.11.2021 Sunday
from $ 39 Mytrip.com
Economy Found 2021-10-02
1 Stopover 11 hours 5 min
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07.11.2021 Sunday
from $ 45 Mytrip.com
Economy Found 2021-10-02
Nonstop 2 hours 44 min
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12.11.2021 Friday
from $ 47 FlightNetwork
Economy Found 2 days
1 Stopover 11 hours 5 min
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01.11.2021 Monday
from $ 47 Mytrip.com
Economy Found 2021-10-02
1 Stopover 11 hours 5 min
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30.11.2021 Tuesday
from $ 56 Trip.com
Economy Found 2 days
1 Stopover 7 hours 7 min
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26.11.2021 Friday
from $ 59 Gotogate
Economy Found 2021-10-05
Nonstop 3 hours 1 min
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01.11.2021 Monday
from $ 63 Kiwi.com
Economy Found 2021-10-02
2 Stopovers 14 hours 5 min
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12.11.2021 Friday
from $ 81 FlightNetwork
Economy Found 2 days
3 Stopovers 23 hours 43 min
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12.11.2021 Friday
from $ 84 Kissandfly
Economy Found 2 days
2 Stopovers 8 hours 44 min
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30.11.2021 Tuesday
from $ 92 Aviakassa
Economy Found 2 days
2 Stopovers 18 hours 46 min
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01.11.2021 Monday
from $ 98 Aviakassa
Economy Found 2021-10-02
3 Stopovers 44 hours 2 min
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07.11.2021 Sunday
from $ 106 Tickets.ua
Economy Found 2021-10-02
2 Stopovers 25 hours 17 min
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26.11.2021 Friday
from $ 112 SmartFares
Economy Found 2021-10-05
1 Stopover 19 hours 21 min
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26.11.2021 Friday
from $ 116 FlyFar
Economy Found 2021-10-05
2 Stopovers 20 hours 40 min
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27.11.2021 Saturday
from $ 120 Thefaremasters.com
Economy Found 2021-10-03
Nonstop 3 hours 1 min
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30.11.2021 Tuesday
from $ 123 SuperSaver
Economy Found 2 days
3 Stopovers 19 hours 45 min
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07.11.2021 Sunday
from $ 145 Mytrip.com
Economy Found 2021-10-02
4 Stopovers 27 hours 0 min
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07.11.2021 Sunday
from $ 175 KupiBilet.ru
Economy Found 2021-10-02
3 Stopovers 18 hours 7 min
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27.11.2021 Saturday
from $ 220 Thefaremasters.com
Economy Found 2021-10-03
1 Stopover 10 hours 37 min
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27.11.2021 Saturday
from $ 269 Kiwi.com
Economy Found 2021-10-03
2 Stopovers 40 hours 33 min
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26.11.2021 Friday
from $ 503 Kissandfly
Economy Found 2021-10-05
3 Stopovers 58 hours 46 min
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*Prices include: baggage, hand luggage, airline fees and charges.

Flights from Orlando to Chicago are most popular in July, September, December. During this period, the average price of fly tickets is from $ 105. In the low season in February, March, April, air tickets become cheaper and the average price will be from $ 20 one way.

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 $ 46, the flight dates are: there on 22 October 2021 year and back on 26 October 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 910 Evening flight
Departure 22.10.21 22:25, Fr
Direct Trip 4 days
Return 26.10.21 12:24, Tu
Spirit Airlines NK 134 Morning flight
Departure 23.10.21 10:00, Sa
1 Stopover Trip 3 days
Return 26.10.21 12:24, Tu
Frontier Airlines F9 1154 Night flight
Departure 20.11.21 03:05, Sa
Direct Trip 2 days
Return 22.11.21 12:25, Mo
Frontier Airlines F9 1156 Night flight
Departure 20.10.21 00:55, We
Direct Trip 4 days
Return 23.10.21 18:32, Sa
Spirit Airlines NK 910 Evening flight
Departure 16.10.21 22:25, Sa
Direct Trip 3 days
Return 19.10.21 10:44, Tu
Spirit Airlines NK 912 Day flight
Departure 15.10.21 16:07, Fr
Direct Trip 3 days
Return 18.10.21 12:24, Mo
Frontier Airlines F9 1154 Night flight
Departure 24.11.21 03:05, We
Direct Trip 6 days
Return 30.11.21 13:40, Tu
Frontier Airlines F9 1152 Evening flight
Departure 07.10.21 22:54, Th
Direct Trip 4 days
Return 11.10.21 12:24, Mo
Frontier Airlines F9 1154 Evening flight
Departure 08.10.21 21:49, Fr
Direct Trip 3 days
Return 11.10.21 12:24, Mo
American Airlines AA 2525 Night flight
Departure 06.01.22 00:15, Th
Direct Trip 6 days
Return 11.01.22 12:34, Tu
Spirit Airlines NK 770 Night flight
Departure 12.10.21 02:03, Tu
1 Stopover Trip 7 days
Return 18.10.21 18:32, Mo
Allegiant Air G4 2507 Evening flight
Departure 24.10.21 21:09, Su
Direct Trip 23 days
Return 16.11.21 13:24, Tu
Spirit Airlines NK 910 Day flight
Departure 17.01.22 11:45, Mo
Direct Trip 4 days
Return 21.01.22 12:05, Fr
Frontier Airlines F9 1154 Night flight
Departure 25.11.21 03:05, Th
Direct Trip 4 days
Return 29.11.21 02:45, Mo
Spirit Airlines NK 910 Day flight
Departure 17.02.22 11:45, Th
Direct Trip 4 days
Return 21.02.22 16:23, Mo
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Orlando to Chicago 2021

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 25 flights every day, from 2hours 34min. Local departure and arrival times are indicated.
06:1007:55
Southwest Airlines WN3819 Southwest Airlines WN3819
MCO → MDW
- - - - - Sa -
Check price
06:2508:10
Southwest Airlines WN4643 Southwest Airlines WN4643
MCO → MDW
- Tu We - - - -
Check price
06:3516:15
Southwest Airlines WN1113 Southwest Airlines WN1113
MCO → MDW
Mo - - Th Fr - -
Check price
06:5008:57
American Airlines AA1110 American Airlines AA1110
MCO → ORD
- - - - - Sa -
Check price
06:5517:40
Southwest Airlines WN4880 Southwest Airlines WN4880
MCO → MDW
- Tu We - - - -
Check price
07:0008:45
Southwest Airlines WN1029 Southwest Airlines WN1029
MCO → MDW
Mo - - Th Fr - -
Check price
07:0514:25
Southwest Airlines WN3060 Southwest Airlines WN3060
MCO → ORD
- Tu We - - - -
Check price
07:2011:40
Southwest Airlines WN1285 Southwest Airlines WN1285
MCO → MDW
- - - - - - Su
Check price
07:4009:25
Southwest Airlines WN5302 Southwest Airlines WN5302
MCO → MDW
- - - - - - Su
Check price
08:0011:05
Southwest Airlines WN3075 Southwest Airlines WN3075
MCO → MDW
- Tu We - - - -
Check price
08:0009:45
Southwest Airlines WN4655 Southwest Airlines WN4655
MCO → MDW
- - - - - Sa -
Check price
08:0509:50
Southwest Airlines WN2291 Southwest Airlines WN2291
MCO → MDW
- Tu We - - - -
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 $ 17
02 November 2021
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 $ 35
02 November 2021
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 $ 18
21 October 2021
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 $ 18
19 October 2021
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 $ 51
20 October 2021

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 $ 32
03 November 2021
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 $ 27
03 November 2021
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 $ 21
14 October 2021
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 $ 54
07 December 2021
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 $ 46
27 October 2021

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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