Cheap Flights from Orlando, FL to Chicago, IL from $49

Return flight: Chicago – Orlando

On Cheapflightsplus.com you will find 20 direct and 560 connecting flights from Orlando to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $49, book and save on cheap plane tickets and last minute offers. Also check out MCO-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Flight Information

Below we will explain in detail what the flights cost on the destination from Orlando to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Orlando and Chicago is 1601 miles. Time difference between the cities is 1h. Airplanes depart 05:05 to 22:51 from 3 Orlando airports and arrive 05:05 to 22:51 to 7 Chicago airports. Average flight time is 3h 6m.

  • The fastest flight 2h 55m
  • Average flight time 3h 6m
  • The earliest flight 05:05
  • The latest flight 22:51
  • Distance 995 ml

The cheapest months to travel to Chicago are october (from 49 $), september (from 49 $), august (from 49 $).

The most expensive months are february (from 286 $), january (from 96 $), december (from 92 $).

What is the lowest airfare Orlando to Chicago?

The cheapest plane ticket found by our users is $49. This airfare is for economy class on one-way NK1109 flight by Spirit Airlines for October 7, 2025 which leaves Orlando Int. in Orlando at 17:46 am and arrives at Chicago O'Hare International at 19:58.

Economy class
$49
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Business class
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First class
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Flight Schedule Orlando (Florida) to Chicago (Illinois)

06:05 — 08:07
3h 2m flight time
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from$83
Orlando — Chicago
F93043 Frontier Airlines
07:15 — 09:20
3h 5m flight time
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from$111
Orlando — Chicago
UA2673 United Airlines
07:20 — 09:26
3h 6m flight time
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from$111
Orlando — Chicago
UA1097 United Airlines
07:30 — 09:36
3h 6m flight time
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from$133
Orlando — Chicago
UA2657 United Airlines
08:00 — 10:06
3h 6m flight time
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from$108
Orlando — Chicago
NK1114 Spirit Airlines
09:35 — 11:41
3h 6m flight time
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from$111
Orlando — Chicago
UA2341 United Airlines
11:00 — 13:06
3h 6m flight time
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from$119
Orlando — Chicago
UA2207 United Airlines
12:08 — 14:15
3h 7m flight time
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from$49
Orlando — Chicago
NK3201 Spirit Airlines
12:16 — 14:22
3h 6m flight time
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from$119
Orlando — Chicago
UA2475 United Airlines
13:23 — 15:31
3h 8m flight time
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from$78
Orlando — Chicago
NK1369 Spirit Airlines
14:30 — 16:36
3h 6m flight time
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from$119
Orlando — Chicago
UA1403 United Airlines
16:26 — 18:32
3h 6m flight time
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from$119
Orlando — Chicago
UA1828 United Airlines
16:33 — 18:43
3h 10m flight time
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from$49
Orlando — Chicago
NK506 Spirit Airlines
17:46 — 19:58
3h 12m flight time
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from$49
Orlando — Chicago
NK1109 Spirit Airlines
17:55 — 20:03
3h 8m flight time
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from$78
Orlando — Chicago
NK2541 Spirit Airlines
18:22 — 20:17
2h 55m flight time
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from$84
Orlando — Chicago
F93853 Frontier Airlines
21:25 — 23:29
3h 4m flight time
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from$73
Orlando — Chicago
NK2190 Spirit Airlines
22:17 — 00:20+1day
3h 3m flight time
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from$80
Orlando — Chicago
F92791 Frontier Airlines
Full flight schedule will help you in detecting at what time planes fly from Orlando to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
*Departure and arrival times - local. Updated on October 7, 2025.

Popular Airlines on the Route

The flight Orlando — Chicago is served by 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 6 departures per week at the price of from $ 228 . And the most expensive tickets are offered by United Airlines airline - from $ 863.

Direct flights

There are 20 nonstop flights on the route. The fastest direct flight is F93853 by Frontier Airlines takes 2h 55m and the cheapest is NK1109 by Spirit Airlines for $49.

  • F9 - Frontier Airlines
    from $80
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  • UA - United Airlines
    from $111
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  • NK - Spirit Airlines
    from $49
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Connecting Flights

There are 560 flights with layovers on the route. The fastest connecting flight is NK2645 by Spirit Airlines takes 4h 9m and the cheapest is NK1109 by Spirit Airlines for $68.

  • AS - Alaska Airlines
    from $228
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  • F9 - Frontier Airlines
    from $68
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  • SY - Sun Country Airlines
    from $155
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  • MX - Mexicana
    from $206
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  • UA - United Airlines
    from $203
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  • NK - Spirit Airlines
    from $80
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  • G4 - Allegiant Air
    from $98
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Airports

You can fly from Orlando to Chicago from 3 airports (Orlando Int., Herndon, Walt Disney World).

Orlando airports

  • Orlando Int.-MCO
    from $49
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  • Herndon-ORL
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  • Walt Disney World-DWS
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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