Cheap Flights from Chicago, IL to Orlando, FL from $109

Return flight: Orlando – Chicago
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On Cheapflightsplus.com you will find 13 direct and 129 connecting flights from Chicago to Orlando. You can compare airfare deals from 9 airlines and multiple travel sites from $109, book and save on cheap plane tickets and last minute offers. Also check out CHI-MCO flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Orlando Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $109 (one-way), $187 (round-trip).
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Best Flights from Chicago to Orlando Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Orlando with the lowest price of $109. The fastest direct flight takes 2h 38m and the fastest connecting – 5h 4m.
Price Departure Arrival Flight Duration Airline Flight
from $109
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07:20
Chicago
O'Hare International
 11:02
Orlando
Orlando Int.
 2h 42m United Airlines
UA2280
from $439
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06:00
Chicago
O'Hare International
 09:44
Orlando
Orlando Int.
 2h 44m Spirit Airlines
NK340
from $450
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10:49
Chicago
Midway
 14:27
Orlando
Orlando Int.
 2h 38m Frontier Airlines
F93854
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 15, 2025
Full flight schedule will help you in detecting at what time planes fly from Chicago to Orlando. 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 Arrival Flight Details Flight Duration Price
06:00 — 09:44
06:00 — 09:44 NK340 Spirit Airlines
Chicago — Orlando
2h 44m
Find flight
from$439
06:00 — 09:48
06:00 — 09:48 UA2387 United Airlines
Chicago — Orlando
2h 48m
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from$1002
07:20 — 11:02
07:20 — 11:02 UA2280 United Airlines
Chicago — Orlando
2h 42m
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from$109
09:15 — 13:09
09:15 — 13:09 UA2672 United Airlines
Chicago — Orlando
2h 54m
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from$1002
09:24 — 13:11
09:24 — 13:11 F92792 Frontier Airlines
Chicago — Orlando
2h 47m
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from$454
10:49 — 14:27
10:49 — 14:27 F93854 Frontier Airlines
Chicago — Orlando
2h 38m
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from$450
11:05 — 14:45
11:05 — 14:45 UA2008 United Airlines
Chicago — Orlando
2h 40m
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from$117
14:15 — 18:06
14:15 — 18:06 UA2042 United Airlines
Chicago — Orlando
2h 51m
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from$1002
14:20 — 18:00
14:20 — 18:00 UA1349 United Airlines
Chicago — Orlando
2h 40m
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from$613
14:24 — 00:24
+1 day
14:32 — 17:30 UA587 United Airlines
Chicago — Washington D.C.
5h 2m stop
22:23 — 00:45 UA689 United Airlines
Washington D.C. — Orlando
9h
including layover
Find flight
from$262
15:50 — 19:41
15:50 — 19:41 UA2165 United Airlines
Chicago — Orlando
2h 51m
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from$1002
17:58 — 21:50
17:58 — 21:50 UA1761 United Airlines
Chicago — Orlando
2h 52m
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from$1396
18:00 — 21:53
18:00 — 21:53 UA2180 United Airlines
Chicago — Orlando
2h 53m
Find flight
from$494
18:04 — 00:24
+1 day
17:53 — 20:52 UA2677 United Airlines
Chicago — Washington D.C.
1h 10m stop
22:23 — 00:45 UA689 United Airlines
Washington D.C. — Orlando
5h 20m
including layover
Find flight
from$233
18:40 — 22:32
18:40 — 22:32 NK2411 Spirit Airlines
Chicago — Orlando
2h 52m
Find flight
from$630
*Departure and arrival times - local. Updated on September 15, 2025

Flight Information

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

Distance between Chicago and Orlando is 1601 miles. Time difference between the cities is 1h. Airplanes depart 02:05 to 23:20 from 7 Chicago airports and arrive 02:05 to 23:20 to 3 Orlando airports. Average flight time is 2h 48m.

  • The fastest flight 2h 38m
  • Average flight time 2h 48m
  • The earliest flight 02:05
  • The latest flight 23:20
  • Distance 995 ml

The cheapest months to travel to Orlando are september (from 109 $), august (from 110 $), october (from 113 $).

The most expensive months are march (from 300 $), may (from 152 $), june (from 120 $).

What is the lowest airfare Chicago to Orlando?

The cheapest plane ticket found by our users is $109. This airfare is for economy class on one-way UA2280 flight by United Airlines for September 27, 2025 which leaves O'Hare International in Chicago at 07:20 am and arrives at Orlando Orlando Int. at 11:02.

Economy class
$109
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Business class
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First class
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Popular Airlines on the Route

The flight Chicago — Orlando is served by 9 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 5 departures per week at the price of from $ 597 . And the most expensive tickets are offered by United Airlines airline - from $ 2048.

Direct flights

There are 13 nonstop flights on the route. The fastest direct flight is F93854 by Frontier Airlines takes 2h 38m and the cheapest is UA2280 by United Airlines for $109.

  • F9 - Frontier Airlines
    from $450
    Find
  • UA - United Airlines
    from $109
    Find
  • NK - Spirit Airlines
    from $439
    Find
See more direct flights

Connecting Flights

There are 129 flights with layovers on the route. The fastest connecting flight is UA1357 by United Airlines takes 5h 4m and the cheapest is UA2280 by United Airlines for $233.

  • AS - Alaska Airlines
    from $597
    Find
  • F9 - Frontier Airlines
    from $359
    Find
  • PD - Porter Airlines
    from $300
    Find
  • AV - Avianca
    from $307
    Find
  • UA - United Airlines
    from $233
    Find
  • WS - WestJet
    from $393
    Find
  • AM - Aeromexico
    from $439
    Find
  • VB - VivaAerobus
    from $623
    Find
  • NK - Spirit Airlines
    from $387
    Find
See more connecting flights

Airports

You can fly from Chicago to Orlando from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $109
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  • Midway-MDW
    from $300
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  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Orlando airports

  • Orlando Int.-MCO
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  • Herndon-ORL
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  • Walt Disney World-DWS
    Find

Airplanes

There are flights to Orlando from Chicago by 9 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Top International Destinations from Chicago

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

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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