United Airlines Chicago to Orlando Flights

Return flight: Orlando – Chicago

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Orlando. Compare airline ticket prices and book air tickets starting from $200 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Orlando (FL) by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in february: one-way - $200, two-way – $343.
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Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
10:55 am — 2:43 pm
10:55 am — 2:43 pm UA1568 United Airlines
Chicago — Orlando
2h 48m
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from$200
12:45 pm — 8:30 pm
12:45 pm — 3:45 pm UA2417 United Airlines
Chicago — Houston
1h 20m stop
5:05 pm — 8:30 pm UA1571 United Airlines
Houston — Orlando
6h 45m
including layover
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from$330
3:59 pm — 11:15 pm
3:59 pm — 7:02 pm UA725 United Airlines
Chicago — Houston
48m stop
7:50 pm — 11:15 pm UA750 United Airlines
Houston — Orlando
6h 16m
including layover
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from$330
4:02 pm — 7:49 pm
4:02 pm — 7:49 pm UA2413 United Airlines
Chicago — Orlando
2h 47m
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from$200
4:10 pm — 0:30 am
+1 day
4:10 pm — 7:01 pm UA587 United Airlines
Chicago — Washington D.C.
3h 4m stop
10:05 pm — 0:30 am UA689 United Airlines
Washington D.C. — Orlando
7h 20m
including layover
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from$264
5:50 pm — 9:37 pm
5:50 pm — 9:37 pm UA2039 United Airlines
Chicago — Orlando
2h 47m
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from$200
6:00 am — 5:28 pm
6:00 am — 9:11 am UA2343 United Airlines
Chicago — Newark
5h 25m stop
2:30 pm — 5:32 pm UA1213 United Airlines
Newark — Orlando
10h 28m
including layover
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from$295
6:10 am — 9:55 am
6:10 am — 9:55 am UA2299 United Airlines
Chicago — Orlando
2h 45m
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from$319
7:30 am — 11:19 am
7:30 am — 11:19 am UA1768 United Airlines
Chicago — Orlando
2h 49m
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from$235
8:45 am — 6:25 pm
8:45 am — 1:03 pm UA743 United Airlines
Chicago — Miami
4h 5m stop
5:05 pm — 6:25 pm UA3076 United Airlines
Miami — Orlando
8h 40m
including layover
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from$306
9:40 pm — 8:57 am
+1 day
9:40 pm — 0:45 am UA1633 United Airlines
Chicago — Newark
5h 15m stop
6:00 am — 8:57 am UA1613 United Airlines
Newark — Orlando
10h 17m
including layover
Find flight
from$295
*Departure and arrival times are local. Last updated on 02/07/2025

Flight Information

There are 5 flights by United Airlines from Chicago to Orlando every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Orlando Int., Walt Disney World, Herndon.

Departures start from 10:55 am to 9:40 pm. Nonstop flight is 2h 45m. The time difference between Chicago and Orlando is 1h.

  • The fastest flight 2h 45m
  • Average flight time 2h 47m
  • The earliest flight 10:55 am
  • The latest flight 9:40 pm
  • Distance 995 ml

The cheapest months for traveling to Orlando are january (from 144 $), november (from 149 $), february (from 197 $).

The cheapest flight by United Airlines that our users were able to find is $200. This airfare is economy class on one-way UA2039 flight for February 21, 2025 leaving O'Hare International in Chicago at 5:50 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 7 airline carriers between Chicago and Orlando. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Orlando.

Nonstop flights

There are 7 direct flights every day from Chicago. Airlines and fares are below:

See more direct flights

Connecting Flights

List of flights with layovers (1 and more stops):

  • from $131
    Find
  • from $174
    Find
  • Y4 - Volaris
    from $383
    Find
  • AM - Aeromexico
    from $337
    Find
  • VB - VivaAerobus
    from $364
    Find
  • KG - Aerogaviota
    from $391
    Find
  • TS - Air Transat
    from $376
    Find
See more connecting flights

How to book an air 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 airfare.
  • 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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