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 $119 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 january: one-way - $119, two-way – $204.
Direct flights
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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
10:40 am — 2:30 pm
10:40 am — 2:30 pm UA2635 United Airlines
Chicago — Orlando
2h 50m
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from$119
10:55 am — 2:43 pm
10:55 am — 2:43 pm UA1568 United Airlines
Chicago — Orlando
2h 48m
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from$194
12:05 pm — 3:57 pm
12:05 pm — 3:57 pm UA1227 United Airlines
Chicago — Orlando
2h 52m
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from$119
1:10 pm — 5:02 pm
1:10 pm — 5:02 pm UA2726 United Airlines
Chicago — Orlando
2h 52m
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from$119
4:02 pm — 7:49 pm
4:02 pm — 7:49 pm UA2413 United Airlines
Chicago — Orlando
2h 47m
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from$194
5:50 pm — 9:37 pm
5:50 pm — 9:37 pm UA2039 United Airlines
Chicago — Orlando
2h 47m
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from$140
6:10 am — 9:55 am
6:10 am — 9:55 am UA2299 United Airlines
Chicago — Orlando
2h 45m
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from$310
7:30 am — 11:19 am
7:30 am — 11:19 am UA1768 United Airlines
Chicago — Orlando
2h 49m
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from$228
12:50 pm — 11:21 pm
12:50 pm — 4:06 pm UA2238 United Airlines
Chicago — Newark
4h 14m stop
8:20 pm — 11:21 pm UA1352 United Airlines
Newark — Orlando
9h 31m
including layover
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from$232
3:51 pm — 0:45 am
+1 day
3:51 pm — 6:43 pm UA2451 United Airlines
Chicago — Washington D.C.
3h 34m stop
10:17 pm — 0:45 am UA1066 United Airlines
Washington D.C. — Orlando
7h 54m
including layover
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from$150
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$320
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$257
5:50 pm — 5:36 am
+1 day
5:50 pm — 7:40 pm UA2370 United Airlines
Chicago — Denver
4h 19m stop
11:59 pm — 5:36 am UA1279 United Airlines
Denver — Orlando
10h 46m
including layover
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from$263
6:08 pm — 0:45 am
+1 day
6:08 pm — 9:01 pm UA444 United Airlines
Chicago — Washington D.C.
1h 16m stop
10:17 pm — 0:45 am UA1066 United Airlines
Washington D.C. — Orlando
5h 37m
including layover
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from$150
6:25 pm — 8:50 am
+1 day
6:15 pm — 10:30 pm UA633 United Airlines
Chicago — Miami
8h 46m stop
7:30 am — 8:50 am UA3067 United Airlines
Miami — Orlando
13h 25m
including layover
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from$191
7:10 am — 6:13 pm
7:10 am — 10:25 am UA563 United Airlines
Chicago — Newark
4h 47m stop
3:12 pm — 6:13 pm UA1005 United Airlines
Newark — Orlando
10h 3m
including layover
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from$232
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$192
8:50 am — 3:26 pm
8:50 am — 11:48 am UA2490 United Airlines
Chicago — Washington D.C.
1h 9m stop
12:57 pm — 3:26 pm UA471 United Airlines
Washington D.C. — Orlando
5h 36m
including layover
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from$202
9:10 am — 11:21 pm
9:10 am — 12:28 pm UA2462 United Airlines
Chicago — Newark
7h 52m stop
8:20 pm — 11:21 pm UA1352 United Airlines
Newark — Orlando
13h 11m
including layover
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from$232
9:45 pm — 9:03 am
+1 day
9:45 pm — 0:58 am UA2415 United Airlines
Chicago — Newark
5h 2m stop
6:00 am — 9:03 am UA365 United Airlines
Newark — Orlando
10h 18m
including layover
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from$232
11:00 am — 0:45 am
+1 day
11:00 am — 2:12 pm UA1677 United Airlines
Chicago — New York
5h 17m stop
7:29 pm — 8:57 pm UA6136 United Airlines
New York — Washington D.C.
1h 20m stop
10:17 pm — 0:45 am UA1066 United Airlines
Washington D.C. — Orlando
12h 45m
including layover
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from$237
1:15 pm — 8:50 am
+1 day
1:15 pm — 4:13 pm UA2431 United Airlines
Chicago — Washington D.C.
1h 37m stop
5:50 pm — 8:41 pm UA1379 United Airlines
Washington D.C. — Miami
10h 49m stop
7:30 am — 8:50 am UA3067 United Airlines
Miami — Orlando
18h 35m
including layover
Find flight
from$197
*Departure and arrival times are local. Last updated on 01/08/2025

Flight Information

There are 8 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 10:35 am to 9:45 pm. Nonstop flight is 2h 45m. The time difference between Chicago and Orlando is 1h.

  • The fastest flight 2h 45m
  • Average flight time 2h 49m
  • The earliest flight 10:35 am
  • The latest flight 9:45 pm
  • Distance 995 ml

The cheapest months for traveling to Orlando are january (from 119 $), november (from 145 $), february (from 150 $).

The most expensive and popular months are december (from 190 $), february (from 150 $), november (from 145 $).

The cheapest flight by United Airlines that our users were able to find is $119. This airfare is economy class on one-way UA1227 flight for January 22, 2025 leaving O'Hare International in Chicago at 12:05 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 10 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 13 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 $214
    Find
  • from $63
    Find
  • from $97
    Find
  • PD - Porter Airlines
    from $261
    Find
  • LF - flynordic
    from $268
    Find
  • Y4 - Volaris
    from $372
    Find
  • KG - Aerogaviota
    from $233
    Find
  • AM - Aeromexico
    from $328
    Find
  • VB - VivaAerobus
    from $354
    Find
  • TS - Air Transat
    from $366
    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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