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 $121 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 december: one-way - $121, two-way – $208.
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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$121
10:55 am — 2:43 pm
10:55 am — 2:43 pm UA1568 United Airlines
Chicago — Orlando
2h 48m
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from$198
10:56 am — 2:43 pm
10:56 am — 2:43 pm UA2856 United Airlines
Chicago — Orlando
2h 47m
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from$142
12:05 pm — 3:57 pm
12:05 pm — 3:57 pm UA1227 United Airlines
Chicago — Orlando
2h 52m
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from$121
1:10 pm — 5:02 pm
1:10 pm — 5:02 pm UA2726 United Airlines
Chicago — Orlando
2h 52m
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from$121
1:55 pm — 5:43 pm
1:55 pm — 5:43 pm UA2855 United Airlines
Chicago — Orlando
2h 48m
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from$179
4:02 pm — 7:49 pm
4:02 pm — 7:49 pm UA2413 United Airlines
Chicago — Orlando
2h 47m
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from$198
5:50 pm — 9:37 pm
5:50 pm — 9:37 pm UA2039 United Airlines
Chicago — Orlando
2h 47m
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from$143
5:55 pm — 9:42 pm
5:55 pm — 9:42 pm UA2724 United Airlines
Chicago — Orlando
2h 47m
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from$121
6:10 am — 9:55 am
6:10 am — 9:55 am UA2299 United Airlines
Chicago — Orlando
2h 45m
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from$317
7:30 am — 11:19 am
7:30 am — 11:19 am UA1768 United Airlines
Chicago — Orlando
2h 49m
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from$233
9:02 am — 12:53 pm
9:02 am — 12:53 pm UA2323 United Airlines
Chicago — Orlando
2h 51m
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from$179
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$237
2:25 pm — 9:59 pm
2:25 pm — 5:24 pm UA1373 United Airlines
Chicago — Houston
1h 10m stop
6:34 pm — 9:59 pm UA2197 United Airlines
Houston — Orlando
6h 34m
including layover
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from$317
2:50 pm — 11:06 pm
2:50 pm — 6:13 pm UA2436 United Airlines
Chicago — Newark
1h 54m stop
8:07 pm — 11:06 pm UA1695 United Airlines
Newark — Orlando
7h 16m
including layover
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from$317
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$153
3:56 pm — 0:49 am
+1 day
3:56 pm — 6:50 pm UA2430 United Airlines
Chicago — Washington D.C.
3h 35m stop
10:25 pm — 0:49 am UA689 United Airlines
Washington D.C. — Orlando
7h 53m
including layover
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from$194
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$262
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$153
6:16 pm — 0:49 am
+1 day
6:16 pm — 9:16 pm UA2458 United Airlines
Chicago — Washington D.C.
1h 9m stop
10:25 pm — 0:49 am UA689 United Airlines
Washington D.C. — Orlando
5h 33m
including layover
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from$189
7:10 am — 6:25 pm
7:10 am — 11:21 am UA1421 United Airlines
Chicago — Miami
5h 44m stop
5:05 pm — 6:25 pm UA3076 United Airlines
Miami — Orlando
10h 15m
including layover
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from$194
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$195
8:52 am — 6:25 pm
8:52 am — 1:04 pm UA1932 United Airlines
Chicago — Miami
4h 1m stop
5:05 pm — 6:25 pm UA3076 United Airlines
Miami — Orlando
8h 33m
including layover
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from$194
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$237
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
Find flight
from$242
*Departure and arrival times are local. Last updated on 12/04/2024

Flight Information

There are 12 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 48m
  • 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 121 $), december (from 121 $), november (from 131 $).

The most expensive and popular months are february (from 153 $), november (from 131 $), december (from 121 $).

The cheapest flight by United Airlines that our users were able to find is $121. This airfare is economy class on one-way UA2724 flight for December 14, 2024 leaving O'Hare International in Chicago at 5:55 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 11 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 20 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 $218
    Find
  • from $58
    Find
  • from $99
    Find
  • PD - Porter Airlines
    from $230
    Find
  • SY - Sun Country Airlines
    from $115
    Find
  • LF - flynordic
    from $273
    Find
  • Y4 - Volaris
    from $380
    Find
  • KG - Aerogaviota
    from $238
    Find
  • AM - Aeromexico
    from $335
    Find
  • VB - VivaAerobus
    from $362
    Find
  • TS - Air Transat
    from $305
    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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