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 $124 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 march: one-way - $124, two-way – $213.
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$135
10:55 am — 2:42 pm
10:55 am — 2:42 pm UA2100 United Airlines
Chicago — Orlando
2h 47m
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from$124
10:55 am — 2:43 pm
10:55 am — 2:43 pm UA1568 United Airlines
Chicago — Orlando
2h 48m
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from$221
10:56 am — 2:43 pm
10:56 am — 2:43 pm UA2856 United Airlines
Chicago — Orlando
2h 47m
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from$158
12:05 pm — 3:57 pm
12:05 pm — 3:57 pm UA1227 United Airlines
Chicago — Orlando
2h 52m
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from$135
12:53 pm — 4:39 pm
12:53 pm — 4:39 pm UA455 United Airlines
Chicago — Orlando
2h 46m
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from$165
1:10 pm — 5:02 pm
1:10 pm — 5:02 pm UA2726 United Airlines
Chicago — Orlando
2h 52m
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from$135
1:55 pm — 5:43 pm
1:55 pm — 5:43 pm UA2855 United Airlines
Chicago — Orlando
2h 48m
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from$200
2:20 pm — 6:08 pm
2:20 pm — 6:08 pm UA2042 United Airlines
Chicago — Orlando
2h 48m
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from$124
4:02 pm — 7:49 pm
4:02 pm — 7:49 pm UA2413 United Airlines
Chicago — Orlando
2h 47m
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from$221
5:50 pm — 9:37 pm
5:50 pm — 9:37 pm UA2039 United Airlines
Chicago — Orlando
2h 47m
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from$159
5:55 pm — 9:44 pm
5:55 pm — 9:44 pm UA2113 United Airlines
Chicago — Orlando
2h 49m
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from$124
5:55 pm — 9:42 pm
5:55 pm — 9:42 pm UA2724 United Airlines
Chicago — Orlando
2h 47m
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from$135
6:10 am — 9:55 am
6:10 am — 9:55 am UA2299 United Airlines
Chicago — Orlando
2h 45m
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from$353
7:30 am — 11:19 am
7:30 am — 11:19 am UA1768 United Airlines
Chicago — Orlando
2h 49m
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from$165
9:02 am — 12:53 pm
9:02 am — 12:53 pm UA2323 United Airlines
Chicago — Orlando
2h 51m
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from$146
11:15 am — 7:36 pm
11:15 am — 2:05 pm UA1097 United Airlines
Chicago — Washington D.C.
3h 5m stop
5:10 pm — 7:36 pm UA703 United Airlines
Washington D.C. — Orlando
7h 21m
including layover
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from$245
11:51 am — 8:19 pm
11:51 am — 3:06 pm UA2133 United Airlines
Chicago — Newark
2h 16m stop
5:22 pm — 8:19 pm UA327 United Airlines
Newark — Orlando
7h 28m
including layover
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from$236
1:06 pm — 0:37 am
+1 day
1:06 pm — 4:14 pm UA1450 United Airlines
Chicago — New York
5h 15m stop
9:29 pm — 0:37 am NK475 Spirit Airlines
New York — Orlando
10h 31m
including layover
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from$169
2:00 pm — 0:37 am
+1 day
2:00 pm — 5:10 pm UA2182 United Airlines
Chicago — New York
4h 19m stop
9:29 pm — 0:37 am NK475 Spirit Airlines
New York — Orlando
9h 37m
including layover
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from$169
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$170
3:56 pm — 0:54 am
+1 day
3:56 pm — 6:50 pm UA1616 United Airlines
Chicago — Washington D.C.
3h 40m stop
10:30 pm — 0:54 am UA689 United Airlines
Washington D.C. — Orlando
7h 58m
including layover
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from$165
4:00 pm — 0:54 am
+1 day
4:00 pm — 7:01 pm UA5668 United Airlines
Chicago — Washington D.C.
3h 29m stop
10:30 pm — 0:54 am UA689 United Airlines
Washington D.C. — Orlando
7h 54m
including layover
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from$165
6:14 pm — 0:54 am
+1 day
6:14 pm — 9:14 pm UA210 United Airlines
Chicago — Washington D.C.
1h 16m stop
10:30 pm — 0:54 am UA689 United Airlines
Washington D.C. — Orlando
5h 40m
including layover
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from$135
6:30 am — 3:12 pm
6:30 am — 9:23 am UA1077 United Airlines
Chicago — Washington D.C.
3h 22m stop
12:45 pm — 3:12 pm UA471 United Airlines
Washington D.C. — Orlando
7h 42m
including layover
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from$165
7:10 am — 5:16 pm
7:10 am — 10:24 am UA563 United Airlines
Chicago — Newark
3h 56m stop
2:20 pm — 5:16 pm NK922 Spirit Airlines
Newark — Orlando
9h 6m
including layover
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from$200
8:00 pm — 8:59 am
+1 day
8:00 pm — 11:12 pm UA1576 United Airlines
Chicago — New York
6h 48m stop
6:00 am — 8:59 am NK1350 Spirit Airlines
New York — Orlando
11h 59m
including layover
Find flight
from$169
8:57 am — 3:12 pm
8:57 am — 11:53 am UA545 United Airlines
Chicago — Washington D.C.
52m stop
12:45 pm — 3:12 pm UA471 United Airlines
Washington D.C. — Orlando
5h 15m
including layover
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from$135
9:15 am — 7:09 pm
9:15 am — 12:29 pm UA1213 United Airlines
Chicago — Newark
3h 40m stop
4:09 pm — 7:09 pm NK1861 Spirit Airlines
Newark — Orlando
8h 54m
including layover
Find flight
from$200
*Departure and arrival times are local. Last updated on 03/10/2025

Flight Information

There are 16 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 10:00 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 10:00 am
  • The latest flight 9:45 pm
  • Distance 995 ml

The cheapest months for traveling to Orlando are november (from 124 $), january (from 135 $), december (from 135 $).

The most expensive and popular months are february (from 170 $), december (from 135 $), january (from 135 $).

The cheapest flight by United Airlines that our users were able to find is $124. This airfare is economy class on one-way UA2042 flight for November 12, 2024 leaving O'Hare International in Chicago at 2:20 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 16 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 39 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 $59
    Find
  • from $73
    Find
  • AA - American Airlines
    from $127
    Find
  • SY - Sun Country Airlines
    from $128
    Find
  • DL - Delta Air Lines Inc.
    from $118
    Find
  • AM - Aeromexico
    from $373
    Find
  • VB - VivaAerobus
    from $403
    Find
  • G4 - Allegiant Air
    from $279
    Find
  • AS - Alaska Airlines
    from $243
    Find
  • B6 - JetBlue
    from $123
    Find
  • PD - Porter Airlines
    from $257
    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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