American Airlines Chicago to Orlando Flights

Return flight: Orlando – Chicago

Cheapflightsplus.com will find cheap American Airlines flights from Chicago to Orlando. Compare airline ticket prices and book air tickets starting from $33 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of American Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Orlando (FL) by American 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 may: one-way - $33, two-way – $57.
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Below is a detailed 2024 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
10:00 am — 1:45 pm
10:00 am — 1:45 pm AA1232 American Airlines
Chicago — Orlando
2h 45m
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from$33
10:15 am — 2:05 pm
10:15 am — 2:05 pm AA2398 American Airlines
Chicago — Orlando
2h 50m
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from$33
10:35 am — 2:19 pm
10:35 am — 2:19 pm AA1708 American Airlines
Chicago — Orlando
2h 44m
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from$115
11:45 am — 3:23 pm
11:45 am — 3:23 pm AA2671 American Airlines
Chicago — Orlando
2h 38m
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from$33
11:56 am — 3:34 pm
11:56 am — 3:34 pm AA2398 American Airlines
Chicago — Orlando
2h 38m
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from$151
2:55 pm — 6:35 pm
2:55 pm — 6:35 pm AA1614 American Airlines
Chicago — Orlando
2h 40m
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from$33
2:55 pm — 6:35 pm
2:55 pm — 6:35 pm AA2411 American Airlines
Chicago — Orlando
2h 40m
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from$33
3:16 pm — 6:54 pm
3:16 pm — 6:54 pm AA2525 American Airlines
Chicago — Orlando
2h 38m
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from$115
3:20 pm — 6:57 pm
3:20 pm — 6:57 pm AA2411 American Airlines
Chicago — Orlando
2h 37m
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from$151
6:02 pm — 9:44 pm
6:02 pm — 9:44 pm AA2529 American Airlines
Chicago — Orlando
2h 42m
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from$115
6:51 pm — 10:31 pm
6:51 pm — 10:31 pm AA154 American Airlines
Chicago — Orlando
2h 40m
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from$173
7:00 am — 10:38 am
7:00 am — 10:38 am AA1565 American Airlines
Chicago — Orlando
2h 38m
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from$33
7:00 am — 10:38 am
7:00 am — 10:38 am AA782 American Airlines
Chicago — Orlando
2h 38m
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from$33
7:30 am — 11:10 am
7:30 am — 11:10 am AA1647 American Airlines
Chicago — Orlando
2h 40m
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from$132
8:40 am — 12:19 pm
8:40 am — 12:19 pm AA1878 American Airlines
Chicago — Orlando
2h 39m
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from$33
8:50 am — 12:30 pm
8:50 am — 12:30 pm AA1121 American Airlines
Chicago — Orlando
2h 40m
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from$173
9:25 am — 1:11 pm
9:25 am — 1:11 pm AA1121 American Airlines
Chicago — Orlando
2h 46m
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from$132
11:00 am — 10:21 pm
11:00 am — 3:06 pm AA2180 American Airlines
Chicago — Miami
6h 4m stop
9:10 pm — 10:21 pm AA2803 American Airlines
Miami — Orlando
10h 21m
including layover
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from$101
12:25 pm — 6:13 pm
12:25 pm — 3:27 pm AA2795 American Airlines
Chicago — Charlotte
1h 3m stop
4:30 pm — 6:13 pm AA1682 American Airlines
Charlotte — Orlando
4h 48m
including layover
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from$127
12:31 pm — 7:43 pm
12:31 pm — 3:30 pm AA2080 American Airlines
Chicago — Charlotte
2h 30m stop
6:00 pm — 7:43 pm AA1842 American Airlines
Charlotte — Orlando
6h 12m
including layover
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from$123
1:35 pm — 8:23 pm
1:35 pm — 4:15 pm AA1486 American Airlines
Chicago — Washington D.C.
1h 40m stop
5:55 pm — 8:23 pm AA1649 American Airlines
Washington D.C. — Orlando
5h 48m
including layover
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from$54
1:45 pm — 9:43 pm
1:45 pm — 4:46 pm AA2817 American Airlines
Chicago — Charlotte
3h 13m stop
7:59 pm — 9:43 pm AA1879 American Airlines
Charlotte — Orlando
6h 58m
including layover
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from$53
3:05 pm — 10:48 am
+1 day
3:05 pm — 6:06 pm AA1920 American Airlines
Chicago — Philadelphia
14h 4m stop
8:10 am — 10:48 am NK753 Spirit Airlines
Philadelphia — Orlando
18h 43m
including layover
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from$45
3:10 pm — 9:16 pm
3:10 pm — 7:16 pm AA1308 American Airlines
Chicago — Miami
45m stop
8:01 pm — 9:16 pm AA463 American Airlines
Miami — Orlando
5h 6m
including layover
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from$54
4:45 pm — 10:56 pm
4:45 pm — 8:50 pm AA160 American Airlines
Chicago — Miami
57m stop
9:47 pm — 10:56 pm AA2803 American Airlines
Miami — Orlando
5h 11m
including layover
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from$158
4:58 pm — 11:58 pm
4:58 pm — 7:55 pm AA1883 American Airlines
Chicago — Charlotte
2h 25m stop
10:20 pm — 11:58 pm AA2092 American Airlines
Charlotte — Orlando
6h
including layover
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from$123
5:20 am — 12:49 pm
5:20 am — 8:13 am AA1784 American Airlines
Chicago — Charlotte
2h 57m stop
11:10 am — 12:49 pm AA1695 American Airlines
Charlotte — Orlando
6h 29m
including layover
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from$53
5:20 am — 11:24 am
5:20 am — 8:21 am AA1784 American Airlines
Chicago — Charlotte
1h 14m stop
9:35 am — 11:24 am AA1849 American Airlines
Charlotte — Orlando
5h 4m
including layover
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from$53
6:25 pm — 11:52 pm
6:25 pm — 9:27 pm AA483 American Airlines
Chicago — Charlotte
43m stop
10:10 pm — 11:52 pm AA2092 American Airlines
Charlotte — Orlando
4h 27m
including layover
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from$53
8:50 pm — 8:23 am
+1 day
8:50 pm — 11:58 pm AA968 American Airlines
Chicago — Newark
5h 32m stop
5:30 am — 8:23 am F91259 Frontier Airlines
Newark — Orlando
10h 33m
including layover
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from$44
9:28 am — 2:39 pm
9:28 am — 12:24 pm AA2895 American Airlines
Chicago — Charlotte
36m stop
1:00 pm — 2:39 pm AA561 American Airlines
Charlotte — Orlando
4h 11m
including layover
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from$56
9:30 am — 2:38 pm
9:30 am — 12:29 pm AA1668 American Airlines
Chicago — Charlotte
31m stop
1:00 pm — 2:38 pm AA561 American Airlines
Charlotte — Orlando
4h 8m
including layover
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from$55
*Departure and arrival times are local. Last updated on 04/29/2024

Flight Information

There are 18 flights by American 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 9:55 am. Nonstop flight is 2h 37m. The time difference between Chicago and Orlando is 1h.

  • The fastest flight 2h 37m
  • Average flight time 2h 40m
  • The earliest flight 10:00 am
  • The latest flight 9:55 am
  • Distance 995 ml

The cheapest flight by American Airlines that our users were able to find is $33. This airfare is economy class on one-way AA1614 flight for November 7, 2020 leaving O'Hare International in Chicago at 2:55 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides American Airlines there are other 9 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 133 direct flights every day from Chicago. Airlines and fares are below:

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Connecting Flights

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

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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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