American Airlines Orlando to Chicago Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap American Airlines flights from Orlando to Chicago. Compare airline ticket prices and book air tickets starting from $96 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 Orlando (FL) — Chicago (IL) 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 - $96, two-way – $165.

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Cheap Flights from Orlando to Chicago by American Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by American Airlines, their prices start from $96. The fastest nonstop flight takes 3h 1m. The fastest connecting flight — 4h 37m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $96 Find flight	7:02 am Orlando Orlando Int.	9:09 am Chicago O'Hare International	3h 7m	American Airlines	AA2721
from $96 Find flight	8:48 am Orlando Orlando Int.	10:49 am Chicago O'Hare International	3h 1m	American Airlines	AA153
from $96 Find flight	10:23 am Orlando Orlando Int.	12:25 pm Chicago O'Hare International	3h 2m	American Airlines	AA1232
from $96 Find flight	5:18 pm Orlando Orlando Int.	7:28 pm Chicago O'Hare International	3h 10m	American Airlines	AA1032
from $96 Find flight	7:20 pm Orlando Orlando Int.	9:25 pm Chicago O'Hare International	3h 5m	American Airlines	AA1100
from $99 Find flight	5:00 am Orlando Orlando Int.	8:50 am Chicago O'Hare International	4h 50m layover 1h 0m - Charlotte	American Airlines	AA2090 AA462
from $99 Find flight	1:59 pm Orlando Orlando Int.	5:54 pm Chicago O'Hare International	4h 55m layover 0h 49m - Charlotte	American Airlines	AA1695 AA1017
from $100 Find flight	11:55 am Orlando Orlando Int.	3:44 pm Chicago O'Hare International	4h 49m layover 0h 55m - Charlotte	American Airlines	AA1849 AA1883
from $100 Find flight	10:19 am Orlando Orlando Int.	2:28 pm Chicago O'Hare International	5h 9m layover 1h 13m - Charlotte	American Airlines	AA2114 AA1650
from $100 Find flight	8:27 am Orlando Orlando Int.	12:37 pm Chicago O'Hare International	5h 10m layover 1h 11m - Charlotte	American Airlines	AA461 AA864
from $100 Find flight	7:17 pm Orlando Orlando Int.	11:56 pm Chicago O'Hare International	5h 39m layover 1h 55m - Charlotte	American Airlines	AA1939 AA483
from $100 Find flight	6:00 am Orlando Orlando Int.	10:48 am Chicago O'Hare International	5h 48m layover 1h 52m - Charlotte	American Airlines	AA1896 AA487

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 05/15/2024

American Airlines Flight Schedule Orlando to Chicago

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	Flight Details	Flight Time	Price
10:23 am — 12:25 pm	10:23 am — 12:25 pm AA1232 American Airlines Orlando — Chicago	3h 2m	Find flight from$96
5:18 pm — 7:28 pm	5:18 pm — 7:28 pm AA1032 American Airlines Orlando — Chicago	3h 10m	Find flight from$96
7:02 am — 9:09 am	7:02 am — 9:09 am AA2721 American Airlines Orlando — Chicago	3h 7m	Find flight from$96
7:20 pm — 9:25 pm	7:20 pm — 9:25 pm AA1100 American Airlines Orlando — Chicago	3h 5m	Find flight from$96
8:48 am — 10:49 am	8:48 am — 10:49 am AA153 American Airlines Orlando — Chicago	3h 1m	Find flight from$96
10:19 am — 2:28 pm	10:19 am — 12:03 pm AA2114 American Airlines Orlando — Charlotte 1h 13m stop 1:16 pm — 2:28 pm AA1650 American Airlines Charlotte — Chicago	5h 9m including layover	Find flight from$100
11:09 am — 6:43 pm	11:09 am — 12:20 pm AA260 American Airlines Orlando — Miami 3h 55m stop 4:15 pm — 6:43 pm AA2303 American Airlines Miami — Chicago	8h 34m including layover	Find flight from$101
11:55 am — 3:44 pm	11:55 am — 1:39 pm AA1849 American Airlines Orlando — Charlotte 55m stop 2:34 pm — 3:44 pm AA1883 American Airlines Charlotte — Chicago	4h 49m including layover	Find flight from$100
12:03 pm — 5:47 pm	12:03 pm — 1:46 pm AA1849 American Airlines Orlando — Charlotte 2h 44m stop 4:30 pm — 5:47 pm AA1017 American Airlines Charlotte — Chicago	6h 44m including layover	Find flight from$100
1:24 pm — 6:59 pm	1:24 pm — 4:02 pm AA278 American Airlines Orlando — New York 1h 3m stop 5:05 pm — 6:59 pm AA1414 American Airlines New York — Chicago	6h 35m including layover	Find flight from$124
1:59 pm — 5:54 pm	1:59 pm — 3:42 pm AA1695 American Airlines Orlando — Charlotte 49m stop 4:31 pm — 5:54 pm AA1017 American Airlines Charlotte — Chicago	4h 55m including layover	Find flight from$99
2:44 pm — 8:19 pm	2:44 pm — 4:59 pm AA2016 American Airlines Orlando — Washington D.C. 2h stop 6:59 pm — 8:19 pm AA1015 American Airlines Washington D.C. — Chicago	6h 35m including layover	Find flight from$101
2:44 pm — 6:55 pm	2:44 pm — 4:59 pm AA2016 American Airlines Orlando — Washington D.C. 31m stop 5:30 pm — 6:55 pm AA1486 American Airlines Washington D.C. — Chicago	5h 11m including layover	Find flight from$124
3:35 pm — 9:16 pm	3:35 pm — 5:21 pm AA561 American Airlines Orlando — Charlotte 2h 40m stop 8:01 pm — 9:16 pm AA2760 American Airlines Charlotte — Chicago	6h 41m including layover	Find flight from$100
3:37 pm — 10:04 pm	3:37 pm — 4:49 pm AA1362 American Airlines Orlando — Miami 2h 46m stop 7:35 pm — 10:04 pm AA2457 American Airlines Miami — Chicago	7h 27m including layover	Find flight from$101
4:23 pm — 10:54 pm	4:23 pm — 6:54 pm AA1848 American Airlines Orlando — Philadelphia 2h 31m stop 9:25 pm — 10:54 pm AA1680 American Airlines Philadelphia — Chicago	7h 31m including layover	Find flight from$180
5:00 am — 8:50 am	5:00 am — 6:36 am AA2090 American Airlines Orlando — Charlotte 1h stop 7:36 am — 8:50 am AA462 American Airlines Charlotte — Chicago	4h 50m including layover	Find flight from$99
6:00 am — 10:48 am	6:00 am — 7:43 am AA1896 American Airlines Orlando — Charlotte 1h 52m stop 9:35 am — 10:48 am AA487 American Airlines Charlotte — Chicago	5h 48m including layover	Find flight from$100
6:29 am — 12:35 pm	6:29 am — 8:09 am AA1896 American Airlines Orlando — Charlotte 3h 16m stop 11:25 am — 12:35 pm AA864 American Airlines Charlotte — Chicago	7h 6m including layover	Find flight from$100
8:27 am — 12:37 pm	8:27 am — 10:14 am AA461 American Airlines Orlando — Charlotte 1h 11m stop 11:25 am — 12:37 pm AA864 American Airlines Charlotte — Chicago	5h 10m including layover	Find flight from$100
9:59 am — 2:22 pm	9:59 am — 11:11 am AA1248 American Airlines Orlando — Miami 49m stop 12:00 pm — 2:22 pm AA132 American Airlines Miami — Chicago	5h 23m including layover	Find flight from$101
9:59 am — 4:40 pm	9:59 am — 11:11 am AA1248 American Airlines Orlando — Miami 3h 4m stop 2:15 pm — 4:40 pm AA2367 American Airlines Miami — Chicago	7h 41m including layover	Find flight from$101

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 05/15/2024

Flight Information

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

Departures start from 10:19 am to 9:59 am. Nonstop flight is 3h 1m. The time difference between Orlando and Chicago is 1h.

The fastest flight 3h 1m
Average flight time 3h 5m
The earliest flight 10:19 am
The latest flight 9:59 am
Distance 995 ml

The cheapest flight by American Airlines that our users were able to find is $96. This airfare is economy class on one-way AA2721 flight for October 4, 2018 leaving Orlando Int. in Orlando at 7:02 am, it includes all taxes and additional fees.

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American Airlines Airplanes on the Route

List of the most popular American Airlines airplanes flying from Orlando to Chicago:

Boeing 737-800

from $96

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Airbus A321

from $99

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Airbus A320

from $100

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Airbus A319

from $101

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Boeing 737

from $101

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Other Popular Airlines on the Route

Besides American Airlines there are other 2 airline carriers between Orlando and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Orlando to Chicago.

Nonstop flights

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

UA - United Airlines

from $139

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NK - Spirit Airlines

from $35

Find

See more direct flights

Connecting Flights

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

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How to book an air ticket yourself?

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