Find American Airlines(AA) flights from Orlando to Chicago
Flight INFO & American Airlines(AA) flights from Orlando to Chicago
| Cheapest one-way flight price | US$64 |
|---|---|
| Cheapest return ticket price | US$115 |
| Cheapest month | September |
| Peak season for travel | July |
| Flight distance | 1,588.53 km |
| Average flight time | 3 hours 14 minutes |
| Popular airline | Frontier Airlines |
| Frequency | ～194/week |
Book American Airlines(AA) flights from Orlando to Chicago
- One way
- Round-trip
- direct cheapest
MCO19:253hNonstopORD21:25Orlando - Chicago|Mon, Oct 19|American AirlinesUS$150US$27646% offSearch46% offUS$276US$150 - MCO19:253hNonstopORD21:25Orlando - Chicago|Wed, Oct 28|American AirlinesUS$158US$27643% offSearch43% offUS$276US$158
- MCO19:313h 24mNonstopORD21:55Orlando - Chicago|Tue, Oct 20|American AirlinesUS$175US$27637% offSearch37% offUS$276US$175
- MCO11:393h 14mNonstopORD13:53Orlando - Chicago|Thu, Nov 5|American AirlinesUS$179SearchUS$179
- MCO17:263h 24mNonstopORD19:50Orlando - Chicago|Sat, Nov 7|American AirlinesUS$179SearchUS$179
- MCO16:513h 27mNonstopORD19:18Orlando - Chicago|Mon, Oct 26|American AirlinesUS$179SearchUS$179
- MCO06:093h 21mNonstopORD08:30Orlando - Chicago|Mon, Nov 9|American AirlinesUS$179SearchUS$179
- MCO17:213h 29mNonstopORD19:50Orlando - Chicago|Tue, Nov 10|American AirlinesUS$179SearchUS$179
- MCO19:373h 18mNonstopORD21:55Orlando - Chicago|Sat, Nov 14|American AirlinesUS$180SearchUS$180
- MCO19:373h 18mNonstopORD21:55Orlando - Chicago|Fri, Nov 6|American AirlinesUS$185SearchUS$185
- MCO11:393h 14mNonstopORD13:53Orlando - Chicago|Wed, Nov 4|American AirlinesUS$186SearchUS$186
- MCO11:373h 13mNonstopORD13:50Orlando - Chicago|Wed, Oct 21|American AirlinesUS$186SearchUS$186
- MCO19:373h 18mNonstopORD21:55Orlando - Chicago|Fri, Nov 13|American AirlinesUS$194SearchUS$194
- MCO19:313h 24mNonstopORD21:55Orlando - Chicago|Fri, Oct 30|American AirlinesUS$201SearchUS$201
- MCO15:133h 16mNonstopORD17:29Orlando - Chicago|Sat, Oct 24|American AirlinesUS$208SearchUS$208
- MCO11:393h 14mNonstopORD13:53Orlando - Chicago|Tue, Nov 3|American AirlinesUS$208SearchUS$208
- MCO07:453h 15mNonstopORD10:00Orlando - Chicago|Sat, Oct 31|American AirlinesUS$208SearchUS$208
- MCO07:043h 1mNonstopORD09:05Orlando - Chicago|Fri, Oct 16|American AirlinesUS$211SearchUS$211
- MCO16:513h 27mNonstopORD19:18Orlando - Chicago|Tue, Oct 27|American AirlinesUS$213SearchUS$213
- MCO19:373h 18mNonstopORD21:55Orlando - Chicago|Thu, Nov 12|American AirlinesUS$220SearchUS$220
- MCO06:093h 21mNonstopORD08:30Orlando - Chicago|Sun, Nov 8|American AirlinesUS$220SearchUS$220
- MCO13:005h 36m1 stopsORD17:36Orlando - Chicago|Wed, Oct 28|American AirlinesUS$162SearchUS$162
- MCO08:005h 22m1 stopsORD12:22Orlando - Chicago|Tue, Oct 20|American AirlinesUS$180SearchUS$180
- MCO11:575h 13m1 stopsORD16:10Orlando - Chicago|Sat, Nov 7|American AirlinesUS$189SearchUS$189
- MCO19:235h 33m1 stopsORD23:56Orlando - Chicago|Mon, Nov 9|American AirlinesUS$189SearchUS$189
- MCO07:005h 5m1 stopsORD11:05Orlando - Chicago|Mon, Oct 26|American AirlinesUS$189SearchUS$189
- MCO11:575h 13m1 stopsORD16:10Orlando - Chicago|Sat, Nov 14|American AirlinesUS$190SearchUS$190
- MCO10:145h 16m1 stopsORD14:30Orlando - Chicago|Fri, Nov 6|American AirlinesUS$195SearchUS$195
- MCO11:355h 13m1 stopsORD15:48Orlando - Chicago|Mon, Oct 19|American AirlinesUS$196SearchUS$196
- MCO09:485h 32m1 stopsORD14:20Orlando - Chicago|Tue, Oct 27|American AirlinesUS$223SearchUS$223
ORL13:005h 32mNonstopCHI14:00Orlando - Chicago|Mon, Sep 6|Normal AirlineMore cheap flightsMore cheap flights
American Airlines(AA) flights from Orlando to Chicago & Flight Schedule
Flight info.
Departure
Arrival
Weekly Schedule
-
AA1233
American Airlines
19:31
MCO
21:55
ORD
S M T W T F SSearch -
AA1782
American Airlines
16:51
MCO
19:18
ORD
S M T W T F SSearch -
AA1576
American Airlines
13:55
MCO
15:45
CLT
S - T W T F SSearch -
AA536
American Airlines
16:18
CLT
17:38
ORD
S M T W T F SSearch
American Airlines(AA) flights from Orlando to Chicago Flight Booking FAQ
-
Which airlines offer direct flights from Orlando to Chicago?
At the moment, you can catch a nonstop flight from Orlando to Chicago with the following airlines, including: Frontier Airlines United Airlines American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days. -
How long is a flight from Orlando to Chicago?
It takes about 3 hours 14 minutes to fly from Orlando to Chicago. -
When is the best time to book flights from Orlando to Chicago?
By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Orlando to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals. -
How many flights are there per week from Orlando to Chicago?
Based on Trip.com data in the past 4 weeks, there is 106 flight per week flying from Orlando to Chicago. You can check the weekly schedule for popular airlines on this route below: Frontier Airlines: S/M/T/W/T/F/S -- F93043 (05:23) -
When are flight tickets from Orlando (ORL) to Chicago (CHI) the cheapest?
The cheapest months to fly from Orlando to Chicago is September, when demand for travel is lower. -
Which upcoming date is cheapest to fly from Orlando to Chicago on?
After crunching the numbers on our October flight calendar, it's currently cheapest to fly from Orlando to Chicago on October 27, 2026 with Frontier Airlines, with prices starting at US$57. -
Which airports fly into Chicago from Orlando?
You can land at any one of the following hubs in Chicago: Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), and Chicago Rockford International Airport (RFD). Flying from Orlando International Airport to O'Hare International Airport (MCO-ORD) is by far the most common option on this route. -
Is there any time difference between Orlando and Chicago?
The time difference between Chicago and Orlando is 1h. -
How do I change or cancel my ticket from Orlando to Chicago?
Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.
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