Find Deals on Flights from Orlando to Chicago (ORL - CHI)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Orlando to Chicago

(Round-trip)
Depart: Tue Aug 2 2016 Return: Tue Aug 16 2016 Trip spans 15 days
Depart: Wed Aug 3 2016 Return: Wed Aug 24 2016 Trip spans 22 days
Depart: Thu Aug 11 2016 Return: Sat Aug 20 2016 Trip spans 10 days
Depart: Wed Sep 21 2016 Return: Wed Sep 28 2016 Trip spans 8 days
Depart: Wed Aug 17 2016 Return: Wed Sep 7 2016 Trip spans 22 days
Depart: Thu Aug 18 2016 Return: Tue Aug 23 2016 Trip spans 6 days
Depart: Thu Sep 8 2016 Return: Mon Sep 12 2016 Trip spans 5 days
Depart: Tue Aug 9 2016 Return: Wed Aug 10 2016 Trip spans 2 days
Depart: Fri Oct 7 2016 Return: Tue Oct 11 2016 Trip spans 5 days
Depart: Thu Sep 29 2016 Return: Tue Oct 4 2016 Trip spans 6 days
Depart: Fri Sep 9 2016 Return: Mon Sep 12 2016 Trip spans 4 days
Depart: Thu Oct 13 2016 Return: Sun Oct 16 2016 Trip spans 4 days
Depart: Sun Jul 31 2016 Return: Mon Aug 22 2016 Trip spans 23 days
Depart: Wed Aug 31 2016 Return: Wed Sep 7 2016 Trip spans 8 days
Depart: Fri Oct 28 2016 Return: Sat Oct 29 2016 Trip spans 2 days
Depart: Wed Sep 14 2016 Return: Wed Sep 21 2016 Trip spans 8 days
Depart: Sat Dec 17 2016 Return: Mon Dec 19 2016 Trip spans 3 days
Depart: Fri Aug 19 2016 Return: Mon Aug 22 2016 Trip spans 4 days
Depart: Thu Dec 1 2016 Return: Sun Dec 4 2016 Trip spans 4 days
Depart: Fri Dec 2 2016 Return: Sun Dec 4 2016 Trip spans 3 days
Direct flights ORL to CHI on American Airlines
Flight # Depart MCO Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1235 7:05 am 9:01 am Aug 5 - Aug 5
1235 7:05 am 9:01 am Aug 6 - Aug 22
1235 7:05 am 9:01 am Jul 28 - Aug 4
1235 7:06 am 9:04 am Aug 23 - Aug 31
1235 7:06 am 9:04 am Sep 1 - Sep 6
1096 11:43 am 1:35 pm Jul 28 - Aug 22
1096 11:55 am 1:46 pm Aug 21 - Aug 21
1096 11:55 am 1:47 pm Jul 31 - Aug 14
2388 1:40 pm 3:36 pm Jul 28 - Aug 22
2388 1:40 pm 3:34 pm Aug 23 - Sep 15
2388 1:40 pm 3:34 pm Aug 27 - Aug 27
2388 1:40 pm 3:36 pm Jul 30 - Aug 20
398 3:30 pm 5:29 pm Aug 6 - Aug 20
398 3:30 pm 5:28 pm Aug 27 - Aug 27
54 5:00 pm 6:59 pm Jul 28 - Aug 4
54 5:00 pm 6:59 pm Jul 29 - Aug 5
54 5:00 pm 6:58 pm Aug 23 - Aug 27
54 5:00 pm 6:59 pm Aug 9 - Aug 18
54 5:00 pm 6:58 pm Aug 28 - Sep 5
54 5:00 pm 6:59 pm Aug 7 - Aug 22
54 5:00 pm 6:58 pm Aug 24 - Aug 26
54 5:00 pm 6:58 pm Aug 30 - Aug 30
54 5:32 pm 7:31 pm Aug 6 - Aug 20
1212 6:55 pm 9:00 pm Aug 1 - Aug 22
1212 6:55 pm 8:54 pm Sep 1 - Sep 2
1212 6:55 pm 8:54 pm Aug 25 - Aug 27
1212 6:55 pm 8:54 pm Aug 23 - Sep 7
1212 6:55 pm 9:00 pm Aug 4 - Aug 20
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Orlando
$97
Destination

Chicago
only $97
only $124