Find Cheap 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: Mon Jun 5 2017 Return: Wed Jun 7 2017 Trip spans 3 days
Frontier
Frontier
MCO
ORD
3h 14m
nonstop
ORD
MCO
2h 49m
nonstop
Depart: Wed Sep 20 2017 Return: Tue Sep 26 2017 Trip spans 7 days
American Airlines
American Airlines
MCO
ORD
2h 52m
nonstop
ORD
MCO
2h 43m
nonstop
Depart: Fri Sep 15 2017 Return: Sat Sep 16 2017 Trip spans 2 days
Major Airline
Major Airline
MCO
ORD
8h 43m
nonstop
ORD
MCO
13h 00m
nonstop
Depart: Wed Jun 7 2017 Return: Wed Jun 14 2017 Trip spans 8 days
Delta
Delta
MCO
MDW
4h 45m
1 stop
MDW
MCO
5h 03m
1 stop
Depart: Thu Nov 30 2017 Return: Mon Dec 4 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 02m
nonstop
ORD
MCO
2h 45m
nonstop
Depart: Wed Aug 23 2017 Return: Wed Aug 30 2017 Trip spans 8 days
Southwest
Southwest
MCO
MDW
2h 40m
nonstop
MDW
MCO
2h 35m
nonstop
Depart: Sat May 27 2017 Return: Thu Jun 1 2017 Trip spans 6 days
Frontier
Frontier
MCO
ORD
3h 11m
nonstop
ORD
MCO
2h 42m
nonstop
Depart: Fri Aug 4 2017 Return: Mon Aug 7 2017 Trip spans 4 days
United
United
MCO
ORD
2h 58m
nonstop
ORD
MCO
2h 32m
nonstop
Depart: Tue Aug 1 2017 Return: Tue Aug 8 2017 Trip spans 8 days
Frontier
Frontier
MCO
ORD
3h 12m
nonstop
ORD
MCO
2h 54m
nonstop
Depart: Wed Aug 23 2017 Return: Mon Aug 28 2017 Trip spans 6 days
Frontier
Frontier
MCO
ORD
3h 07m
nonstop
ORD
MCO
2h 54m
nonstop
Depart: Fri Sep 1 2017 Return: Sat Sep 2 2017 Trip spans 2 days
Frontier
Frontier
MCO
ORD
3h 07m
nonstop
ORD
MCO
2h 54m
nonstop
Depart: Wed Oct 11 2017 Return: Tue Oct 17 2017 Trip spans 7 days
Frontier
Frontier
MCO
ORD
3h 10m
nonstop
ORD
MCO
2h 49m
nonstop
Depart: Tue Aug 22 2017 Return: Tue Aug 29 2017 Trip spans 8 days
Delta
Delta
MCO
MDW
5h 13m
1 stop
MDW
MCO
4h 10m
1 stop
Depart: Tue Sep 12 2017 Return: Tue Sep 19 2017 Trip spans 8 days
Delta
Delta
MCO
MDW
5h 13m
1 stop
MDW
MCO
4h 39m
1 stop
Depart: Tue Jul 4 2017 Return: Tue Jul 11 2017 Trip spans 8 days
Frontier
Frontier
MCO
ORD
3h 14m
nonstop
ORD
MCO
3h 04m
nonstop
Depart: Fri Aug 11 2017 Return: Fri Aug 18 2017 Trip spans 8 days
Major Airline
Major Airline
MCO
ORD
14h 58m
1 stop
ORD
MCO
10h 57m
1 stop
Depart: Wed Jul 12 2017 Return: Tue Jul 18 2017 Trip spans 7 days
Frontier
Frontier
MCO
ORD
3h 12m
nonstop
ORD
MCO
3h 04m
nonstop
Depart: Tue Jul 11 2017 Return: Tue Jul 18 2017 Trip spans 8 days
Delta
Delta
MCO
MDW
4h 52m
1 stop
MDW
MCO
4h 18m
1 stop
Depart: Wed Aug 23 2017 Return: Sun Aug 27 2017 Trip spans 5 days
Frontier
Frontier
MCO
ORD
3h 07m
nonstop
ORD
MCO
2h 54m
nonstop
Depart: Mon Oct 23 2017 Return: Fri Oct 27 2017 Trip spans 5 days
Southwest
Southwest
MCO
MDW
2h 45m
nonstop
MDW
MCO
2h 30m
nonstop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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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.

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^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Orlando
$119
Destination

Chicago
only $119
only $204
Airlines Airline reviews

361 travelers who booked a flight from Orlando to Chicago rated their chosen airlines with an average of 6.7.

Overall
7.1
Boarding
7.2
Crew
7.5
Comfort
6.7
Food
5.4
Entertainment
5.4