Find Cheap Flights to Chicago

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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Orlando to Chicago

(Round-trip)
Depart: Thu Aug 3 2017 Return: Thu Aug 10 2017 Trip spans 8 days
Frontier
Frontier
MCO
ORD
3h 12m
nonstop
ORD
MCO
2h 46m
nonstop
Depart: Thu Aug 17 2017 Return: Mon Aug 21 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 05m
nonstop
ORD
MCO
2h 39m
nonstop
Depart: Thu Aug 31 2017 Return: Sun Sep 3 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
MCO
ORD
2h 54m
nonstop
ORD
MCO
2h 39m
nonstop
Depart: Fri Sep 1 2017 Return: Mon Sep 4 2017 Trip spans 4 days
United
United
MCO
ORD
2h 54m
nonstop
ORD
MCO
2h 46m
nonstop
Depart: Tue Dec 12 2017 Return: Wed Dec 13 2017 Trip spans 2 days
Delta
Delta
MCO
MDW
5h 13m
1 stop
MDW
MCO
5h 05m
1 stop
Depart: Fri Sep 1 2017 Return: Tue Sep 5 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
MCO
ORD
2h 54m
nonstop
ORD
MCO
2h 39m
nonstop
Depart: Fri Sep 15 2017 Return: Wed Sep 20 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 05m
nonstop
ORD
MCO
2h 38m
nonstop
Depart: Fri Sep 29 2017 Return: Mon Oct 2 2017 Trip spans 4 days
Frontier
Frontier
MCO
ORD
3h 10m
nonstop
ORD
MCO
2h 49m
nonstop
Depart: Thu Oct 5 2017 Return: Tue Oct 10 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 05m
nonstop
ORD
MCO
2h 38m
nonstop
Depart: Thu Oct 5 2017 Return: Wed Oct 11 2017 Trip spans 7 days
Frontier
Frontier
MCO
ORD
3h 10m
nonstop
ORD
MCO
2h 51m
nonstop
Depart: Fri Oct 27 2017 Return: Sun Oct 29 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 05m
nonstop
ORD
MCO
2h 38m
nonstop
Depart: Thu Jul 27 2017 Return: Tue Aug 1 2017 Trip spans 6 days
Multiple Airlines
Multiple Airlines
MCO
ORD
3h 12m
nonstop
ORD
MCO
3h 03m
nonstop
Depart: Thu Nov 2 2017 Return: Sun Nov 5 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 05m
nonstop
ORD
MCO
2h 38m
nonstop
Depart: Thu Nov 9 2017 Return: Sat Nov 11 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 02m
nonstop
ORD
MCO
2h 40m
nonstop
Depart: Wed Jul 26 2017 Return: Thu Jul 27 2017 Trip spans 2 days
Delta
Delta
MCO
MDW
4h 15m
1 stop
MDW
MCO
4h 32m
1 stop
Depart: Fri Nov 3 2017 Return: Sun Nov 5 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 05m
nonstop
ORD
MCO
2h 38m
nonstop
Depart: Thu Jul 27 2017 Return: Sun Jul 30 2017 Trip spans 4 days
United
United
MCO
ORD
2h 53m
nonstop
ORD
MCO
2h 45m
nonstop
Depart: Tue Aug 1 2017 Return: Wed Aug 30 2017 Trip spans 30 days
Delta
Delta
MCO
MDW
4h 55m
1 stop
MDW
MCO
4h 18m
1 stop
Depart: Thu Aug 10 2017 Return: Mon Aug 14 2017 Trip spans 5 days
Delta
Delta
MCO
MDW
5h 15m
1 stop
MDW
MCO
4h 18m
1 stop
Depart: Sat Sep 2 2017 Return: Tue Sep 5 2017 Trip spans 4 days
Delta
Delta
MCO
MDW
7h 18m
1 stop
MDW
MCO
4h 18m
1 stop
* 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
$108
Destination

Chicago
only $108
only $194
Airlines Airline reviews

358 travelers who booked a flight from Orlando to Chicago rated their chosen airlines with an average of 6.6.

Overall
6.9
Boarding
7.1
Crew
7.4
Comfort
6.6
Food
5.4
Entertainment
5.3