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: Wed May 4 2016 Return: Sun May 8 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 04m
nonstop
ORD
MCO
2h 39m
nonstop
Depart: Wed Jun 1 2016 Return: Thu Jun 2 2016 Trip spans 2 days
Major Airline
Major Airline
MCO
ORD
2h 59m
nonstop
ORD
MCO
2h 43m
nonstop
Depart: Fri Aug 19 2016 Return: Tue Aug 23 2016 Trip spans 5 days
Frontier
Frontier
MCO
ORD
2h 55m
nonstop
ORD
MCO
2h 45m
nonstop
Depart: Thu Jun 16 2016 Return: Tue Jun 21 2016 Trip spans 6 days
American Airlines
American Airlines
MCO
ORD
2h 52m
nonstop
ORD
MCO
2h 43m
nonstop
Depart: Wed May 11 2016 Return: Thu May 12 2016 Trip spans 2 days
Southwest
Southwest
MCO
MDW
2h 45m
nonstop
MDW
MCO
2h 40m
nonstop
Depart: Wed Jun 15 2016 Return: Tue Jun 21 2016 Trip spans 7 days
Delta
Delta
MCO
MDW
5h 17m
1 stop
MDW
MCO
4h 16m
1 stop
Depart: Fri May 13 2016 Return: Tue May 17 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 04m
nonstop
ORD
MCO
2h 39m
nonstop
Depart: Tue Aug 30 2016 Return: Tue Sep 6 2016 Trip spans 8 days
Major Airline
Major Airline
MCO
ORD
2h 56m
nonstop
ORD
MCO
2h 43m
nonstop
Depart: Fri Sep 9 2016 Return: Mon Sep 19 2016 Trip spans 11 days
Frontier
Frontier
MCO
ORD
3h 00m
nonstop
ORD
MCO
2h 50m
nonstop
Depart: Thu Sep 1 2016 Return: Sun Sep 4 2016 Trip spans 4 days
Major Airline
Major Airline
MCO
ORD
3h 04m
nonstop
ORD
MCO
2h 38m
nonstop
Depart: Thu Sep 22 2016 Return: Sun Sep 25 2016 Trip spans 4 days
Major Airline
Major Airline
MCO
ORD
2h 54m
nonstop
ORD
MCO
2h 35m
nonstop
Depart: Thu Jun 9 2016 Return: Tue Jun 14 2016 Trip spans 6 days
Frontier
Frontier
MCO
ORD
3h 09m
nonstop
ORD
MCO
2h 48m
nonstop
Depart: Sun May 22 2016 Return: Tue May 24 2016 Trip spans 3 days
Southwest
Southwest
MCO
MDW
2h 45m
nonstop
MDW
MCO
2h 40m
nonstop
Depart: Thu Oct 6 2016 Return: Mon Oct 10 2016 Trip spans 5 days
Major Airline
Major Airline
MCO
ORD
2h 59m
nonstop
ORD
MCO
2h 40m
nonstop
Depart: Thu Jul 14 2016 Return: Wed Jul 20 2016 Trip spans 7 days
Frontier
Frontier
MCO
ORD
2h 55m
nonstop
ORD
MCO
2h 45m
nonstop
Depart: Wed Nov 9 2016 Return: Sat Nov 12 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 04m
nonstop
ORD
MCO
2h 36m
nonstop
Depart: Thu May 5 2016 Return: Fri May 6 2016 Trip spans 2 days
Southwest
Southwest
MCO
MDW
2h 45m
nonstop
MDW
MCO
2h 40m
nonstop
Depart: Tue Jul 12 2016 Return: Wed Jul 20 2016 Trip spans 9 days
Delta
Delta
MCO
MDW
4h 49m
1 stop
MDW
MCO
4h 48m
1 stop
Depart: Fri Jul 22 2016 Return: Tue Jul 26 2016 Trip spans 5 days
Frontier
Frontier
MCO
ORD
2h 55m
nonstop
ORD
MCO
2h 45m
nonstop
Depart: Tue Aug 2 2016 Return: Tue Aug 9 2016 Trip spans 8 days
Delta
Delta
MCO
MDW
4h 49m
1 stop
MDW
MCO
4h 30m
1 stop
Direct flights ORL to CHI on American Airlines
Flight # Depart MCO Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1222 6:59 am 9:00 am May 8 - May 29
1235 7:05 am 9:01 am Jun 3 - Jun 11
1235 7:05 am 9:01 am Jun 2 - Jun 7
1222 9:01 am 11:00 am Jun 1 - Jun 1
1222 9:01 am 11:00 am May 5 - May 31
1096 11:50 am 1:42 pm Jun 2 - Jun 9
1096 11:58 am 1:55 pm May 5 - Jun 1
2388 1:45 pm 3:41 pm Jun 4 - Jul 2
2388 1:45 pm 3:41 pm Jun 2 - Jul 4
54 1:45 pm 3:40 pm May 6 - May 18
54 1:45 pm 3:40 pm May 19 - Jun 1
54 1:45 pm 3:40 pm May 7 - May 28
54 1:45 pm 3:40 pm May 5 - May 12
396 4:00 pm 6:00 pm May 7 - May 28
398 4:03 pm 6:10 pm Jun 4 - Jun 25
54 5:00 pm 6:59 pm Jun 2 - Jun 8
54 5:00 pm 6:59 pm Jun 7 - Jun 9
2198 5:07 pm 7:06 pm May 19 - Jun 1
2198 5:07 pm 7:06 pm May 7 - May 28
2198 5:07 pm 7:06 pm May 5 - May 12
2198 5:07 pm 7:06 pm May 6 - May 18
54 5:32 pm 7:31 pm Jun 4 - Jun 4
1212 6:55 pm 9:00 pm Jun 2 - Jun 8
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

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

We aggregate tons 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 don'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.

More questions or if you have a bad price to report to us
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Airports
Origin

Orlando
$137
Destination

Chicago
only $137
only $164