Find Cheap Flights from Orlando to Chicago Midway (ORL - MDW)

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 Midway

(Round-trip)
Depart: Thu Sep 21 2017 Return: Tue Sep 26 2017 Trip spans 6 days
Delta
Delta
MCO
12:00a
MDW
4:20a
4h 20m
1 stop
MDW
12:00a
MCO
4:25a
4h 25m
1 stop
Depart: Tue Oct 17 2017 Return: Fri Oct 20 2017 Trip spans 4 days
Major Airline
Major Airline
MCO
12:00a
MDW
2:45a
2h 45m
nonstop
MDW
12:00a
MCO
2:30a
2h 30m
nonstop
Depart: Sat Sep 23 2017 Return: Fri Sep 29 2017 Trip spans 7 days
Delta
Delta
MCO
12:00a
MDW
6:24a
6h 24m
1 stop
MDW
12:00a
MCO
4:54a
4h 54m
1 stop
Depart: Thu Oct 12 2017 Return: Mon Oct 16 2017 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
5:22a
5h 22m
1 stop
MDW
12:00a
MCO
4:05a
4h 05m
1 stop
Depart: Wed Nov 1 2017 Return: Mon Nov 6 2017 Trip spans 6 days
Delta
Delta
MCO
12:00a
MDW
4:05a
4h 05m
1 stop
MDW
12:00a
MCO
4:01a
4h 01m
1 stop
Depart: Thu Nov 9 2017 Return: Mon Nov 13 2017 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
5:31a
5h 31m
1 stop
MDW
12:00a
MCO
4:59a
4h 59m
1 stop
Depart: Mon Dec 4 2017 Return: Thu Dec 7 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
4:19a
4h 19m
1 stop
MDW
12:00a
MCO
6:27a
6h 27m
1 stop
Depart: Fri Jan 12 2018 Return: Mon Jan 15 2018 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
7:47a
7h 47m
1 stop
MDW
12:00a
MCO
6:49a
6h 49m
1 stop
Depart: Thu Jan 25 2018 Return: Mon Jan 29 2018 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
4:15a
4h 15m
1 stop
MDW
12:00a
MCO
4:31a
4h 31m
1 stop
Depart: Thu Feb 8 2018 Return: Sun Feb 11 2018 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
4:34a
4h 34m
1 stop
MDW
12:00a
MCO
6:52a
6h 52m
1 stop
Depart: Sat Dec 2 2017 Return: Tue Dec 5 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
4:33a
4h 33m
1 stop
MDW
12:00a
MCO
4:39a
4h 39m
1 stop
Depart: Fri Mar 2 2018 Return: Mon Mar 5 2018 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
5:43a
5h 43m
1 stop
MDW
12:00a
MCO
4:47a
4h 47m
1 stop
Depart: Wed Oct 4 2017 Return: Sun Oct 8 2017 Trip spans 5 days
Delta
Delta
MCO
12:00a
MDW
6:05a
6h 05m
1 stop
MDW
12:00a
MCO
5:15a
5h 15m
1 stop
Depart: Fri Mar 2 2018 Return: Sun Mar 4 2018 Trip spans 3 days
Delta
Delta
MCO
12:00a
MDW
4:34a
4h 34m
1 stop
MDW
12:00a
MCO
4:47a
4h 47m
1 stop
Depart: Fri Oct 20 2017 Return: Mon Oct 23 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
4:52a
4h 52m
1 stop
MDW
12:00a
MCO
4:07a
4h 07m
1 stop
Depart: Fri Sep 29 2017 Return: Mon Oct 2 2017 Trip spans 4 days
Delta
Delta
MCO
12:00a
MDW
5:12a
5h 12m
1 stop
MDW
12:00a
MCO
5:57a
5h 57m
1 stop
Depart: Fri Nov 17 2017 Return: Fri Nov 24 2017 Trip spans 8 days
Delta
Delta
MCO
12:00a
MDW
6:14a
6h 14m
1 stop
MDW
12:00a
MCO
7:19a
7h 19m
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
$184
Destination

Chicago
$184
Airlines