Find Cheap Flights from Chicago Midway to Key West (MDW - EYW)

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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Book cheap flights from Chicago Midway to Key West

(Round-trip)
Depart: Tue Jun 13 2017 Return: Sun Jun 18 2017 Trip spans 6 days
Delta
Delta
MDW
2:00a
EYW
9:22a
7h 22m
1 stop
EYW
1:53p
MDW
8:02p
6h 09m
1 stop
Depart: Thu Jun 15 2017 Return: Sun Jun 18 2017 Trip spans 4 days
Delta
Delta
MDW
7:55a
EYW
2:43p
6h 48m
1 stop
EYW
1:53p
MDW
8:02p
6h 09m
1 stop
Depart: Fri Jun 16 2017 Return: Sun Jun 18 2017 Trip spans 3 days
Delta
Delta
MDW
6:10a
EYW
12:13p
6h 03m
1 stop
EYW
1:53p
MDW
8:02p
6h 09m
1 stop
Depart: Sat Jun 17 2017 Return: Sun Jun 18 2017 Trip spans 2 days
Delta
Delta
MDW
7:55a
EYW
2:41p
6h 46m
1 stop
EYW
1:53p
MDW
8:02p
6h 09m
1 stop
Depart: Tue Jun 27 2017 Return: Mon Jul 3 2017 Trip spans 7 days
Delta
Delta
MDW
2:00a
EYW
6:31a
4h 31m
1 stop
EYW
10:59a
MDW
6:02p
7h 03m
1 stop
Depart: Wed Jun 28 2017 Return: Mon Jul 3 2017 Trip spans 6 days
Delta
Delta
MDW
2:00a
EYW
6:31a
4h 31m
1 stop
EYW
10:59a
MDW
6:02p
7h 03m
1 stop
Depart: Thu Jun 29 2017 Return: Mon Jul 3 2017 Trip spans 5 days
Delta
Delta
MDW
6:10a
EYW
12:13p
6h 03m
1 stop
EYW
1:54p
MDW
7:51p
5h 57m
1 stop
Depart: Fri Jul 7 2017 Return: Thu Jul 13 2017 Trip spans 7 days
Delta
Delta
MDW
3:20a
EYW
9:19a
5h 59m
1 stop
EYW
10:59a
MDW
6:06p
7h 07m
1 stop
Depart: Sat Jul 8 2017 Return: Sat Jul 15 2017 Trip spans 8 days
Delta
Delta
MDW
8:00a
EYW
2:41p
6h 41m
1 stop
EYW
1:54p
MDW
7:51p
5h 57m
1 stop
Depart: Wed Jul 26 2017 Return: Wed Aug 2 2017 Trip spans 8 days
Delta
Delta
MDW
9:50a
EYW
2:43p
4h 53m
1 stop
EYW
3:00a
MDW
8:24a
5h 24m
1 stop
Depart: Thu Jul 27 2017 Return: Mon Jul 31 2017 Trip spans 5 days
Delta
Delta
MDW
8:00a
EYW
2:43p
6h 43m
1 stop
EYW
1:54p
MDW
7:55p
6h 01m
1 stop
Depart: Fri Jul 28 2017 Return: Wed Aug 2 2017 Trip spans 6 days
Delta
Delta
MDW
8:00a
EYW
2:43p
6h 43m
1 stop
EYW
8:11a
MDW
2:24p
6h 13m
1 stop
Depart: Sat Aug 5 2017 Return: Wed Aug 9 2017 Trip spans 5 days
Delta
Delta
MDW
6:10a
EYW
12:09p
5h 59m
1 stop
EYW
10:59a
MDW
4:06p
5h 07m
1 stop
Depart: Sat Aug 12 2017 Return: Wed Aug 16 2017 Trip spans 5 days
Delta
Delta
MDW
3:20a
EYW
9:18a
5h 58m
1 stop
EYW
10:55a
MDW
3:40p
4h 45m
1 stop
Depart: Fri Aug 18 2017 Return: Mon Aug 21 2017 Trip spans 4 days
Delta
Delta
MDW
9:40a
EYW
2:50p
5h 10m
1 stop
EYW
10:55a
MDW
5:43p
6h 48m
1 stop
Depart: Tue Sep 12 2017 Return: Tue Sep 19 2017 Trip spans 8 days
Delta
Delta
MDW
8:00a
EYW
2:50p
6h 50m
1 stop
EYW
3:00a
MDW
10:37a
7h 37m
1 stop
Depart: Thu Sep 21 2017 Return: Mon Sep 25 2017 Trip spans 5 days
Delta
Delta
MDW
2:00a
EYW
9:39a
7h 39m
1 stop
EYW
1:50p
MDW
8:07p
6h 17m
1 stop
Depart: Wed Jun 14 2017 Return: Sun Jun 18 2017 Trip spans 5 days
Delta
Delta
MDW
2:00a
EYW
9:22a
7h 22m
1 stop
EYW
1:53p
MDW
8:02p
6h 09m
1 stop
Depart: Mon Aug 7 2017 Return: Mon Aug 14 2017 Trip spans 8 days
Delta
Delta
MDW
10:00a
EYW
2:43p
4h 43m
1 stop
EYW
3:00a
MDW
10:21a
7h 21m
1 stop
Depart: Tue Aug 8 2017 Return: Mon Aug 14 2017 Trip spans 7 days
Delta
Delta
MDW
2:00a
EYW
6:31a
4h 31m
1 stop
EYW
3:00a
MDW
10:21a
7h 21m
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

Chicago
$382
Destination

Key West
$382
Airlines