Find Deals on Flights from Key West to Chicago Midway (EYW - 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.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Key West to Chicago Midway

(Round-trip)
Depart: Sat May 6 2017 Return: Tue May 9 2017 Trip spans 4 days
Delta
Delta
EYW
1:46p
MDW
7:19p
5h 33m
1 stop
MDW
6:21a
EYW
12:06p
5h 45m
1 stop
Depart: Mon Apr 17 2017 Return: Tue May 2 2017 Trip spans 16 days
Delta
Delta
EYW
9:36a
MDW
5:20p
7h 44m
1 stop
MDW
6:21a
EYW
12:06p
5h 45m
1 stop
Depart: Tue Apr 18 2017 Return: Thu Apr 20 2017 Trip spans 3 days
Delta
Delta
EYW
1:50p
MDW
7:25p
5h 35m
1 stop
MDW
10:08a
EYW
4:00p
5h 52m
1 stop
Depart: Sat Aug 5 2017 Return: Mon Aug 7 2017 Trip spans 3 days
Delta
Delta
EYW
10:55a
MDW
5:41p
6h 46m
1 stop
MDW
8:00a
EYW
2:50p
6h 50m
1 stop
Depart: Sun Jun 4 2017 Return: Thu Jun 8 2017 Trip spans 5 days
Delta
Delta
EYW
3:00a
MDW
10:33a
7h 33m
1 stop
MDW
10:10a
EYW
4:00p
5h 50m
1 stop
Depart: Sun Apr 2 2017 Return: Tue Apr 4 2017 Trip spans 3 days
$1238
Select
Delta
Delta
EYW
1:50p
MDW
7:25p
5h 35m
1 stop
MDW
8:24a
EYW
4:00p
7h 36m
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.

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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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Key West
$508
Destination

Chicago
$508
Airlines