Find Deals on Flights to Chicago Midway

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 to Chicago Midway

(Round-trip)
Depart: Sat Feb 13 2016 Return: Mon Feb 15 2016 Trip spans 3 days
Delta
Delta
ATL
MDW
2h 01m
nonstop
MDW
ATL
1h 57m
nonstop
Depart: Sat Mar 5 2016 Return: Wed Mar 9 2016 Trip spans 5 days
Delta
Delta
MSP
MDW
1h 35m
nonstop
MDW
MSP
1h 36m
nonstop
Depart: Sat Apr 2 2016 Return: Wed Apr 6 2016 Trip spans 5 days
Delta
Delta
DTW
MDW
1h 15m
nonstop
MDW
DTW
1h 10m
nonstop
Depart: Tue Mar 8 2016 Return: Wed Mar 9 2016 Trip spans 2 days
Delta
Delta
IAD
MDW
3h 33m
1 stop
MDW
IAD
4h 22m
1 stop
Depart: Thu Feb 18 2016 Return: Sun Feb 21 2016 Trip spans 4 days
Delta
Delta
BWI
MDW
5h 09m
1 stop
MDW
BWI
6h 48m
1 stop
Depart: Thu Feb 25 2016 Return: Sun Feb 28 2016 Trip spans 4 days
Delta
Delta
PHL
MDW
5h 22m
1 stop
MDW
PHL
5h 00m
1 stop
Depart: Mon Feb 29 2016 Return: Wed Mar 2 2016 Trip spans 3 days
Delta
Delta
JFK
MDW
8h 14m
1 stop
MDW
JFK
5h 13m
1 stop
Depart: Wed Mar 2 2016 Return: Sun Mar 6 2016 Trip spans 5 days
Delta
Delta
BOS
MDW
4h 22m
1 stop
MDW
BOS
4h 03m
1 stop
Depart: Thu Mar 10 2016 Return: Mon Mar 14 2016 Trip spans 4 days
Delta
Delta
DEN
MDW
7h 28m
1 stop
MDW
DEN
6h 42m
1 stop
Depart: Sat Mar 12 2016 Return: Mon Mar 14 2016 Trip spans 2 days
Delta
Delta
DCA
MDW
6h 25m
1 stop
MDW
DCA
4h 39m
1 stop
Depart: Wed Apr 6 2016 Return: Sat May 7 2016 Trip spans 32 days
Delta
Delta
CMH
MDW
6h 50m
1 stop
MDW
CMH
4h 39m
1 stop
Depart: Wed Mar 16 2016 Return: Mon Mar 21 2016 Trip spans 6 days
Delta
Delta
MCO
MDW
5h 14m
1 stop
MDW
MCO
4h 20m
1 stop
Depart: Wed Apr 20 2016 Return: Sun Apr 24 2016 Trip spans 5 days
Delta
Delta
IAH
MDW
5h 46m
1 stop
MDW
IAH
5h 29m
1 stop
Depart: Mon May 2 2016 Return: Thu May 5 2016 Trip spans 4 days
Delta
Delta
HOU
MDW
5h 20m
1 stop
MDW
HOU
4h 46m
1 stop
Depart: Tue May 17 2016 Return: Fri May 20 2016 Trip spans 4 days
Southwest
Southwest
LGA
MDW
2h 30m
nonstop
MDW
LGA
2h 05m
nonstop
Depart: Thu Mar 17 2016 Return: Mon Mar 21 2016 Trip spans 5 days
Delta
Delta
MIA
MDW
4h 54m
1 stop
MDW
MIA
4h 37m
1 stop
Depart: Tue Apr 5 2016 Return: Thu Apr 7 2016 Trip spans 3 days
Southwest
Southwest
FLL
MDW
5h 25m
nonstop
MDW
FLL
2h 50m
nonstop
Depart: Tue Apr 19 2016 Return: Wed Apr 20 2016 Trip spans 2 days
Delta
Delta
PHX
MDW
8h 00m
1 stop
MDW
PHX
6h 55m
1 stop
Depart: Tue Mar 1 2016 Return: Tue Mar 15 2016 Trip spans 14 days
Delta
Delta
DAL
MDW
9h 45m
1 stop
MDW
DAL
8h 59m
1 stop
Depart: Tue Mar 15 2016 Return: Wed Mar 23 2016 Trip spans 9 days
Delta
Delta
DFW
MDW
5h 07m
1 stop
MDW
DFW
5h 16m
1 stop
* 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

New York
only $196
only $220
Detroit
$173
Fort Lauderdale
$234
Washington
only $174
only $206
Miami
$224
Baltimore
$184
Minneapolis
$157
Atlanta
$123
Orlando
$217
Columbus
$208
Phoenix
$248
Denver
$204
Dallas
only $259
only $252
Philadelphia
$190
Houston
only $220
only $220
Boston
$204
Destination

Chicago
$123