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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Book cheap flights to Chicago Midway

(Round-trip)
Depart: Tue Apr 12 2016 Return: Wed Apr 20 2016 Trip spans 9 days
Southwest
Southwest
HOU
MDW
2h 20m
nonstop
MDW
HOU
2h 35m
nonstop
Depart: Fri Feb 19 2016 Return: Sun Feb 21 2016 Trip spans 3 days
Delta
Delta
ATL
MDW
2h 09m
nonstop
MDW
ATL
1h 57m
nonstop
Depart: Mon Mar 7 2016 Return: Tue Mar 15 2016 Trip spans 8 days
Delta
Delta
MSP
MDW
1h 38m
nonstop
MDW
MSP
1h 36m
nonstop
Depart: Sat Apr 2 2016 Return: Sat Apr 9 2016 Trip spans 8 days
Delta
Delta
DTW
MDW
1h 15m
nonstop
MDW
DTW
1h 06m
nonstop
Depart: Thu Apr 28 2016 Return: Thu May 5 2016 Trip spans 8 days
Southwest
Southwest
DAL
MDW
2h 15m
nonstop
MDW
DAL
2h 20m
nonstop
Depart: Mon May 2 2016 Return: Sun May 8 2016 Trip spans 7 days
Southwest
Southwest
BOS
MDW
2h 40m
nonstop
MDW
BOS
2h 10m
nonstop
Depart: Sun Feb 21 2016 Return: Tue Feb 23 2016 Trip spans 3 days
Delta
Delta
BWI
MDW
4h 54m
1 stop
MDW
BWI
3h 24m
1 stop
Depart: Wed Feb 24 2016 Return: Sat Feb 27 2016 Trip spans 4 days
Delta
Delta
PHL
MDW
4h 30m
1 stop
MDW
PHL
4h 11m
1 stop
Depart: Wed Mar 16 2016 Return: Mon Mar 21 2016 Trip spans 6 days
Delta
Delta
DCA
MDW
4h 34m
1 stop
MDW
DCA
3h 45m
1 stop
Depart: Sun May 1 2016 Return: Wed May 4 2016 Trip spans 4 days
Delta
Delta
JFK
MDW
4h 05m
1 stop
MDW
JFK
4h 55m
1 stop
Depart: Thu Apr 7 2016 Return: Sun Apr 10 2016 Trip spans 4 days
Delta
Delta
DEN
MDW
4h 24m
1 stop
MDW
DEN
4h 20m
1 stop
Depart: Sat Apr 23 2016 Return: Tue Apr 26 2016 Trip spans 4 days
Delta
Delta
CMH
MDW
4h 40m
1 stop
MDW
CMH
4h 34m
1 stop
Depart: Tue Mar 8 2016 Return: Tue Mar 15 2016 Trip spans 7 days
Delta
Delta
MCO
MDW
4h 14m
1 stop
MDW
MCO
4h 29m
1 stop
Depart: Fri Mar 25 2016 Return: Fri Apr 15 2016 Trip spans 22 days
Delta
Delta
IAH
MDW
8h 13m
1 stop
MDW
IAH
7h 30m
1 stop
Depart: Sun Apr 17 2016 Return: Tue Apr 19 2016 Trip spans 3 days
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
5h 05m
1 stop
Depart: Sat Feb 20 2016 Return: Fri Feb 26 2016 Trip spans 7 days
Delta
Delta
FLL
MDW
6h 04m
1 stop
MDW
FLL
5h 41m
1 stop
Depart: Thu Mar 17 2016 Return: Mon Mar 21 2016 Trip spans 5 days
Delta
Delta
MIA
MDW
5h 07m
1 stop
MDW
MIA
5h 00m
1 stop
Depart: Sat Jun 11 2016 Return: Tue Jun 14 2016 Trip spans 4 days
Delta
Delta
IAD
MDW
5h 56m
1 stop
MDW
IAD
4h 49m
1 stop
Depart: Tue Apr 26 2016 Return: Mon May 2 2016 Trip spans 7 days
Southwest
Southwest
PHX
MDW
3h 10m
nonstop
MDW
PHX
3h 40m
nonstop
Depart: Sat Apr 16 2016 Return: Tue Apr 19 2016 Trip spans 4 days
Delta
Delta
DFW
MDW
7h 06m
1 stop
MDW
DFW
5h 35m
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 $222
Detroit
$173
Fort Lauderdale
$224
Washington
only $225
only $190
Miami
$224
Baltimore
$184
Minneapolis
$157
Atlanta
$123
Orlando
$214
Columbus
$208
Phoenix
$243
Denver
$204
Dallas
only $252
only $173
Philadelphia
$190
Houston
only $220
only $105
Boston
$180
Destination

Chicago
$105