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Find Deals on Flights to Chicago Midway

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights to Chicago Midway

(Round-trip)
Depart: Sat Jul 25 2015 Return: Sat Aug 1 2015 Trip spans 8 days
Sun Country Air
Sun Country Air
MSP
MDW
1h 25m
nonstop
MDW
MSP
1h 25m
nonstop
Depart: Tue Aug 4 2015 Return: Tue Aug 11 2015 Trip spans 8 days
Delta
Delta
ATL
MDW
1h 54m
nonstop
MDW
ATL
1h 55m
nonstop
Depart: Wed Aug 26 2015 Return: Mon Aug 31 2015 Trip spans 6 days
Delta
Delta
RDU
MDW
4h 12m
1 stop
MDW
RDU
3h 57m
1 stop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 2015 Trip spans 4 days
Delta
Delta
PHL
MDW
4h 49m
1 stop
MDW
PHL
6h 29m
1 stop
Depart: Tue Aug 25 2015 Return: Thu Aug 27 2015 Trip spans 3 days
Delta
Delta
DCA
MDW
3h 43m
1 stop
MDW
DCA
4h 37m
1 stop
Depart: Thu Aug 27 2015 Return: Tue Sep 1 2015 Trip spans 6 days
Delta
Delta
IAD
MDW
3h 27m
1 stop
MDW
IAD
3h 34m
1 stop
Depart: Tue Jul 28 2015 Return: Tue Aug 18 2015 Trip spans 22 days
Delta
Delta
HOU
MDW
5h 03m
1 stop
MDW
HOU
5h 09m
1 stop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Delta
Delta
IAH
MDW
4h 44m
1 stop
MDW
IAH
4h 58m
1 stop
Depart: Thu Nov 5 2015 Return: Mon Nov 9 2015 Trip spans 5 days
Delta
Delta
DEN
MDW
4h 41m
1 stop
MDW
DEN
5h 38m
1 stop
Depart: Tue Jul 14 2015 Return: Tue Jul 21 2015 Trip spans 8 days
Delta
Delta
MCO
MDW
7h 44m
1 stop
MDW
MCO
6h 20m
1 stop
Depart: Sat Oct 10 2015 Return: Mon Oct 19 2015 Trip spans 10 days
Delta
Delta
SLC
MDW
3h 12m
nonstop
MDW
SLC
3h 31m
nonstop
Depart: Wed Sep 2 2015 Return: Sat Sep 5 2015 Trip spans 4 days
Delta
Delta
CMH
MDW
4h 40m
1 stop
MDW
CMH
4h 43m
1 stop
Depart: Wed Sep 30 2015 Return: Tue Oct 6 2015 Trip spans 7 days
Delta
Delta
AUS
MDW
5h 20m
1 stop
MDW
AUS
5h 09m
1 stop
Depart: Thu Sep 24 2015 Return: Mon Sep 28 2015 Trip spans 5 days
Delta
Delta
BWI
MDW
3h 32m
1 stop
MDW
BWI
3h 56m
1 stop
Depart: Fri Sep 11 2015 Return: Sat Sep 19 2015 Trip spans 9 days
Delta
Delta
BOS
MDW
6h 00m
1 stop
MDW
BOS
8h 05m
1 stop
Depart: Tue Oct 27 2015 Return: Tue Nov 3 2015 Trip spans 8 days
Delta
Delta
PHX
MDW
7h 46m
1 stop
MDW
PHX
7h 08m
1 stop
Depart: Sat Oct 17 2015 Return: Wed Oct 21 2015 Trip spans 5 days
Delta
Delta
DFW
MDW
4h 59m
1 stop
MDW
DFW
5h 33m
1 stop
Depart: Thu Nov 26 2015 Return: Tue Dec 1 2015 Trip spans 6 days
Delta
Delta
OMA
MDW
3h 20m
1 stop
MDW
OMA
3h 20m
1 stop
Depart: Wed Oct 28 2015 Return: Sat Oct 31 2015 Trip spans 4 days
Delta
Delta
PIT
MDW
5h 36m
1 stop
MDW
PIT
4h 11m
1 stop
Depart: Tue Nov 10 2015 Return: Sun Nov 15 2015 Trip spans 6 days
Delta
Delta
DAL
MDW
4h 49m
1 stop
MDW
DAL
4h 55m
1 stop
Airports
Origin

Raleigh
$164
Austin
$194
Washington
only $174
only $174
Omaha
$223
Baltimore
$196
Minneapolis
$107
Atlanta
$157
Orlando
$185
Columbus
$192
Phoenix
$216
Salt Lake City
$185
Denver
$184
Dallas
only $218
only $228
Philadelphia
$164
Houston
only $184
only $184
Boston
$200
Pittsburgh
$228
Destination

Chicago
$107