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Find Flight Deals from United States 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: Wed Jun 3 2015 Return: Wed Jun 10 2015 Trip spans 8 days
Sun Country Air
Sun Country Air
MSP
MDW
1h 25m
nonstop
MDW
MSP
1h 25m
nonstop
Depart: Tue Jun 16 2015 Return: Tue Jun 30 2015 Trip spans 15 days
Delta
Delta
BWI
MDW
4h 53m
1 stop
MDW
BWI
3h 50m
1 stop
Depart: Wed Jun 17 2015 Return: Wed Jun 24 2015 Trip spans 8 days
Delta
Delta
MCI
MDW
5h 32m
1 stop
MDW
MCI
5h 31m
1 stop
Depart: Tue Jun 23 2015 Return: Wed Jun 24 2015 Trip spans 2 days
Delta
Delta
RDU
MDW
4h 37m
1 stop
MDW
RDU
4h 42m
1 stop
Depart: Thu Aug 27 2015 Return: Mon Aug 31 2015 Trip spans 5 days
Delta
Delta
PHL
MDW
5h 38m
1 stop
MDW
PHL
4h 05m
1 stop
Depart: Tue Jun 2 2015 Return: Tue Jun 9 2015 Trip spans 8 days
Delta
Delta
DAL
MDW
5h 14m
1 stop
MDW
DAL
5h 31m
1 stop
Depart: Sat Jun 13 2015 Return: Tue Jun 23 2015 Trip spans 11 days
Delta
Delta
HOU
MDW
7h 01m
1 stop
MDW
HOU
7h 45m
1 stop
Depart: Sun Jun 21 2015 Return: Tue Jun 30 2015 Trip spans 10 days
Delta
Delta
PBI
MDW
7h 20m
1 stop
MDW
PBI
6h 15m
1 stop
Depart: Tue Jul 7 2015 Return: Fri Jul 31 2015 Trip spans 25 days
Delta
Delta
IAH
MDW
5h 23m
1 stop
MDW
IAH
5h 18m
1 stop
Depart: Fri Jul 10 2015 Return: Wed Jul 15 2015 Trip spans 6 days
Delta
Delta
MSY
MDW
5h 37m
1 stop
MDW
MSY
5h 17m
1 stop
Depart: Thu Jul 23 2015 Return: Tue Jul 28 2015 Trip spans 6 days
Delta
Delta
FLL
MDW
5h 07m
1 stop
MDW
FLL
4h 55m
1 stop
Depart: Wed Aug 12 2015 Return: Tue Aug 18 2015 Trip spans 7 days
Delta
Delta
TPA
MDW
5h 27m
1 stop
MDW
TPA
4h 25m
1 stop
Depart: Thu Oct 29 2015 Return: Mon Nov 2 2015 Trip spans 5 days
Delta
Delta
MIA
MDW
7h 42m
1 stop
MDW
MIA
4h 54m
1 stop
Depart: Sat Sep 12 2015 Return: Sat Sep 19 2015 Trip spans 8 days
Delta
Delta
DCA
MDW
7h 08m
1 stop
MDW
DCA
4h 26m
1 stop
Depart: Sat Sep 19 2015 Return: Mon Sep 21 2015 Trip spans 3 days
Delta
Delta
IAD
MDW
4h 52m
1 stop
MDW
IAD
4h 34m
1 stop
Depart: Tue Oct 27 2015 Return: Mon Nov 2 2015 Trip spans 7 days
Delta
Delta
DTW
MDW
1h 25m
nonstop
MDW
DTW
1h 10m
nonstop
Depart: Fri Aug 28 2015 Return: Mon Aug 31 2015 Trip spans 4 days
Delta
Delta
CMH
MDW
4h 32m
1 stop
MDW
CMH
4h 57m
1 stop
Depart: Wed Aug 19 2015 Return: Wed Aug 26 2015 Trip spans 8 days
Delta
Delta
BOS
MDW
8h 27m
1 stop
MDW
BOS
8h 20m
1 stop
Depart: Fri May 29 2015 Return: Mon Jun 1 2015 Trip spans 4 days
Delta
Delta
ATL
MDW
2h 00m
nonstop
MDW
ATL
2h 01m
nonstop
Depart: Tue Sep 29 2015 Return: Fri Oct 2 2015 Trip spans 4 days
Delta
Delta
OMA
MDW
3h 58m
1 stop
MDW
OMA
4h 02m
1 stop
Airports
Origin

Kansas City
$164
Detroit
$205
Raleigh
$164
Fort Lauderdale
$184
Washington
only $194
only $194
Miami
$184
Omaha
$232
West Palm Beach
$184
Baltimore
$164
Minneapolis
$109
Atlanta
$228
New Orleans
$184
Columbus
$210
Tampa
$184
Dallas
$184
Philadelphia
$164
Houston
only $184
only $184
Boston
$218
Destination

Chicago
$109