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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: Tue Jun 2 2015 Return: Tue Jun 9 2015 Trip spans 8 days
Sun Country Air
Sun Country Air
MSP
MDW
1h 25m
nonstop
MDW
MSP
1h 25m
nonstop
Depart: Tue Jun 23 2015 Return: Sat Jul 4 2015 Trip spans 12 days
Delta
Delta
RDU
MDW
4h 37m
1 stop
MDW
RDU
7h 07m
1 stop
Depart: Tue Jun 30 2015 Return: Tue Jul 14 2015 Trip spans 15 days
Delta
Delta
MCI
MDW
6h 14m
1 stop
MDW
MCI
3h 24m
1 stop
Depart: Thu May 28 2015 Return: Sun May 31 2015 Trip spans 4 days
Delta
Delta
MSY
MDW
5h 55m
1 stop
MDW
MSY
5h 25m
1 stop
Depart: Mon Jun 1 2015 Return: Wed Jun 3 2015 Trip spans 3 days
Delta
Delta
DAL
MDW
6h 25m
1 stop
MDW
DAL
6h 24m
1 stop
Depart: Wed Jun 10 2015 Return: Wed Jun 24 2015 Trip spans 15 days
Delta
Delta
TPA
MDW
7h 32m
1 stop
MDW
TPA
5h 25m
1 stop
Depart: Tue Jun 16 2015 Return: Tue Jun 23 2015 Trip spans 8 days
Delta
Delta
MIA
MDW
7h 08m
1 stop
MDW
MIA
5h 20m
1 stop
Depart: Wed Jun 17 2015 Return: Tue Jun 23 2015 Trip spans 7 days
Delta
Delta
HOU
MDW
7h 59m
1 stop
MDW
HOU
7h 45m
1 stop
Depart: Mon Jun 29 2015 Return: Wed Jul 1 2015 Trip spans 3 days
Delta
Delta
IAH
MDW
6h 13m
1 stop
MDW
IAH
7h 18m
1 stop
Depart: Sat Jul 18 2015 Return: Mon Jul 20 2015 Trip spans 3 days
Delta
Delta
FLL
MDW
6h 17m
1 stop
MDW
FLL
4h 28m
1 stop
Depart: Thu Sep 17 2015 Return: Mon Sep 21 2015 Trip spans 5 days
Delta
Delta
PHL
MDW
3h 45m
1 stop
MDW
PHL
5h 18m
1 stop
Depart: Mon Nov 23 2015 Return: Wed Dec 9 2015 Trip spans 17 days
Delta
Delta
PBI
MDW
4h 42m
1 stop
MDW
PBI
4h 35m
1 stop
Depart: Sat Oct 17 2015 Return: Wed Oct 21 2015 Trip spans 5 days
Delta
Delta
DFW
MDW
6h 12m
1 stop
MDW
DFW
4h 57m
1 stop
Depart: Thu Oct 1 2015 Return: Mon Oct 5 2015 Trip spans 5 days
Delta
Delta
CMH
MDW
6h 46m
1 stop
MDW
CMH
7h 25m
1 stop
Depart: Fri Nov 27 2015 Return: Tue Dec 1 2015 Trip spans 5 days
Delta
Delta
DTW
MDW
1h 25m
nonstop
MDW
DTW
1h 20m
nonstop
Depart: Sat Sep 5 2015 Return: Wed Sep 9 2015 Trip spans 5 days
Delta
Delta
BOS
MDW
4h 25m
1 stop
MDW
BOS
6h 55m
1 stop
Depart: Wed Sep 16 2015 Return: Mon Sep 21 2015 Trip spans 6 days
Delta
Delta
EWR
MDW
7h 48m
1 stop
MDW
EWR
4h 01m
1 stop
Depart: Thu Jul 9 2015 Return: Sat Jul 11 2015 Trip spans 3 days
Delta
Delta
OMA
MDW
4h 59m
1 stop
MDW
OMA
5h 45m
1 stop
Depart: Thu Aug 20 2015 Return: Tue Aug 25 2015 Trip spans 6 days
Delta
Delta
JFK
MDW
5h 14m
1 stop
MDW
JFK
4h 54m
1 stop
Depart: Fri Jul 3 2015 Return: Sat Jul 4 2015 Trip spans 2 days
Delta
Delta
ATL
MDW
2h 02m
nonstop
MDW
ATL
1h 53m
nonstop
Airports
Origin

New York
$244
Kansas City
$164
Detroit
$205
Raleigh
$164
Fort Lauderdale
$184
Miami
$184
Omaha
$235
West Palm Beach
$184
Minneapolis
$109
Atlanta
$247
New Orleans
$184
Columbus
$198
Newark
$232
Dallas
only $194
only $184
Tampa
$184
Philadelphia
$184
Houston
only $184
only $184
Boston
$218
Destination

Chicago
$109