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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 Apr 14 2015 Return: Fri Apr 24 2015 Trip spans 11 days
Sun Country Air
Sun Country Air
MSP
MDW
1h 25m
nonstop
MDW
MSP
1h 25m
nonstop
Depart: Sat May 30 2015 Return: Tue Jun 2 2015 Trip spans 4 days
Delta
Delta
DTW
MDW
1h 19m
nonstop
MDW
DTW
1h 10m
nonstop
Depart: Wed Apr 15 2015 Return: Mon Apr 20 2015 Trip spans 6 days
Delta
Delta
DFW
MDW
4h 43m
1 stop
MDW
DFW
6h 35m
1 stop
Depart: Sat Apr 18 2015 Return: Fri Apr 24 2015 Trip spans 7 days
Delta
Delta
DAL
MDW
7h 55m
1 stop
MDW
DAL
7h 57m
1 stop
Depart: Tue Apr 21 2015 Return: Sat Apr 25 2015 Trip spans 5 days
Delta
Delta
MIA
MDW
6h 54m
1 stop
MDW
MIA
4h 29m
1 stop
Depart: Thu Apr 23 2015 Return: Sun Apr 26 2015 Trip spans 4 days
Delta
Delta
FLL
MDW
4h 39m
1 stop
MDW
FLL
5h 53m
1 stop
Depart: Fri Apr 24 2015 Return: Sun Apr 26 2015 Trip spans 3 days
Delta
Delta
HOU
MDW
4h 33m
1 stop
MDW
HOU
7h 20m
1 stop
Depart: Mon Apr 27 2015 Return: Mon May 11 2015 Trip spans 15 days
Delta
Delta
BOS
MDW
6h 09m
1 stop
MDW
BOS
3h 45m
1 stop
Depart: Thu May 7 2015 Return: Sun May 10 2015 Trip spans 4 days
Delta
Delta
MSY
MDW
4h 15m
1 stop
MDW
MSY
5h 26m
1 stop
Depart: Fri May 8 2015 Return: Tue May 19 2015 Trip spans 12 days
Delta
Delta
PBI
MDW
4h 54m
1 stop
MDW
PBI
4h 35m
1 stop
Depart: Tue Jul 28 2015 Return: Sat Aug 1 2015 Trip spans 5 days
Delta
Delta
TPA
MDW
5h 09m
1 stop
MDW
TPA
7h 10m
1 stop
Depart: Wed Aug 12 2015 Return: Wed Aug 19 2015 Trip spans 8 days
Delta
Delta
IAH
MDW
4h 45m
1 stop
MDW
IAH
5h 26m
1 stop
Depart: Wed Apr 22 2015 Return: Tue May 5 2015 Trip spans 14 days
Delta
Delta
EWR
MDW
4h 00m
1 stop
MDW
EWR
5h 01m
1 stop
Depart: Wed Apr 29 2015 Return: Sat May 2 2015 Trip spans 4 days
Delta
Delta
PHL
MDW
3h 39m
1 stop
MDW
PHL
3h 36m
1 stop
Depart: Tue Sep 22 2015 Return: Sat Sep 26 2015 Trip spans 5 days
Delta
Delta
JFK
MDW
4h 20m
1 stop
MDW
JFK
5h 10m
1 stop
Depart: Tue May 5 2015 Return: Wed May 6 2015 Trip spans 2 days
Delta
Delta
PHX
MDW
7h 33m
1 stop
MDW
PHX
6h 37m
1 stop
Depart: Fri Aug 28 2015 Return: Sun Aug 30 2015 Trip spans 3 days
Delta
Delta
CLE
MDW
5h 04m
1 stop
MDW
CLE
5h 35m
1 stop
Depart: Sat Aug 22 2015 Return: Sat Aug 29 2015 Trip spans 8 days
Delta
Delta
CMH
MDW
5h 34m
1 stop
MDW
CMH
2h 43m
1 stop
Depart: Sat Mar 28 2015 Return: Tue Mar 31 2015 Trip spans 4 days
Delta
Delta
ATL
MDW
1h 55m
nonstop
MDW
ATL
1h 58m
nonstop
Depart: Tue Sep 29 2015 Return: Tue Oct 6 2015 Trip spans 8 days
Delta
Delta
MEM
MDW
6h 12m
1 stop
MDW
MEM
4h 07m
1 stop
Airports
Origin

New York
$196
Detroit
$167
Fort Lauderdale
$184
Cleveland
$204
Miami
$184
West Palm Beach
$184
Minneapolis
$81
Atlanta
$228
New Orleans
$184
Columbus
$206
Phoenix
$198
Memphis
$229
Newark
$194
Dallas
only $184
only $184
Tampa
$184
Philadelphia
$194
Houston
only $184
only $184
Boston
$184
Destination

Chicago
$81