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Find Deals on Flights to Chicago

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

Book cheap flights to Chicago

(Round-trip)
Depart: Wed Aug 26 2015 Return: Tue Sep 1 2015 Trip spans 7 days
Frontier
Frontier
TTN
ORD
2h 10m
nonstop
ORD
TTN
2h 00m
nonstop
Depart: Wed Jun 17 2015 Return: Wed Jun 24 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
MSP
ORD
1h 24m
nonstop
ORD
MSP
1h 27m
nonstop
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: Mon Jul 6 2015 Return: Fri Jul 10 2015 Trip spans 5 days
American Airlines
American Airlines
RDU
ORD
2h 10m
nonstop
ORD
RDU
2h 00m
nonstop
Depart: Tue Jun 23 2015 Return: Wed Jun 24 2015 Trip spans 2 days
American Airlines
American Airlines
HOU
ORD
2h 52m
nonstop
ORD
HOU
2h 49m
nonstop
Depart: Sun Jun 7 2015 Return: Sat Jun 13 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
DEN
ORD
2h 27m
nonstop
ORD
DEN
2h 33m
nonstop
Depart: Sat Jul 4 2015 Return: Wed Aug 26 2015 Trip spans 54 days
Frontier
Frontier
PHL
ORD
2h 20m
nonstop
ORD
PHL
2h 05m
nonstop
Depart: Wed Jul 1 2015 Return: Tue Jul 14 2015 Trip spans 14 days
US Airways
US Airways
MIA
ORD
3h 27m
nonstop
ORD
MIA
3h 11m
nonstop
Depart: Tue Jul 14 2015 Return: Wed Aug 5 2015 Trip spans 23 days
American Airlines
American Airlines
BWI
ORD
2h 21m
nonstop
ORD
BWI
2h 03m
nonstop
Depart: Fri Aug 28 2015 Return: Mon Aug 31 2015 Trip spans 4 days
Frontier
Frontier
IAD
ORD
2h 00m
nonstop
ORD
IAD
1h 45m
nonstop
Depart: Mon Jul 13 2015 Return: Tue Jul 14 2015 Trip spans 2 days
American Airlines
American Airlines
TPA
ORD
2h 53m
nonstop
ORD
TPA
2h 45m
nonstop
Depart: Fri Nov 6 2015 Return: Sun Nov 8 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
IAH
ORD
2h 45m
nonstop
ORD
IAH
2h 37m
nonstop
Depart: Wed Jun 24 2015 Return: Tue Jul 28 2015 Trip spans 35 days
Frontier
Frontier
ATL
ORD
2h 05m
nonstop
ORD
ATL
2h 00m
nonstop
Depart: Thu Jun 18 2015 Return: Wed Jun 24 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
DFW
ORD
2h 20m
nonstop
ORD
DFW
2h 14m
nonstop
Depart: Sat Oct 17 2015 Return: Thu Oct 22 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 51m
nonstop
ORD
BOS
2h 23m
nonstop
Depart: Thu Nov 12 2015 Return: Thu Nov 19 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
PHX
ORD
3h 22m
nonstop
ORD
PHX
4h 00m
nonstop
Depart: Sat Jul 18 2015 Return: Sat Jul 25 2015 Trip spans 8 days
Delta
Delta
PBI
ORD
4h 56m
1 stop
ORD
PBI
4h 55m
1 stop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Delta
Delta
DAL
ORD
5h 05m
1 stop
ORD
DAL
5h 10m
1 stop
Depart: Sat Oct 31 2015 Return: Wed Nov 4 2015 Trip spans 5 days
Delta
Delta
DCA
MDW
5h 32m
1 stop
MDW
DCA
3h 49m
1 stop
Depart: Sun Oct 11 2015 Return: Thu Oct 15 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 30m
nonstop
ORD
LGA
2h 05m
nonstop
Airports
Origin

New York
$197
Raleigh
$117
Washington
only $145
only $194
Miami
$145
West Palm Beach
$184
Baltimore
$145
Minneapolis
$107
Atlanta
$158
Phoenix
$177
Trenton
$105
Denver
$137
Dallas
only $162
only $194
Tampa
$157
Philadelphia
$138
Houston
only $157
only $133
Boston
$177
Destination

Chicago
only $105
only $109