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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: Tue Aug 25 2015 Return: Tue Sep 1 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ATL
ORD
2h 05m
nonstop
ORD
ATL
2h 00m
nonstop
Depart: Wed Sep 2 2015 Return: Sat Sep 12 2015 Trip spans 11 days
Spirit Airlines
Spirit Airlines
MSP
ORD
1h 30m
nonstop
ORD
MSP
1h 26m
nonstop
Depart: Wed Sep 16 2015 Return: Tue Sep 22 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
PHL
ORD
2h 14m
nonstop
ORD
PHL
1h 54m
nonstop
Depart: Sat Oct 10 2015 Return: Sat Oct 17 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 38m
nonstop
ORD
HOU
2h 39m
nonstop
Depart: Wed Nov 11 2015 Return: Sat Nov 14 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
IAH
ORD
2h 35m
nonstop
ORD
IAH
2h 43m
nonstop
Depart: Wed Aug 26 2015 Return: Wed Sep 2 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 03m
nonstop
ORD
MCO
2h 36m
nonstop
Depart: Tue Sep 1 2015 Return: Sat Sep 19 2015 Trip spans 19 days
Frontier
Frontier
DEN
ORD
2h 20m
nonstop
ORD
DEN
2h 36m
nonstop
Depart: Tue Sep 8 2015 Return: Tue Sep 15 2015 Trip spans 8 days
Frontier
Frontier
RDU
ORD
2h 10m
nonstop
ORD
RDU
1h 55m
nonstop
Depart: Sat Sep 5 2015 Return: Sat Sep 12 2015 Trip spans 8 days
United
United
AUS
ORD
2h 47m
nonstop
ORD
AUS
2h 40m
nonstop
Depart: Sat Jul 25 2015 Return: Wed Aug 5 2015 Trip spans 12 days
Sun Country Air
Sun Country Air
MSP
MDW
1h 25m
nonstop
MDW
MSP
1h 25m
nonstop
Depart: Sat Sep 19 2015 Return: Tue Sep 22 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
FLL
ORD
3h 06m
nonstop
ORD
FLL
2h 56m
nonstop
Depart: Sun Sep 6 2015 Return: Wed Sep 9 2015 Trip spans 4 days
Frontier
Frontier
TTN
ORD
2h 15m
nonstop
ORD
TTN
1h 55m
nonstop
Depart: Wed Jul 15 2015 Return: Wed Aug 19 2015 Trip spans 36 days
Spirit Airlines
Spirit Airlines
BWI
ORD
2h 10m
nonstop
ORD
BWI
1h 52m
nonstop
Depart: Tue Sep 15 2015 Return: Tue Sep 22 2015 Trip spans 8 days
Frontier
Frontier
MIA
ORD
3h 20m
nonstop
ORD
MIA
3h 05m
nonstop
Depart: Fri Sep 18 2015 Return: Sun Sep 20 2015 Trip spans 3 days
Frontier
Frontier
IAD
ORD
2h 05m
nonstop
ORD
IAD
1h 50m
nonstop
Depart: Sat Jul 18 2015 Return: Mon Jul 27 2015 Trip spans 10 days
American Airlines
American Airlines
DFW
ORD
2h 31m
nonstop
ORD
DFW
2h 32m
nonstop
Depart: Thu Oct 29 2015 Return: Fri Oct 30 2015 Trip spans 2 days
Delta
Delta
ATL
MDW
1h 59m
nonstop
MDW
ATL
1h 50m
nonstop
Depart: Tue Nov 24 2015 Return: Tue Dec 1 2015 Trip spans 8 days
American Airlines
American Airlines
PHX
ORD
3h 28m
nonstop
ORD
PHX
3h 41m
nonstop
Depart: Mon Aug 3 2015 Return: Wed Sep 9 2015 Trip spans 38 days
United
United
BOS
ORD
2h 40m
nonstop
ORD
BOS
2h 35m
nonstop
Depart: Wed Aug 19 2015 Return: Tue Aug 25 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 30m
nonstop
ORD
LGA
2h 08m
nonstop
Airports
Origin

New York
$167
Raleigh
$98
Fort Lauderdale
$117
Austin
$99
Washington
$145
Miami
$138
Baltimore
$137
Minneapolis
$81
Atlanta
$81
Orlando
$97
Phoenix
$159
Trenton
$132
Denver
$98
Dallas
$157
Philadelphia
$81
Houston
only $81
only $81
Boston
$162
Destination

Chicago
only $81
only $107