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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: Sat Sep 5 2015 Trip spans 11 days
Frontier
Frontier
PHL
ORD
2h 20m
nonstop
ORD
PHL
1h 55m
nonstop
Depart: Tue Sep 1 2015 Return: Wed Sep 2 2015 Trip spans 2 days
Frontier
Frontier
TTN
ORD
2h 10m
nonstop
ORD
TTN
1h 55m
nonstop
Depart: Sat Oct 3 2015 Return: Wed Oct 7 2015 Trip spans 5 days
Frontier
Frontier
RDU
ORD
2h 10m
nonstop
ORD
RDU
1h 55m
nonstop
Depart: Tue Aug 25 2015 Return: Tue Sep 1 2015 Trip spans 8 days
Frontier
Frontier
IAD
ORD
2h 00m
nonstop
ORD
IAD
1h 45m
nonstop
Depart: Sat Aug 29 2015 Return: Tue Sep 1 2015 Trip spans 4 days
Frontier
Frontier
ATL
ORD
2h 05m
nonstop
ORD
ATL
2h 05m
nonstop
Depart: Wed Sep 2 2015 Return: Tue Oct 6 2015 Trip spans 35 days
Frontier
Frontier
DEN
ORD
2h 20m
nonstop
ORD
DEN
2h 35m
nonstop
Depart: Sat Sep 26 2015 Return: Tue Sep 29 2015 Trip spans 4 days
Frontier
Frontier
AUS
ORD
2h 40m
nonstop
ORD
AUS
2h 40m
nonstop
Depart: Fri Jul 31 2015 Return: Sun Aug 2 2015 Trip spans 3 days
United
United
MSP
ORD
1h 37m
nonstop
ORD
MSP
1h 34m
nonstop
Depart: Sat Jul 25 2015 Return: Thu Jul 30 2015 Trip spans 6 days
Sun Country Air
Sun Country Air
MSP
MDW
1h 25m
nonstop
MDW
MSP
1h 25m
nonstop
Depart: Wed Jul 8 2015 Return: Fri Jul 10 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 03m
nonstop
ORD
MCO
2h 36m
nonstop
Depart: Wed Aug 5 2015 Return: Tue Aug 18 2015 Trip spans 14 days
Spirit Airlines
Spirit Airlines
BWI
ORD
1h 58m
nonstop
ORD
BWI
1h 52m
nonstop
Depart: Thu Sep 10 2015 Return: Mon Sep 14 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 35m
nonstop
ORD
HOU
2h 37m
nonstop
Depart: Mon Nov 2 2015 Return: Sat Nov 7 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
IAH
ORD
2h 38m
nonstop
ORD
IAH
2h 37m
nonstop
Depart: Wed Oct 7 2015 Return: Tue Oct 20 2015 Trip spans 14 days
Frontier
Frontier
MIA
ORD
3h 20m
nonstop
ORD
MIA
3h 05m
nonstop
Depart: Wed Nov 18 2015 Return: Wed Dec 2 2015 Trip spans 15 days
Frontier
Frontier
SLC
ORD
3h 05m
nonstop
ORD
SLC
3h 45m
nonstop
Depart: Wed Jul 15 2015 Return: Tue Jul 21 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
FLL
ORD
3h 07m
nonstop
ORD
FLL
3h 01m
nonstop
Depart: Sat Oct 10 2015 Return: Tue Oct 13 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 51m
nonstop
ORD
BOS
2h 23m
nonstop
Depart: Fri Nov 13 2015 Return: Sun Nov 15 2015 Trip spans 3 days
Frontier
Frontier
TPA
ORD
2h 55m
nonstop
ORD
TPA
2h 35m
nonstop
Depart: Wed Aug 12 2015 Return: Wed Aug 19 2015 Trip spans 8 days
Delta
Delta
ATL
MDW
1h 54m
nonstop
MDW
ATL
1h 49m
nonstop
Depart: Tue Sep 15 2015 Return: Mon Sep 21 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
DFW
ORD
2h 22m
nonstop
ORD
DFW
2h 25m
nonstop
Airports
Origin

Raleigh
$42
Fort Lauderdale
$147
Austin
$98
Washington
$98
Miami
$138
Baltimore
$137
Minneapolis
$107
Atlanta
$98
Orlando
$137
Salt Lake City
$138
Trenton
$42
Denver
$98
Dallas
$157
Tampa
$155
Philadelphia
$42
Houston
only $137
only $137
Boston
$147
Destination

Chicago
only $42
only $123