Browse Origins:
Browse Destinations:

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: Tue Jun 9 2015 Trip spans 7 days
Sun Country Air
Sun Country Air
MSP
MDW
1h 25m
nonstop
MDW
MSP
1h 25m
nonstop
Depart: Thu Jun 18 2015 Return: Thu Jun 25 2015 Trip spans 8 days
American Airlines
American Airlines
RDU
ORD
2h 09m
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: 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 Jun 24 2015 Return: Tue Jun 30 2015 Trip spans 7 days
American Airlines
American Airlines
BWI
ORD
2h 21m
nonstop
ORD
BWI
1h 59m
nonstop
Depart: Tue Jun 2 2015 Return: Wed Jun 3 2015 Trip spans 2 days
Frontier
Frontier
IAD
ORD
1h 55m
nonstop
ORD
IAD
1h 40m
nonstop
Depart: Mon Jul 20 2015 Return: Mon Jul 27 2015 Trip spans 8 days
American Airlines
American Airlines
DEN
ORD
2h 29m
nonstop
ORD
DEN
2h 41m
nonstop
Depart: Thu Sep 10 2015 Return: Sun Sep 13 2015 Trip spans 4 days
Frontier
Frontier
MIA
ORD
3h 20m
nonstop
ORD
MIA
3h 05m
nonstop
Depart: Tue Jun 9 2015 Return: Wed Jun 10 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ATL
ORD
2h 00m
nonstop
ORD
ATL
1h 53m
nonstop
Depart: Mon Jul 13 2015 Return: Tue Jul 21 2015 Trip spans 9 days
American Airlines
American Airlines
TPA
ORD
2h 53m
nonstop
ORD
TPA
2h 38m
nonstop
Depart: Fri Aug 21 2015 Return: Tue Aug 25 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
IAH
ORD
2h 41m
nonstop
ORD
IAH
2h 40m
nonstop
Depart: Wed Aug 12 2015 Return: Wed Aug 26 2015 Trip spans 15 days
Frontier
Frontier
AUS
ORD
2h 35m
nonstop
ORD
AUS
2h 40m
nonstop
Depart: Sat Aug 29 2015 Return: Tue Sep 1 2015 Trip spans 4 days
Delta
Delta
PHL
MDW
7h 19m
1 stop
MDW
PHL
5h 18m
1 stop
Depart: Sat Jun 6 2015 Return: Mon Jun 8 2015 Trip spans 3 days
American Airlines
American Airlines
DFW
ORD
2h 36m
nonstop
ORD
DFW
2h 32m
nonstop
Depart: Thu Jun 11 2015 Return: Wed Jun 17 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 49m
nonstop
ORD
BOS
2h 29m
nonstop
Depart: Wed Nov 11 2015 Return: Thu Nov 19 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
PHX
ORD
3h 22m
nonstop
ORD
PHX
4h 00m
nonstop
Depart: Fri Jul 10 2015 Return: Tue Jul 14 2015 Trip spans 5 days
Delta
Delta
PBI
ORD
4h 58m
1 stop
ORD
PBI
4h 58m
1 stop
Depart: Fri Nov 13 2015 Return: Sun Nov 15 2015 Trip spans 3 days
Delta
Delta
FLL
ORD
7h 16m
1 stop
ORD
FLL
4h 22m
1 stop
Airports
Origin

Raleigh
$117
Fort Lauderdale
$184
Austin
$158
Washington
$145
Miami
$145
West Palm Beach
$184
Baltimore
$141
Minneapolis
$107
Atlanta
$157
Phoenix
$177
Trenton
$105
Denver
$145
Dallas
$177
Tampa
$157
Philadelphia
$138
Houston
only $157
only $133
Boston
$177
Destination

Chicago
only $105
only $109