Find Deals on Flights to Chicago

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights to Chicago

(Round-trip)
Depart: Tue Nov 3 2015 Return: Wed Nov 4 2015 Trip spans 2 days
United
United
LAX
ORD
3h 48m
nonstop
ORD
LAX
4h 40m
nonstop
Depart: Wed Aug 19 2015 Return: Mon Aug 24 2015 Trip spans 6 days
Frontier
Frontier
ATL
ORD
2h 05m
nonstop
ORD
ATL
2h 05m
nonstop
Depart: Thu Aug 20 2015 Return: Mon Aug 24 2015 Trip spans 5 days
Frontier
Frontier
TTN
ORD
2h 10m
nonstop
ORD
TTN
2h 00m
nonstop
Depart: Mon Aug 24 2015 Return: Mon Aug 31 2015 Trip spans 8 days
Frontier
Frontier
PHL
ORD
2h 20m
nonstop
ORD
PHL
2h 05m
nonstop
Depart: Wed Aug 12 2015 Return: Wed Aug 19 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 43m
nonstop
ORD
HOU
2h 40m
nonstop
Depart: Tue Aug 25 2015 Return: Wed Aug 26 2015 Trip spans 2 days
US Airways
US Airways
JFK
ORD
2h 46m
nonstop
ORD
JFK
2h 35m
nonstop
Depart: Wed Aug 26 2015 Return: Tue Sep 1 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
IAH
ORD
2h 41m
nonstop
ORD
IAH
2h 36m
nonstop
Depart: Wed Sep 9 2015 Return: Tue Sep 15 2015 Trip spans 7 days
United
United
DFW
ORD
2h 26m
nonstop
ORD
DFW
2h 23m
nonstop
Depart: Tue Sep 29 2015 Return: Sat Oct 3 2015 Trip spans 5 days
United
United
BOS
ORD
2h 44m
nonstop
ORD
BOS
2h 24m
nonstop
Depart: Wed Oct 14 2015 Return: Sat Oct 17 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
MSP
ORD
1h 26m
nonstop
ORD
MSP
1h 24m
nonstop
Depart: Wed Dec 16 2015 Return: Sun Jan 10 2016 Trip spans 26 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 35m
nonstop
ORD
LGA
2h 04m
nonstop
Depart: Tue Sep 1 2015 Return: Wed Sep 9 2015 Trip spans 9 days
United
United
BWI
ORD
2h 04m
nonstop
ORD
BWI
1h 58m
nonstop
Depart: Sun Sep 6 2015 Return: Tue Sep 8 2015 Trip spans 3 days
Sun Country Air
Sun Country Air
MSP
MDW
1h 25m
nonstop
MDW
MSP
1h 25m
nonstop
Depart: Wed Sep 23 2015 Return: Wed Sep 30 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
MCO
ORD
3h 04m
nonstop
ORD
MCO
2h 32m
nonstop
Depart: Fri Oct 2 2015 Return: Tue Oct 6 2015 Trip spans 5 days
United
United
MIA
ORD
3h 22m
nonstop
ORD
MIA
3h 10m
nonstop
Depart: Fri Sep 11 2015 Return: Mon Sep 14 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
FLL
ORD
3h 13m
nonstop
ORD
FLL
2h 59m
nonstop
Depart: Fri Sep 25 2015 Return: Mon Sep 28 2015 Trip spans 4 days
Frontier
Frontier
IAD
ORD
2h 05m
nonstop
ORD
IAD
1h 50m
nonstop
Depart: Tue Sep 22 2015 Return: Tue Nov 3 2015 Trip spans 43 days
American Airlines
American Airlines
TPA
ORD
2h 55m
nonstop
ORD
TPA
2h 39m
nonstop
Depart: Tue Oct 27 2015 Return: Sun Nov 1 2015 Trip spans 6 days
United
United
DEN
ORD
2h 29m
nonstop
ORD
DEN
2h 33m
nonstop
Depart: Sun Aug 30 2015 Return: Thu Sep 3 2015 Trip spans 5 days
Delta
Delta
ATL
MDW
1h 51m
nonstop
MDW
ATL
2h 06m
nonstop
Airports
Origin

New York
only $81
only $81
Fort Lauderdale
$127
Washington
$128
Miami
$107
Baltimore
$87
Minneapolis
$81
Atlanta
$78
Orlando
$97
Trenton
$78
Los Angeles
$75
Denver
$137
Dallas
$81
Tampa
$137
Philadelphia
$78
Houston
only $81
only $81
Boston
$81
Destination

Chicago
only $75
only $97