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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

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

Book cheap flights to Chicago

(Round-trip)
Depart: Sun Sep 6 2015 Return: Tue Sep 15 2015 Trip spans 10 days
Frontier
Frontier
IAD
ORD
2h 05m
nonstop
ORD
IAD
1h 50m
nonstop
Depart: Mon Sep 7 2015 Return: Thu Sep 10 2015 Trip spans 4 days
Frontier
Frontier
TTN
ORD
2h 15m
nonstop
ORD
TTN
1h 55m
nonstop
Depart: Wed Sep 9 2015 Return: Sun Sep 13 2015 Trip spans 5 days
Frontier
Frontier
AUS
ORD
2h 42m
nonstop
ORD
AUS
2h 48m
nonstop
Depart: Fri Sep 11 2015 Return: Wed Sep 16 2015 Trip spans 6 days
Frontier
Frontier
MIA
ORD
3h 23m
nonstop
ORD
MIA
3h 10m
nonstop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Frontier
Frontier
RDU
ORD
2h 10m
nonstop
ORD
RDU
2h 03m
nonstop
Depart: Tue Sep 15 2015 Return: Wed Sep 16 2015 Trip spans 2 days
Frontier
Frontier
SLC
ORD
3h 10m
nonstop
ORD
SLC
3h 30m
nonstop
Depart: Wed Nov 11 2015 Return: Tue Nov 17 2015 Trip spans 7 days
American Airlines
American Airlines
MSP
ORD
1h 36m
nonstop
ORD
MSP
1h 28m
nonstop
Depart: Sat Sep 19 2015 Return: Wed Sep 23 2015 Trip spans 5 days
Frontier
Frontier
ATL
ORD
2h 08m
nonstop
ORD
ATL
2h 08m
nonstop
Depart: Fri Oct 2 2015 Return: Tue Oct 6 2015 Trip spans 5 days
Frontier
Frontier
PHL
ORD
2h 23m
nonstop
ORD
PHL
2h 10m
nonstop
Depart: Wed Dec 9 2015 Return: Tue Dec 15 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BWI
ORD
2h 02m
nonstop
ORD
BWI
1h 47m
nonstop
Depart: Sat Sep 26 2015 Return: Wed Sep 30 2015 Trip spans 5 days
Frontier
Frontier
MCO
ORD
2h 57m
nonstop
ORD
MCO
2h 45m
nonstop
Depart: Wed Sep 30 2015 Return: Wed Oct 14 2015 Trip spans 15 days
Frontier
Frontier
DEN
ORD
2h 25m
nonstop
ORD
DEN
2h 45m
nonstop
Depart: Mon Sep 14 2015 Return: Tue Sep 22 2015 Trip spans 9 days
Sun Country Air
Sun Country Air
MSP
MDW
1h 25m
nonstop
MDW
MSP
1h 25m
nonstop
Depart: Thu Oct 22 2015 Return: Mon Oct 26 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
BOS
ORD
2h 51m
nonstop
ORD
BOS
2h 23m
nonstop
Depart: Sun Nov 8 2015 Return: Wed Nov 11 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
DFW
ORD
2h 24m
nonstop
ORD
DFW
2h 22m
nonstop
Depart: Thu Nov 12 2015 Return: Sun Nov 15 2015 Trip spans 4 days
American Airlines
American Airlines
DCA
ORD
2h 24m
nonstop
ORD
DCA
1h 50m
nonstop
Depart: Tue Oct 27 2015 Return: Tue Nov 3 2015 Trip spans 8 days
Southwest
Southwest
LAX
MDW
4h 00m
nonstop
MDW
LAX
4h 40m
nonstop
Depart: Wed Sep 23 2015 Return: Sat Sep 26 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
TPA
ORD
2h 47m
nonstop
ORD
TPA
2h 34m
nonstop
Depart: Thu Oct 29 2015 Return: Mon Nov 2 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
HOU
ORD
2h 38m
nonstop
ORD
HOU
2h 39m
nonstop
Depart: Thu Feb 11 2016 Return: Tue Feb 16 2016 Trip spans 6 days
Spirit Airlines
Spirit Airlines
IAH
ORD
2h 28m
nonstop
ORD
IAH
2h 43m
nonstop
Airports
Origin

Raleigh
$30
Austin
$30
Washington
only $30
only $87
Miami
$30
Baltimore
$79
Minneapolis
$77
Atlanta
$78
Orlando
$80
Salt Lake City
$30
Trenton
$30
Los Angeles
$92
Denver
$80
Dallas
$81
Tampa
$97
Philadelphia
$78
Houston
only $97
only $97
Boston
$81
Destination

Chicago
only $30
only $81