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Find Flight Deals from United States to Chicago

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

Book cheap flights to Chicago

(Round-trip)
Depart: Tue Jan 20 2015 Return: Wed Jan 21 2015 Trip spans 2 days
Frontier
Frontier
ATL
5:05a
ORD
7:05a
2h 00m
nonstop
ORD
2:30a
ATL
4:20a
1h 50m
nonstop
Depart: Wed Dec 24 2014 Return: Thu Dec 25 2014 Trip spans 2 days
Spirit Airlines
Spirit Airlines
MSP
1:16a
ORD
2:45a
1h 29m
nonstop
ORD
2:48p
MSP
4:14p
1h 26m
nonstop
Depart: Wed Jan 7 2015 Return: Thu Jan 8 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
DEN
1:00a
ORD
3:26a
2h 26m
nonstop
ORD
4:40p
DEN
7:22p
2h 42m
nonstop
Depart: Fri Jan 16 2015 Return: Wed Jan 21 2015 Trip spans 6 days
Frontier
Frontier
IAD
3:20a
ORD
5:25a
2h 05m
nonstop
ORD
7:50a
IAD
9:40a
1h 50m
nonstop
Depart: Fri Feb 13 2015 Return: Mon Feb 23 2015 Trip spans 11 days
Spirit Airlines
Spirit Airlines
TPA
9:20a
ORD
12:12p
2h 52m
nonstop
ORD
3:35a
TPA
6:16a
2h 41m
nonstop
Depart: Wed Feb 25 2015 Return: Mon Mar 2 2015 Trip spans 6 days
Frontier
Frontier
TTN
1:55a
MDW
4:15a
2h 20m
nonstop
MDW
3:25a
TTN
5:14a
1h 49m
nonstop
Depart: Tue Mar 3 2015 Return: Wed Mar 4 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
OAK
3:50a
ORD
7:58a
4h 08m
nonstop
ORD
10:53a
OAK
3:37p
4h 44m
nonstop
Depart: Sun Dec 28 2014 Return: Tue Jan 13 2015 Trip spans 17 days
Spirit Airlines
Spirit Airlines
MCO
12:18p
ORD
3:20p
3h 02m
nonstop
ORD
5:06a
MCO
7:43a
2h 37m
nonstop
Depart: Wed Apr 22 2015 Return: Tue Apr 28 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
BOS
10:00a
ORD
12:43p
2h 43m
nonstop
ORD
9:38a
BOS
12:04p
2h 26m
nonstop
Depart: Tue May 26 2015 Return: Tue Jun 2 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
PHL
2:05a
ORD
4:23a
2h 18m
nonstop
ORD
4:45p
PHL
6:41p
1h 56m
nonstop
Depart: Sun May 10 2015 Return: Sat May 16 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
DFW
2:05a
ORD
4:28a
2h 23m
nonstop
ORD
5:20a
DFW
7:44a
2h 24m
nonstop
Depart: Tue Mar 24 2015 Return: Sat Mar 28 2015 Trip spans 5 days
Delta
Delta
MSP
6:20a
MDW
7:51a
1h 31m
nonstop
MDW
2:45a
MSP
4:18a
1h 33m
nonstop
Depart: Fri Jun 26 2015 Return: Sun Jun 28 2015 Trip spans 3 days
Delta
Delta
EWR
7:00a
ORD
11:14a
4h 14m
1 stop
ORD
12:25p
EWR
4:26p
4h 01m
1 stop
Depart: Sun Apr 26 2015 Return: Tue Apr 28 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
LGA
5:55p
ORD
8:13p
2h 18m
nonstop
ORD
1:51a
LGA
4:00a
2h 09m
nonstop
Depart: Fri Jun 19 2015 Return: Tue Jun 23 2015 Trip spans 5 days
JetBlue Airways
JetBlue Airways
DCA
2:00a
ORD
6:46a
4h 46m
1 stop
ORD
11:14a
DCA
4:00p
4h 46m
1 stop
Change your search
Airports
Origin

Oakland
$117
Washington
only $92
only $250
New York City
$237
Minneapolis
$81
Atlanta
$78
Orlando
$134
Trenton
$105
Newark
$232
Denver
$81
Dallas
$177
Tampa
$97
Philadelphia
$157
Boston
$157
Destination

Chicago
only $78
only $105