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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: Wed Jan 21 2015 Return: Sat Jan 24 2015 Trip spans 4 days
Frontier
Frontier
ATL
6:05a
ORD
8:05a
2h 00m
nonstop
ORD
2:30a
ATL
4:20a
1h 50m
nonstop
Depart: Thu Dec 25 2014 Return: Wed Dec 31 2014 Trip spans 7 days
Spirit Airlines
Spirit Airlines
MSP
1:50p
ORD
3:22p
1h 32m
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: Thu Feb 5 2015 Return: Sun Feb 8 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
TPA
6:13a
ORD
9:00a
2h 47m
nonstop
ORD
1:50a
TPA
4:33a
2h 43m
nonstop
Depart: Wed Feb 18 2015 Return: Sat Feb 21 2015 Trip spans 4 days
Frontier
Frontier
TTN
1:55a
MDW
4:15a
2h 20m
nonstop
MDW
12:35p
TTN
2:20p
1h 45m
nonstop
Depart: Tue Jan 20 2015 Return: Wed Jan 21 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
DFW
11:53a
ORD
2:12p
2h 19m
nonstop
ORD
1:45p
DFW
4:16p
2h 31m
nonstop
Depart: Tue Feb 17 2015 Return: Wed Feb 18 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: Sat May 2 2015 Return: Mon May 4 2015 Trip spans 3 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 19 2015 Return: Wed May 27 2015 Trip spans 9 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 24 2015 Return: Tue May 26 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
HOU
2:00a
ORD
4:38a
2h 38m
nonstop
ORD
5:25a
HOU
8:06a
2h 41m
nonstop
Depart: Tue Jun 23 2015 Return: Wed Jul 1 2015 Trip spans 9 days
Delta
Delta
MIA
5:00a
ORD
10:25a
5h 25m
1 stop
ORD
4:00a
MIA
11:49a
7h 49m
1 stop
Depart: Fri May 22 2015 Return: Tue May 26 2015 Trip spans 5 days
American Airlines
American Airlines
FLL
12:56p
ORD
4:13p
3h 17m
nonstop
ORD
2:53a
FLL
5:53a
3h 00m
nonstop
Depart: Fri Jun 19 2015 Return: Fri Jul 3 2015 Trip spans 15 days
Sun Country Air
Sun Country Air
MSP
10:30a
MDW
11:55a
1h 25m
nonstop
MDW
12:45p
MSP
2:10p
1h 25m
nonstop
Depart: Sun Apr 19 2015 Return: Fri Apr 24 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
BWI
2:30a
ORD
4:32a
2h 02m
nonstop
ORD
5:04p
BWI
6:59p
1h 55m
nonstop
Depart: Sat May 30 2015 Return: Sun May 31 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
LGA
5:55p
ORD
8:13p
2h 18m
nonstop
ORD
1:51a
LGA
4:00a
2h 09m
nonstop
Depart: Mon Jun 22 2015 Return: Wed Jun 24 2015 Trip spans 3 days
Delta
Delta
EWR
2:30p
ORD
7:02p
4h 32m
1 stop
ORD
9:15a
EWR
1:00p
3h 45m
1 stop
Depart: Mon Jun 29 2015 Return: Tue Jul 7 2015 Trip spans 9 days
Delta
Delta
EWR
5:15a
MDW
9:15a
4h 00m
1 stop
MDW
8:40a
EWR
12:25p
3h 45m
1 stop
Depart: Sun Jun 28 2015 Return: Tue Jun 30 2015 Trip spans 3 days
JetBlue Airways
JetBlue Airways
JFK
2:30a
ORD
4:58a
2h 28m
nonstop
ORD
4:25p
JFK
6:37p
2h 12m
nonstop
Change your search
Airports
Origin

Fort Lauderdale
$189
Oakland
$117
Washington
$92
Miami
$184
New York City
only $249
only $217
Baltimore
$197
Minneapolis
$81
Atlanta
$78
Orlando
$134
Trenton
$105
Newark
$232
Denver
$81
Dallas
$107
Tampa
$97
Philadelphia
$157
Houston
$175
Boston
$157
Destination

Chicago
only $78
only $105