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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 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: Wed Jan 21 2015 Return: Fri Jan 23 2015 Trip spans 3 days
Frontier
Frontier
IAD
3:20a
ORD
5:25a
2h 05m
nonstop
ORD
7:50a
IAD
9:40a
1h 50m
nonstop
Depart: Tue Jan 20 2015 Return: Sat Jan 24 2015 Trip spans 5 days
American Airlines
American Airlines
MCO
2:18a
ORD
5:15a
2h 57m
nonstop
ORD
7:55a
MCO
10:32a
2h 37m
nonstop
Depart: Fri Jan 9 2015 Return: Sat Jan 10 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
TPA
9:40a
ORD
12:31p
2h 51m
nonstop
ORD
3:35a
TPA
6:19a
2h 44m
nonstop
Depart: Mon Jan 26 2015 Return: Tue Jan 27 2015 Trip spans 2 days
Frontier
Frontier
ATL
6:05a
ORD
8:05a
2h 00m
nonstop
ORD
1:25a
ATL
3:15a
1h 50m
nonstop
Depart: Mon Feb 23 2015 Return: Mon Mar 2 2015 Trip spans 8 days
Frontier
Frontier
TTN
1:25a
MDW
3:45a
2h 20m
nonstop
MDW
3:25a
TTN
5:14a
1h 49m
nonstop
Depart: Fri Dec 19 2014 Return: Wed Dec 24 2014 Trip spans 6 days
Sun Country Air
Sun Country Air
MSP
3:15a
MDW
4:40a
1h 25m
nonstop
MDW
5:30a
MSP
6:55a
1h 25m
nonstop
Depart: Tue Dec 30 2014 Return: Wed Jan 7 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
DFW
11:48a
ORD
2:08p
2h 20m
nonstop
ORD
4:15a
DFW
6:46a
2h 31m
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: Sat May 30 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
PHL
2:05a
ORD
4:23a
2h 18m
nonstop
ORD
4:45p
PHL
6:41p
1h 56m
nonstop
Depart: Sat May 9 2015 Return: Wed May 13 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
IAH
2:30p
ORD
5:05p
2h 35m
nonstop
ORD
3:00p
IAH
5:44p
2h 44m
nonstop
Depart: Sun Apr 26 2015 Return: Tue Apr 28 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
LGA
4:35a
ORD
7:04a
2h 29m
nonstop
ORD
1:51a
LGA
4:00a
2h 09m
nonstop
Change your search
Airports
Origin

New York City
$217
Minneapolis
$81
Atlanta
$98
Orlando
$87
Trenton
$105
Denver
$81
Dallas
$142
Tampa
$97
Philadelphia
$167
Washington
$82
Houston
$175
Boston
$157
Destination

Chicago
only $81
only $105