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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
4:05a
MSP
5:30a
1h 25m
nonstop
Depart: Wed Jan 7 2015 Return: Sat Jan 10 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
DEN
8:40a
ORD
11:09a
2h 29m
nonstop
ORD
6:07a
DEN
8:49a
2h 42m
nonstop
Depart: Wed Jan 14 2015 Return: Tue Jan 20 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
DFW
1:16a
ORD
3:35a
2h 19m
nonstop
ORD
4:15a
DFW
6:46a
2h 31m
nonstop
Depart: Wed Feb 4 2015 Return: Fri Feb 6 2015 Trip spans 3 days
Frontier
Frontier
IAD
1:55a
ORD
4:00a
2h 05m
nonstop
ORD
7:50a
IAD
9:40a
1h 50m
nonstop
Depart: Fri Jan 16 2015 Return: Wed Jan 21 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
TPA
9:40a
ORD
12:31p
2h 51m
nonstop
ORD
3:35a
TPA
6:19a
2h 44m
nonstop
Depart: Fri Jan 30 2015 Return: Mon Feb 2 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: Fri Dec 19 2014 Return: Thu Dec 25 2014 Trip spans 7 days
Sun Country Air
Sun Country Air
MSP
3:15a
MDW
4:40a
1h 25m
nonstop
MDW
1:35p
MSP
3:00p
1h 25m
nonstop
Depart: Wed Apr 1 2015 Return: Wed Apr 8 2015 Trip spans 8 days
Frontier
Frontier
TTN
2:55a
MDW
4:58a
2h 03m
nonstop
MDW
1:30p
TTN
3:19p
1h 49m
nonstop
Depart: Tue Apr 28 2015 Return: Tue May 5 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
MCO
1:16p
ORD
4:12p
2h 56m
nonstop
ORD
6:52a
MCO
9:27a
2h 35m
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: Wed Jun 3 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 Apr 19 2015 Return: Sat Apr 25 2015 Trip spans 7 days
American Airlines
American Airlines
FLL
3:04a
ORD
6:20a
3h 16m
nonstop
ORD
2:53a
FLL
5:53a
3h 00m
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
$141
Fort Lauderdale
$169
Trenton
$125
Denver
$81
Dallas
$81
Tampa
$97
Philadelphia
$157
Washington
$82
Boston
$157
Destination

Chicago
only $81
only $107