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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: Thu Jan 1 2015 Return: Wed Jan 7 2015 Trip spans 7 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: Thu Jan 8 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
DEN
8:40a
ORD
11:09a
2h 29m
nonstop
ORD
4:40p
DEN
7:22p
2h 42m
nonstop
Depart: Mon Jan 19 2015 Return: Tue Jan 20 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
DFW
1:16a
ORD
3:35a
2h 19m
nonstop
ORD
1:45p
DFW
4:16p
2h 31m
nonstop
Depart: Fri Jan 16 2015 Return: Sun Jan 18 2015 Trip spans 3 days
Sun Country Air
Sun Country Air
MSP
2:40a
MDW
4:05a
1h 25m
nonstop
MDW
1:35p
MSP
3:00p
1h 25m
nonstop
Depart: Wed Feb 25 2015 Return: Sun Mar 1 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
TPA
9:20a
ORD
12:12p
2h 52m
nonstop
ORD
1:46a
TPA
4:23a
2h 37m
nonstop
Depart: Wed Feb 11 2015 Return: Fri Feb 13 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: Sat Feb 28 2015 Return: Wed Mar 4 2015 Trip spans 5 days
Frontier
Frontier
TTN
4:30a
MDW
6:50a
2h 20m
nonstop
MDW
12:30p
TTN
2:19p
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: Wed Dec 31 2014 Return: Wed Jan 7 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
LGA
4:55p
ORD
7:22p
2h 27m
nonstop
ORD
12:53a
LGA
3:00a
2h 07m
nonstop
Depart: Wed Mar 4 2015 Return: Thu Mar 5 2015 Trip spans 2 days
Frontier
Frontier
ATL
6:05a
ORD
8:05a
2h 00m
nonstop
ORD
2:30a
ATL
4:20a
1h 50m
nonstop
Depart: Wed May 13 2015 Return: Wed May 20 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: Sun Apr 26 2015 Return: Tue Apr 28 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: Wed Jun 3 2015 Return: Mon Jun 8 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
HOU
2:00a
ORD
4:38a
2h 38m
nonstop
ORD
3:00p
HOU
5:44p
2h 44m
nonstop
Depart: Wed Jun 17 2015 Return: Tue Jun 23 2015 Trip spans 7 days
Delta
Delta
MIA
5:00a
ORD
10:25a
5h 25m
1 stop
ORD
4:00a
MIA
9:24a
5h 24m
1 stop
Depart: Sun Mar 29 2015 Return: Wed Apr 1 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
IAH
2:16a
ORD
4:51a
2h 35m
nonstop
ORD
4:17p
IAH
7:00p
2h 43m
nonstop
Depart: Sun May 24 2015 Return: Wed May 27 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BWI
2:30a
ORD
4:32a
2h 02m
nonstop
ORD
4:05a
BWI
5:57a
1h 52m
nonstop
Depart: Tue Jun 16 2015 Return: Tue Jun 23 2015 Trip spans 8 days
American Airlines
American Airlines
JFK
3:56a
ORD
6:35a
2h 39m
nonstop
ORD
8:25a
JFK
11:05a
2h 40m
nonstop
Depart: Wed May 27 2015 Return: Wed Jun 10 2015 Trip spans 15 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:40p
3h 50m
nonstop
ORD
6:44a
SAN
10:59a
4h 15m
nonstop
Depart: Sun Jun 14 2015 Return: Tue Jun 16 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
PHL
2:05a
ORD
4:23a
2h 18m
nonstop
ORD
4:45p
PHL
6:41p
1h 56m
nonstop
Change your search
Airports
Origin

Oakland
$117
Washington
$105
Miami
$184
New York City
only $235
only $137
San Diego
$237
Baltimore
$197
Minneapolis
$81
Atlanta
$138
Orlando
$141
Trenton
$105
Denver
$81
Dallas
$81
Tampa
$97
Philadelphia
$242
Houston
only $195
only $175
Boston
$157
Destination

Chicago
only $81
only $97