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Find Deals on Flights from San Diego to Chicago (SAN - CHI)

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

Book cheap flights from San Diego to Chicago

(Round-trip)
Depart: Tue Aug 25 2015 Return: Wed Aug 26 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Sat Sep 5 2015 Return: Wed Sep 9 2015 Trip spans 5 days
United
United
SAN
6:45p
ORD
10:57p
4h 12m
nonstop
ORD
12:17p
SAN
4:37p
4h 20m
nonstop
Depart: Wed Aug 26 2015 Return: Tue Sep 1 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Sat Aug 29 2015 Return: Tue Sep 1 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Tue Sep 1 2015 Return: Wed Sep 9 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Wed Sep 2 2015 Return: Wed Sep 9 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Tue Sep 8 2015 Return: Wed Sep 9 2015 Trip spans 2 days
United
United
SAN
6:34p
ORD
10:46p
4h 12m
nonstop
ORD
12:17p
SAN
4:37p
4h 20m
nonstop
Depart: Wed Sep 9 2015 Return: Sat Sep 12 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:50a
SAN
11:06a
4h 16m
nonstop
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
10:11a
ORD
2:10p
3h 59m
nonstop
ORD
6:50a
SAN
11:06a
4h 16m
nonstop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
10:11a
ORD
2:10p
3h 59m
nonstop
ORD
6:50a
SAN
11:06a
4h 16m
nonstop
Depart: Sat Sep 19 2015 Return: Wed Sep 23 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
10:11a
ORD
2:10p
3h 59m
nonstop
ORD
6:50a
SAN
11:06a
4h 16m
nonstop
Depart: Tue Sep 22 2015 Return: Wed Sep 23 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SAN
10:11a
ORD
2:10p
3h 59m
nonstop
ORD
6:50a
SAN
11:06a
4h 16m
nonstop
Depart: Wed Sep 23 2015 Return: Sat Sep 26 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
10:11a
ORD
2:10p
3h 59m
nonstop
ORD
6:50a
SAN
11:06a
4h 16m
nonstop
Depart: Sat Sep 26 2015 Return: Tue Sep 29 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
10:11a
ORD
2:10p
3h 59m
nonstop
ORD
6:50a
SAN
11:06a
4h 16m
nonstop
Depart: Wed Sep 30 2015 Return: Sat Oct 3 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
10:11a
ORD
2:10p
3h 59m
nonstop
ORD
6:50a
SAN
11:06a
4h 16m
nonstop
Depart: Sat Oct 3 2015 Return: Tue Oct 6 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
10:11a
ORD
2:10p
3h 59m
nonstop
ORD
6:50a
SAN
11:06a
4h 16m
nonstop
Depart: Mon Jul 20 2015 Return: Tue Aug 4 2015 Trip spans 16 days
American Airlines
American Airlines
SAN
6:50p
ORD
10:57p
4h 07m
nonstop
ORD
4:25p
SAN
8:46p
4h 21m
nonstop
Depart: Tue Aug 11 2015 Return: Tue Aug 18 2015 Trip spans 8 days
Alaska Airlines
Alaska Airlines
SAN
6:50p
ORD
10:57p
4h 07m
nonstop
ORD
3:15a
SAN
7:32a
4h 17m
nonstop
Depart: Fri Nov 20 2015 Return: Thu Nov 26 2015 Trip spans 7 days
Delta
Delta
SAN
8:05a
MDW
4:56p
8h 51m
1 stop
MDW
2:15a
SAN
9:44a
7h 29m
1 stop
Depart: Sun Dec 27 2015 Return: Sat Jan 2 2016 Trip spans 7 days
Delta
Delta
SAN
5:50p
ORD
1:04a
7h 14m
1 stop
ORD
9:35a
SAN
6:39p
9h 04m
1 stop
Direct flights SAN to CHI on American Airlines
Flight # Depart SAN Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1566 6:50 am 1:01 pm Jul 2 - Sep 8
156 10:25 am 4:34 pm Aug 6 - Aug 17
156 10:25 am 4:34 pm Jul 26 - Aug 4
156 10:25 am 4:34 pm Aug 3 - Aug 3
156 10:25 am 4:34 pm Aug 5 - Aug 16
156 10:25 am 4:34 pm Jul 10 - Jul 24
156 10:25 am 4:34 pm Jul 6 - Jul 27
156 10:25 am 4:34 pm Jul 9 - Aug 1
1296 3:06 pm 9:12 pm Jul 10 - Aug 17
2184 5:35 pm 11:40 pm Jul 10 - Aug 30
2184 5:35 pm 11:40 pm Jul 6 - Sep 2
1559 10:50 pm 4:57 am Jul 6 - Aug 4
1559 10:50 pm 4:57 am Jul 8 - Aug 15
1559 10:50 pm 4:57 am Aug 7 - Aug 7
1559 10:50 pm 4:57 am Aug 9 - Aug 17
Airports
Origin

San Diego
$177
Destination

Chicago
only $177
only $368