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Find Flight Deals 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: Wed Aug 19 2015 Return: Tue Aug 25 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: Tue Aug 25 2015 Return: Tue Sep 1 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: 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: Wed Sep 9 2015 Return: Tue Sep 15 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:44a
SAN
10:56a
4h 12m
nonstop
Depart: Tue Sep 15 2015 Return: Tue Sep 22 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:43p
3h 53m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Wed Sep 16 2015 Return: Tue Sep 22 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:43p
3h 53m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Sat May 2 2015 Return: Wed May 6 2015 Trip spans 5 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: Sun Sep 13 2015 Trip spans 12 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:44a
SAN
10:56a
4h 12m
nonstop
Depart: Thu Sep 10 2015 Return: Tue Sep 29 2015 Trip spans 20 days
Spirit Airlines
Spirit Airlines
SAN
9:46a
ORD
1:43p
3h 57m
nonstop
ORD
6:44a
SAN
10:56a
4h 12m
nonstop
Depart: Fri Sep 11 2015 Return: Tue Sep 29 2015 Trip spans 19 days
Spirit Airlines
Spirit Airlines
SAN
9:46a
ORD
1:43p
3h 57m
nonstop
ORD
6:44a
SAN
10:56a
4h 12m
nonstop
Depart: Sat Sep 12 2015 Return: Tue Sep 29 2015 Trip spans 18 days
Spirit Airlines
Spirit Airlines
SAN
9:46a
ORD
1:43p
3h 57m
nonstop
ORD
6:44a
SAN
10:56a
4h 12m
nonstop
Depart: Sun Sep 13 2015 Return: Tue Sep 29 2015 Trip spans 17 days
Spirit Airlines
Spirit Airlines
SAN
9:46a
ORD
1:43p
3h 57m
nonstop
ORD
6:44a
SAN
10:56a
4h 12m
nonstop
Depart: Mon Sep 14 2015 Return: Tue Sep 22 2015 Trip spans 9 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:43p
3h 53m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Thu Sep 17 2015 Return: Tue Sep 22 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:43p
3h 53m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Fri Sep 18 2015 Return: Tue Sep 22 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:43p
3h 53m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Sat Sep 19 2015 Return: Tue Sep 22 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:43p
3h 53m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Sun Sep 20 2015 Return: Tue Sep 22 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:43p
3h 53m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Wed Sep 23 2015 Return: Sun Sep 27 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
9:46a
ORD
1:43p
3h 57m
nonstop
ORD
6:44a
SAN
10:56a
4h 12m
nonstop
Depart: Fri Sep 25 2015 Return: Tue Sep 29 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
9:46a
ORD
1:43p
3h 57m
nonstop
ORD
6:44a
SAN
10:56a
4h 12m
nonstop
Depart: Mon May 25 2015 Return: Wed Jun 3 2015 Trip spans 10 days
American Airlines
American Airlines
SAN
3:50a
ORD
7:55a
4h 05m
nonstop
ORD
6:25p
SAN
6:17a
11h 52m
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 7:50 am 1:55 pm Apr 23 - May 7
1566 7:50 am 1:55 pm May 5 - May 5
1566 7:50 am 1:55 pm May 8 - Jun 3
1566 7:50 am 1:55 pm May 10 - May 31
1566 7:50 am 1:55 pm Apr 29 - May 6
2360 9:30 am 3:32 pm May 7 - May 28
2360 9:30 am 3:32 pm May 8 - Jun 3
1697 11:13 am 5:20 pm May 7 - May 28
1697 11:13 am 5:20 pm Jun 2 - Jun 2
1697 11:13 am 5:20 pm Jun 3 - Jun 3
1697 11:13 am 5:20 pm May 5 - Jun 1
1697 11:13 am 5:20 pm Apr 10 - May 4
1296 2:35 pm 8:40 pm May 7 - Jun 3
1296 2:35 pm 8:40 pm May 10 - May 31
2360 2:40 pm 8:45 pm Apr 7 - May 6
Airports
Origin

San Diego
$237
Destination

Chicago
$237