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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: Tue Apr 21 2015 Return: Wed Apr 29 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 Apr 29 2015 Return: Tue May 5 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 May 6 2015 Return: Tue May 12 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 Apr 18 2015 Return: Wed Apr 29 2015 Trip spans 12 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 Apr 22 2015 Return: Tue Apr 28 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 May 5 2015 Return: Wed May 6 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: Tue May 12 2015 Return: Wed May 13 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: Wed May 13 2015 Return: Tue May 19 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: Fri Apr 17 2015 Return: Wed Apr 29 2015 Trip spans 13 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:44a
SAN
11:01a
4h 17m
nonstop
Depart: Thu Apr 23 2015 Return: Wed Apr 29 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: Fri Apr 24 2015 Return: Wed Apr 29 2015 Trip spans 6 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 Apr 25 2015 Return: Wed Apr 29 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: Tue May 19 2015 Return: Wed May 20 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: Wed May 20 2015 Return: Wed May 27 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 May 27 2015 Return: Tue Jun 2 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 Jun 2 2015 Return: Wed Jun 3 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: Tue Apr 14 2015 Return: Tue Apr 21 2015 Trip spans 8 days
Frontier
Frontier
SAN
5:49a
ORD
11:40a
5h 51m
1 stop
ORD
10:25a
SAN
4:42p
6h 17m
1 stop
Depart: Mon May 25 2015 Return: Fri May 29 2015 Trip spans 5 days
Delta
Delta
SAN
2:25a
MDW
8:42a
6h 17m
1 stop
MDW
6:00a
SAN
3:08p
9h 08m
1 stop
Depart: Tue Jun 23 2015 Return: Thu Jun 25 2015 Trip spans 3 days
Delta
Delta
SAN
6:09a
ORD
11:51a
5h 42m
1 stop
ORD
5:05a
SAN
11:25a
6h 20m
1 stop
Depart: Fri Apr 10 2015 Return: Tue Apr 14 2015 Trip spans 5 days
United
United
SAN
3:02p
ORD
11:26p
8h 24m
1 stop
ORD
3:35p
SAN
7:53p
4h 18m
nonstop
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 17 - May 4
1566 7:50 am 1:55 pm Apr 15 - Apr 15
1566 7:50 am 1:55 pm Apr 14 - Apr 28
1566 7:50 am 1:55 pm Apr 3 - Apr 13
1566 7:50 am 1:55 pm Apr 16 - May 7
1566 7:50 am 1:55 pm May 5 - May 6
92 9:45 am 3:47 pm Apr 3 - Apr 13
92 9:45 am 3:47 pm Apr 2 - Apr 9
1697 11:13 am 5:20 pm Apr 15 - May 4
1697 11:13 am 5:20 pm Apr 8 - Apr 8
1697 11:13 am 5:20 pm Apr 3 - Apr 13
1697 11:13 am 5:20 pm Apr 2 - Apr 30
1697 11:13 am 5:20 pm May 5 - Jun 1
2360 2:40 pm 8:45 pm Apr 2 - May 6
Airports
Origin

San Diego
$197
Destination

Chicago
only $197
only $390