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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 Jun 23 2015 Return: Wed Jul 29 2015 Trip spans 37 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 Jul 15 2015 Return: Tue Jul 21 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 Jul 22 2015 Return: Tue Jul 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 Jul 28 2015 Return: Wed Jul 29 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 Jul 29 2015 Return: Tue Aug 4 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 4 2015 Return: Wed Aug 12 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 Aug 5 2015 Return: Tue Aug 11 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 Aug 12 2015 Return: Tue Aug 18 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 18 2015 Return: Wed Aug 19 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 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 Sep 1 2015 Return: Tue Sep 15 2015 Trip spans 15 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:50a
SAN
11:02a
4h 12m
nonstop
Depart: Wed Sep 2 2015 Return: Tue Sep 15 2015 Trip spans 14 days
Spirit Airlines
Spirit Airlines
SAN
9:50a
ORD
1:45p
3h 55m
nonstop
ORD
6:50a
SAN
11:02a
4h 12m
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
6:50a
SAN
11:02a
4h 12m
nonstop
Depart: Tue Sep 22 2015 Return: Tue Oct 13 2015 Trip spans 22 days
Spirit Airlines
Spirit Airlines
SAN
9:55a
ORD
1:52p
3h 57m
nonstop
ORD
6:50a
SAN
11:02a
4h 12m
nonstop
Depart: Wed Sep 23 2015 Return: Wed Oct 7 2015 Trip spans 15 days
Spirit Airlines
Spirit Airlines
SAN
9:55a
ORD
1:52p
3h 57m
nonstop
ORD
6:50a
SAN
11:02a
4h 12m
nonstop
Depart: Tue Oct 6 2015 Return: Tue Oct 13 2015 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SAN
9:55a
ORD
1:52p
3h 57m
nonstop
ORD
6:50a
SAN
11:02a
4h 12m
nonstop
Depart: Wed Oct 7 2015 Return: Tue Oct 13 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SAN
9:55a
ORD
1:52p
3h 57m
nonstop
ORD
6:50a
SAN
11:02a
4h 12m
nonstop
Depart: Wed Oct 14 2015 Return: Tue Oct 20 2015 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SAN
9:55a
ORD
1:52p
3h 57m
nonstop
ORD
6:50a
SAN
11:02a
4h 12m
nonstop
Depart: Sat Sep 19 2015 Return: Mon Sep 21 2015 Trip spans 3 days
Delta
Delta
SAN
2:35a
MDW
10:51a
8h 16m
1 stop
MDW
12:45p
SAN
7:27p
6h 42m
1 stop
Depart: Sun Aug 2 2015 Return: Mon Aug 3 2015 Trip spans 2 days
American Airlines
American Airlines
SAN
6:50p
ORD
10:57p
4h 07m
nonstop
ORD
3:10a
SAN
7:27a
4h 17m
nonstop
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 Jun 4 - Sep 4
1566 7:50 am 1:55 pm May 31 - May 31
1566 7:50 am 1:55 pm May 28 - Jun 3
2360 9:30 am 3:32 pm May 29 - Jun 3
156 10:25 am 4:34 pm Jun 14 - Jul 3
156 10:25 am 4:34 pm Jun 4 - Jun 12
156 10:25 am 4:34 pm Jun 13 - Jul 2
1697 11:13 am 5:20 pm May 29 - Jun 3
1697 11:13 am 5:20 pm Jun 2 - Jun 2
1296 2:35 pm 8:40 pm May 28 - Jun 3
1296 2:35 pm 8:40 pm May 31 - May 31
1296 3:06 pm 9:12 pm Jun 4 - Jul 2
2184 5:35 pm 11:40 pm Jun 13 - Jul 1
2184 5:35 pm 11:40 pm Jun 5 - Jul 2
2184 5:35 pm 11:40 pm Jun 4 - Jun 10
1559 10:51 pm 4:58 am Jun 4 - Jul 2
1559 10:51 pm 4:58 am Jun 5 - Jun 30
Airports
Origin

San Diego
$257
Destination

Chicago
only $257
only $390