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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from San Diego to Chicago

(Round-trip)
Depart: Sat May 7 2016 Return: Wed May 11 2016 Trip spans 5 days
United
United
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 31m
nonstop
Depart: Tue May 10 2016 Return: Wed May 18 2016 Trip spans 9 days
United
United
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 31m
nonstop
Depart: Thu Feb 18 2016 Return: Tue Mar 8 2016 Trip spans 20 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 03m
nonstop
ORD
SAN
4h 11m
nonstop
Depart: Thu Mar 3 2016 Return: Tue Mar 8 2016 Trip spans 6 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 03m
nonstop
ORD
SAN
4h 11m
nonstop
Depart: Wed Apr 6 2016 Return: Thu Apr 7 2016 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 03m
nonstop
ORD
SAN
4h 11m
nonstop
Depart: Wed May 4 2016 Return: Sun May 8 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Fri May 6 2016 Return: Sun May 8 2016 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Wed Feb 24 2016 Return: Sun Feb 28 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 03m
nonstop
ORD
SAN
4h 16m
nonstop
Depart: Fri Feb 26 2016 Return: Mon Feb 29 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 03m
nonstop
ORD
SAN
4h 16m
nonstop
Depart: Sat Apr 30 2016 Return: Mon May 2 2016 Trip spans 3 days
American Airlines
American Airlines
SAN
ORD
4h 04m
nonstop
ORD
SAN
4h 22m
nonstop
Depart: Tue Feb 9 2016 Return: Sat Feb 13 2016 Trip spans 5 days
American Airlines
American Airlines
SAN
ORD
4h 10m
nonstop
ORD
SAN
4h 24m
nonstop
Depart: Wed Apr 27 2016 Return: Mon May 2 2016 Trip spans 6 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Thu Aug 25 2016 Return: Sat Aug 27 2016 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 14m
nonstop
Depart: Wed Aug 17 2016 Return: Fri Aug 26 2016 Trip spans 10 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 14m
nonstop
Depart: Thu Apr 14 2016 Return: Mon Apr 18 2016 Trip spans 5 days
American Airlines
American Airlines
SAN
ORD
4h 04m
nonstop
ORD
SAN
4h 23m
nonstop
Depart: Sat Jul 23 2016 Return: Wed Aug 3 2016 Trip spans 12 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 14m
nonstop
Depart: Wed Jun 1 2016 Return: Wed Jun 8 2016 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Tue Jun 14 2016 Return: Mon Jun 20 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 14m
nonstop
Depart: Tue Apr 26 2016 Return: Sat Apr 30 2016 Trip spans 5 days
Southwest
Southwest
SAN
MDW
3h 55m
nonstop
MDW
SAN
4h 15m
nonstop
Depart: Sat Mar 5 2016 Return: Mon Mar 7 2016 Trip spans 3 days
Delta
Delta
SAN
MDW
8h 16m
2 stops
MDW
SAN
6h 31m
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 6:30 am 12:40 pm Feb 12 - Mar 2
1566 6:30 am 12:40 pm Mar 1 - Mar 1
1566 6:30 am 12:40 pm Feb 13 - Feb 27
1566 6:30 am 12:40 pm Feb 11 - Feb 25
1566 6:40 am 12:50 pm Mar 3 - Mar 3
1566 6:40 am 12:50 pm Mar 6 - Mar 11
1566 6:40 am 12:50 pm Mar 4 - Mar 4
1566 6:40 am 12:50 pm Mar 5 - Mar 12
1566 6:40 am 12:50 pm Mar 15 - Mar 24
1566 6:40 am 12:50 pm Mar 13 - Mar 25
156 10:30 am 4:40 pm Feb 11 - Mar 12
156 10:30 am 4:40 pm Mar 13 - Mar 18
156 10:30 am 4:40 pm Feb 12 - Mar 11
156 10:30 am 4:40 pm Mar 15 - Mar 24
1296 3:00 pm 9:04 pm Mar 13 - Mar 25
1296 3:00 pm 9:04 pm Feb 4 - Mar 12
124 9:50 pm 4:56 am Mar 12 - Mar 12
122 10:50 pm 4:55 am Mar 5 - Mar 11
122 10:50 pm 4:55 am Mar 13 - Mar 25
132 10:50 pm 4:55 am Mar 3 - Mar 3
132 10:50 pm 4:55 am Mar 4 - Mar 4
122 11:00 pm 5:06 am Feb 11 - Feb 27
122 11:00 pm 5:06 am Feb 12 - Feb 28
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We make every attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we don't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find on occasion that certain prices are no longer available.

More questions or if you have a bad price to report to us
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Airports
Origin

San Diego
$81
Destination

Chicago
only $81
only $293