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
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from San Diego to Chicago

(Round-trip)
Depart: Wed Mar 1 2017 Return: Tue Mar 7 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 05m
nonstop
ORD
SAN
4h 18m
nonstop
Depart: Thu Feb 9 2017 Return: Sat Feb 11 2017 Trip spans 3 days
Major Airline
Major Airline
SAN
ORD
4h 05m
nonstop
ORD
SAN
4h 18m
nonstop
Depart: Fri Jan 20 2017 Return: Wed Jan 25 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 02m
nonstop
ORD
SAN
4h 19m
nonstop
Depart: Tue Jan 24 2017 Return: Thu Jan 26 2017 Trip spans 3 days
Delta
Delta
SAN
MDW
8h 26m
1 stop
MDW
SAN
9h 38m
1 stop
Depart: Thu Jan 26 2017 Return: Mon Jan 30 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 02m
nonstop
ORD
SAN
4h 19m
nonstop
Depart: Tue May 16 2017 Return: Wed May 24 2017 Trip spans 9 days
Major Airline
Major Airline
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 27m
nonstop
Depart: Wed Feb 1 2017 Return: Sat Feb 4 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 02m
nonstop
ORD
SAN
4h 19m
nonstop
Depart: Wed May 17 2017 Return: Wed May 24 2017 Trip spans 8 days
Southwest
Southwest
SAN
MDW
3h 50m
nonstop
MDW
SAN
4h 20m
nonstop
Depart: Thu Jun 1 2017 Return: Tue Jun 6 2017 Trip spans 6 days
Major Airline
Major Airline
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Wed Jun 7 2017 Return: Wed Jun 14 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Wed May 3 2017 Return: Tue May 9 2017 Trip spans 7 days
Major Airline
Major Airline
SAN
ORD
5h 46m
1 stop
ORD
SAN
11h 54m
1 stop
Depart: Fri Jan 20 2017 Return: Sun Jan 22 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 02m
nonstop
ORD
SAN
4h 19m
nonstop
Depart: Thu Apr 27 2017 Return: Wed May 3 2017 Trip spans 7 days
Major Airline
Major Airline
SAN
ORD
22h 40m
1 stop
ORD
SAN
11h 54m
1 stop
Depart: Fri Feb 3 2017 Return: Sun Feb 5 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 02m
nonstop
ORD
SAN
4h 19m
nonstop
Depart: Wed Feb 1 2017 Return: Thu Feb 2 2017 Trip spans 2 days
Delta
Delta
SAN
MDW
8h 26m
1 stop
MDW
SAN
9h 38m
1 stop
Depart: Fri Apr 28 2017 Return: Mon May 1 2017 Trip spans 4 days
Major Airline
Major Airline
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Fri Feb 10 2017 Return: Sun Feb 12 2017 Trip spans 3 days
Delta
Delta
SAN
MDW
9h 22m
1 stop
MDW
SAN
7h 58m
1 stop
Depart: Tue Mar 7 2017 Return: Tue Mar 14 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 05m
nonstop
ORD
SAN
4h 18m
nonstop
Depart: Sat Apr 29 2017 Return: Tue May 2 2017 Trip spans 4 days
Major Airline
Major Airline
SAN
ORD
3h 55m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Sat Feb 11 2017 Return: Mon Feb 13 2017 Trip spans 3 days
Delta
Delta
SAN
MDW
6h 35m
1 stop
MDW
SAN
9h 38m
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 8:06 am 2:10 pm Jan 19 - Jan 26
1566 8:06 am 2:10 pm Feb 23 - Feb 23
1566 8:06 am 2:10 pm Feb 2 - Feb 16
1566 8:06 am 2:10 pm Jan 30 - Feb 27
1566 8:06 am 2:10 pm Feb 8 - Feb 22
1566 8:06 am 2:10 pm Jan 31 - Feb 28
1566 8:06 am 2:10 pm Jan 24 - Jan 28
1566 8:06 am 2:10 pm Jan 20 - Jan 27
1566 8:06 am 2:10 pm Jan 25 - Feb 1
1566 8:11 am 2:15 pm Feb 18 - Mar 11
156 11:15 am 5:21 pm Jan 29 - Feb 15
156 11:15 am 5:21 pm Jan 19 - Jan 26
156 11:15 am 5:21 pm Jan 20 - Jan 27
156 11:15 am 5:21 pm Feb 17 - Mar 10
156 11:15 am 5:21 pm Jan 28 - Feb 14
156 11:15 am 5:21 pm Feb 16 - Mar 11
1296 2:30 pm 8:31 pm Feb 9 - Feb 15
1296 2:30 pm 8:31 pm Feb 8 - Feb 8
1296 2:30 pm 8:31 pm Feb 16 - Mar 11
1296 2:30 pm 8:31 pm Jan 21 - Feb 11
1296 2:30 pm 8:31 pm Jan 19 - Feb 7
1275 10:50 pm 4:44 am Feb 16 - Mar 10
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

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

We compile tonnes 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 can'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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

San Diego
$116
Destination

Chicago
only $116
only $264
Airlines Airline reviews

152 travelers who booked a flight from San Diego to Chicago rated their chosen airlines with an average of 5.2.

Overall
5.5
Boarding
6.0
Crew
6.1
Comfort
4.8
Food
3.9
Entertainment
3.4