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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Book cheap flights from San Diego to Chicago

(Round-trip)
Depart: Wed Apr 12 2017 Return: Fri Apr 14 2017 Trip spans 3 days
Major Airline
Major Airline
SAN
ORD
3h 55m
nonstop
ORD
SAN
4h 16m
nonstop
Depart: Mon Jul 3 2017 Return: Wed Jul 12 2017 Trip spans 10 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 13m
nonstop
Depart: Fri May 5 2017 Return: Mon May 8 2017 Trip spans 4 days
Delta
Delta
SAN
MDW
9h 15m
1 stop
MDW
SAN
8h 15m
1 stop
Depart: Fri Apr 21 2017 Return: Sat Apr 22 2017 Trip spans 2 days
Southwest
Southwest
SAN
MDW
3h 50m
nonstop
MDW
SAN
4h 15m
nonstop
Depart: Wed Jun 28 2017 Return: Tue Jul 4 2017 Trip spans 7 days
Frontier
Frontier
SAN
ORD
12h 52m
1 stop
ORD
SAN
9h 00m
1 stop
Depart: Fri May 5 2017 Return: Tue May 9 2017 Trip spans 5 days
Major Airline
Major Airline
SAN
ORD
3h 55m
nonstop
ORD
SAN
4h 19m
nonstop
Depart: Thu May 18 2017 Return: Tue May 23 2017 Trip spans 6 days
Major Airline
Major Airline
SAN
ORD
3h 55m
nonstop
ORD
SAN
4h 19m
nonstop
Depart: Wed May 31 2017 Return: Sat Jun 24 2017 Trip spans 25 days
Spirit Airlines
Spirit Airlines
SAN
ORD
5h 54m
1 stop
ORD
SAN
4h 13m
nonstop
Depart: Sat Jun 3 2017 Return: Wed Jun 7 2017 Trip spans 5 days
Major Airline
Major Airline
SAN
ORD
4h 08m
nonstop
ORD
SAN
4h 18m
nonstop
Depart: Thu Aug 3 2017 Return: Mon Aug 7 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 13m
nonstop
Depart: Wed Jun 7 2017 Return: Sat Jun 24 2017 Trip spans 18 days
Major Airline
Major Airline
SAN
ORD
4h 00m
nonstop
ORD
SAN
4h 16m
nonstop
Depart: Wed Aug 30 2017 Return: Wed Sep 6 2017 Trip spans 8 days
Delta
Delta
SAN
MDW
8h 56m
1 stop
MDW
SAN
9h 37m
1 stop
Depart: Tue Aug 8 2017 Return: Mon Aug 14 2017 Trip spans 7 days
Major Airline
Major Airline
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 13m
nonstop
Depart: Thu Jun 29 2017 Return: Mon Jul 3 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
ORD
5h 53m
1 stop
ORD
SAN
5h 47m
1 stop
Depart: Wed Aug 23 2017 Return: Sat Aug 26 2017 Trip spans 4 days
Major Airline
Major Airline
SAN
ORD
4h 09m
nonstop
ORD
SAN
4h 13m
nonstop
Depart: Wed May 31 2017 Return: Sat Jun 24 2017 Trip spans 25 days
Delta
Delta
SAN
MDW
8h 44m
1 stop
MDW
SAN
7h 14m
1 stop
Depart: Thu Sep 7 2017 Return: Mon Sep 11 2017 Trip spans 5 days
Major Airline
Major Airline
SAN
ORD
3h 50m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Sat Jun 3 2017 Return: Wed Jun 7 2017 Trip spans 5 days
Delta
Delta
SAN
MDW
8h 15m
1 stop
MDW
SAN
9h 06m
1 stop
Depart: Thu Sep 14 2017 Return: Wed Sep 20 2017 Trip spans 7 days
Major Airline
Major Airline
SAN
ORD
3h 50m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Wed Jul 19 2017 Return: Mon Jul 24 2017 Trip spans 6 days
Southwest
Southwest
SAN
MDW
3h 50m
nonstop
MDW
SAN
4h 05m
nonstop
Direct flights SAN to CHI on American Airlines
Flight # Depart SAN Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1566 8:05 am 2:11 pm Apr 4 - May 3
1566 8:05 am 2:11 pm Apr 6 - Apr 27
1566 8:06 am 2:10 pm Mar 26 - Apr 3
156 11:15 am 5:21 pm Apr 1 - Apr 3
156 11:15 am 5:26 pm Apr 4 - May 3
156 11:15 am 5:26 pm Apr 6 - Apr 27
1296 2:30 pm 8:31 pm Mar 25 - Apr 3
1296 2:30 pm 8:36 pm Apr 4 - Apr 19
1296 2:30 pm 8:36 pm Apr 6 - Apr 23
1296 2:30 pm 8:36 pm Apr 24 - May 1
1296 2:30 pm 8:36 pm Apr 25 - May 3
1275 10:50 pm 4:44 am Mar 23 - Apr 3
1275 10:50 pm 4:45 am Apr 4 - May 27
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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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
$193
Destination

Chicago
only $193
only $300
Airlines Airline reviews

159 travelers who booked a flight from San Diego to Chicago rated their chosen airlines with an average of 5.3.

Overall
5.6
Boarding
6.1
Crew
6.2
Comfort
4.9
Food
4.0
Entertainment
3.5