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: Sat Oct 22 2016 Return: Tue Oct 25 2016 Trip spans 4 days
United
United
SAN
ORD
4h 11m
nonstop
ORD
SAN
4h 20m
nonstop
Depart: Tue Nov 8 2016 Return: Tue Nov 15 2016 Trip spans 8 days
Major Airline
Major Airline
SAN
ORD
3h 56m
nonstop
ORD
SAN
4h 27m
nonstop
Depart: Sat Oct 22 2016 Return: Tue Oct 25 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Tue Nov 8 2016 Return: Tue Nov 15 2016 Trip spans 8 days
Southwest
Southwest
SAN
MDW
4h 10m
nonstop
MDW
SAN
4h 25m
nonstop
Depart: Tue Oct 4 2016 Return: Sat Oct 8 2016 Trip spans 5 days
American Airlines
American Airlines
SAN
ORD
4h 01m
nonstop
ORD
SAN
4h 08m
nonstop
Depart: Wed Nov 9 2016 Return: Tue Nov 15 2016 Trip spans 7 days
Major Airline
Major Airline
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 27m
nonstop
Depart: Thu Nov 10 2016 Return: Mon Nov 14 2016 Trip spans 5 days
Delta
Delta
SAN
MDW
6h 41m
1 stop
MDW
SAN
6h 37m
1 stop
Depart: Sun Oct 23 2016 Return: Tue Nov 8 2016 Trip spans 17 days
Major Airline
Major Airline
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Sat Nov 5 2016 Return: Tue Nov 8 2016 Trip spans 4 days
Major Airline
Major Airline
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Fri Oct 21 2016 Return: Tue Oct 25 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SAN
ORD
4h 07m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Sat Dec 3 2016 Return: Tue Dec 6 2016 Trip spans 4 days
Major Airline
Major Airline
SAN
ORD
3h 57m
nonstop
ORD
SAN
4h 27m
nonstop
Depart: Fri Dec 2 2016 Return: Sun Dec 4 2016 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SAN
ORD
3h 57m
nonstop
ORD
SAN
4h 27m
nonstop
Depart: Fri Dec 9 2016 Return: Mon Dec 12 2016 Trip spans 4 days
Major Airline
Major Airline
SAN
MDW
3h 50m
nonstop
MDW
SAN
4h 30m
nonstop
Depart: Sat Jan 14 2017 Return: Tue Jan 17 2017 Trip spans 4 days
Major Airline
Major Airline
SAN
ORD
4h 06m
nonstop
ORD
SAN
4h 15m
nonstop
Depart: Fri Dec 2 2016 Return: Sun Dec 4 2016 Trip spans 3 days
Delta
Delta
SAN
MDW
8h 55m
1 stop
MDW
SAN
7h 28m
1 stop
Depart: Wed Dec 14 2016 Return: Wed Dec 21 2016 Trip spans 8 days
Major Airline
Major Airline
SAN
ORD
3h 57m
nonstop
ORD
SAN
4h 11m
nonstop
Depart: Mon Feb 27 2017 Return: Mon Mar 6 2017 Trip spans 8 days
Southwest
Southwest
SAN
MDW
3h 55m
nonstop
MDW
SAN
4h 20m
nonstop
Depart: Mon Jan 9 2017 Return: Sat Jan 21 2017 Trip spans 13 days
Delta
Delta
SAN
MDW
8h 25m
1 stop
MDW
SAN
7h 30m
1 stop
Depart: Thu Nov 10 2016 Return: Mon Nov 14 2016 Trip spans 5 days
Major Airline
Major Airline
SAN
ORD
3h 56m
nonstop
ORD
SAN
4h 27m
nonstop
Depart: Tue Dec 27 2016 Return: Tue Jan 3 2017 Trip spans 8 days
American Airlines
American Airlines
SAN
ORD
4h 05m
nonstop
ORD
SAN
4h 27m
nonstop
Direct flights SAN to CHI on American Airlines
Flight # Depart SAN Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1566 8:00 am 2:04 pm Oct 2 - Oct 16
1566 8:00 am 2:04 pm Oct 22 - Oct 22
1566 8:00 am 2:04 pm Oct 23 - Oct 23
1566 8:00 am 2:04 pm Oct 30 - Nov 1
1566 8:00 am 2:04 pm Oct 24 - Oct 28
1566 8:00 am 2:00 pm Nov 4 - Nov 5
1566 8:00 am 2:04 pm Oct 31 - Nov 3
1566 8:00 am 2:04 pm Oct 29 - Oct 29
1566 8:00 am 2:04 pm Sep 29 - Oct 21
2291 9:45 am 3:50 pm Oct 19 - Oct 28
2291 9:45 am 3:50 pm Oct 29 - Nov 2
2291 9:45 am 3:50 pm Nov 1 - Nov 1
2291 9:45 am 3:50 pm Nov 3 - Nov 3
2291 9:45 am 3:50 pm Oct 6 - Oct 13
2291 9:45 am 3:50 pm Oct 18 - Oct 27
2291 9:45 am 3:50 pm Oct 7 - Oct 17
2484 9:45 am 3:46 pm Nov 4 - Nov 4
934 9:45 am 3:50 pm Oct 2 - Oct 5
934 9:45 am 3:50 pm Sep 30 - Oct 4
156 11:09 am 5:14 pm Nov 1 - Nov 3
156 11:09 am 5:14 pm Oct 30 - Nov 2
156 11:09 am 5:14 pm Oct 6 - Oct 6
156 11:09 am 5:14 pm Oct 7 - Oct 17
156 11:09 am 5:14 pm Oct 13 - Oct 27
156 11:09 am 5:14 pm Oct 19 - Oct 29
156 11:19 am 5:24 pm Oct 3 - Oct 5
156 11:20 am 5:24 pm Nov 4 - Nov 4
1296 3:00 pm 9:01 pm Oct 30 - Oct 30
1296 3:00 pm 9:01 pm Nov 1 - Nov 3
1296 3:00 pm 9:01 pm Oct 9 - Oct 23
1296 3:00 pm 9:01 pm Oct 8 - Oct 29
1296 3:00 pm 9:01 pm Sep 29 - Oct 7
1296 3:04 pm 9:00 pm Nov 4 - Nov 5
* 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
$127
Destination

Chicago
only $127
only $144
Airlines Airline reviews

192 travelers who booked a flight from San Diego to Chicago rated their chosen airlines with an average of 6.0.

Overall
6.3
Boarding
6.7
Crew
6.9
Comfort
5.6
Food
5.0
Entertainment
4.7