Find Deals on Flights from San Jose to Chicago (SJC - 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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from San Jose to Chicago

(Round-trip)
Depart: Sat Apr 29 2017 Return: Sat May 6 2017 Trip spans 8 days
Major Airline
Major Airline
SJC
ORD
4h 25m
nonstop
ORD
SJC
4h 33m
nonstop
Depart: Wed May 3 2017 Return: Sun May 7 2017 Trip spans 5 days
American Airlines
American Airlines
SJC
ORD
4h 25m
nonstop
ORD
SJC
6h 15m
1 stop
Depart: Fri Mar 3 2017 Return: Mon Mar 6 2017 Trip spans 4 days
Delta
Delta
SJC
MDW
9h 30m
1 stop
MDW
SJC
7h 20m
1 stop
Depart: Sat Apr 22 2017 Return: Fri Apr 28 2017 Trip spans 7 days
Major Airline
Major Airline
SJC
ORD
10h 40m
1 stop
ORD
SJC
8h 11m
1 stop
Depart: Wed Apr 12 2017 Return: Tue Apr 18 2017 Trip spans 7 days
Delta
Delta
SJC
MDW
6h 05m
1 stop
MDW
SJC
9h 18m
1 stop
Depart: Wed Mar 29 2017 Return: Tue Apr 4 2017 Trip spans 7 days
Major Airline
Major Airline
SJC
MDW
1h 39m
1 stop
MDW
SJC
5h 39m
1 stop
Depart: Tue May 2 2017 Return: Wed May 10 2017 Trip spans 9 days
Delta
Delta
SJC
MDW
6h 46m
1 stop
MDW
SJC
7h 03m
1 stop
Depart: Sat Apr 22 2017 Return: Sat Apr 29 2017 Trip spans 8 days
Delta
Delta
SJC
MDW
6h 03m
1 stop
MDW
SJC
12h 26m
2 stops
Depart: Fri Mar 17 2017 Return: Tue Mar 21 2017 Trip spans 5 days
American Airlines
American Airlines
SJC
ORD
4h 15m
nonstop
ORD
SJC
4h 38m
nonstop
Depart: Fri Feb 24 2017 Return: Fri Mar 3 2017 Trip spans 8 days
Major Airline
Major Airline
SJC
ORD
1h 38m
nonstop
ORD
SJC
5h 38m
nonstop
Depart: Thu Apr 6 2017 Return: Sun Apr 9 2017 Trip spans 4 days
American Airlines
American Airlines
SJC
ORD
4h 25m
nonstop
ORD
SJC
4h 28m
nonstop
Depart: Sat May 13 2017 Return: Tue May 16 2017 Trip spans 4 days
Delta
Delta
SJC
MDW
8h 30m
1 stop
MDW
SJC
9h 12m
1 stop
Depart: Tue Mar 28 2017 Return: Sun Apr 2 2017 Trip spans 6 days
American Airlines
American Airlines
SJC
ORD
4h 15m
nonstop
ORD
SJC
6h 17m
1 stop
Depart: Tue Mar 28 2017 Return: Sat Apr 1 2017 Trip spans 5 days
Major Airline
Major Airline
SJC
ORD
9h 39m
1 stop
ORD
SJC
8h 11m
1 stop
Depart: Mon Jun 5 2017 Return: Sat Jun 10 2017 Trip spans 6 days
American Airlines
American Airlines
SJC
ORD
4h 16m
nonstop
ORD
SJC
4h 35m
nonstop
Depart: Wed Jul 26 2017 Return: Tue Aug 1 2017 Trip spans 7 days
Major Airline
Major Airline
SJC
MDW
1h 39m
1 stop
MDW
SJC
5h 39m
1 stop
Depart: Wed Jul 26 2017 Return: Sun Jul 30 2017 Trip spans 5 days
Delta
Delta
SJC
ORD
5h 39m
1 stop
ORD
SJC
19h 24m
1 stop
Depart: Fri Apr 14 2017 Return: Tue Apr 18 2017 Trip spans 5 days
American Airlines
American Airlines
SJC
ORD
4h 25m
nonstop
ORD
SJC
6h 39m
1 stop
Depart: Wed Aug 2 2017 Return: Mon Aug 7 2017 Trip spans 6 days
Major Airline
Major Airline
SJC
ORD
8h 59m
2 stops
ORD
SJC
8h 10m
2 stops
Depart: Sun Aug 6 2017 Return: Sat Aug 12 2017 Trip spans 7 days
American Airlines
American Airlines
SJC
ORD
4h 16m
nonstop
ORD
SJC
4h 35m
nonstop
Direct flights SJC to CHI on American Airlines
Flight # Depart SJC Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1092 1:13 pm 7:28 pm Feb 23 - Mar 11
1092 1:13 pm 7:28 pm Mar 12 - Apr 2
1092 1:13 pm 7:28 pm Mar 13 - Apr 3
1092 1:13 pm 7:28 pm Feb 26 - Mar 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 Jose
$191
Destination

Chicago
only $191
only $264
Airlines Airline reviews

6 travelers who booked a flight from San Jose to Chicago rated their chosen airlines with an average of 7.3.

Overall
7.3
Boarding
7.7
Crew
7.7
Comfort
7.3
Food
5.0
Entertainment
7.3