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 May 6 2017 Return: Wed May 10 2017 Trip spans 5 days
Major Airline
Major Airline
SJC
ORD
7h 02m
nonstop
ORD
SJC
6h 55m
nonstop
Depart: Sat Apr 29 2017 Return: Wed May 3 2017 Trip spans 5 days
American Airlines
American Airlines
SJC
ORD
4h 25m
nonstop
ORD
SJC
4h 28m
nonstop
Depart: Sat Apr 15 2017 Return: Tue Apr 18 2017 Trip spans 4 days
Delta
Delta
SJC
MDW
8h 21m
1 stop
MDW
SJC
7h 01m
1 stop
Depart: Thu Aug 31 2017 Return: Mon Sep 4 2017 Trip spans 5 days
United
United
SJC
ORD
4h 05m
nonstop
ORD
SJC
4h 34m
nonstop
Depart: Thu Jun 22 2017 Return: Mon Jun 26 2017 Trip spans 5 days
Alaska Airlines
Alaska Airlines
SJC
ORD
4h 10m
nonstop
ORD
SJC
4h 29m
nonstop
Depart: Wed Jun 7 2017 Return: Sat Jun 10 2017 Trip spans 4 days
American Airlines
American Airlines
SJC
ORD
4h 22m
nonstop
ORD
SJC
4h 29m
nonstop
Depart: Sun May 28 2017 Return: Wed May 31 2017 Trip spans 4 days
Delta
Delta
SJC
MDW
7h 40m
1 stop
MDW
SJC
9h 52m
2 stops
Depart: Tue Aug 22 2017 Return: Tue Aug 29 2017 Trip spans 8 days
Major Airline
Major Airline
SJC
ORD
26h 12m
nonstop
ORD
SJC
8h 14m
nonstop
Depart: Sun Jun 18 2017 Return: Wed Jun 21 2017 Trip spans 4 days
American Airlines
American Airlines
SJC
ORD
4h 10m
nonstop
ORD
SJC
6h 10m
1 stop
Depart: Fri May 12 2017 Return: Sun May 21 2017 Trip spans 10 days
Major Airline
Major Airline
SJC
MDW
1h 39m
nonstop
MDW
SJC
5h 39m
nonstop
Depart: Fri Apr 28 2017 Return: Tue May 2 2017 Trip spans 5 days
American Airlines
American Airlines
SJC
ORD
4h 25m
nonstop
ORD
SJC
4h 28m
nonstop
Depart: Wed Apr 12 2017 Return: Fri Apr 14 2017 Trip spans 3 days
Delta
Delta
SJC
MDW
6h 05m
1 stop
MDW
SJC
7h 01m
1 stop
Depart: Fri May 12 2017 Return: Wed May 17 2017 Trip spans 6 days
American Airlines
American Airlines
SJC
ORD
4h 26m
nonstop
ORD
SJC
4h 33m
nonstop
Depart: Fri Jun 2 2017 Return: Sun Jun 4 2017 Trip spans 3 days
Major Airline
Major Airline
SJC
MDW
1h 39m
nonstop
MDW
SJC
5h 39m
nonstop
Depart: Sun Jul 2 2017 Return: Fri Jul 7 2017 Trip spans 6 days
American Airlines
American Airlines
SJC
ORD
4h 10m
nonstop
ORD
SJC
4h 35m
nonstop
Depart: Sun Aug 20 2017 Return: Wed Aug 23 2017 Trip spans 4 days
Delta
Delta
SJC
MDW
9h 00m
1 stop
MDW
SJC
6h 30m
1 stop
Depart: Tue Sep 12 2017 Return: Thu Sep 14 2017 Trip spans 3 days
Major Airline
Major Airline
SJC
ORD
25h 50m
nonstop
ORD
SJC
8h 09m
nonstop
Depart: Fri Apr 28 2017 Return: Sun Apr 30 2017 Trip spans 3 days
American Airlines
American Airlines
SJC
ORD
4h 25m
nonstop
ORD
SJC
6h 15m
1 stop
Depart: Fri May 12 2017 Return: Wed May 17 2017 Trip spans 6 days
Major Airline
Major Airline
SJC
ORD
8h 38m
1 stop
ORD
SJC
6h 55m
1 stop
Depart: Fri May 12 2017 Return: Wed May 17 2017 Trip spans 6 days
Delta
Delta
SJC
MDW
7h 40m
1 stop
MDW
SJC
6h 52m
1 stop
Direct flights SJC to CHI on American Airlines
Flight # Depart SJC Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1235 7:45 am 2:09 pm May 6 - Jun 1
1092 1:03 pm 7:29 pm May 5 - Jun 1
1092 1:03 pm 7:28 pm Apr 4 - May 4
1092 1:03 pm 7:28 pm Apr 9 - Apr 30
* 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.

^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

San Jose
$254
Destination

Chicago
only $254
only $313
Airlines Airline reviews

8 travelers who booked a flight from San Jose to Chicago rated their chosen airlines with an average of 7.5.

Overall
7.7
Boarding
7.8
Crew
8.0
Comfort
7.7
Food
5.5
Entertainment
7.2