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
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 Jose to Chicago

(Round-trip)
Depart: Mon Jan 30 2017 Return: Wed Feb 1 2017 Trip spans 3 days
American Airlines
American Airlines
SJC
ORD
4h 15m
nonstop
ORD
SJC
4h 38m
nonstop
Depart: Sat Feb 4 2017 Return: Sat Feb 11 2017 Trip spans 8 days
Southwest
Southwest
SJC
MDW
4h 10m
nonstop
MDW
SJC
4h 40m
nonstop
Depart: Tue Apr 11 2017 Return: Tue Apr 18 2017 Trip spans 8 days
United
United
SJC
ORD
4h 05m
nonstop
ORD
SJC
4h 34m
nonstop
Depart: Wed Feb 1 2017 Return: Fri Feb 3 2017 Trip spans 3 days
Delta
Delta
SJC
MDW
6h 29m
1 stop
MDW
SJC
7h 10m
1 stop
Depart: Tue Apr 4 2017 Return: Sat Apr 8 2017 Trip spans 5 days
Major Airline
Major Airline
SJC
ORD
7h 48m
nonstop
ORD
SJC
7h 34m
nonstop
Depart: Wed Feb 1 2017 Return: Sat Feb 4 2017 Trip spans 4 days
American Airlines
American Airlines
SJC
ORD
4h 15m
nonstop
ORD
SJC
4h 38m
nonstop
Depart: Thu Mar 16 2017 Return: Wed Mar 22 2017 Trip spans 7 days
American Airlines
American Airlines
SJC
ORD
4h 15m
nonstop
ORD
SJC
4h 38m
nonstop
Depart: Wed Apr 26 2017 Return: Tue May 2 2017 Trip spans 7 days
Delta
Delta
SJC
MDW
8h 31m
1 stop
MDW
SJC
9h 12m
1 stop
Depart: Thu Mar 2 2017 Return: Sat Mar 4 2017 Trip spans 3 days
Southwest
Southwest
SJC
MDW
4h 05m
nonstop
MDW
SJC
4h 40m
nonstop
Depart: Thu Jan 19 2017 Return: Sun Jan 22 2017 Trip spans 4 days
Major Airline
Major Airline
SJC
ORD
1h 38m
nonstop
ORD
SJC
5h 38m
nonstop
Depart: Sat Apr 29 2017 Return: Wed May 3 2017 Trip spans 5 days
Delta
Delta
SJC
MDW
6h 21m
1 stop
MDW
SJC
6h 57m
1 stop
Depart: Sat Mar 4 2017 Return: Thu Mar 9 2017 Trip spans 6 days
American Airlines
American Airlines
SJC
ORD
4h 15m
nonstop
ORD
SJC
4h 38m
nonstop
Depart: Tue May 2 2017 Return: Thu May 4 2017 Trip spans 3 days
Delta
Delta
SJC
MDW
6h 22m
1 stop
MDW
SJC
7h 03m
1 stop
Depart: Sat Jan 21 2017 Return: Mon Jan 23 2017 Trip spans 3 days
Major Airline
Major Airline
SJC
ORD
1h 38m
nonstop
ORD
SJC
5h 38m
nonstop
Depart: Thu Feb 23 2017 Return: Sun Feb 26 2017 Trip spans 4 days
American Airlines
American Airlines
SJC
ORD
4h 15m
nonstop
ORD
SJC
6h 17m
1 stop
Depart: Wed Jan 25 2017 Return: Tue Jan 31 2017 Trip spans 7 days
Southwest
Southwest
SJC
MDW
4h 05m
nonstop
MDW
SJC
4h 45m
nonstop
Depart: Sat May 6 2017 Return: Tue May 9 2017 Trip spans 4 days
American Airlines
American Airlines
SJC
ORD
4h 16m
nonstop
ORD
SJC
4h 35m
nonstop
Depart: Thu Jan 26 2017 Return: Mon Jan 30 2017 Trip spans 5 days
Delta
Delta
SJC
MDW
6h 29m
1 stop
MDW
SJC
9h 07m
1 stop
Depart: Tue May 9 2017 Return: Fri May 12 2017 Trip spans 4 days
American Airlines
American Airlines
SJC
ORD
4h 16m
nonstop
ORD
SJC
4h 35m
nonstop
Depart: Sun Jul 2 2017 Return: Tue Jul 11 2017 Trip spans 10 days
United
United
SJC
ORD
4h 08m
nonstop
ORD
SJC
4h 34m
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 Jan 12 - Mar 11
1092 1:13 pm 7:28 pm Jan 15 - Mar 5
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

San Jose
$197
Destination

Chicago
only $197
only $199
Airlines Airline reviews

11 travelers who booked a flight from San Jose to Chicago rated their chosen airlines with an average of 8.0.

Overall
8.2
Boarding
8.4
Crew
8.4
Comfort
8.2
Food
6.5
Entertainment
7.6