Find Cheap 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.
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Book cheap flights from San Jose to Chicago

(Round-trip)
Depart: Tue Nov 7 2017 Return: Tue Nov 14 2017 Trip spans 8 days
United
United
SJC
ORD
4h 08m
nonstop
ORD
SJC
4h 34m
nonstop
Depart: Tue Sep 12 2017 Return: Wed Sep 13 2017 Trip spans 2 days
American Airlines
American Airlines
SJC
ORD
4h 16m
nonstop
ORD
SJC
9h 08m
1 stop
Depart: Tue Sep 12 2017 Return: Sat Sep 23 2017 Trip spans 12 days
Delta
Delta
SJC
MDW
8h 34m
1 stop
MDW
SJC
8h 11m
1 stop
Depart: Tue Oct 10 2017 Return: Sat Oct 14 2017 Trip spans 5 days
Major Airline
Major Airline
SJC
MDW
1h 39m
nonstop
MDW
SJC
5h 39m
nonstop
Depart: Mon Sep 11 2017 Return: Sat Sep 16 2017 Trip spans 6 days
American Airlines
American Airlines
SJC
ORD
8h 42m
1 stop
ORD
SJC
9h 08m
1 stop
Depart: Tue Jun 6 2017 Return: Mon Jun 19 2017 Trip spans 14 days
United
United
SJC
ORD
4h 11m
nonstop
ORD
SJC
4h 40m
nonstop
Depart: Sat Oct 21 2017 Return: Sat Oct 28 2017 Trip spans 8 days
American Airlines
American Airlines
SJC
ORD
7h 17m
1 stop
ORD
SJC
4h 35m
nonstop
Depart: Sat Oct 21 2017 Return: Sat Oct 28 2017 Trip spans 8 days
Delta
Delta
SJC
MDW
8h 14m
1 stop
MDW
SJC
6h 20m
1 stop
Depart: Thu Nov 16 2017 Return: Mon Nov 20 2017 Trip spans 5 days
United
United
SJC
ORD
4h 05m
nonstop
ORD
SJC
4h 36m
nonstop
Depart: Fri Aug 25 2017 Return: Thu Aug 31 2017 Trip spans 7 days
Delta
Delta
SJC
MDW
8h 48m
1 stop
MDW
SJC
8h 58m
1 stop
Depart: Tue Jun 6 2017 Return: Sat Jun 10 2017 Trip spans 5 days
American Airlines
American Airlines
SJC
ORD
4h 22m
nonstop
ORD
SJC
4h 29m
nonstop
Depart: Wed Sep 6 2017 Return: Fri Sep 8 2017 Trip spans 3 days
Delta
Delta
SJC
MDW
8h 55m
1 stop
MDW
SJC
6h 33m
1 stop
Depart: Wed Jun 7 2017 Return: Thu Jun 8 2017 Trip spans 2 days
American Airlines
American Airlines
SJC
ORD
4h 22m
nonstop
ORD
SJC
4h 29m
nonstop
Depart: Mon Sep 18 2017 Return: Thu Sep 21 2017 Trip spans 4 days
United
United
SJC
ORD
4h 05m
nonstop
ORD
SJC
4h 36m
nonstop
Depart: Sat Oct 28 2017 Return: Wed Nov 1 2017 Trip spans 5 days
Delta
Delta
SJC
MDW
9h 16m
1 stop
MDW
SJC
6h 33m
1 stop
Depart: Tue Jul 11 2017 Return: Wed Jul 12 2017 Trip spans 2 days
Major Airline
Major Airline
SJC
MDW
1h 39m
nonstop
MDW
SJC
5h 39m
nonstop
Depart: Sun Sep 3 2017 Return: Sat Sep 9 2017 Trip spans 7 days
American Airlines
American Airlines
SJC
ORD
4h 16m
nonstop
ORD
SJC
4h 35m
nonstop
Depart: Tue Jun 13 2017 Return: Wed Jun 14 2017 Trip spans 2 days
Major Airline
Major Airline
SJC
MDW
1h 39m
nonstop
MDW
SJC
5h 39m
nonstop
Depart: Tue Jun 20 2017 Return: Wed Jun 28 2017 Trip spans 9 days
American Airlines
American Airlines
SJC
ORD
8h 46m
1 stop
ORD
SJC
6h 10m
1 stop
Depart: Wed Jul 12 2017 Return: Mon Jul 17 2017 Trip spans 6 days
Major Airline
Major Airline
SJC
ORD
4h 10m
nonstop
ORD
SJC
4h 29m
nonstop
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 25 - Jun 1
1235 7:45 am 2:05 pm Jun 2 - Jul 4
1092 1:03 pm 7:29 pm May 25 - Jun 1
1092 1:24 pm 7:46 pm Jun 6 - Jun 6
1092 1:24 pm 7:46 pm Jun 2 - Jun 12
1092 1:24 pm 7:46 pm Jun 13 - Jul 4
1199 10:35 pm 4:45 am Jun 11 - Jun 14
1199 10:35 pm 4:45 am Jun 4 - Jun 5
1199 10:35 pm 4:45 am Jun 2 - Jun 10
1199 10:35 pm 4:45 am Jun 15 - Jul 3
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

San Jose
$179
Destination

Chicago
only $179
only $264
Airlines Airline reviews

11 travelers who booked a flight from San Jose to Chicago rated their chosen airlines with an average of 6.7.

Overall
7.3
Boarding
6.7
Crew
7.5
Comfort
6.7
Food
5.5
Entertainment
5.6