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 Oct 3 2017 Return: Tue Oct 10 2017 Trip spans 8 days
American Airlines
American Airlines
SJC
ORD
4h 20m
nonstop
ORD
SJC
4h 35m
nonstop
Depart: Mon Oct 30 2017 Return: Sat Dec 16 2017 Trip spans 48 days
Major Airline
Major Airline
SJC
MDW
1h 39m
nonstop
MDW
SJC
5h 39m
nonstop
Depart: Tue Sep 12 2017 Return: Thu Sep 14 2017 Trip spans 3 days
Southwest
Southwest
SJC
MDW
4h 05m
nonstop
MDW
SJC
4h 35m
nonstop
Depart: Wed Sep 13 2017 Return: Sat Sep 16 2017 Trip spans 4 days
Delta
Delta
SJC
MDW
6h 34m
1 stop
MDW
SJC
6h 25m
1 stop
Depart: Wed Aug 23 2017 Return: Tue Aug 29 2017 Trip spans 7 days
American Airlines
American Airlines
SJC
ORD
4h 08m
nonstop
ORD
SJC
4h 31m
nonstop
Depart: Thu Aug 31 2017 Return: Mon Sep 4 2017 Trip spans 5 days
United
United
SJC
ORD
7h 39m
1 stop
ORD
SJC
7h 56m
1 stop
Depart: Wed Sep 13 2017 Return: Wed Sep 20 2017 Trip spans 8 days
American Airlines
American Airlines
SJC
ORD
4h 20m
nonstop
ORD
SJC
4h 31m
nonstop
Depart: Sat Oct 7 2017 Return: Tue Oct 10 2017 Trip spans 4 days
Major Airline
Major Airline
SJC
MDW
1h 39m
1 stop
MDW
SJC
5h 39m
1 stop
Depart: Tue Oct 3 2017 Return: Tue Oct 10 2017 Trip spans 8 days
American Airlines
American Airlines
SJC
ORD
4h 20m
nonstop
ORD
SJC
4h 35m
nonstop
Depart: Sat Aug 19 2017 Return: Wed Aug 23 2017 Trip spans 5 days
Delta
Delta
SJC
ORD
8h 15m
1 stop
ORD
SJC
6h 19m
1 stop
Depart: Wed Aug 23 2017 Return: Sat Aug 26 2017 Trip spans 4 days
Delta
Delta
SJC
MDW
6h 24m
1 stop
MDW
SJC
6h 25m
1 stop
Depart: Fri Nov 3 2017 Return: Fri Nov 10 2017 Trip spans 8 days
American Airlines
American Airlines
SJC
ORD
4h 16m
nonstop
ORD
SJC
4h 35m
nonstop
Depart: Thu Dec 7 2017 Return: Mon Dec 11 2017 Trip spans 5 days
Delta
Delta
SJC
MDW
6h 19m
1 stop
MDW
SJC
8h 48m
1 stop
Depart: Wed Sep 27 2017 Return: Mon Oct 2 2017 Trip spans 6 days
American Airlines
American Airlines
SJC
ORD
4h 20m
nonstop
ORD
SJC
4h 31m
nonstop
Depart: Sat Oct 7 2017 Return: Tue Oct 10 2017 Trip spans 4 days
American Airlines
American Airlines
SJC
ORD
6h 19m
1 stop
ORD
SJC
7h 10m
1 stop
Depart: Mon Jul 10 2017 Return: Wed Jul 12 2017 Trip spans 3 days
Major Airline
Major Airline
SJC
MDW
1h 39m
nonstop
MDW
SJC
5h 39m
nonstop
Depart: Sat Jul 15 2017 Return: Thu Jul 20 2017 Trip spans 6 days
American Airlines
American Airlines
SJC
ORD
4h 10m
nonstop
ORD
SJC
4h 29m
nonstop
Depart: Tue Jul 18 2017 Return: Wed Jul 26 2017 Trip spans 9 days
Delta
Delta
SJC
MDW
5h 53m
1 stop
MDW
SJC
6h 11m
1 stop
Depart: Thu Aug 24 2017 Return: Mon Aug 28 2017 Trip spans 5 days
American Airlines
American Airlines
SJC
ORD
7h 56m
1 stop
ORD
SJC
4h 31m
nonstop
Depart: Wed Aug 9 2017 Return: Mon Aug 14 2017 Trip spans 6 days
Major Airline
Major Airline
SJC
MDW
1h 39m
nonstop
MDW
SJC
5h 39m
nonstop
Direct flights SJC to CHI on American Airlines
Flight # Depart SJC Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1235 7:44 am 2:04 pm Jul 5 - Aug 21
1235 7:45 am 2:05 pm Jun 21 - Jul 4
1092 1:24 pm 7:46 pm Jul 5 - Aug 21
1092 1:24 pm 7:46 pm Jun 21 - Jul 4
1199 10:35 pm 4:45 am Jun 21 - Jul 3
329 10:35 pm 4:45 am Jul 4 - Jul 4
999 10:35 pm 4:45 am Jul 5 - Aug 21
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

San Jose
$202
Destination

Chicago
only $202
only $227
Airlines Airline reviews

18 travelers who booked a flight from San Jose to Chicago rated their chosen airlines with an average of 7.6.

Overall
8.1
Boarding
7.8
Crew
8.2
Comfort
7.8
Food
6.8
Entertainment
6.3