Find Cheap Flights from San Jose Juan Santamaria Intl to Chicago (SJO - 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 Juan Santamaria Intl to Chicago

(Round-trip)
Depart: Wed Feb 28 2018 Return: Thu Mar 1 2018 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SJO
ORD
8h 54m
1 stop
ORD
SJO
6h 47m
1 stop
Depart: Thu Mar 1 2018 Return: Mon Mar 5 2018 Trip spans 5 days
Multiple Airlines
Multiple Airlines
SJO
ORD
10h 04m
1 stop
ORD
SJO
6h 58m
1 stop
Depart: Sat May 26 2018 Return: Sat Jun 2 2018 Trip spans 8 days
Interjet
Interjet
SJO
ORD
16h 25m
1 stop
ORD
SJO
14h 00m
1 stop
Depart: Thu May 10 2018 Return: Wed May 16 2018 Trip spans 7 days
Delta
Delta
SJO
MDW
8h 53m
1 stop
MDW
SJO
14h 05m
2 stops
Depart: Wed Dec 13 2017 Return: Sat Jan 27 2018 Trip spans 46 days
Southwest
Southwest
SJO
MDW
9h 15m
nonstop
MDW
SJO
8h 35m
nonstop
Depart: Sat Jan 20 2018 Return: Wed Jan 24 2018 Trip spans 5 days
Aeromexico
Aeromexico
SJO
ORD
10h 30m
1 stop
ORD
SJO
11h 00m
1 stop
Depart: Wed Dec 13 2017 Return: Sat Jan 27 2018 Trip spans 46 days
Multiple Airlines
Multiple Airlines
SJO
ORD
9h 56m
1 stop
ORD
SJO
17h 55m
1 stop
Depart: Tue Mar 20 2018 Return: Wed Mar 21 2018 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SJO
ORD
8h 54m
1 stop
ORD
SJO
6h 52m
1 stop
Depart: Fri Mar 2 2018 Return: Tue Mar 6 2018 Trip spans 5 days
Multiple Airlines
Multiple Airlines
SJO
ORD
21h 14m
1 stop
ORD
SJO
6h 58m
1 stop
Depart: Tue Apr 10 2018 Return: Wed Apr 11 2018 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SJO
ORD
8h 54m
1 stop
ORD
SJO
6h 52m
1 stop
Depart: Fri Apr 20 2018 Return: Sun Apr 29 2018 Trip spans 10 days
Spirit Airlines
Spirit Airlines
SJO
ORD
7h 23m
1 stop
ORD
SJO
7h 20m
1 stop
Depart: Thu Jun 28 2018 Return: Sat Jul 7 2018 Trip spans 10 days
Interjet
Interjet
SJO
ORD
16h 25m
1 stop
ORD
SJO
22h 15m
1 stop
Depart: Sat Apr 28 2018 Return: Sun May 6 2018 Trip spans 9 days
Spirit Airlines
Spirit Airlines
SJO
ORD
8h 37m
1 stop
ORD
SJO
7h 20m
1 stop
Depart: Thu Jan 18 2018 Return: Thu Jan 25 2018 Trip spans 8 days
Delta
Delta
SJO
ORD
9h 18m
1 stop
ORD
SJO
9h 51m
1 stop
Depart: Thu Jan 18 2018 Return: Fri Jan 26 2018 Trip spans 9 days
Aeromexico
Aeromexico
SJO
ORD
16h 55m
1 stop
ORD
SJO
9h 40m
1 stop
Depart: Wed Jun 13 2018 Return: Sat Jun 30 2018 Trip spans 18 days
Multiple Airlines
Multiple Airlines
SJO
ORD
10h 24m
1 stop
ORD
SJO
25h 40m
1 stop
Depart: Wed May 9 2018 Return: Wed May 16 2018 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SJO
ORD
8h 37m
1 stop
ORD
SJO
8h 48m
1 stop
Depart: Thu Mar 1 2018 Return: Mon Mar 5 2018 Trip spans 5 days
Delta
Delta
SJO
MDW
13h 30m
1 stop
MDW
SJO
14h 40m
1 stop
Depart: Sat Jan 20 2018 Return: Tue Jan 23 2018 Trip spans 4 days
Aeromexico
Aeromexico
SJO
ORD
10h 30m
1 stop
ORD
SJO
11h 00m
1 stop
Depart: Thu Dec 28 2017 Return: Thu Feb 8 2018 Trip spans 43 days
Multiple Airlines
Multiple Airlines
SJO
ORD
12h 32m
1 stop
ORD
SJO
6h 33m
1 stop
Select an airline:  United
Direct flights SJO to CHI on United
Flight # Depart SJO Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
1651 1:45 pm 7:11 pm Jan 13 - Jan 27
1651 1:45 pm 7:15 pm Dec 23 - Jan 7
1952 11:45 pm 5:15 am Dec 23 - Jan 6
* 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 and someone from our team will get back to you promptly.

Airports
Origin

San Jose
$336
Destination

Chicago
only $336
only $402