Find Deals on 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
Students
under 26
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: Mon Jan 30 2017 Return: Sat Feb 11 2017 Trip spans 13 days
Major Airline
Major Airline
SJO
ORD
15h 07m
2 stops
ORD
SJO
8h 34m
2 stops
Depart: Tue Jan 31 2017 Return: Thu Feb 23 2017 Trip spans 24 days
Avianca
Avianca
SJO
ORD
7h 00m
1 stop
ORD
SJO
6h 55m
1 stop
Depart: Wed May 10 2017 Return: Tue May 30 2017 Trip spans 21 days
Delta
Delta
SJO
ORD
9h 34m
1 stop
ORD
SJO
13h 25m
1 stop
Depart: Wed Feb 1 2017 Return: Sat Feb 11 2017 Trip spans 11 days
Major Airline
Major Airline
SJO
ORD
8h 11m
2 stops
ORD
SJO
14h 25m
2 stops
Depart: Wed Mar 22 2017 Return: Sun Mar 26 2017 Trip spans 5 days
Avianca
Avianca
SJO
ORD
7h 00m
1 stop
ORD
SJO
7h 30m
1 stop
Depart: Thu Mar 9 2017 Return: Wed Mar 15 2017 Trip spans 6 days
Major Airline
Major Airline
SJO
ORD
11h 43m
1 stop
ORD
SJO
8h 31m
1 stop
Depart: Sun Apr 9 2017 Return: Tue Apr 18 2017 Trip spans 10 days
Delta
Delta
SJO
ORD
22h 56m
2 stops
ORD
SJO
30h 26m
2 stops
Depart: Thu Feb 2 2017 Return: Wed Feb 22 2017 Trip spans 21 days
Volaris
Volaris
SJO
MDW
22h 02m
1 stop
MDW
SJO
18h 15m
1 stop
Depart: Tue Dec 27 2016 Return: Sat Jan 21 2017 Trip spans 26 days
Delta
Delta
SJO
ORD
16h 34m
2 stops
ORD
SJO
28h 01m
1 stop
Depart: Wed Dec 28 2016 Return: Sat Jan 21 2017 Trip spans 25 days
Delta
Delta
SJO
ORD
24h 21m
2 stops
ORD
SJO
28h 01m
1 stop
Depart: Sat Apr 8 2017 Return: Tue Apr 11 2017 Trip spans 4 days
Avianca
Avianca
SJO
ORD
24h 20m
1 stop
ORD
SJO
6h 55m
1 stop
Depart: Thu Apr 13 2017 Return: Sun Apr 16 2017 Trip spans 4 days
Delta
Delta
SJO
MDW
13h 49m
1 stop
MDW
SJO
8h 04m
1 stop
Depart: Sun Dec 25 2016 Return: Sat Dec 31 2016 Trip spans 7 days
Delta
Delta
SJO
MDW
8h 05m
1 stop
MDW
SJO
7h 00m
1 stop
Depart: Thu Mar 9 2017 Return: Wed Mar 15 2017 Trip spans 6 days
Volaris
Volaris
SJO
MDW
22h 02m
1 stop
MDW
SJO
18h 15m
1 stop
Depart: Thu Apr 6 2017 Return: Thu Apr 13 2017 Trip spans 8 days
Delta
Delta
SJO
MDW
11h 42m
1 stop
MDW
SJO
6h 59m
1 stop
Depart: Tue Jan 17 2017 Return: Wed Feb 1 2017 Trip spans 16 days
Volaris
Volaris
SJO
MDW
22h 02m
1 stop
MDW
SJO
18h 15m
1 stop
Depart: Wed Mar 22 2017 Return: Sun Mar 26 2017 Trip spans 5 days
Delta
Delta
SJO
MDW
13h 47m
1 stop
MDW
SJO
6h 59m
1 stop
Depart: Fri Jun 2 2017 Return: Sat Jul 1 2017 Trip spans 30 days
Delta
Delta
SJO
MDW
10h 11m
1 stop
MDW
SJO
18h 47m
1 stop
Depart: Sat Apr 8 2017 Return: Sun Apr 16 2017 Trip spans 9 days
Delta
Delta
SJO
MDW
13h 45m
1 stop
MDW
SJO
8h 04m
1 stop
Depart: Fri Jan 27 2017 Return: Mon Feb 6 2017 Trip spans 11 days
Delta
Delta
SJO
MDW
8h 21m
1 stop
MDW
SJO
7h 07m
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 7:15 pm Dec 24 - Jan 14
1651 1:45 pm 7:15 pm Dec 18 - Dec 18
1651 1:45 pm 7:15 pm Dec 17 - Dec 17
1952 11:45 pm 5:15 am Dec 24 - Dec 24
1952 11:45 pm 5:15 am Dec 31 - Jan 7
1952 11:45 pm 5:15 am Dec 17 - Dec 17
* 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.

Airports
Origin

San Jose
$205
Destination

Chicago
only $205
only $335