Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap flights from Chicago (CHI) to San Jose (SJO)

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Lowest round trip fares by airline from Chicago and San Jose

Cheapest prices ($97 One Way, $222 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Sep 8
ORD
Chicago
SJO
San Jose
$97
Spirit Airlines
Mon, Aug 23
ORD
Chicago
SJO
San Jose
$104
Frontier Airlines
Wed, Sep 8
ORD
Chicago
SJO
San Jose
$148
JetBlue Airways
Wed, Sep 8
ORD
Chicago
SJO
San Jose
$202
Copa
Mon, Aug 16 - Thu, Aug 19
ORD
Chicago
SJO
San Jose
$222
Frontier Airlines
Sat, Sep 18 - Sat, Sep 25
ORD
Chicago
SJO
San Jose
$232
Spirit Airlines
Sat, Sep 18 - Sat, Sep 25
ORD
Chicago
SJO
San Jose
$333
JetBlue Airways
Mon, Sep 27
ORD
Chicago
SJO
San Jose
$413
Air Canada
Mon, Aug 9 - Mon, Aug 16
ORD
Chicago
SJO
San Jose
$431
Copa
Mon, Aug 9 - Mon, Aug 16
ORD
Chicago
SJO
San Jose
$582
Aeromexico

Great Deals On Cheap Hotels in San Jose

Hotel La Guaria Inn & Suites

Hotel La Guaria Inn & Suites

2.5 out of 5
Alajuela, 2nd. Av., 1st. Street, Del Teatro Municipal 200 m. al Este, Alajuela, Alajuela
The price is $37 per night from Jul 9 to Jul 9
Located in the heart of Alajuela, this hotel is within 1 mi (2 km) of Alajuela Cathedral and City Mall. Central Park and Central Market Alajuela are also within ...
Hotel La Guaria Inn & Suites
Hotel El Maragato

Hotel El Maragato

3 out of 5
Ave Central, between street 1 and 3, San Jose, San Jose
This family-friendly San Jose hotel is located near the airport, within a 5-minute walk of Plaza de la Cultura and Morazan Park. National Park and San Pedro ...
3.5/5Good! (2 reviews)
Great hotel if you can handle the street noise.
"I was expecting much worse for the cheap price, but the hotel was very decent. It was clean, had a large bed, a TV, wifi, and AC - amenities that are not always included in a Costa Rican's hotel. Breakfast was poor though. The best part - and the worst - was the location, right on Avenida Central. ..."

Reviewed on Sep 17, 2015

Hotel El Maragato
Hotel Luisiana

Hotel Luisiana

3.5 out of 5
100 west and 400 south from Cruz Roja, Santa Ana, San Jose
The price is $45 per night from Jun 27 to Jun 27
This family-friendly Santa Ana hotel is located near the airport, within 3 mi (5 km) of Business Center Forum 1, Momentum Lindora Shopping Center and Business ...
4.5/5Wonderful! (4 reviews)
"Professional, helpful and friendly staff. Grat place"

Reviewed on Mar 25, 2021

Hotel Luisiana
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Chicago to San Jose

Origin Chicago
Destination San Jose
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Chicago to San Jose

Costa Rica's capital city is often skipped on trips to Central America, but San Jose has plenty to offer, including an underground Museum of Gold.

If you're coming to San Jose from Chicago, then you'll need to make a stop at another airport on your way. If you fly from O'Hare International Airport (ORD) to Juan Santamaría International Airport (SJO), then your travel time can take anywhere from 7 hours to 20 hours.

Attractions

San Jose is filled with parks and public spaces, including Parque Central, Parque Morazan, and the Plaza de la Cultura under which you will find the Museum of Gold.

To the west, you'll find the Parque Metropolitano La Sabana, a 177-acre expanse of green land that is highlighted by the National Stadium. The Costa Rican Art Museum is also located on the grounds of the park.

Near the University of Costa Rica, you'll find numerous cafes and restaurants, including the Jazz Café which features live music every night.

Hints and Tips

SJO is about ten and a half miles outside the San Jose city center, but you can take a city bus downtown for less than a dollar. Place your luggage in the storage area underneath the bus. This is by far the cheapest option.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.