Cheap flights from Chicago (CHI) to San José (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 José

Cheapest prices ($81 One Way, $247 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in San José

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 $45 per night from May 12 to May 13
$45
per night
May 12 - May 13
Book a stay at this business-friendly hotel in Alajuela. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Juan Santamaría Park and Alajuela ...
7.8/10 Good! (526 reviews)
"I go back to this place everytime I go through San Jose. Its the very best! Can walk easily anywhere for dining, food, shopping, arts, museums, parks etc! Love La Gauria Inn and Suites!!!"

Reviewed on Apr 13, 2024

Hotel La Guaria Inn & Suites
Hotel El Maragato

Hotel El Maragato

3 out of 5
Ave Central, between street 1 and 3, San José, San Jose
Stay at this 3-star family-friendly hotel in San José. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Sabana Park and National ...
7.2/10 Good! (462 reviews)
"Very reasonably priced and the location was excellent."

Reviewed on Oct 29, 2019

Hotel El Maragato
Hotel Luisiana

Hotel Luisiana

3.5 out of 5
100 west and 400 south from Cruz Roja, Uruca, San Jose
The price is $56 per night from May 12 to May 13
$56
per night
May 12 - May 13
Stay at this 3.5-star family-friendly hotel in Uruca. Enjoy breakfast (surcharge), room service, and a 24-hour front desk. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,001 reviews)
"The property would benefit from a higher maintenance. For instance the "new" restaurant is not even finished. This hotel used to be "fresher and neater" . Staff is always friendly, helpful and efficient."

Reviewed on May 3, 2024

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 José

Origin
Chicago
Destination
San José
Number of Daily Flights
1
Earliest Flight Departure Date
May 18
Latest Flight Departure Date
May 18
Popular Airlines
United 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.