The Southwest travel experience
You'll deplane 12 miles west of downtown San Jose, CR, when you arrive at Juan Santamaria International Airport.
At Southwest, we know it takes more than great deals on San Jose, Costa Rica, airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Chicago (Midway) to San Jose, Costa Rica, the best it can be. Learn more about the Southwest® travel experience before you book your flight from Chicago Midway International Airport to Juan Santamaria International Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to San Jose, Costa Rica, know that you won’t be surprised at checkout. Low fares and no hidden fees. That's Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? Sign up to receive email from us. Looking for tours, activities, and more hidden gems to add to your San Jose, Costa Rica, adventure? Explore getaways with Southwest®. Book your flight today and know that you'll earn Rapid Rewards® points when you fly.