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San Jose from $744

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Cheap round-trip flights to San Jose

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

avianca
Delta
Copa
avianca
LATAM Airlines Group
Delta
SKY AIRLINE
Aerolineas Argentinas
Copa
American Airlines
avianca
avianca
Delta
GOL Linhas Aereas S.A.
Aeromexico
Delta

Flights to San Jose starting at $744

Have you been telling yourself, “2026 is the year I travel more and sit less”? Well, here we are and there you are. So, where are you going? Looks like a flight to San Jose is calling. Good thing we can help you bag that flight out of town for cheap, so you can get your resolutions resolved.

Travel like you mean it

When you land it’s not straight to the tourist traps for you. You have things to do and see in San Jose that aren’t on a map or in the “Best of. . .” guides. You know this region is filled with hidden haunts, locals-only know favorites, and the off-beat-so-weird-it’s-amazing places. And you plan to find every last one of them. Good thing you’ll save a grip of cash on your flight so you can daytrip far and wide.

You won’t have to wing it

So how do you score that killer deal on a flight to San Jose? Easy, go through us. These aren’t pie in the sky deals, but ones you can actually score. Filter flights to San Jose by:

  • Hotwire Hot Rate: Do you have a flexible schedule? Hit up the Hotwire Hot Rate and land a super cheap flight to San Jose. We’ll reveal the airline and exact time after you book.
  • Price: How low can we go? Find out. We have prices from $744 to $1,431.
  • Duration: Want to get to San Jose as fast as you can? Or maybe you don’t mind taking your time to save a few bucks here and there.
  • Departure or Arrival: Like to arrive in the a.m. to get your day going? Or are you a night owl that knows the best fun happens late night? The choice is yours.

So are you going to live up to those travel plans or kick the can to next year? Book your flight to San Jose today and get going.

Last Minute Hotel Deals in San Jose

Dazzler by Wyndham Montevideo

Dazzler by Wyndham Montevideo

3.5 out of 5
21 de Setiembre 2752 Montevideo
Book a stay at this spa hotel in Montevideo. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
8.2/10 Very Good! (1,001 reviews)
La atencion del personal no es muy buena. Las habitaciones no estan muy limpias y cuentas con "0" opciones de comida pues el unico restaurant dentro del hotel tiene horarios rigidos y no tienes acceso constante a comida o appetaizer si necesitas

Reviewed on Apr 21, 2026

Opens in a new windowDazzler by Wyndham Montevideo
Costanero Hotel Montevideo - MGallery Collection

Costanero Hotel Montevideo - MGallery Collection

5 out of 5
Rambla Republica del Peru 1371 Montevideo
Book a stay at this luxury hotel in Montevideo. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (385 reviews)
Loved the room so much! Also the hotel just smells and feels so luxurious. Drinks were great, dinner was delicious, stay was perfect!

Reviewed on Apr 13, 2026

Opens in a new windowCostanero Hotel Montevideo - MGallery Collection
Smart Hotel Montevideo

Smart Hotel Montevideo

3.5 out of 5
José Germán Araújo 1240 Montevideo Montevideo
Stay at this hotel in Montevideo. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (964 reviews)
The hotel staff were friendly and helpful and we appreciated the fridge and microwave. The sheets did not tuck in to the bed so did not stay out through the night and we were surprised to see that there was no seating on the rooftop terrace - that seemed like an easy thing to do to make the terrace ...

Reviewed on Apr 22, 2026

Opens in a new windowSmart Hotel Montevideo
Save an average of 15% on thousands of hotels when you're signed in
ibis styles Montevideo Biarritz Hotel

ibis styles Montevideo Biarritz Hotel

3 out of 5
21 De Setiembre 2783 Montevideo
Book a stay at this business-friendly hotel in Montevideo. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (505 reviews)
Ar condicionado barulhento, mesmo desligado. Consegui trocar de quarto!

Reviewed on Apr 22, 2026

Opens in a new windowibis styles Montevideo Biarritz Hotel
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.