
Featured airlines
- Plan, book, fly with confidence
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 30% on select hotels after you book a flight*
Frequently asked questions
Travel information
Travel information
Origin airport | Tweed - New Haven Regional |
Destination airport | Juan Santamaría Intl. |
Distance | 2267 mi |
Book with confidence
Book with confidence
The cheapest times to fly from New Haven to San José
On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from New Haven to San José are during the month of . You can find some of the cheapest flights from New Haven to San José with Expedia's search tool and vast selection of airlines.
The best time to book a flight from New Haven to San José
Sunday is one of the best days to book for cheap flights from New Haven to San José: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.
How to find cheap round-trip tickets from New Haven to San José
Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from New Haven to San José in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.
Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap New Haven to San José flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.
You could also save big by booking one of Expedia's vacation packages. Bundling together your New Haven to San José airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.
*Terms apply.
Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.
Be inspired and discover more with Expedia
Be inspired and discover more with Expedia
Flights
- Breeze Airways
- Flights to Sámara
- Flights to Liberia
- Flights to Peñas Blancas
- Flights to Cabo Velas
- Flights to Manuel Antonio
- Flights to Sardinal
- Flights to Tamarindo
- Flights to La Fortuna
- Flights to San José
- Flights to Quepos
- Flights to Monterrey
- Flights to La Cruz
- Flights to Cóbano
- Flights to Nacascolo
- Flights to Cahuita
- Flights to Monteverde
- Flights to Ballena
- Flights to Nosara
- Flights to Jaco
- Flights from Dallas (DFW) to Cancun (CUN)
- Flights from Seattle (SEA) to Phoenix (PHX)
- Flights from Los Angeles (LAX) to Seattle (SEA)
- Flights from New Haven (HVN) to Fort Myers (RSW)
- Flights from Boston (BOS) to Miami (MIA)
- Flights from New Haven (HVN) to Tampa (TPA)
- Flights from New Haven (HVN) to Norfolk (ORF)
- Flights from Los Angeles (LAX) to New York (NYC)
- Flights from Miami (MIA) to New York (NYC)
- Flights from Atlanta (ATL) to New York (NYC)
- Flights from Dallas (DFW) to New York (NYC)
- Flights from New Haven (HVN) to Charleston (CHS)
- Flights from Los Angeles (LAX) to Dallas (DFW)
- Flights from New Haven (HVN) to New Orleans (MSY)
- Flights from New Haven (HVN) to Raleigh (RDU)
- Flights from Dallas (DFW) to Chicago (ORD)
- Flights from New York (NYC) to Los Angeles (LAX)
- Flights from Dallas (DFW) to Los Angeles (LAX)
- Flights from Seattle (SEA) to Los Angeles (LAX)
- Flights from Las Vegas (LAS) to Los Angeles (LAX)
- Flights from New Haven (HVN) to West Palm Beach (PBI)
- Flights from Newark Liberty Intl. Airport (EWR) to San José (SJO)
- Flights from Miami (MIA) to San José (SJO)
- Flights from Denver (DEN) to San José (SJO)
- Flights from Fort Lauderdale (FLL) to San José (SJO)
- Flights from Charlotte (CLT) to San José (SJO)
- Flights from Washington (IAD) to San José (SJO)
- Flights from Chicago (ORD) to San José (SJO)
- Flights from New York (JFK) to San José (SJO)
- Flights from Boston (BOS) to San José (SJO)
- Flights from New York (LGA) to San José (SJO)
- Flights from Washington (DCA) to San José (SJO)
- Flights from Los Angeles (LAX) to San José (SJO)
- Flights from New Haven (HVN) to Vero Beach (VRB)
- Flights from New Haven (HVN) to Richmond (RIC)
- Flights from New Haven (HVN) to Orlando (MCO)
- Flights from Dallas (DFW) to Orlando (MCO)
- Flights from Boston (BOS) to Orlando (MCO)
- Flights from Philadelphia (PHL) to Orlando (MCO)
- Flights from New York (NYC) to Atlanta (ATL)
- Flights from New Haven (HVN) to Jacksonville (JAX)
- Flights from Denver (DEN) to Las Vegas (LAS)
- Flights from Portland (PDX) to Las Vegas (LAS)
- Flights from Dallas (DFW) to Las Vegas (LAS)
- Flights from Minneapolis (MSP) to Las Vegas (LAS)
- Flights from Atlanta (ATL) to Las Vegas (LAS)
- Flights from Chicago (ORD) to Las Vegas (LAS)
- Flights from Houston (IAH) to Las Vegas (LAS)
- Flights from New York (NYC) to Las Vegas (LAS)
- Flights from Los Angeles (LAX) to Las Vegas (LAS)
- Flights from Detroit (DTW) to Las Vegas (LAS)
- Flights from San Francisco (SFO) to Las Vegas (LAS)
- Flights from Seattle (SEA) to Las Vegas (LAS)
- Flights from MacArthur
- Flights from Westchester County
- Flights from Groton - New London
- Flights from Igor I. Sikorsky Memorial
- Flights from Waterbury - Oxford
- Flights from Francis S. Gabreski
- Flights from Brookhaven Calabro
- Flights from Danbury Municipal
- Flights from East Hampton
- Flights from Elizabeth Field
- avianca Washington (IAD) to San José (SJO) flights
- JetBlue Airways Newark Liberty Intl. Airport (EWR) to San José (SJO) flights
- American Airlines Charlotte (CLT) to San José (SJO) flights
- Spirit Airlines New York (LGA) to San José (SJO) flights
- JetBlue Airways New York (JFK) to San José (SJO) flights
- JetBlue Airways Fort Lauderdale (FLL) to San José (SJO) flights