How much is a ticket from San José to Windsor?

Depending on when you travel and how far in advance you book, fares between San José and Windsor can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Flying between San José and Windsor? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

• Airports in San José: You can fly from either San José - Juan Santamaria International or Tobias Bolanos.
• Airports in Windsor: The only active option is Windsor.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all San José airports in a single search.

Find the best flight from San José to Windsor

With Jetcost, you can filter results by flight time, airline, price range, and layovers. Choose direct or connecting flights, round-trip or one-way, and compare offers from the best airlines and travel agencies.

Other popular destinations

Searching for flights to Canada? Travelers also looked at: Calgary, Montreal, Quebec, Toronto, Vancouver.

Use filters to exclude options that don’t match your budget or travel preferences and personalize your search for San José – Windsor flights.