- Cheapest fare
- $317
- Cheapest month
- November
- Direct flights
- Not recently
- Quickest trip
- 6h 33m
Sun Country Airlines · Thu, Nov 12
from $317
Usually 1+ stop
2,810 km
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Cheapest month to fly from Madison to San Jose
Lowest one-way fare per person in each month. Choose a month to see every date.
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About flights from Madison to San Jose
Madison (MSN) and San Jose (SJC) are about 2,810 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 6h 33m. Over the next few months, one-way fares start from $317, and November 2026 is currently the cheapest month to fly.
These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.
Frequently asked questions
How much is a flight from Madison to San Jose?
The cheapest one-way fare we've seen recently is $317 with Sun Country Airlines, departing Thursday, November 12, 2026.
What is the cheapest month to fly from Madison to San Jose?
November 2026 currently has the lowest fares, from $317 one way.
Are there direct flights from Madison to San Jose?
We haven't seen direct fares recently, so most journeys include at least one stop.
How long is the flight from Madison to San Jose?
The quickest journey we've seen takes about 6h 33m. Madison and San Jose are around 2,810 km apart.
Which airlines fly from Madison to San Jose?
Recent fares on this route were with Sun Country Airlines.
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