Sun Country AirlinesDepart14:40
Mon, Nov 30MSN → BOS
12h 48m · 3 stops
$338one way, per person
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- Cheapest fare
- $338
- Cheapest month
- November
- Direct flights
- Not recently
- Quickest trip
- 3h 36m
Sun Country Airlines · Mon, Nov 30
from $338
Usually 1+ stop
1,500 km
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Cheapest month to fly from Madison to Boston
Lowest one-way fare per person in each month. Choose a month to see every date.
Cheapest dates in November 2026
The lowest fares we've seen for each day, cheapest first.
See every date in November 2026 →
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About flights from Madison to Boston
Madison (MSN) and Boston (BOS) are about 1,500 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 3h 36m. Over the next few months, one-way fares start from $338, 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 Boston?
The cheapest one-way fare we've seen recently is $338 with Sun Country Airlines, departing Monday, November 30, 2026.
What is the cheapest month to fly from Madison to Boston?
November 2026 currently has the lowest fares, from $338 one way.
Are there direct flights from Madison to Boston?
We haven't seen direct fares recently, so most journeys include at least one stop.
How long is the flight from Madison to Boston?
The quickest journey we've seen takes about 3h 36m. Madison and Boston are around 1,500 km apart.
Which airlines fly from Madison to Boston?
Recent fares on this route were with Sun Country Airlines, United Airlines and American Airlines.
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