Cheap Flights from Boston to Madison
Cheap Flights from Boston to Madison
Looking for cheap flights from Boston to Madison? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Boston to Madison vary by season, cabin, and date, but available award flights can start around 7,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Boston to Madison for specific travel dates.
2026-11-07
BOS - MSN
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-09
BOS - MSN
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-10
BOS - MSN
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-11
BOS - MSN
Economy | Non stop | 4 left
From 7,500 Pts + $25.6
2026-11-12
BOS - MSN
Economy | Non stop | 6 left
From 7,500 Pts + $25.6
2026-11-13
BOS - MSN
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
Boston to Madison flight facts
Distance
930 mi
1,496 km in a straight line
Estimated flight time
about 2h 15m
In the air, for the straight-line distance
Time difference
−1h
Madison is 1 hour behind Boston.
Airports in Boston
BOS · General Edward Lawrence Logan Intl
Airports in Madison
MSN · Dane County Regional Truax Field
Nearby airport alternatives
Flights Boston - Milwaukee · Milwaukee is 74 mi from Madison
Flights Boston - Chicago · Chicago is 111 mi from Madison
Flights Boston - Cedar Rapids · Cedar Rapids is 149 mi from Madison
Flights Boston - Eau Claire · Eau Claire is 160 mi from Madison
Flights Boston - Rochester · Rochester is 167 mi from Madison
Flights Boston - South Bend · South Bend is 183 mi from Madison
Premium cabin flights from Boston to Madison
Premium cabin
2026-11-05
BOS - MSN
First | 1 Stop | 3 left
From 25,000 Pts + $25.6
Premium cabin
2026-11-08
BOS - MSN
First | 1 Stop | 5 left
From 25,000 Pts + $25.6
Premium cabin
2026-11-12
BOS - MSN
First | Non stop
From 28,000 Pts + $5.6
Premium cabin
2026-11-10
BOS - MSN
First | Non stop
From 30,500 Pts + $5.6
Premium cabin
2026-11-11
BOS - MSN
First | Non stop
From 30,500 Pts + $5.6
Premium cabin
2026-11-05
BOS - MSN
First | 1 Stop
From 34,000 Pts + $5.6
Selected hotels for your next stay
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Frequently Asked Questions
The cheapest route from Boston to Madison depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Boston to Madison.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Boston to Madison.
Boston and Madison are about 930 miles (1,496 km) apart in a straight line.
Flying the 930-mile straight-line distance takes about 2h 15m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Madison is 1 hour behind Boston.
Departures from Boston: General Edward Lawrence Logan Intl (BOS). Arrivals in Madison: Dane County Regional Truax Field (MSN).
Travelers searching this route also look at other popular routes into Madison, plus the return trip when we track it. Fares and award space change daily.
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Our mission is to provide the simplest and best
points travel planning experience. Yeah!
