Cheap Flights from Madison to Boston
Cheap Flights from Madison to Boston
Looking for cheap flights from Madison to Boston? 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 Madison to Boston 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 Madison to Boston for specific travel dates.
2026-11-09
MSN - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-10
MSN - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-11
MSN - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-12
MSN - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-13
MSN - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-14
MSN - BOS
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
Madison to Boston 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
Boston is 1 hour ahead of Madison.
Airports in Madison
MSN · Dane County Regional Truax Field
Airports in Boston
BOS · General Edward Lawrence Logan Intl
Nearby airport alternatives
Flights Milwaukee - Boston · Milwaukee is 74 mi from Madison
Flights Chicago - Boston · Chicago is 111 mi from Madison
Flights Cedar Rapids - Boston · Cedar Rapids is 149 mi from Madison
Flights South Bend - Boston · South Bend is 183 mi from Madison
Premium cabin flights from Madison to Boston
Premium cabin
2026-11-05
MSN - BOS
First | Non stop | 3 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-07
MSN - BOS
First | Non stop | 9+ left
From 15,000 Pts + $25.6
Premium cabin
2026-11-06
MSN - BOS
First | 1 Stop | 8 left
From 25,000 Pts + $25.6
Premium cabin
2026-11-08
MSN - BOS
First | 1 Stop | 1 left
From 25,000 Pts + $25.6
Premium cabin
2026-11-08
MSN - BOS
First | 1 Stop | 3 left
From 30,500 Pts + $5.6
Premium cabin
2026-11-09
MSN - BOS
First | Non stop
From 30,500 Pts + $5.6
Selected hotels for your next stay
Falmouth, MA (USA)
AutoCamp Cape Cod
From 74,000 Pts or $173
Boston, MA (USA)
The Westin Boston Seaport District
From Pts or $126
Boston, MA (USA)
The Ritz-Carlton, Boston
From Pts or $412
Frequently Asked Questions
The cheapest route from Madison to Boston 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 Madison to Boston.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Madison to Boston.
Madison and Boston 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.
Boston is 1 hour ahead of Madison.
Departures from Madison: Dane County Regional Truax Field (MSN). Arrivals in Boston: General Edward Lawrence Logan Intl (BOS).
Travelers searching this route also look at other popular routes into Boston, plus the return trip when we track it. Fares and award space change daily.
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points travel planning experience. Yeah!
