Are there nonstop flights from Madison (MSN) to Boston (BOS)?

Yes. American Eagle (airline brand), Delta Connection fly this route. Flight time is about 2h 16m.

What is the fastest connection from Madison (MSN) to Boston (BOS)?

via Detroit ≈ 2h 47m, via Chicago ≈ 2h 50m, via New York ≈ 2h 53m (estimated flying time, excluding layovers).

from 15,000 ANA miles, from 15,000 JAL miles (economy, one way, based on the published award charts).

Dane County Regional Truax Field (MSN) to Boston Logan International Airport (BOS)・1,496 km

Nonstop flights available (2 airlines). Flight time about 2h 16m. Nonstop return flights also operate.

With milesANA 15,000 miles+ (via ORD)JAL 15,000 miles+ (via CLT)Economy, one way, estimate. Tap a connection for miles by cabin.

10 one-stop options, sorted by estimated flying time. Tap one to see the airlines on each leg and booking links.

Times are estimated from distance. Check schedules, frequency and availability with the airline or a booking site.