Cheap Flights from Boston to Milwaukee
Cheap Flights from Boston to Milwaukee
Looking for cheap flights from Boston to Milwaukee? 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 Milwaukee vary by season, cabin, and date, but available award flights can start around 11,000 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 Milwaukee for specific travel dates.
2026-11-24
BOS - MKE
Economy | Non stop | 7 left
From 11,000 Pts + $5.6
2026-11-26
BOS - MKE
Economy | Non stop | 9+ left
From 11,000 Pts + $5.6
2026-11-27
BOS - MKE
Economy | Non stop | 9+ left
From 11,000 Pts + $5.6
2026-12-01
BOS - MKE
Economy | Non stop | 9+ left
From 11,000 Pts + $5.6
2026-12-05
BOS - MKE
Economy | Non stop | 9+ left
From 11,000 Pts + $5.6
2026-12-06
BOS - MKE
Economy | Non stop | 1 left
From 11,000 Pts + $5.6
Boston to Milwaukee flight facts
Distance
858 mi
1,381 km in a straight line
Estimated flight time
about 2h 15m
In the air, for the straight-line distance
Time difference
−1h
Milwaukee is 1 hour behind Boston.
Airports in Boston
BOS · General Edward Lawrence Logan Intl
Airports in Milwaukee
MKE · General Mitchell Intl
Nearby airport alternatives
Flights Worcester - Milwaukee · Worcester is 45 mi from Boston
Flights Providence - Milwaukee · Providence is 49 mi from Boston
Flights Boston - Chicago · Chicago is 73 mi from Milwaukee
Flights Boston - Madison · Madison is 74 mi from Milwaukee
Flights Boston - South Bend · South Bend is 118 mi from Milwaukee
Flights Boston - Grand Rapids · Grand Rapids is 120 mi from Milwaukee
Premium cabin flights from Boston to Milwaukee
Premium cabin
2026-11-14
BOS - MKE
First | Non stop | 7 left
From 28,500 Pts + $5.6
Premium cabin
2026-11-17
BOS - MKE
First | Non stop | 5 left
From 28,500 Pts + $5.6
Premium cabin
2026-11-18
BOS - MKE
First | Non stop | 5 left
From 28,500 Pts + $5.6
Premium cabin
2026-11-21
BOS - MKE
First | 1 Stop | 6 left
From 35,100 Pts + $5.6
Premium cabin
2026-11-15
BOS - MKE
First | 1 Stop | 6 left
From 39,500 Pts + $5.6
Premium cabin
2026-11-16
BOS - MKE
First | Non stop | 6 left
From 39,500 Pts + $5.6
Selected hotels for your next stay
Frequently Asked Questions
The cheapest route from Boston to Milwaukee 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 Milwaukee.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Boston to Milwaukee.
Boston and Milwaukee are about 858 miles (1,381 km) apart in a straight line.
Flying the 858-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.
Milwaukee is 1 hour behind Boston.
Departures from Boston: General Edward Lawrence Logan Intl (BOS). Arrivals in Milwaukee: General Mitchell Intl (MKE).
Travelers searching this route also look at other popular routes into Milwaukee, plus the return trip when we track it. Fares and award space change daily.
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