
Cheap Flights from Milwaukee to Boston
Cheap Flights from Milwaukee to Boston
Looking for cheap flights from Milwaukee 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 Milwaukee to Boston vary by season, cabin, and date, but available award flights can start around 10,000–11,000 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 Milwaukee to Boston for specific travel dates.
2026-11-27
MKE - BOS
Economy | 1 Stop
From 10,000 Pts + $5.6

2026-11-22
MKE - BOS
Economy | Non stop | 9+ left
From 11,000 Pts + $5.6

2026-11-23
MKE - BOS
Economy | Non stop | 9+ left
From 11,000 Pts + $5.6

2026-11-24
MKE - BOS
Economy | Non stop | 6 left
From 11,000 Pts + $5.6

2026-11-26
MKE - BOS
Economy | Non stop | 9+ left
From 11,000 Pts + $5.6

2026-12-01
MKE - BOS
Economy | Non stop | 9+ left
From 11,000 Pts + $5.6

Milwaukee to Boston 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
Boston is 1 hour ahead of Milwaukee.
Airports in Milwaukee
MKE · General Mitchell Intl
Airports in Boston
BOS · General Edward Lawrence Logan Intl
Nearby airport alternatives
Flights Milwaukee - Manchester NH · Manchester NH is 45 mi from Boston
Flights Milwaukee - Worcester · Worcester is 45 mi from Boston
Flights Milwaukee - Providence · Providence is 49 mi from Boston
Flights Chicago - Boston · Chicago is 73 mi from Milwaukee
Flights Madison - Boston · Madison is 74 mi from Milwaukee
Flights Milwaukee - Windsor Locks · Windsor Locks is 91 mi from Boston
Premium cabin flights from Milwaukee to Boston
Premium cabin
2026-11-14
MKE - BOS
First | Non stop | 5 left
From 28,500 Pts + $5.6

Premium cabin
2026-11-17
MKE - BOS
First | Non stop | 9+ left
From 28,500 Pts + $5.6

Premium cabin
2026-11-18
MKE - BOS
First | Non stop | 5 left
From 28,500 Pts + $5.6

Premium cabin
2026-11-21
MKE - BOS
First | 1 Stop | 1 left
From 35,100 Pts + $5.6

Premium cabin
2026-11-22
MKE - BOS
First | Non stop | 5 left
From 35,100 Pts + $5.6

Premium cabin
2026-11-15
MKE - BOS
First | 1 Stop | 4 left
From 39,500 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 Milwaukee 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 Milwaukee to Boston.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Milwaukee to Boston.
Milwaukee and Boston 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.
Boston is 1 hour ahead of Milwaukee.
Departures from Milwaukee: General Mitchell Intl (MKE). 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!