How many flights from Boston to Milwaukee are non-stop?

In the trailing 90 days, approximately 56.3% of flights from Boston to Milwaukee were non-stop. For flights that include connections, travelers typically experience a median of 2 stopovers. This indicates that a significant portion of the available flights offer a direct travel option.

How long does it take to fly from Boston to Milwaukee?

A direct flight from Boston to Milwaukee typically takes about 2 hours and 35 minutes. This covers an approximate distance of 1381 kilometers. For flights with one stop, the median travel time increases to approximately 5 hours and 40 minutes. Travelers should consider these durations when planning their journey.

Are there frequently good prices on flights from Boston to Milwaukee?

Historically, flights from Boston to Milwaukee are classified as having frequent good prices. This suggests that travelers often find favorable fares for this route. Over the trailing 30 days, good prices have been observed regularly, indicating consistent opportunities for savings.

Flights From Boston

To Milwaukee

Cheap Flights from Boston to Milwaukee

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Deals from

Boston

RatePunk searches hundreds of travel sites at once for deals on flights to Milwaukee

Prices updated 2 days ago

405 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 26, 2026.)

Today’s best flight deals from Boston to Milwaukee

Explore current cheapest deals departing from Boston to Milwaukee

2026-10-03 – 2026-10-06
BOS - Milwaukee
48% AI deal score
$181
$195
Round trip
2026-09-05 – 2026-09-08
BOS - Milwaukee
48% AI deal score
$167
$196
Round trip
2026-09-15 – 2026-09-23
BOS - Milwaukee
48% AI deal score
$161
$197
Round trip
2026-09-22 – 2026-09-29
BOS - Milwaukee
48% AI deal score
$168
$197
Round trip
2026-09-02 – 2026-09-05
BOS - Milwaukee
48% AI deal score
$167
$198
Round trip
2026-08-19 – 2026-08-26
BOS - Milwaukee
48% AI deal score
$182
$205
Round trip
2026-09-23 – 2026-09-29
BOS - Milwaukee
48% AI deal score
$168
$205
Round trip
2026-08-12 – 2026-08-15
BOS - Milwaukee
81% AI deal score
$370
$216
Round trip
2026-08-12 – 2026-08-18
BOS - Milwaukee
80% AI deal score
$349
$216
Round trip
2026-08-22 – 2026-09-08
BOS - Milwaukee
47% AI deal score
$153
$216
Round trip

Boston to Milwaukee: Overview

Insights for flights from Boston to Milwaukee

For travelers looking for cheap flights from Boston to Milwaukee, January stands out as the most affordable month, with a median fare of $138. Following closely, March offers a median fare of $147, and September presents a median of $217. These months represent the best opportunities for cost-effective travel on this route.

Fares for flights from Boston to Milwaukee typically range from $217–$639, with a median of $229. Right now, current fares are below the typical level, indicating a potentially good time to buy. Only 6% of recent fares were classified as a good price, suggesting that finding exceptionally low prices can be challenging. New deals appear almost daily, so setting up a price alert could be beneficial.

When flying from Boston to Milwaukee, a meaningful share of itineraries are non-stop, while the remaining flights connect at least once. For those itineraries that do involve connections, the typical number of stopovers is 2.

A typical journey from Boston to Milwaukee takes approximately 5h 29m, including connections. This duration accounts for both direct flights and those with one or more stopovers, providing a realistic expectation for total travel time.

The distance between Boston and Milwaukee is 1381 kilometers, classifying this as a short-haul flight. This distance typically translates to a quicker travel experience compared to longer routes.

How much is a round trip from Boston to Milwaukee

Regular price: $139 - $405

Prices for flights from Boston to Milwaukee are currently within the regular range.

The regular price range for this route is $139 to $405. The current lowest deal is $203 with JetBlue Airways for travel from Aug 22-Aug 29.

now $203

Low $139

High $405

The cheapest time to fly from Boston to Milwaukee

The cheapest month to fly from Boston to Milwaukee is January, with a median price of $138. The most expensive month is July, with a median price of $609. Prices are generally lower from January to October.

January

Cheapest

Flights from $138

July

Most Expensive

Flights from $609

Jan

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Direct flights from Boston to Milwaukee

JetBlue Airways

Last-minute flights going from Boston to Milwaukee

Sat, Aug 1

⌛ Last-Minute

BOS - Milwaukee

Boston (BOS) - Milwaukee (MKE)

JetBlue Airways

$582

$382

One-way

Sun, Aug 2

⌛ Last-Minute

BOS - Milwaukee

Boston (BOS) - Milwaukee (MKE)

United Airlines

$447

$391

One-way

Tue, Aug 4

⌛ Last-Minute

BOS - Milwaukee

Boston (BOS) - Milwaukee (MKE)

American Airlines

$446

$271

One-way

Wed, Aug 5

⌛ Last-Minute

BOS - Milwaukee

Boston (BOS) - Milwaukee (MKE)

Deutsche Luft Hansa

$199

$216

One-way

Wed, Aug 5

⌛ Last-Minute

BOS - Milwaukee

Boston (BOS) - Milwaukee (MKE)

American Airlines

$434

$246

One-way

Thu, Aug 6

⌛ Last-Minute

BOS - Milwaukee

Boston (BOS) - Milwaukee (MKE)

American Airlines

$429

$396

One-way

Biggest price drops on these dates for flights from Boston to Milwaukee

1 night

Aug 1 - Aug 2

$582 → $382

34%

3 nights

Aug 5 - Aug 8

$434 → $246

43%

3 nights

Aug 4 - Aug 7

$446 → $271

39%

1 night

Aug 26 - Aug 27

$370 → $233

37%

Popular Airports to fly from Boston to Milwaukee

Boston - Milwaukee route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Boston to Milwaukee are below the typical level for the route.

📅 Best time to fly

January is historically cheapest at $138

Historically, January is the cheapest month to fly from Boston to Milwaukee, with a median price of $138.

⏱️ Flight duration

Median flight time is 5h 29m

The median flight duration from Boston to Milwaukee is 5 hours and 29 minutes.

✈️ Airlines & availability

56.3% of recent flights are direct

56.3% of recent flights from Boston to Milwaukee are direct, with connecting flights typically having 2 stopovers.

🏆 Airline highlight

JetBlue Airways offers direct flights

JetBlue Airways provides direct flight options for the Boston to Milwaukee route.

🎯 Booking tip

Deals appear frequently

Deals for flights from Boston to Milwaukee appear frequently, offering good opportunities to book.

Boston main airports to depart from

Logan International (BOS)

Cheapest

Boston Logan International Airport is a convenient choice for flights from Boston to Milwaukee.

📍 ~5 km from Boston city center (reachable by car or public transport)

💸 Flights from ~$196

Milwaukee main airports to arrive at

General Mitchell International (MKE)

Cheapest

General Mitchell International Airport is the primary airport serving Milwaukee, Wisconsin, and surrounding areas.

📍 ~10 km from Milwaukee city center (reachable by car)

💸 Flights from ~$196

Airports nearby Milwaukee used as alternative

O Hare International (ORD)

Cheapest

Chicago O'Hare offers significantly more flight options and often lower fares due to high carrier competition.

📍 ~100 km from Milwaukee (reachable by bus or train)

💸 Flights from ~$135

Business & First Class Flight Deals to Milwaukee

81% AI deal score

$1,475

$843

Save $632

Frequently Asked Questions About Flights to Milwaukee

Historically, the best time to purchase tickets for flights from Boston to Milwaukee is typically 7-13 days before departure. During this window, the average price for a flight is around $226. Prices tend to increase as the departure date approaches, with flights booked 14-27 days out averaging $266, and those booked 60+ days out averaging $585. Planning your purchase within the 7-13 day window can lead to more favorable fares.

Across the trailing quarter, a good price for a flight from Boston to Milwaukee is considered to be $217 or less. The median price for this route was $229. Prices can vary, with 75% of fares historically being $639 or less. Aiming for a fare at or below $217 can help secure a cost-effective trip.

Historically, January and March have offered some of the most affordable flights from Boston to Milwaukee, with median prices of $138 and $147 respectively. While September also shows a median of $217, it was also the most expensive month in the trailing 270 days. The annual median price for this route is $229, so targeting January or March could result in significant savings.

Related routes

More routes from Boston

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Flights to Milwaukee from other cities

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Boston to Milwaukee: Overview

Insights for flights from Boston to Milwaukee

How much is a round trip from Boston to Milwaukee

Regular price: $139 - $405

Prices for flights from Boston to Milwaukee are currently within the regular range.

The regular price range for this route is $139 to $405. The current lowest deal is $203 with JetBlue Airways for travel from Aug 22-Aug 29.

now $203

Low $139

High $405

The cheapest time to fly from Boston to Milwaukee

January

Cheapest

Flights from $138

July

Most Expensive

Flights from $609

Jan

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct