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$99+ Cheap flights from Boston to Milwaukee (BOS - MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Milwaukee-Mitchell are usually found in August or May, booked 80 days in advance, depart on a Wednesday or Tuesday and return on a Saturday

Cheap flight deals from Boston to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 12, 2025.

Round-trip from

$157
(JetBlue)

One-way from

$99
(Southwest)

Popular in

December

Cheapest in

August

Average price

$306

Good round-trip deal

$212 or less

Good one-way deal

$134 or less
From Boston Logan Intl to Milwaukee-Mitchell
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One-way flight from Boston Logan Intl to Milwaukee-Mitchell
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Highest demand for flights based on searches. 15% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Milwaukee-Mitchell.
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Price to beat on a one-way flight from Boston Logan Intl to Milwaukee-Mitchell.
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Find flight deals from Boston to Milwaukee

Cheapest flights from Boston to Milwaukee
Explore the most affordable flight options available from Boston to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/271:01 pmBOS - MKE
Nonstop2h 30mJetBlue
Tue 9/23:30 pmMKE - BOS
Nonstop2h 15mJetBlue
Deal found 6/10$157
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/264:25 pmBOS - MKE
Nonstop2h 47mDelta
Wed 9/36:55 pmMKE - BOS
Nonstop2h 23mDelta
Deal found 6/11$167
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/84:25 pmBOS - MKE
1 stop7h 00mSouthwest
Wed 7/165:30 pmMKE - BOS
1 stop4h 50mSouthwest
Deal found 6/10$177
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/18:45 amBOS - MKE
1 stop7h 53mAmerican Airlines
Tue 7/85:57 pmMKE - BOS
1 stop5h 17mAmerican Airlines
Deal found 6/11$213
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/226:07 amBOS - MKE
1 stop4h 55mUnited Airlines
Tue 7/297:00 amMKE - BOS
2 stops6h 14mUnited Airlines
Deal found 6/10$214
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/308:35 pmBOS - MKE
2 stops22h 30mSpirit Airlines
Fri 7/49:01 amMKE - BOS
1 stop26h 10mSpirit Airlines
Deal found 6/11$220
This Mytrip deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:30 pmBOS - MKE
2 stops26h 26mMultiple Airlines
Sun 10/266:35 pmMKE - BOS
1 stop15h 06mMultiple Airlines
Deal found 6/9$321

Cheapflights Fare Finder

Customize your flight search to find flights from Boston to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Boston to Milwaukee that are best for you.

Fly from

Boston

Fly to

Milwaukee

Route

Depart

Return

Price

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 8/27

1:01 pm-2:31 pm

Nonstop2h 30m

Milwaukee-Mitchell

Tue 9/2

3:30 pm-6:45 pm

Nonstop2h 15m

$157

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 8/26

4:25 pm-6:12 pm

Nonstop2h 47m

Milwaukee-Mitchell

Wed 9/3

6:55 pm-10:18 pm

Nonstop2h 23m

$167

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 7/8

4:25 pm-10:25 pm

1 stop7h 00m

Milwaukee-Mitchell

Wed 7/16

5:30 pm-11:20 pm

1 stop4h 50m

$177

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 7/1

8:45 am-3:38 pm

1 stop7h 53m

Milwaukee-Mitchell

Tue 7/8

5:57 pm-12:14 am

1 stop5h 17m

$213

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 7/22

6:07 am-10:02 am

1 stop4h 55m

Milwaukee-Mitchell

Tue 7/29

7:00 am-2:14 pm

2 stops6h 14m

$214

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Mon 6/30

8:35 pm-6:05 pm

2 stops22h 30m

Milwaukee-Mitchell

Fri 7/4

9:01 am-12:11 pm

1 stop26h 10m

$220

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 6/18

9:44 am-5:29 pm

2 stops32h 45m

Milwaukee-Mitchell

Fri 6/27

9:01 am-7:12 am

1 stop21h 11m

$324

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 7/11

6:07 am-10:02 am

1 stop4h 55m

$99

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Mon 7/7

5:35 am-7:20 pm

1 stop14h 45m

$104

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sun 9/7

4:48 pm-12:09 am

1 stop8h 21m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 15 results
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Best time to book a flight from Boston to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Boston to Milwaukee

How far ahead should I book a flight from Boston to Milwaukee?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Milwaukee. Price data was last updated on June 9, 2025.

To ensure you get the cheapest price possible for a flight from Boston to Milwaukee, you should look to book at least 80 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Boston to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Boston to Milwaukee (average of $280). Flying from Boston to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to MKE?

Find hourly flight availability from Boston to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

It’s typically best to fly out from Boston to Milwaukee at noon. Doing so could potentially save you 29% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Boston to Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from Boston to Milwaukee. Price data was last updated on June 8, 2025.

Travelers seeking maximum savings on their Boston to Milwaukee flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated June 12, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Boston to Milwaukee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Boston to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airports do I use to fly from Boston to Milwaukee?

    If you wish to fly to Milwaukee from Boston, then you need to book flights from Boston Logan Intl to Milwaukee-Mitchell. There are 4 flights from Logan Intl (BOS) to Milwaukee-Mitchell (MKE) per day to choose from. Flights to Milwaukee from Logan Intl are available from 6 different airlines, which means you should have some options if you want to compare airfare deals. 2h 28m is how long a nonstop flight from Boston to Milwaukee-Mitchell typically takes.

  • What are the cheapest airlines flying from Boston to Milwaukee round-trip?

    According to our current data, JetBlue ($157), Delta ($167), and Southwest ($177) offers the cheapest pricing from Boston to Milwaukee. These flights start at 54% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Boston to Milwaukee one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $99. Users have also found prices from $106 and $109 on United Airlines and American Airlines, respectively.

  • What are the most reliable airlines from Boston to Milwaukee?

    No one likes to see their flight delayed. When booking a flight from Boston to Milwaukee consider choosing WestJet (91%), KLM (87%) or Virgin Atlantic (87%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Boston to Milwaukee?

    The cheapest flight price from Boston to Milwaukee is $88. On average you can expect to pay $271. The most popular route, (Boston Logan Intl - Milwaukee-Mitchell), can usually be booked for $157.

  • Can I find deals for flights from Boston to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Boston to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Milwaukee.

  • Can I find deals for business class flights from Boston to Milwaukee?

    Yes. Cheapflights offers flight deals from Boston to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Boston to Milwaukee (average of $280). Flying from Boston to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Mequon
Sheboygan
Oak Creek
Wauwatosa

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Alternative routes for Boston to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Boston to Milwaukee

Discover the top 6 airlines that operate flights from Boston to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$175FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$144Average$298FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$186Average$291FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$186Average$288FlexibilityNo cancel feeOn-time71%
DeltaCheapest$195Average$397FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$206Average$368FlexibilityNo cancel feeOn-time63%

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