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$74+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Milwaukee-Mitchell are usually found in September or May, booked 40 days in advance, depart on a Wednesday or Saturday and return on a Friday

Cheap 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 March 19, 2026.

This Mytrip deal was found by Cheapflights users on 3/15. 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 5/16:00 am
BOS
-
MKE
1 stop11h 28m
Frontier
Tue 5/58:46 am
MKE
-
BOS
1 stop23h 26m
Frontier
Deal found 3/15$189
This Super.com deal was found by Cheapflights users on 3/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:09 pm
BOS
-
MKE
Nonstop2h 30m
JetBlue
Sat 5/95:09 pm
MKE
-
BOS
Nonstop2h 15m
JetBlue
Deal found 3/15$190
This CheapOair deal was found by Cheapflights users on 3/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/310:53 am
BOS
-
MKE
1 stop25h 33m
Frontier
Wed 5/612:09 pm
MKE
-
BOS
1 stop12h 15m
Frontier
Deal found 3/16$191
This JetBlue deal was found by Cheapflights users on 3/15. 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.
Sat 5/92:44 pm
BOS
-
MKE
Nonstop2h 30m
JetBlue
Wed 5/134:34 pm
MKE
-
BOS
Nonstop2h 15m
JetBlue
Deal found 3/15$192
This Priceline deal was found by Cheapflights users on 3/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 am
BOS
-
MKE
1 stop6h 14m
Multiple Airlines
Sat 5/95:09 pm
MKE
-
BOS
Nonstop2h 15m
Multiple Airlines
Deal found 3/15$194
This Super.com deal was found by Cheapflights users on 3/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:09 pm
BOS
-
MKE
Nonstop2h 30m
JetBlue
Fri 5/84:34 pm
MKE
-
BOS
Nonstop2h 15m
JetBlue
Deal found 3/15$195
This JetBlue deal was found by Cheapflights users on 3/15. 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.
Tue 5/52:09 pm
BOS
-
MKE
Nonstop2h 30m
JetBlue
Fri 5/84:34 pm
MKE
-
BOS
Nonstop2h 15m
JetBlue
Deal found 3/15$197
This Priceline deal was found by Cheapflights users on 3/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:30 am
BOS
-
MKE
1 stop11h 11m
Frontier
Mon 4/134:32 pm
MKE
-
BOS
1 stop7h 54m
Frontier
Deal found 3/15$201
This Southwest deal was found by Cheapflights users on 3/14. 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.
Sat 4/115:25 am
BOS
-
MKE
1 stop7h 35m
Southwest
Sat 4/182:15 pm
MKE
-
BOS
1 stop8h 25m
Southwest
Deal found 3/14$202
This Cheapflightsfares deal was found by Cheapflights users on 3/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
BOS
-
MKE
Nonstop2h 36m
JetBlue
Thu 6/119:41 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Deal found 3/15$207
This Southwest deal was found by Cheapflights users on 3/14. 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.
Mon 4/137:25 pm
BOS
-
MKE
2 stops14h 15m
Southwest
Mon 4/205:20 pm
MKE
-
BOS
1 stop4h 50m
Southwest
Deal found 3/14$208
This Priceline deal was found by Cheapflights users on 3/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:00 am
BOS
-
MKE
1 stop6h 14m
Multiple Airlines
Thu 6/48:26 am
MKE
-
BOS
Nonstop2h 18m
Multiple Airlines
Deal found 3/15$209

Find 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 March 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$189
(Mytrip)

One-way from

$74
(Flysmarter)

Popular in

November

Cheapest in

September

Average price

$442

Good round-trip deal

$242 or less

Good one-way deal

$243 or less
Provider with most accurate pricing for Boston Logan Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Milwaukee-Mitchell flights.
Search Deals
From Boston Logan Intl to Milwaukee-Mitchell
Search Deals
One-way flight from Boston Logan Intl to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Milwaukee-Mitchell.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Milwaukee-Mitchell.
Search Deals

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 March 19, 2026.
Use the filters below to find and compare flights from Boston to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 5/1

5:40 am-9:50 am

1 stop5h 10m

Milwaukee-Mitchell

Tue 5/5

8:00 am-1:50 pm

1 stop4h 50m

$212

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 4/9

6:00 am-10:10 am

1 stop5h 10m

Milwaukee-Mitchell

Fri 4/10

9:43 am-6:19 pm

2 stops7h 36m

$228

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 5/1

8:00 am-1:34 pm

1 stop6h 34m

Milwaukee-Mitchell

Fri 5/8

7:50 pm-11:13 pm

Nonstop2h 23m

$237

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 8/27

6:00 am-10:07 am

1 stop5h 07m

Milwaukee-Mitchell

Sun 8/30

6:00 am-12:24 pm

1 stop5h 24m

$267

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 9/5

5:30 am-8:41 am

1 stop4h 11m

Milwaukee-Mitchell

Mon 9/7

6:25 pm-11:32 pm

1 stop4h 07m

$272

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 5/22

5:40 am-9:50 am

1 stop5h 10m

Milwaukee-Mitchell

Sun 5/24

7:10 am-12:10 pm

1 stop4h 00m

$277

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 5/21

6:00 am-9:57 am

1 stop4h 57m

Milwaukee-Mitchell

Mon 5/25

1:30 pm-9:56 pm

1 stop7h 26m

$289

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 5/23

6:00 am-4:42 pm

3 stops11h 42m

Milwaukee-Mitchell

Tue 6/2

7:00 pm-12:59 am

1 stop4h 59m

$302

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 4/9

6:00 am-10:10 am

1 stop5h 10m

Milwaukee-Mitchell

Wed 4/15

6:50 am-4:22 pm

2 stops8h 32m

$312

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Thu 4/9

6:00 am-1:47 pm

2 stops8h 47m

Milwaukee-Mitchell

Mon 4/13

5:10 am-11:01 am

1 stop4h 51m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Boston to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Milwaukee in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 March 13, 2026.

To ensure you get the cheapest price possible for a flight from Boston to Milwaukee, you should look to book at least 40 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, September is the cheapest month in which you can book a flight from Boston to Milwaukee (average of $91). Flying from Boston to Milwaukee in January is currently the most expensive (average of $123). 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 March 19, 2026.

It’s typically best to fly out from Boston to Milwaukee at noon. Doing so could potentially save you 15% on the flight price compared to flying in the morning, 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 March 14, 2026.

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. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 March 19, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines 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.
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,319 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,293 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,439 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,909 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,473 reviews
Southwest
8.0
Very good
4,319 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 5 different airlines, which means you should have some options if you want to compare airfare deals. 2h 30m is how long a nonstop flight from Boston to Milwaukee-Mitchell typically takes.

  • How popular is this Boston to Milwaukee flight route?

    The Boston Logan Intl to Milwaukee-Mitchell flight path was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Boston to Milwaukee?

    There are many flights that can get you from Boston to Milwaukee in 5h 10m. Fly via Southwest, United Airlines, or Delta to get the fastest option. Airlines will cover a distance of 857 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    According to our current data, JetBlue ($98), Delta ($141), and Southwest ($176) offers the cheapest pricing from Boston to Milwaukee. These flights start at 70% 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 JetBlue. According to our data, you can fly for as low as $78. Users have also found prices from $88 and $98 on American Airlines and Southwest, 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 Korean Air (82%), Delta (82%) or Republic Airways (82%) 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 $103. On average you can expect to pay $355. The most popular route, (Boston Logan Intl - Milwaukee-Mitchell), can usually be booked for $152.

  • 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, September is the cheapest month in which you can book a flight from Boston to Milwaukee (average of $91). Flying from Boston to Milwaukee in January is currently the most expensive (average of $123). 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa

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Top 5 airlines flying from Boston to Milwaukee

Discover the top 5 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 March 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$98Average$276FlexibilityNo cancel feeOn-time62%
DeltaCheapest$141Average$347FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$176Average$273FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$206Average$276FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$388FlexibilityNo cancel feeOn-time69%

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