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$89+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
oct. 19 — oct. 261
dom. 10/19
dom. 10/26
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 67 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 septiembre 19, 2025.

Round-trip from

$187
(JetBlue)

One-way from

$89
(Southwest)

Popular in

November

Cheapest in

September

Average price

$270

Good round-trip deal

$192 or less

Good one-way deal

$158 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. 11% potential increase in price ($44 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 September 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 septiembre 19, 2025.

This JetBlue deal was found by Cheapflights users on 9/17. 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.
mié. 10/152:15 pmBOS - MKE
Nonstop2h 28mJetBlue
sáb. 10/184:38 pmMKE - BOS
Nonstop2h 21mJetBlue
Deal found 9/17$187
This JetBlue deal was found by Cheapflights users on 9/17. 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.
jue. 10/22:15 pmBOS - MKE
Nonstop2h 28mJetBlue
lun. 10/64:38 pmMKE - BOS
Nonstop2h 21mJetBlue
Deal found 9/17$189
This United Airlines deal was found by Cheapflights users on 9/18. 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.
mié. 10/156:00 amBOS - MKE
1 stop5h 11mUnited Airlines
sáb. 10/186:05 amMKE - BOS
1 stop4h 48mUnited Airlines
Deal found 9/18$192
This Delta deal was found by Cheapflights users on 9/17. 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.
vie. 10/35:00 pmBOS - MKE
1 stop6h 05mDelta
lun. 10/67:57 pmMKE - BOS
Nonstop2h 22mDelta
Deal found 9/17$197
This JetBlue deal was found by Cheapflights users on 9/17. 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.
jue. 10/22:15 pmBOS - MKE
Nonstop2h 28mJetBlue
mar. 10/74:38 pmMKE - BOS
Nonstop2h 22mJetBlue
Deal found 9/17$198
This Southwest deal was found by Cheapflights users on 9/18. 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.
mar. 10/285:15 amBOS - MKE
2 stops7h 15mSouthwest
jue. 10/301:20 pmMKE - BOS
1 stop9h 05mSouthwest
Deal found 9/18$203
This United Airlines deal was found by Cheapflights users on 9/17. 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.
mar. 10/76:00 amBOS - MKE
1 stop5h 11mUnited Airlines
mié. 10/86:10 amMKE - BOS
1 stop6h 15mUnited Airlines
Deal found 9/17$206
This American Airlines deal was found by Cheapflights users on 9/17. 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.
jue. 10/23:46 pmBOS - MKE
1 stop5h 06mAmerican Airlines
lun. 10/64:59 pmMKE - BOS
1 stop5h 03mAmerican Airlines
Deal found 9/17$208
This JetBlue deal was found by Cheapflights users on 9/17. 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.
lun. 10/132:15 pmBOS - MKE
Nonstop2h 28mJetBlue
mié. 10/154:38 pmMKE - BOS
Nonstop2h 22mJetBlue
Deal found 9/17$209
This United Airlines deal was found by Cheapflights users on 9/18. 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.
sáb. 10/48:00 amBOS - MKE
2 stops8h 09mUnited Airlines
lun. 10/65:45 pmMKE - BOS
1 stop6h 05mUnited Airlines
Deal found 9/18$212
This JetBlue deal was found by Cheapflights users on 9/18. 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.
mié. 10/12:15 pmBOS - MKE
Nonstop2h 28mJetBlue
mar. 10/74:38 pmMKE - BOS
Nonstop2h 22mJetBlue
Deal found 9/18$217

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 septiembre 19, 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

mié. 10/15

2:15 pm-3:43 pm

Nonstop2h 28m

Milwaukee-Mitchell

sáb. 10/18

4:38 pm-7:59 pm

Nonstop2h 21m

$187

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

mié. 10/15

6:00 am-10:11 am

1 stop5h 11m

Milwaukee-Mitchell

sáb. 10/18

6:05 am-11:53 am

1 stop4h 48m

$192

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

mar. 10/21

5:24 am-10:18 am

1 stop5h 54m

Milwaukee-Mitchell

vie. 10/24

1:43 pm-8:45 pm

1 stop6h 02m

$207

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

jue. 11/6

5:55 pm-11:00 pm

1 stop6h 05m

Milwaukee-Mitchell

lun. 11/10

5:55 pm-11:40 pm

1 stop4h 45m

$207

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

mar. 10/7

2:15 pm-3:43 pm

Nonstop2h 28m

Milwaukee-Mitchell

vie. 10/10

4:38 pm-7:59 pm

Nonstop2h 21m

$218

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

sáb. 10/4

10:00 am-11:38 am

Nonstop2h 38m

Milwaukee-Mitchell

mar. 10/7

1:10 pm-8:01 pm

1 stop5h 51m

$247

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

mar. 10/21

6:00 am-10:03 am

1 stop5h 03m

Milwaukee-Mitchell

vie. 10/24

7:57 pm-11:19 pm

Nonstop2h 22m

$247

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

sáb. 11/22

6:23 pm-10:43 pm

1 stop5h 20m

Milwaukee-Mitchell

mié. 11/26

5:52 pm-12:45 am

1 stop5h 53m

$247

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

vie. 9/26

5:25 pm-7:08 pm

Nonstop2h 43m

Milwaukee-Mitchell

lun. 9/29

7:50 pm-11:15 pm

Nonstop2h 25m

$247

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

vie. 10/3

6:00 am-11:26 am

1 stop6h 26m

Milwaukee-Mitchell

dom. 10/5

5:00 am-11:02 am

1 stop5h 02m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 23 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 September 12, 2025.

To ensure you get the cheapest price possible for a flight from Boston to Milwaukee, you should look to book at least 67 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 septiembre 19, 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 September 14, 2025.

Travelers seeking maximum savings on their Boston to Milwaukee flight should consider departing on Tuesday 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.

How much does it cost to fly round-trip from Boston to Milwaukee?

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 septiembre 19, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United 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
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,911 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 5 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.

  • How long is the flight from Boston to Milwaukee?

    There are many flights that can get you from Boston to Milwaukee in 2h 28m. Fly via JetBlue, United Airlines, or American Airlines 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, Spirit Airlines ($112), JetBlue ($117), and Southwest ($176) offers the cheapest pricing from Boston to Milwaukee. These flights start at 66% 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 $89. Users have also found prices from $94 and $114 on United Airlines and JetBlue, 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 Delta (79%), Republic Airways (79%) or JetBlue (76%) 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 $93. On average you can expect to pay $283. The most popular route, (Boston Logan Intl - Milwaukee-Mitchell), can usually be booked for $187.

  • 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Oak Creek
New Berlin
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 septiembre 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$112Average$187FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$117Average$297FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$176Average$303FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$186Average$300FlexibilityNo cancel feeOn-time69%
DeltaCheapest$190Average$391FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$196Average$327FlexibilityNo cancel feeOn-time71%

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