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

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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Sep 3 — Sep 101
Thu 9/3
Thu 9/10
1 adult, Economy
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Find cheap flights from Milwaukee to Boston with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Boston Logan Intl are usually found in May or June, booked 83 days in advance, depart on a Friday or Wednesday and return on a Saturday

Cheap flight deals from Milwaukee to Boston

Cheapest flights from Milwaukee to Boston
Explore the most affordable flight options available from Milwaukee to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.

This Frontier deal was found by Cheapflights users on 8/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:10 pm
MKE
-
BOS
1 stop11h 10m
Frontier
Mon 10/129:15 am
BOS
-
MKE
1 stop11h 00m
Frontier
Deal found 8/2$188
This CheapOair deal was found by Cheapflights users on 7/31. 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.
Thu 8/2712:10 pm
MKE
-
BOS
1 stop19h 59m
Frontier
Mon 8/3110:04 am
BOS
-
MKE
1 stop26h 09m
Frontier
Deal found 7/31$198
This Priceline deal was found by Cheapflights users on 7/31. 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.
Sat 9/2610:55 am
MKE
-
BOS
Nonstop2h 14m
Multiple Airlines
Sat 10/1011:05 am
BOS
-
MKE
1 stop9h 10m
Multiple Airlines
Deal found 7/31$208
This Priceline deal was found by Cheapflights users on 8/2. 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.
Sun 10/118:10 pm
MKE
-
BOS
1 stop11h 10m
Multiple Airlines
Tue 10/138:45 am
BOS
-
MKE
Nonstop2h 50m
Multiple Airlines
Deal found 8/2$213
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/58:03 pm
MKE
-
BOS
1 stop12h 13m
Frontier
Mon 11/910:11 am
BOS
-
MKE
1 stop9h 57m
Frontier
Deal found 7/30$218
This Cheapflightsfares deal was found by Cheapflights users on 8/3. 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 9/2310:55 am
MKE
-
BOS
Nonstop2h 14m
JetBlue
Sat 9/268:30 am
BOS
-
MKE
Nonstop2h 32m
JetBlue
Deal found 8/3$220
This CheapOair deal was found by Cheapflights users on 8/3. 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.
Tue 9/1510:55 am
MKE
-
BOS
Nonstop2h 14m
Multiple Airlines
Sat 9/1911:36 am
BOS
-
MKE
1 stop22h 46m
Multiple Airlines
Deal found 8/3$223
This JetBlue deal was found by Cheapflights users on 8/2. 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 9/29:36 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Sat 9/57:10 am
BOS
-
MKE
Nonstop2h 34m
JetBlue
Deal found 8/2$227
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Wed 8/269:36 am
MKE
-
BOS
Nonstop2h 13m
Multiple Airlines
Mon 8/3110:04 am
BOS
-
MKE
1 stop26h 09m
Multiple Airlines
Deal found 7/29$228
This Delta deal was found by Cheapflights users on 7/30. 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 9/226:35 pm
MKE
-
BOS
Nonstop2h 31m
Delta
Tue 9/299:15 am
BOS
-
MKE
Nonstop2h 40m
Delta
Deal found 7/30$229
This Super.com deal was found by Cheapflights users on 8/3. 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.
Mon 9/2110:55 am
MKE
-
BOS
Nonstop2h 14m
JetBlue
Wed 9/238:30 am
BOS
-
MKE
Nonstop2h 32m
JetBlue
Deal found 8/3$230

Find flight deals from Milwaukee to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Boston (BOS). 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 August 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$188
(Frontier)

One-way from

$99
(Super.com)

Popular in

February

Cheapest in

May

Average price

$296

Good round-trip deal

$222 or less

Good one-way deal

$138 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Boston Logan Intl flights.
Search Deals
From Milwaukee-Mitchell to Boston Logan Intl
Search Deals
One-way flight from Milwaukee-Mitchell to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
Price to beat on a round-trip flight from Milwaukee-Mitchell to Boston Logan Intl.
Search Deals
Price to beat on a one-way flight from Milwaukee-Mitchell to Boston Logan Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Boston 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 August 4, 2026.
Use the filters below to find and compare flights from Milwaukee to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 10/7

4:56 pm-11:59 pm

1 stop6h 03m

Boston Logan Intl

Wed 10/14

9:00 am-10:46 am

Nonstop2h 46m

$237

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 9/22

1:23 pm-9:25 pm

1 stop7h 02m

Boston Logan Intl

Tue 9/29

9:15 am-10:55 am

Nonstop2h 40m

$239

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 9/2

6:40 am-4:00 pm

2 stops8h 20m

Boston Logan Intl

Wed 9/9

2:45 pm-9:20 pm

2 stops7h 35m

$252

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 9/22

6:40 am-4:00 pm

2 stops8h 20m

Boston Logan Intl

Tue 9/29

5:25 am-11:05 am

2 stops6h 40m

$257

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 9/10

6:35 pm-10:06 pm

Nonstop2h 31m

Boston Logan Intl

Mon 9/14

5:40 am-8:48 am

1 stop4h 08m

$257

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 8/26

10:50 am-4:33 pm

1 stop4h 43m

Boston Logan Intl

Mon 8/31

4:20 pm-6:12 pm

Nonstop2h 52m

$272

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 9/11

12:30 pm-7:40 pm

1 stop6h 10m

Boston Logan Intl

Tue 9/15

10:50 am-8:00 pm

2 stops10h 10m

$282

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 9/14

7:00 am-2:55 pm

2 stops6h 55m

Boston Logan Intl

Tue 9/15

10:50 am-8:00 pm

2 stops10h 10m

$307

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sun 10/4

6:35 pm-10:06 pm

Nonstop2h 31m

Boston Logan Intl

Wed 10/14

9:00 am-10:46 am

Nonstop2h 46m

$312

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 8/31

6:55 pm-10:22 pm

Nonstop2h 27m

Boston Logan Intl

Mon 9/7

5:30 am-8:55 am

1 stop4h 25m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

Showing 1-10 of 24 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Milwaukee to Boston

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 Milwaukee to Boston in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
Trip.comPrice 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 Milwaukee-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Boston 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 Milwaukee-Boston 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 Milwaukee to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Milwaukee 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 Milwaukee to Boston

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

The price you pay for your flight from Milwaukee to Boston may vary depending on when you book. For the best chance of a lower fare, look to book 82 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, May is the cheapest month in which you can book a flight from Milwaukee to Boston (average of $234). Flying from Milwaukee to Boston in February is currently the most expensive (average of $419). 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 MKE to BOS?

Find hourly flight availability from Milwaukee to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 4, 2026.

A simple way to save on the total cost of your ticket is to fly from Milwaukee to Boston in the afternoon. If you’re flexible enough to do this you can expect to save up to 47% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Boston. Price data was last updated on August 1, 2026.

Travelers seeking maximum savings on their Milwaukee to Boston flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday at noon 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 Milwaukee to Boston?

Airfare is below average for this route at the moment.

Milwaukee to Boston flights typically cost between $235 and $375 in October.
The cheapest round-trip price found within the last 5 days was $188 on Frontier (Oct 10-Oct 12).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated August 4, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Milwaukee to Boston have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,222 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Southwest
8.0
Very good
4,222 reviews
Southwest
8.0
Very good
4,222 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Delta
7.8
Good
8,483 reviews
Southwest
8.0
Very good
4,222 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
United Airlines
7.4
Good
10,059 reviews
Southwest
8.0
Very good
4,222 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
JetBlue
7.2
Good
3,025 reviews
Southwest
8.0
Very good
4,222 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
American Airlines
7.1
Good
11,850 reviews
Southwest
8.0
Very good
4,222 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Boston. 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 Milwaukee to Boston?

    You will need to book a flight from Milwaukee-Mitchell to Boston Logan Intl if you want to fly from Milwaukee to Boston. At least 5 different airlines have flights from Milwaukee-Mitchell (MKE) to Logan Intl (BOS) on a regular basis. There is 1 flight to Boston from the Milwaukee airport per day. If you manage to book one that is nonstop, then you can expect the flight time from MKE to BOS to be around 2h 13m.

  • How popular is this Milwaukee to Boston flight route?

    This flight path from Milwaukee-Mitchell to Boston Logan Intl was viewed by 7 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 Milwaukee to Boston?

    Delta can get you from Milwaukee to Boston in just under 6h 03m. Your travel time can differ by up to . Airlines will cover a distance of 857 mi.

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

    Flying on JetBlue is currently your cheapest option to Boston, with prices starting at $105. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at $108 and $186, respectively. Users have found that JetBlue is 68% cheaper than the other options available to this destination.

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

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $93. However, be on the lookout for offers from JetBlue and American Airlines, as they are both options that can get you from Milwaukee to Boston for a low price.

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

    No one likes to see their flight delayed. When booking a flight from Milwaukee to Boston consider choosing JetBlue (87%), Qatar Airways (81%) or Scandinavian Airlines (74%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Milwaukee to Boston?

    The cheapest flight price from Milwaukee to Boston is $108. On average you can expect to pay $251. The most popular route, (Milwaukee-Mitchell - Boston Logan Intl), can usually be booked for $213.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Boston 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 Milwaukee to Boston?

    Currently, May is the cheapest month in which you can book a flight from Milwaukee to Boston (average of $234). Flying from Milwaukee to Boston in February is currently the most expensive (average of $419). 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
Waltham
Cambridge
Concord
Randolph
Brockton
Seekonk
Hampton Beach
Cranston
Warwick
Peabody
Dedham
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Milwaukee to Boston

Discover the top 5 airlines that operate flights from Milwaukee to Boston. 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 August 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$105Average$242FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$352FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$186Average$316FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$186Average$304FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$301FlexibilityNo cancel feeOn-time69%

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