HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$95+ 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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Jul 9 — Jul 161
Thu 7/9
Thu 7/16
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Boston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Milwaukee-Mitchell to Boston Logan Intl are usually found in September or August, booked 83 days in advance, depart on a Friday or Wednesday and return on a Tuesday

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 June 9, 2026.

This American Airlines deal was found by Cheapflights users on 6/6. 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 7/211:15 pm
MKE
-
BOS
1 stop6h 45m
American Airlines
Tue 7/2810:49 am
BOS
-
MKE
1 stop7h 28m
American Airlines
Deal found 6/6$196
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Sat 7/117:23 pm
MKE
-
BOS
1 stop4h 51m
United Airlines
Tue 7/146:00 am
BOS
-
MKE
1 stop4h 53m
United Airlines
Deal found 6/8$197
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2311:25 am
MKE
-
BOS
Nonstop2h 39m
JetBlue
Sat 9/268:45 am
BOS
-
MKE
Nonstop2h 50m
JetBlue
Deal found 6/9$202
This United Airlines deal was found by Cheapflights users on 6/7. 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 8/1810:19 am
MKE
-
BOS
1 stop6h 21m
United Airlines
Thu 8/2012:27 pm
BOS
-
MKE
1 stop4h 43m
United Airlines
Deal found 6/7$203
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:00 pm
MKE
-
BOS
1 stop4h 10m
Southwest
Wed 9/234:55 pm
BOS
-
MKE
1 stop5h 00m
Southwest
Deal found 6/9$210
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/49:36 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Tue 7/77:10 am
BOS
-
MKE
Nonstop2h 35m
JetBlue
Deal found 6/9$212
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Fri 7/107:23 pm
MKE
-
BOS
1 stop4h 51m
United Airlines
Tue 7/146:43 pm
BOS
-
MKE
1 stop4h 46m
United Airlines
Deal found 6/8$213
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Sat 9/55:17 pm
MKE
-
BOS
1 stop5h 17m
United Airlines
Tue 9/86:00 am
BOS
-
MKE
1 stop5h 00m
United Airlines
Deal found 6/8$214
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/239:36 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Tue 6/307:10 am
BOS
-
MKE
Nonstop2h 36m
JetBlue
Deal found 6/9$217
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:50 am
MKE
-
BOS
1 stop7h 10m
Southwest
Wed 10/710:45 am
BOS
-
MKE
2 stops12h 45m
Southwest
Deal found 6/9$218
This JetBlue deal was found by Cheapflights users on 6/7. 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 7/299:35 am
MKE
-
BOS
Nonstop2h 13m
JetBlue
Sat 8/17:10 am
BOS
-
MKE
Nonstop2h 35m
JetBlue
Deal found 6/7$222
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/77:23 pm
MKE
-
BOS
1 stop4h 50m
United Airlines
Sat 7/119:50 am
BOS
-
MKE
1 stop6h 46m
United Airlines
Deal found 6/5$225

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 June 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$196
(American Airlines)

One-way from

$95
(SmartFares)

Popular in

February

Cheapest in

September

Average price

$276

Good round-trip deal

$223 or less

Good one-way deal

$113 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 ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 9, 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 7/29

6:59 pm-10:26 pm

Nonstop2h 27m

Boston Logan Intl

Tue 8/4

9:06 am-12:45 pm

1 stop4h 39m

$227

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 7/2

7:20 pm-10:45 pm

Nonstop2h 25m

Boston Logan Intl

Wed 7/8

6:00 am-12:36 pm

1 stop7h 36m

$227

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 10/28

8:10 am-1:50 pm

1 stop4h 40m

Boston Logan Intl

Tue 11/3

2:30 pm-10:05 pm

2 stops8h 35m

$237

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 9/17

6:47 pm-11:58 pm

1 stop4h 11m

Boston Logan Intl

Mon 9/21

9:15 am-10:55 am

Nonstop2h 40m

$237

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 7/27

6:40 pm-11:59 pm

1 stop4h 19m

Boston Logan Intl

Fri 7/31

5:30 am-8:39 am

1 stop4h 09m

$252

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 9/3

6:48 pm-11:59 pm

1 stop4h 11m

Boston Logan Intl

Tue 9/8

9:05 am-12:26 pm

1 stop4h 21m

$252

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 9/3

6:48 pm-11:59 pm

1 stop4h 11m

Boston Logan Intl

Sun 9/6

5:30 am-8:55 am

1 stop4h 25m

$267
Quickest round-trip

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 7/11

2:12 pm-5:34 pm

Nonstop2h 22m

Boston Logan Intl

Sun 7/12

5:30 am-8:39 am

1 stop4h 09m

$282

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 7/11

5:29 pm-1:14 am

1 stop6h 45m

Boston Logan Intl

Tue 7/14

6:05 am-7:26 pm

3 stops14h 21m

$288

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 9/30

6:35 pm-10:06 pm

Nonstop2h 31m

Boston Logan Intl

Sun 10/4

5:45 am-8:53 am

1 stop4h 08m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 23 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 June.
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 $257). 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 June 9, 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 June 8, 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?

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 June 9, 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
7.9
Good
4,240 reviews

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,240 reviews
Southwest
7.9
Good
4,240 reviews

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Delta
7.9
Good
8,394 reviews
Southwest
7.9
Good
4,240 reviews

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
United Airlines
7.4
Good
9,800 reviews
Southwest
7.9
Good
4,240 reviews

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
American Airlines
7.1
Good
11,640 reviews
Southwest
7.9
Good
4,240 reviews

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
JetBlue
7.1
Good
2,979 reviews
Southwest
7.9
Good
4,240 reviews

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 are 5 flights 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 and Southwest can get you from Milwaukee to Boston in just under 2h 27m. Your travel time can differ by up to 2h 13m. Airlines will cover a distance of 857 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $93. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $106 and $168, respectively. Users have found that JetBlue is 71% 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 JetBlue, with whom users have recently found tickets for as low as $78. However, be on the lookout for offers from Southwest and United 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 EL AL (90%), Scandinavian Airlines (82%) or Korean Air (80%) 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 $103. On average you can expect to pay $200. The most popular route, (Milwaukee-Mitchell - Boston Logan Intl), can usually be booked for $197.

  • 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 $257). 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
Hampton Beach
Brockton
Watertown
Seekonk
Cranston
Warwick
Peabody
Auburn
York Beach
Chelsea
Londonderry
Swansea
Old Orchard Beach
Lowell
Smithfield
Braintree
Sandwich

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 June 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$93Average$242FlexibilityNo cancel feeOn-time62%
DeltaCheapest$106Average$358FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$168Average$313FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$176Average$260FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$176Average$285FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.