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$103+ 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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
May 20 — May 271
Tue 5/20
Tue 5/27
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Boston Logan Intl are usually found in May or August, booked 31 days in advance, depart on a Saturday or Wednesday and return on a Wednesday

Cheap 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 May 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$177
(JetBlue)

One-way from

$104
(United Airlines)

Popular in

March

Cheapest in

May

Average price

$277

Good round-trip deal

$199 or less

Good one-way deal

$138 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Boston Logan Intl flights.
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From Milwaukee-Mitchell to Boston Logan Intl
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One-way flight from Milwaukee-Mitchell to Boston Logan Intl
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Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Milwaukee-Mitchell to Boston Logan Intl.
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Price to beat on a one-way flight from Milwaukee-Mitchell to Boston Logan Intl.
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Find 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 May 15, 2025.

This JetBlue deal was found by Cheapflights users on 5/15. 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 7/83:30 pmMKE - BOS
Nonstop2h 15mJetBlue
Tue 7/151:01 pmBOS - MKE
Nonstop2h 30mJetBlue
Deal found 5/15$177
This Priceline deal was found by Cheapflights users on 5/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/712:22 pmMKE - BOS
1 stop10h 25mSpirit Airlines
Tue 6/105:45 amBOS - MKE
1 stop6h 42mSpirit Airlines
Deal found 5/14$185
This American Airlines deal was found by Cheapflights users on 5/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/54:19 pmMKE - BOS
1 stop5h 28mAmerican Airlines
Sun 6/85:49 amBOS - MKE
1 stop5h 20mAmerican Airlines
Deal found 5/15$197
This United Airlines deal was found by Cheapflights users on 5/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/105:31 pmMKE - BOS
1 stop4h 41mUnited Airlines
Tue 7/155:30 amBOS - MKE
2 stops7h 05mUnited Airlines
Deal found 5/15$216
This Delta deal was found by Cheapflights users on 5/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/97:50 pmMKE - BOS
Nonstop2h 24mDelta
Mon 7/145:15 pmBOS - MKE
Nonstop2h 54mDelta
Deal found 5/15$237
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/95:00 amMKE - BOS
2 stops9h 40mSouthwest
Tue 7/151:10 pmBOS - MKE
2 stops9h 40mSouthwest
Deal found 5/15$322
This Mytrip deal was found by Cheapflights users on 5/15. 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.
Sun 6/86:29 pmMKE - BOS
2 stops23h 29mMultiple Airlines
Fri 6/135:36 pmBOS - MKE
1 stop25h 33mMultiple Airlines
Deal found 5/15$336
This Sun Country Air deal was found by Cheapflights users on 5/15. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/266:29 pmMKE - BOS
1 stop15h 08mSun Country Air
Sun 7/612:26 pmBOS - MKE
1 stop6h 03mSun Country Air
Deal found 5/15$355

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 May 15, 2025.
Use the filters below to find and compare flights from Milwaukee to Boston that are best for you.

Fly from

Milwaukee

Fly to

Boston

Route

Depart

Return

Price

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 6/2

4:43 pm-7:59 pm

Nonstop2h 16m

Boston Logan Intl

Wed 6/4

2:08 pm-3:48 pm

Nonstop2h 40m

$177

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 6/7

12:22 pm-11:47 pm

1 stop10h 25m

Boston Logan Intl

Tue 6/10

5:45 am-11:27 am

1 stop6h 42m

$185

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 6/7

2:49 pm-8:44 pm

1 stop4h 55m

Boston Logan Intl

Sat 6/14

5:49 am-10:09 am

1 stop5h 20m

$197

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 7/10

5:31 pm-11:12 pm

1 stop4h 41m

Boston Logan Intl

Tue 7/15

5:30 am-11:35 am

2 stops7h 05m

$216

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 7/9

7:50 pm-11:14 pm

Nonstop2h 24m

Boston Logan Intl

Mon 7/14

5:15 pm-7:09 pm

Nonstop2h 54m

$237

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sun 6/8

6:29 pm-6:58 pm

2 stops23h 29m

Boston Logan Intl

Fri 6/13

5:36 pm-6:09 pm

1 stop25h 33m

$336

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 6/26

6:29 pm-10:37 am

1 stop15h 08m

Boston Logan Intl

Fri 7/4

6:30 am-3:35 pm

1 stop10h 05m

$345

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 7/12

12:55 pm-11:40 pm

2 stops9h 45m

Boston Logan Intl

Mon 7/14

5:00 am-2:40 pm

2 stops10h 40m

$353

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 6/23

9:01 am-11:19 pm

1 stop13h 18m

$103

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 5/29

7:00 am-2:16 pm

2 stops6h 16m

$104

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

Showing 1-10 of 16 results
1
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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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 Expedia the most. Expedia 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?

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

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 31 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, January is the cheapest month in which you can book a flight from Milwaukee to Boston (average of $218). Flying from Milwaukee to Boston in July is currently the most expensive (average of $308). 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 May 15, 2025.

A simple way to save on the total cost of your ticket is to fly from Milwaukee to Boston in the evening. If you’re flexible enough to do this you can expect to save up to 29% on your trip compared to booking a flight in the morning.

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 May 11, 2025.

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

Weekly flight availability from Milwaukee to Boston

Explore weekly flight availability from Milwaukee to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 15, 2025.

The most flights from MKE to BOS are scheduled on a Monday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in Boston by month

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

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

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

If weather is an important factor for your trip to Boston, 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 30.2 F).

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 May 15, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Milwaukee to Boston. 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
4,291 reviews

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,291 reviews
Southwest
8.0
Very good
4,291 reviews

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,291 reviews

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,731 reviews
Southwest
8.0
Very good
4,291 reviews

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,926 reviews
Southwest
8.0
Very good
4,291 reviews

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,291 reviews

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 6 different airlines have flights from Milwaukee-Mitchell (MKE) to Logan Intl (BOS) on a regular basis. There are 9 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 12m.

  • 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 $177. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and American Airlines, with the lowest prices starting at $185 and $197, respectively. Users have found that JetBlue is 45% 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 $104. However, be on the lookout for offers from Spirit Airlines 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 Qatar Airways (100%), JetBlue (100%) or British Airways (100%) 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 $228. The most popular route, (Milwaukee-Mitchell - Boston Logan Intl), can usually be booked for $176.

  • Where are the most common layover locations when flying from Milwaukee to Boston?

    Flights departing from Milwaukee and landing in Boston layover in Chicago most frequently.

  • What are some popular things to do or see while on a layover in Chicago?

    Magnificent Mile, River North, and Grant Park are the most popular attractions in Chicago if you're in need of something to do during your layover. Magnificent Mile, River North and Grant Park are located about 15.5 mi, 15.0 mi, and 16.2 mi, respectively from Chicago O'Hare Intl if you are interested in checking them out. Travelers can book a car rental at Chicago O'Hare Intl for about $55 per day to make their sightseeing more efficient.

  • Where are the least popular layover locations for Milwaukee to Boston flights?

    Flights departing from Milwaukee and landing in Boston layover in New York least frequently.

  • 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, January is the cheapest month in which you can book a flight from Milwaukee to Boston (average of $218). Flying from Milwaukee to Boston in July is currently the most expensive (average of $308). 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
Cambridge
Warwick
Marlborough
Medford
Watertown
Waltham
Framingham
Brockton
Chestnut Hill
Cranston
Randolph
Lowell
Woburn
York Beach
Saco
Seabrook
Burlington
West Yarmouth
Smithfield
Somerville

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Alternative routes for Milwaukee to Boston

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Top 6 airlines flying from Milwaukee to Boston

Discover the top 6 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 May 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$258FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$149Average$288FlexibilityNo cancel feeOn-time62%
DeltaCheapest$166Average$392FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$291FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$263FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$211Average$363FlexibilityNo cancel feeOn-time63%

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