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$89+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 September, booked 63 days in advance, depart on a Saturday or Tuesday 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 July 31, 2025.

Round-trip from

$157
(JetBlue)

One-way from

$89
(JetBlue)

Popular in

December

Cheapest in

May

Average price

$297

Good round-trip deal

$175 or less

Good one-way deal

$123 or less
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. 12% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/305:38 pmMKE - BOS
Nonstop2h 12mJetBlue
Sat 9/62:15 pmBOS - MKE
Nonstop2h 28mJetBlue
Deal found 7/30$157
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/196:00 amMKE - BOS
1 stop4h 30mAmerican Airlines
Wed 8/206:21 pmBOS - MKE
1 stop5h 43mAmerican Airlines
Deal found 7/30$176
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/225:34 pmMKE - BOS
1 stop4h 00mSpirit Airlines
Sat 8/3010:34 amBOS - MKE
1 stop13h 32mSpirit Airlines
Deal found 7/31$194
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:15 pmMKE - BOS
1 stop4h 30mUnited Airlines
Fri 9/126:16 pmBOS - MKE
1 stop5h 25mUnited Airlines
Deal found 7/30$197
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3012:20 pmMKE - BOS
1 stop10h 15mSouthwest
Wed 9/37:35 amBOS - MKE
1 stop4h 55mSouthwest
Deal found 7/31$207
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/266:55 pmMKE - BOS
Nonstop2h 23mDelta
Wed 9/34:00 pmBOS - MKE
1 stop6h 19mDelta
Deal found 7/29$237

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 July 31, 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

Sat 8/30

5:38 pm-8:50 pm

Nonstop2h 12m

Boston Logan Intl

Sat 9/6

2:15 pm-3:43 pm

Nonstop2h 28m

$157

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 8/19

6:00 am-11:30 am

1 stop4h 30m

Boston Logan Intl

Wed 8/20

6:21 pm-11:04 pm

1 stop5h 43m

$176

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Fri 8/22

5:34 pm-10:34 pm

1 stop4h 00m

Boston Logan Intl

Sat 8/30

10:34 am-11:06 pm

1 stop13h 32m

$194

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 9/11

7:15 pm-12:45 am

1 stop4h 30m

Boston Logan Intl

Fri 9/12

6:16 pm-10:41 pm

1 stop5h 25m

$197

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Sat 8/30

12:20 pm-11:35 pm

1 stop10h 15m

Boston Logan Intl

Wed 9/3

7:35 am-11:30 am

1 stop4h 55m

$207

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Tue 8/26

6:55 pm-10:18 pm

Nonstop2h 23m

Boston Logan Intl

Wed 9/3

4:00 pm-9:19 pm

1 stop6h 19m

$237

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 8/28

4:03 pm-7:15 pm

Nonstop2h 12m

$89

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Wed 8/13

5:15 am-1:40 pm

2 stops7h 25m

$94

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Mon 9/8

3:07 pm-10:43 pm

1 stop6h 36m

$98

MilwaukeeBoston

MKE - BOS

MKEBOS

Milwaukee-Mitchell

Thu 9/4

5:15 am-3:20 pm

2 stops9h 05m

$104

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 13 results
1
2

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 July 25, 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 63 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 $311). 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 July 31, 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 41% 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 July 27, 2025.

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

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 July 31, 2025.
See what other customers who have flown with Southwest, Delta, and United 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
4,246 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,914 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 8 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 $157. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $176 and $197, respectively. Users have found that JetBlue is 50% 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 $89. However, be on the lookout for offers from United Airlines and Spirit 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 (74%), Scandinavian Airlines (73%) or Delta (68%) 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 $78. On average you can expect to pay $282. The most popular route, (Milwaukee-Mitchell - Boston Logan Intl), can usually be booked for $157.

  • 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 $311). 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
Cambridge
Medford
Watertown
Seabrook
Waltham
Framingham
Lowell
Randolph
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Saco
Hampton Beach
Swansea
Lincoln

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Alternative routes for Milwaukee to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$134Average$283FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$164Average$285FlexibilityNo cancel feeOn-time65%
DeltaCheapest$166Average$384FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$176Average$274FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$261FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$186Average$307FlexibilityNo cancel feeOn-time63%

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