BOS - MKE

$75 Find Cheap Flights from Boston to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Milwaukee departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Milwaukee.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Milwaukee.
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Everything you should know

Cheapest round-trip
$206
Overall average: $369
Multiple Airlines
Mon 2/2Fri 2/6
BOS - MKE • 1 stop
Cheapest non-stop
$243
Typical prices: $244-$458
Delta
Wed 4/29Sun 5/3
BOS - MKE • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue offers free gate-to-gate Wi-Fi and live TV.
Delta's Comfort Plus seats provide extra legroom.
Expert advice
Expert advice
Expert advice
Expert advice
Video guide: How to find cheap flights to Milwaukee
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Top airlines
Southwest
Cheapest • from $207 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 42% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 29% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals

Cheap Flights from Boston to Milwaukee (BOS-MKE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Milwaukee

Mon, Feb 2 - Fri, Feb 6
Multiple Airlines Logo
3:43 pm - 5:58 pm
BOS
-
MKE
27h 15m1 stop
Multiple Airlines Logo
10:53 am - 11:19 pm
MKE
-
BOS
11h 26m2 stops
$206Multiple Airlines
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
5:50 am - 9:50 am
BOS
-
MKE
5h 00m1 stop
Southwest Logo
11:15 am - 10:30 pm
MKE
-
BOS
10h 15m1 stop
$207Southwest
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
6:50 am - 6:25 pm
BOS
-
MKE
12h 35m2 stops
Southwest Logo
5:10 am - 4:50 pm
MKE
-
BOS
10h 40m1 stop
$212Southwest
Tue, Jan 6 - Tue, Jan 13
Southwest Logo
6:50 am - 6:25 pm
BOS
-
MKE
12h 35m2 stops
Southwest Logo
5:40 am - 4:10 pm
MKE
-
BOS
9h 30m2 stops
$217Southwest
Tue, Jan 6 - Wed, Jan 7
Southwest Logo
9:55 am - 9:10 pm
BOS
-
MKE
12h 15m2 stops
Southwest Logo
5:40 am - 1:40 pm
MKE
-
BOS
7h 00m1 stop
$218Southwest
Tue, Jan 6 - Thu, Jan 8
American Airlines Logo
6:00 am - 12:21 pm
BOS
-
MKE
7h 21m1 stop
American Airlines Logo
10:17 am - 5:01 pm
MKE
-
BOS
5h 44m1 stop
$227American Airlines
Fri, Jan 16 - Mon, Jan 19
American Airlines Logo
5:00 pm - 11:35 pm
BOS
-
MKE
7h 35m1 stop
American Airlines Logo
4:05 pm - 10:22 pm
MKE
-
BOS
5h 17m1 stop
$242American Airlines
Wed, Apr 29 - Sun, May 3
Delta Logo
5:05 pm - 6:57 pm
BOS
-
MKE
2h 52mnonstop
Delta Logo
7:35 pm - 10:54 pm
MKE
-
BOS
2h 19mnonstop
$243Delta
Tue, Feb 24 - Fri, Feb 27
American Airlines Logo
3:15 pm - 9:45 pm
BOS
-
MKE
7h 30m1 stop
American Airlines Logo
8:42 am - 6:38 pm
MKE
-
BOS
8h 56m1 stop
$256American Airlines
Thu, Jan 1 - Fri, Jan 2
Southwest Logo
7:20 am - 11:40 am
BOS
-
MKE
5h 20m1 stop
Southwest Logo
6:30 pm - 12:10 am
MKE
-
BOS
4h 40m1 stop
$257Southwest
Booking Insights

KAYAK's insights & trends for Boston to Milwaukee flights

Get data-powered insights and trends into flights from Boston to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

Find cheap flights to Milwaukee
Find cheap flights to Milwaukee

Planning a trip from Boston to Milwaukee? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

What’s the cheapest day of the week to fly from Boston to Milwaukee?

The average price of all round-trip flights from Boston to Milwaukee clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Milwaukee on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Boston to Milwaukee. For your return ticket, we recommend flying on a Saturday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Milwaukee, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Milwaukee is September, where tickets cost $242 (return) on average. On the other hand, the most expensive months are November and January, where the average cost of round-trip tickets is $472 and $417 respectively.

Can I save money by flying with a layover from Boston to Milwaukee?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $377, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Milwaukee, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Milwaukee, you should book around 4 weeks before departure, which saves you about 42% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Expert advice

Expert advice for your flight from Boston to Milwaukee

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Delta

Delta offers free Wi-Fi for SkyMiles members on domestic flights, enhancing connectivity.


Delta's Comfort Plus seats offer up to three inches of extra legroom for added comfort.

JetBlue

JetBlue offers free gate-to-gate Wi-Fi and live TV channels for all passengers.


JetBlue’s Blue Basic fare now allows a carry-on bag and personal item, enhancing value.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Delta

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on JetBlue

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more

Good to know

Low seasonDecember
Cheapest flight$75
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Boston to Milwaukee

When to book flights from Boston to Milwaukee

Are your dates flexible? Find out the best times to travel from Boston to Milwaukee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Milwaukee

  • What are some of the choices for getting from the General Mitchell International Airport (MKE) to the downtown Milwaukee area?

    One choice utilizing public transportation is to take the GRE line bus operated by Milwaukee County Transit, that makes the trip from the airport to the downtown area in about 27min. Passengers that would prefer to travel by taxi should expect a trip time of around 12 minutes.

  • Are there any hotels that have a location adjacent to the General Mitchell International Airport?

    One of the best options for a hotel that sits right at the entrance to the airport along W. Grange Ave. is the Four Points by Sheraton Milwaukee Airport, which offers a complimentary airport shuttle to the hotel property.

  • Where should I plan on finding my rental car company at the General Mitchell International Airport?

    All of the rental car companies that operate at this airport do so in a rental car center located in the parking structure adjacent to the terminal building. To access the center, exit any one of the doors from the baggage claim area and then proceed across the street at one of the three crosswalks outside of the terminal building to make your way to the rental car center.

  • What is the designated pick-up area for rideshare vehicles at the airport in Milwaukee?

    Every one of the rideshare vehicles making pick-ups at this airport will do so at the exit adjacent to baggage claim number two. You will find the pickup area at the curbside between the area for taxis and scheduled coach buses.

  • What is the cheapest flight from Boston to Milwaukee?

    In the last 3 days, the lowest price for a flight from Boston to Milwaukee was $75 for a one-way ticket and $183 for a round-trip.

  • Do I need a passport to fly between Boston and Milwaukee?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Boston to Milwaukee?

    Delta, JetBlue, and American Airlines offer inflight Wi-Fi service on the Boston to Milwaukee flight route.

  • Which aircraft models fly most regularly from Boston to Milwaukee?

    The Airbus A220-300 is the aircraft model that flies most regularly on the Boston to Milwaukee flight route.

  • Which airline alliances offer flights from Boston to Milwaukee?

    Star Alliance, oneworld, and SkyTeam are the airline alliances operating flights between Boston and Milwaukee, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Boston to Milwaukee?

    There are nonstop flights from Boston to Milwaukee on a daily basis.

  • Which is the best airline for flights from Boston to Milwaukee, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from Boston to Milwaukee are Delta and Southwest. With an average price for the route of $375 and an overall rating of 7.9, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $280 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Boston to Milwaukee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Milwaukee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Milwaukee with an airline and back to Boston with another airline. Booking your flights between Boston and MKE can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Milwaukee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Milwaukee from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Boston to Milwaukee

  • Looking for a cheap flight? 25% of our users found flights on this route for $198 or less one-way and $319 or less round-trip.
  • When travelers are looking for a convenient way to get from the center of Boston to the Boston Logan International Airport (BOS), one option is to travel aboard the MBTA bus number SL1, which makes the drive from the downtown area to the airport in 15 minutes.
  • If you would like to find a comfortable place to wait for your flight to Milwaukee at the Boston Logan International Airport, a good idea would be to check out The Lounge BOS, which has a location in Terminal C of the airport. This lounge offers great views of the airport runways and comfortable seating, plus you will also find entertainment choices and food and beverage options.
  • For mothers that are nursing that are traveling through the Boston Logan International Airport, this airport offers nursing rooms both before and after the security checkpoints in Terminal A. These nursing rooms include a changing counter, a fold-down seat, an electrical outlet, as well as a sink. This airport also has Mamava Lactation Pods near gates C8 and E1 of the terminal buildings.
  • Parents that are traveling with their kids from the Boston Logan International Airport to Milwaukee should know that the airport in Boston offers kids' play areas in Terminals A, B, and C of the airport. These play areas feature safe climbing structures plus aviation-themed elements such as a control tower and a model airplane.
  • For any traveler making their way through the Boston Logan International Airport that has limited vision, this airport has a partnership Aira that connects travelers with a live agent through a mobile app to help these passengers make their way through every step of their airport experience.

Prefer to fly direct from Boston to Milwaukee?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Boston Logan Intl to Milwaukee-Mitchell.
Find which airlines fly direct from Boston Logan Intl Airport to Milwaukee-Mitchell Airport, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Milwaukee-Mitchell

Monday

Delta

Delta

Tuesday

Delta

Delta

Wednesday

Delta

Delta

Thursday

Delta

Delta

Friday

Delta

Delta

Saturday

Delta

Delta

Sunday

Delta

Delta

See more direct flights

Direct returns

Milwaukee-Mitchell to Boston Logan Intl

Monday

Delta

Delta

Tuesday

Delta

Delta

Wednesday

Delta

Delta

Thursday

Delta

Delta

Friday

Delta

Delta

Saturday

Delta

Delta

Sunday

Delta

Delta

See more direct flights

Reviews of the top 5 airlines serving from Boston to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying from Boston to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Milwaukee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4252 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
Airline reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

United have really come back. Airport and boarding process is clear and good, app and information also very good

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

They brought an empty plane to the gate. Then a flight delay was announced for maintenance and waiting on a part. I was then put on a flight to San Francisco instead with a connecting flight to my final destination. Arrived at my final destination 2 hours late.

The only downside was my cell phone charger wouldn’t work in the charging port but everyone else’s would work in them all. My cell phone cable works fine in my hotel room in Frankfurt.

Flight team stood out for perzonal attention, kindness at bright cheery attitudes at 8am. Very helpful.

Ot was overall fine. Left on time and had basic snacks. Weather was finicky but that’s not the airlines fault.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

I liked the humor of the captain and crew on the flight from Flagstaff to Dallas. They were humorous.

AA delayed the flight for 3 hours and 50 minutes, but delayed the last 2 hours, 30 minutes at a time, so if we knew before, could have stayed at home and worked instead of being at the airport wasting time... The plane's crew was excellent, not their fault.

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

Everything you need to know for your flight from Boston to Milwaukee

Information on your arrival and departure airports