BOS - MKE

$72 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 2/27. 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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Milwaukee, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$189
Overall average: $339
Frontier
Fri 2/27Mon 3/2
BOS - MKE • 1 stop
Cheapest non-stop
$357
Typical prices: $241-$443
JetBlue
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
Frontier
Cheapest • from $189 (round-trip)
Southwest
Best reviews • 8.0 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 44% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 28% price drop
July
Most popular
Good to know
Good to know
+1
+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

Fri, Feb 27 - Mon, Mar 2
Frontier Logo
6:00 am - 5:25 pm
BOS
-
MKE
12h 25m
1 stop
Frontier Logo
5:30 pm - 1:13 am
MKE
-
BOS
6h 43m
1 stop
$189Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
6:00 am - 5:25 pm
BOS
-
MKE
12h 25m
1 stop
Frontier Logo
5:30 pm - 1:13 am
MKE
-
BOS
6h 43m
1 stop
$199Frontier
Wed, Apr 29 - Sun, May 3
Frontier Logo
11:16 am - 11:08 am
BOS
-
MKE
24h 52m
1 stop
Frontier Logo
12:03 pm - 10:21 am
MKE
-
BOS
21h 18m
1 stop
$206Frontier
Wed, May 13 - Tue, May 19
JetBlue Logo
2:09 pm - 3:39 pm
BOS
-
MKE
2h 30mnonstop
JetBlue Logo
4:34 pm - 7:49 pm
MKE
-
BOS
2h 15mnonstop
$207JetBlue
Wed, Apr 29 - Sun, May 3
Frontier Logo
11:16 am - 11:08 am
BOS
-
MKE
24h 52m
1 stop
Frontier Logo
12:03 pm - 10:21 am
MKE
-
BOS
21h 18m
1 stop
$226Frontier
Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
5:30 pm - 11:55 pm
BOS
-
MKE
7h 25m
1 stop
American Airlines Logo
5:00 am - 10:46 am
MKE
-
BOS
4h 46m
1 stop
$227American Airlines
Mon, Apr 27 - Wed, Apr 29
Multiple Airlines Logo
6:00 am - 4:13 pm
BOS
-
MKE
11h 13m
1 stop
Multiple Airlines Logo
4:34 pm - 7:49 pm
MKE
-
BOS
2h 15mnonstop
$231Multiple Airlines
Tue, Mar 10 - Wed, Mar 11
Southwest Logo
5:25 pm - 10:05 pm
BOS
-
MKE
5h 40m
1 stop
Southwest Logo
5:50 am - 2:35 pm
MKE
-
BOS
7h 45m
2 stops
$232Southwest
Tue, Mar 10 - Wed, Mar 11
Southwest Logo
3:15 pm - 11:05 pm
BOS
-
MKE
8h 50m
2 stops
Southwest Logo
5:50 am - 2:35 pm
MKE
-
BOS
7h 45m
2 stops
$237Southwest
Wed, Apr 29 - Sun, May 3
Multiple Airlines Logo
2:09 pm - 3:39 pm
BOS
-
MKE
2h 30mnonstop
Multiple Airlines Logo
12:03 pm - 10:21 am
MKE
-
BOS
21h 18m
1 stop
$240Multiple Airlines
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 $239 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $472 and $395 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 $327, 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 44% 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.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Delta

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.

Harriet Baskas

Harriet Baskas

Expert on JetBlue

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.

Good to know

Low seasonDecember
Cheapest flight$72
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 13% 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 $72 for a one-way ticket and $189 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 Embraer 175 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, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Boston to Milwaukee are Southwest and Delta. With an average price for the route of $271 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $370 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 $228 or less one-way and $298 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.
8.0
SouthwestOverall score based on 4267 reviews
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

one crew said "he" didn't serve double alcohol drinks for travelers in exit rows. crew on prior flight did. Is this a AA rule, and the prior crew was being nice? Also, I think we deserve more than a 25% refund for losing first class seats when rescheduling a flight due to weather

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

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.

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

Information on your arrival and departure airports