BOS - MKE

$99 Find Cheap Flights from Boston to Milwaukee - Compare and Save

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 9/5. 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
$192
Typical prices: $381-$208
United Airlines
Fri 7/3Sat 7/4
BOS - MKE • 1 stop
Cheapest non-stop
$202
Typical prices: $349-$159
JetBlue
Wed 9/9Sat 9/12
BOS - MKE • Non-stop
Top airlines
Cheapest • from $197 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Delta and JetBlue. Average duration is 2h 42m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $140 (round-trip)
Shortest trip • 4h 09m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 46% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 25% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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We hope you love your trip to Milwaukee!
Flight Deals
Booking Insights
Expert advice
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, Jul 3 - Sat, Jul 4
United Airlines Logo
5:44 pm - 11:34 pm
BOS
-
MKE
6h 50m
1 stop
United Airlines Logo
5:00 am - 11:01 am
MKE
-
BOS
5h 01m
1 stop
$192United Airlines
Wed, Jul 8 - Mon, Jul 13
United Airlines Logo
5:00 pm - 10:29 pm
BOS
-
MKE
6h 29m
1 stop
United Airlines Logo
7:23 pm - 1:14 am
MKE
-
BOS
4h 51m
1 stop
$197United Airlines
Wed, Sep 9 - Sat, Sep 12
JetBlue Logo
8:45 am - 10:35 am
BOS
-
MKE
2h 50mnonstop
JetBlue Logo
11:25 am - 3:04 pm
MKE
-
BOS
2h 39mnonstop
$202JetBlue
Wed, Sep 30 - Sat, Oct 3
JetBlue Logo
8:45 am - 10:35 am
BOS
-
MKE
2h 50mnonstop
JetBlue Logo
11:25 am - 3:04 pm
MKE
-
BOS
2h 39mnonstop
$207JetBlue
Mon, Jul 13 - Tue, Jul 14
JetBlue Logo
7:10 am - 8:45 am
BOS
-
MKE
2h 35mnonstop
JetBlue Logo
9:35 am - 12:48 pm
MKE
-
BOS
2h 13mnonstop
$212JetBlue
Wed, Jul 29 - Wed, Jul 29
United Airlines Logo
6:00 am - 9:53 am
BOS
-
MKE
4h 53m
1 stop
United Airlines Logo
7:23 pm - 1:14 am
MKE
-
BOS
4h 51m
1 stop
$213United Airlines
Wed, Jul 22 - Mon, Aug 3
United Airlines Logo
6:00 am - 9:53 am
BOS
-
MKE
4h 53m
1 stop
United Airlines Logo
7:23 pm - 1:14 am
MKE
-
BOS
4h 51m
1 stop
$214United Airlines
Sat, Jul 11 - Sat, Jul 18
United Airlines Logo
6:43 pm - 10:29 pm
BOS
-
MKE
4h 46m
1 stop
United Airlines Logo
3:11 pm - 11:21 pm
MKE
-
BOS
7h 10m
1 stop
$216United Airlines
Wed, Sep 9 - Sat, Sep 12
Delta Logo
4:15 pm - 5:52 pm
BOS
-
MKE
2h 37mnonstop
Delta Logo
7:15 am - 3:27 pm
MKE
-
BOS
7h 12m
1 stop
$217Delta
Tue, Aug 18 - Fri, Aug 21
United Airlines Logo
7:00 pm - 11:37 pm
BOS
-
MKE
5h 37m
1 stop
United Airlines Logo
6:00 am - 12:47 pm
MKE
-
BOS
5h 47m
1 stop
$218United 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.

How much is a round-trip flight from Boston to Milwaukee?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Boston to Milwaukee departing in July.

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 Tuesday, 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 Friday and avoiding Mondays 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 $249 (return) on average. On the other hand, the most expensive months are November and April, where the average cost of round-trip tickets is $474 and $439 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $269 on average.

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 3 weeks before departure, which saves you about 46% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 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 seasonJanuary
Cheapest flight$99
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 17% 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 5 days, the lowest price for a flight from Boston to Milwaukee was $99 for a one-way ticket and $197 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?

    JetBlue, Delta, 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, 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 $276 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $384 and an overall rating of 7.8.

  • 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 $123 or less one-way and $165 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,JetBlue

Delta,JetBlue

Tuesday

Delta,JetBlue

Delta,JetBlue

Wednesday

Delta,JetBlue

Delta,JetBlue

Thursday

Delta,JetBlue

Delta,JetBlue

Friday

Delta,JetBlue

Delta,JetBlue

Saturday

Delta,JetBlue

Delta,JetBlue

Sunday

Delta,JetBlue

Delta,JetBlue

See more direct flights

Direct returns

Milwaukee-Mitchell to Boston Logan Intl

Monday

Delta,JetBlue

Delta,JetBlue

Tuesday

Delta,JetBlue

Delta,JetBlue

Wednesday

Delta,JetBlue

Delta,JetBlue

Thursday

Delta,JetBlue

Delta,JetBlue

Friday

Delta,JetBlue

Delta,JetBlue

Saturday

Delta,JetBlue

Delta,JetBlue

Sunday

Delta,JetBlue

Delta,JetBlue

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 4235 reviews
8.6Crew
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

This planes staff was top tier. Everything went great and had a great flight home.

Food was great. Staff was phenomenal. Seats were a bit hard and could use a lot more entertainment options as far as movies to choose from. WiFi was good. Overall great trip.

This was an overnight flight, and in the morning they did know coffee service. How you can throw passengers in a San Francisco airport at 5:40 a.m. in the morning and not giving them Coffee is a crime.

Our flight was delayed several Times due to mechanical issues. Although I understand this may happen at times, it was very inconvenient and we had to book a hotel for an overnight stay. We were traveling with my 3-yo grandson and waiting at the airport from noon until 6:30pm with no reassurance that our next rescheduled flight would depart, we had to decide what’s best for him. A day later, I found out that I may be able to demand compensation if my flight is delayed more than 4 hours. I will hav to read the fine print next time.

The pilot had to extend the flight time from san antonio to Houston to burn off fuel. This caused a lot of unnecessary stress since we had a tight connection to Aruba. And with no other flights going to Aruba we were worried about spending a night in Houston. We had to to run to our connection because of the flight crews mistake. Not happy.

Service was professional and quick. Premium economy seat was comfortable given the class

I'm a United 1K member and have ben for 10 years. The gate agent had no control over the boarding process and had us passengers queued for hours as delays were announced. On the plane, the overhead air nozzle was broken so col over was powering through on me and the passenger next to me. Not a great experience for a million miler on United. Feel free to contact me. Josh Smigel - DM426089

Flight was delayed due to connecting passengers. Lack of snack options bad. Sitting in Aisle, last cart run pulled the cart directly into my knee. Rude awakening.

We sat on plane at gate delayed without communication as to why we were just sitting there

Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Flight was delayed 5 hours. Initial reason for delay was 'maintenance' - which makes sense. Then, the additional 2 hours continued to say it was maintenance - when I know EWR had a 2 hour delay. AA did not say that. Additionally, when boarding, there was only one agent at the counter for a long time - until another came to help. After boarding, we had to wait another 45 minutes due to 'no catering'. So while we waited for catering, AA continued to board additional passengers - which seemed odd - and raised questions about what really was going on. I sat in First Class. During the flight, the flight crew allowed a significant number of non-First Class passengers to use the front bathroom - which created a very crowded environment in First Class which was uncomfortable. This also delayed First Class passengers from using the bathroom. Overall, horrible experience.

I tried to book a flight with Jet Blue. Your third party company hijacked my attempt with a website that looked like I was booking with Jet Blue. I realized it when I paid. I tried to cancel and was told by a man in India that there were no refunds. $735 stolen, Thanks Kayak!

It was inexplicably canceled and we are stuck in LA, haven't gotten home and it has been an inconvenience having lost work (on unpaid leave for my husband).

I like everything. Blythe at DCA is the absolute best!

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

You should have had Wifi to make it much enjoyable.

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

Whole experience was poor. Delayed 2 hours. Lied about the delays. Was all jet blues fault and tried to blame on air traffic control. Sent out other let trips and wouldn't allow people to switch aircraft.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

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

Information on your arrival and departure airports