MKE - BOS

$87 Find Cheap Flights from Milwaukee to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Boston departing on 2/14. 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 Boston

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

Cheapest round-trip
$207
Typical prices: $391-$595
Southwest
Thu 1/8Mon 1/12
MKE - BOS • 1 stop
Cheapest non-stop
$299
Typical prices: $299-$537
Delta
Thu 2/12Fri 2/27
MKE - BOS • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue provides free Wi-Fi and live TV on this route.
Delta's SkyMiles members enjoy free Wi-Fi onboard.
Expert advice
Expert advice
Expert advice
Expert advice
Video guide: How to find cheap flights to Boston
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When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 51% compared to booking last minute.
Insights
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Insights
Insights
When to travel
September
Cheapest • 27% price drop
July
Most popular
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+1
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Flight Deals

Cheap Flights from Milwaukee to Boston (MKE-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Boston 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 Milwaukee to Boston

Thu, Jan 8 - Mon, Jan 12
Southwest Logo
11:15 am - 10:30 pm
MKE
-
BOS
10h 15m1 stop
Southwest Logo
6:25 am - 11:30 am
BOS
-
MKE
6h 05m1 stop
$207Southwest
Thu, Jan 29 - Thu, Feb 5
American Airlines Logo
4:05 pm - 10:22 pm
MKE
-
BOS
5h 17m1 stop
American Airlines Logo
7:00 am - 12:21 pm
BOS
-
MKE
6h 21m1 stop
$208American Airlines
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
11:15 am - 10:30 pm
MKE
-
BOS
10h 15m1 stop
Southwest Logo
6:50 am - 6:25 pm
BOS
-
MKE
12h 35m2 stops
$212Southwest
Tue, Jan 20 - Wed, Jan 21
Southwest Logo
5:40 am - 4:10 pm
MKE
-
BOS
9h 30m2 stops
Southwest Logo
1:20 pm - 9:10 pm
BOS
-
MKE
8h 50m2 stops
$217Southwest
Thu, Jan 22 - Sun, Jan 25
Multiple Airlines Logo
7:13 pm - 11:19 pm
MKE
-
BOS
27h 06m1 stop
Multiple Airlines Logo
3:43 pm - 9:58 am
BOS
-
MKE
19h 15m2 stops
$218Multiple Airlines
Wed, Jan 21 - Fri, Jan 23
American Airlines Logo
12:51 pm - 8:11 pm
MKE
-
BOS
6h 20m1 stop
American Airlines Logo
5:20 pm - 11:35 pm
BOS
-
MKE
7h 15m1 stop
$227American Airlines
Sat, May 2 - Sun, May 3
Delta Logo
11:15 am - 2:41 pm
MKE
-
BOS
2h 26mnonstop
Delta Logo
9:00 am - 10:44 am
BOS
-
MKE
2h 44mnonstop
$243Delta
Tue, Jan 6 - Thu, Jan 8
Southwest Logo
3:45 pm - 9:45 pm
MKE
-
BOS
5h 00m1 stop
Southwest Logo
6:50 am - 6:25 pm
BOS
-
MKE
12h 35m2 stops
$248Southwest
Fri, Feb 13 - Mon, Feb 16
American Airlines Logo
6:00 am - 2:16 pm
MKE
-
BOS
7h 16m1 stop
American Airlines Logo
6:46 am - 11:37 am
BOS
-
MKE
5h 51m1 stop
$252American Airlines
Sat, May 2 - Sun, May 3
Delta Logo
11:15 am - 2:41 pm
MKE
-
BOS
2h 26mnonstop
Delta Logo
5:30 am - 8:41 am
BOS
-
MKE
4h 11m1 stop
$253Delta
Booking Insights

KAYAK's insights & trends for Milwaukee to Boston flights

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

Find cheap flights to Boston
Find cheap flights to Boston

Planning a trip from Milwaukee to Boston? 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.

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

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

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

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

Your flight ticket price will generally be cheaper if you fly to Boston on a Saturday and more expensive on a Sunday. On your return trip to Milwaukee, you should consider flying back on a Wednesday, and avoid Mondays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Boston, 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 Milwaukee to Boston is September, where tickets cost $248 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $532 and $478 respectively.

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

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 $369, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Milwaukee to Boston, 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 Milwaukee to Boston, you should book around 3 weeks before departure, which saves you about 51% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Expert advice

Expert advice for your flight from Milwaukee to Boston

 
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, including Milwaukee to Boston.


Delta's Sky Priority check-in offers faster service for premium cabin passengers and elite status holders.

JetBlue

JetBlue offers free gate-to-gate Wi-Fi and seatback screens with live TV channels.


Blue Basic fare allows a carry-on bag and personal item, aligning with other basic economy fares.

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.

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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 seasonJanuary
Cheapest flight$87
Best time to beat the crowds but there is an average 57% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Milwaukee to Boston

When to book flights from Milwaukee to Boston

Are your dates flexible? Find out the best times to travel from Milwaukee to Boston 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 Milwaukee to Boston

  • Can I sleep at Milwaukee/ Mitchell International Airport (MKE)?

    Passengers are permitted to sleep in the landside area of the airport after security closes for the night. However, the chairs at MKE are hard and not comfortable to sleep in, and there’s too much noise. Therefore, if you’re planning to sleep at the airport to catch your early morning flight, you need to carry a blanket and noise-canceling devices. But, if you want uninterrupted sleep, you can opt to spend the night at one of the many hotels at and near MKE.

  • How far is MKE from downtown Milwaukee?

    Milwaukee/Mitchell International Airport is approximately 8 miles from downtown Milwaukee. Driving to the airport, using a taxi, car rentals, or a Towncar takes about 10min to reach the airport. Nonetheless, the shuttle bus takes approximately 25min to cover the same distance.

  • Can I find accommodation at or near Boston Logan International Airport (BOS)?

    Yes. Boston Logan International Airport features several hotels near and at the airport where passengers arriving late in Boston can spend the night. These hotels, such as Courtyard by Marriott BOS, Hilton BOS, Embassy Suites by Hilton BOS, Hyatt Regency Boston Harbor, and many more, are located within a 5-mile radius from the airport and easily accessible. The best part is that the hotels offer free shuttle transfers to and from the airport.

  • Can I smoke at Boston Logan International Airport?

    Boston Logan International Airport is a smoke-free airport. It features excellent smoke zones located outside the terminals. Smoking is illegal within 25ft of the entrances. So, passengers who need to smoke to relax after a long flight can access these areas as they wait for airport transfers.

  • What is the cheapest flight from Milwaukee to Boston?

    In the last 3 days, the lowest price for a flight from Milwaukee to Boston was $87 for a one-way ticket and $207 for a round-trip.

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

    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 Milwaukee to Boston?

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

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

    The Embraer 175 is the aircraft model that flies most regularly on the Milwaukee to Boston flight route.

  • Which airline alliances offer flights from Milwaukee to Boston?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Milwaukee to Boston are Delta and Southwest. With an average price for the route of $373 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 $259 and an overall rating of 7.9.

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

    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 Milwaukee to Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Milwaukee 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 Milwaukee to Boston?

    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 Boston with an airline and back to Milwaukee with another airline. Booking your flights between Milwaukee and BOS 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 Milwaukee to Boston?

    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 Boston from Milwaukee 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 Milwaukee to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $198 or less one-way and $339 or less round-trip.
  • If you have scheduled an early morning flight from Milwaukee/Mitchell International Airport (MKE), consider spending the night at Four Points by Sheraton Hotel. Located 0.7 miles from the airport, it is easily accessible. It also offers exceptional services such as ample parking and airport shuttle transfers to and from the hotel.
  • MKE features designated pet relief areas inside and outside the airport’s terminals. So, passengers traveling with their canine companions can take advantage of these areas to make their pets comfortable before and on their flight to Boston.
  • There are several amenities you can utilize when at Boston/ Logan International Airport (BOS) and looking for something to do as you wait for your airport transfers. For example, you can visit the Classique Salon at Terminal C and pamper yourself with a massage to help relax your muscles after a long flight. Also, you can visit any of the multiple full-service bars and restaurants and grab a meal and drinks, or you can log into the airport’s free Wi-Fi and surf the internet.
  • BOS features several medical care facilities that patients who fall ill at the airport can use for their medical needs and get prescription drugs. The medical facilities are located at and near the airport, making them conveniently accessible for emergency medical needs.
  • Passengers traveling with minors will find at least an interactive exemplary kids’ play area in Terminal C at Boston Logan International Airport. The kids’ play area, Kidport, has multiple toys and is fun-filled for kids to unwind and release energy after a long flight.

Prefer to fly direct from Milwaukee to Boston?

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

Direct departures

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

Direct returns

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

Reviews of the top 5 airlines serving from Milwaukee to Boston

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Boston. 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 Milwaukee to Boston? 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 4250 reviews
8.1Boarding
8.0Comfort
7.0Food
7.5Entertainment
8.6Crew
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

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.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

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.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

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.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

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.

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.

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.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

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 Milwaukee to Boston

Information on your arrival and departure airports