MKE - BOS

$128 Find Cheap Flights from Milwaukee to Boston - Compare and Save

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Everything you should know

Cheapest round-trip
$269
Typical prices: $249-$409
Southwest
Sat 2/24Thu 3/1
MKE - BOS • 1 stop
Cheapest non-stop
$288
Typical prices: $247-$424
JetBlue
Sun 9/30Sun 10/7
MKE - BOS • Non-stop
Nonstop flights
You can fly direct with Delta, JetBlue and others. Average duration is 2h 26m.
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 26 weeks in advance save around 53% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 13% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $276 (round-trip)
Shortest trip • 4h 28m (one-way)
Insights
Insights
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We hope you love your trip to Boston!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Milwaukee to Boston (MKE-BOS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Boston

Wed, Feb 24 - Mon, Mar 1
Southwest Logo
6:00 am - 12:15 pmMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
5h 15m1 stop Chicago Midway
Southwest Logo
5:15 am - 9:50 amBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
5h 35m1 stop Nashville Intl
$269Southwest
Mon, Oct 26 - Tue, Oct 27
Southwest Logo
5:00 pm - 10:05 pmMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
4h 05m1 stop Chicago Midway
Southwest Logo
5:45 pm - 10:45 pmBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
6h 00m1 stop Nashville Intl
$269Southwest
Wed, Oct 14 - Sat, Oct 17
Multiple Airlines Logo
10:46 am - 1:59 pmMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
2h 13mnonstop
Multiple Airlines Logo
11:47 am - 9:20 amBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
22h 33m1 stop Orlando
$283Multiple Airlines
Wed, Sep 30 - Wed, Oct 7
JetBlue Logo
10:55 am - 2:09 pmMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
2h 14mnonstop
JetBlue Logo
8:30 am - 10:02 amBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
2h 32mnonstop
$288JetBlue
Wed, Oct 7 - Wed, Oct 14
JetBlue Logo
10:55 am - 2:08 pmMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
2h 13mnonstop
JetBlue Logo
8:23 am - 9:55 amBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
2h 32mnonstop
$288JetBlue
Thu, Oct 1 - Tue, Oct 6
Multiple Airlines Logo
10:10 am - 10:51 amMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
23h 41m1 stop Orlando
Multiple Airlines Logo
8:30 am - 10:02 amBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
2h 32mnonstop
$289Multiple Airlines
Tue, Oct 6 - Wed, Oct 7
Delta Logo
6:35 pm - 10:02 pmMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
2h 27mnonstop
Delta Logo
6:00 am - 9:56 amBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
4h 56m1 stop New York LaGuardia
$307Delta
Tue, Oct 6 - Tue, Oct 13
Delta Logo
6:35 pm - 10:02 pmMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
2h 27mnonstop
Delta Logo
5:39 am - 8:40 amBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
4h 01m1 stop Detroit Metropolitan Wayne County
$307Delta
Wed, Oct 7 - Wed, Oct 14
American Airlines Logo
5:00 am - 10:33 amMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
4h 33m1 stop Chicago O'Hare Intl
American Airlines Logo
3:31 pm - 7:58 pmBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
5h 27m1 stop Chicago O'Hare Intl
$317American Airlines
Wed, Sep 30 - Wed, Oct 7
American Airlines Logo
1:18 pm - 7:30 pmMKE  Milwaukee-Mitchell-BOS Boston Logan Intl
5h 12m1 stop Chicago O'Hare Intl
American Airlines Logo
6:16 pm - 10:42 pmBOS  Boston Logan Intl-MKE Milwaukee-Mitchell
5h 26m1 stop Chicago O'Hare Intl
$317American Airlines
Booking Insights

Price, demand and travel trends for Milwaukee to Boston flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Milwaukee to Boston with more confidence.

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

Round-trip flights from Milwaukee to Boston start at $269. Prices are typical for this route right now, with typical round-trip fares ranging from $249 to $409. The lowest price found in the past 5 days was $269 on Southwest.

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

Tuesday is the cheapest day of the week to fly from Milwaukee to Boston, it is 9% cheaper than the average day. Monday is the most expensive day with flight prices 23% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • June is the cheapest month to fly from Milwaukee to Boston at $277 round-trip.
  • January ($519) and February ($446) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 87% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Milwaukee to Boston the cheapest?

Flights from Milwaukee to Boston are cheapest 26 weeks before departure. Booking in this window typically costs about 53% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Milwaukee to Boston

 
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.

Key details for Milwaukee to Boston flights

Low season

January

Cheapest flight

$128
Best time to beat the crowds but there is an average 63% increase in price.
Most popular time to fly and prices are also 2% 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

Your Milwaukee to Boston flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • Which airlines offer extra legroom and free seat selection on Milwaukee to Boston flights?

    Among airlines operating Milwaukee to Boston flights:

    • JetBlue: offers free seat selection
    • Delta: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Milwaukee to Boston?

    4 airlines operate flights between Milwaukee and Boston. The airlines offering nonstop flights on this route include:

    • Delta
    • JetBlue
    • Southwest
    • American Airlines

  • Which airports can I use when flying from Milwaukee to Boston?

    Flights from Milwaukee to Boston usually depart from Milwaukee-Mitchell (MKE) and arrive at Boston Logan Intl (BOS).

  • Which airlines include bags at no extra cost on Milwaukee to Boston flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Delta: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Milwaukee to Boston?

    Three cabin classes are available on flights from Milwaukee to Boston:

    • Economy Class
    • Premium Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Milwaukee to Boston?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $276 round-trip via New York LaGuardia (LGA), compared to $318 for nonstop.

  • What is the standard checked-bag allowance on flights from Milwaukee to Boston?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Milwaukee to Boston?

    The Airbus A220-300 family is used most often on this route, operated mainly by JetBlue and Delta. Other aircraft seen on the route include Embraer 175 variants.

  • Which airports do connecting flights from Milwaukee to Boston pass through?

    One-stop flights from Milwaukee to Boston most commonly connect through:

    • Chicago O'Hare Intl (ORD) - 41% of one-stop connections
    • Baltimore/Washington (BWI) - 14% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 10% of one-stop connections
    • Lambert-St Louis (STL) - 9% of one-stop connections

    Chicago O'Hare Intl (ORD) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Milwaukee to Boston?

    Yes. Being flexible with your travel dates can save you up to 26% on the Milwaukee to Boston route. Tuesday is the cheapest departure day at $291 round-trip on average, while Monday is the most expensive at $392, a difference of $101. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Milwaukee to Boston spread across the day?

    Morning is the busiest departure period on Milwaukee to Boston flights, with 50% of flights leaving in that window. Evening departures account for 50%, afternoon flights for 0%, and night flights for 0%.

  • What popular places can I visit in Boston?

    Some of the most popular sights in Boston are Fenway Park, TD Garden and South Station. These are among the most viewed places in Boston on KAYAK.

  • What are the earliest and latest flights from Milwaukee to Boston?

    These are the earliest and latest flight times available from Milwaukee to Boston:

    • Earliest: departs at 7:35 am and lands at 10:01 am
    • Latest: departs at 6:55 pm and lands at 9:21 pm.

    The flight takes about 2h 26m.

  • How expensive are last-minute Milwaukee to Boston flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 55% above the route average of $317. Book 26 weeks before departure for the lowest fares.

  • How long is a flight from Milwaukee to Boston?

    A nonstop flight from Milwaukee to Boston takes 2h 26m, covering 857 miles.

  • Do I need a passport to fly from Milwaukee to Boston?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Milwaukee to Boston changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $269 to $1,073. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Milwaukee to Boston looking right now?

    One-way fares from Milwaukee to Boston are currently lower than usual. Average one-way flight prices are about $147, which is 30% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Milwaukee to Boston?

    Flying via Chicago Midway (MDW) gives the shortest average 1-stop total travel time at 4h 28m, compared with 4h 28m via Detroit Metropolitan Wayne County (DTW) and 4h 36m via Philadelphia (PHL).

  • What is the time difference between Milwaukee and Boston?

    Boston is 1 hour ahead of Milwaukee (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Boston Logan Intl Airport (BOS)?

    Boston Logan Intl Airport (BOS) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:
    • Dollar
    • Hertz
    • Budget
    • Thrifty
    • Sixt

  • How much should I expect to pay for a Milwaukee to Boston flight?

    Round-trip flights from Milwaukee to Boston range from $249 to $409, with an average of $317 over the past 12 months. Anything below $249 counts as a good deal.

  • Which airlines offer Wi-Fi on Milwaukee to Boston flights?

    Two airlines offer in-flight Wi-Fi on Milwaukee to Boston flights:

    • • JetBlue
    • • Delta

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Milwaukee to Boston flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Monday. On this route, Tuesday flights average $291 - about $101 less than Monday (26% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 53% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Milwaukee to Boston trip for June. Fares historically average $277 round-trip in that month - typically $242 less than the most expensive month, which is January (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through New York LaGuardia Airport (LGA) can be cheaper than flying direct. The cheapest layover option averages $276 round-trip on this route - about $41 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Boston Logan Intl Airport.
    - Embassy Suites by Hilton Boston at Logan Airport
    - Hilton Garden Inn Boston Logan Airport
    - Hilton Boston Logan Airport
  • 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?

 
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,JetBlue

Delta,JetBlue

Tuesday

Delta,JetBlue

Delta,JetBlue

Wednesday

Delta,JetBlue

Delta,JetBlue

Thursday

Delta,JetBlue

Delta,JetBlue

Friday

Delta,JetBlue,Southwest

Delta,JetBlue, +1 more

Saturday

Delta,JetBlue,American Airlines

Delta,JetBlue, +1 more

Sunday

Delta,JetBlue

Delta,JetBlue

See more direct flights

Direct returns

Boston Logan Intl to Milwaukee-Mitchell

Monday

Delta,JetBlue,American Airlines, +1 more

Delta,JetBlue, +2 more

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

More options for your flight from Milwaukee to Boston

Complete your trip to Boston with a hotel stay or car rental