MKE

$104 Find Cheap Flights from Massachusetts 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 to Milwaukee departing on 5/6. 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.
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Cheap Flight Deals from Massachusetts to Milwaukee

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

Recent round-trip flight deals from Massachusetts to Milwaukee

KAYAK's recommended round-trip deals from the most popular airlines that fly from Massachusetts to Milwaukee.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
JetBlue Logo
2:08 pm - 3:48 pmBOS-MKE
2h 40mnonstop
JetBlue Logo
4:43 pm - 7:59 pmMKE-BOS
2h 16mnonstop
$187JetBlue
Find Deal
Wed, May 21 - Wed, May 28
Delta Logo
5:10 pm - 6:56 pmBOS-MKE
2h 46mnonstop
Delta Logo
7:40 pm - 10:59 pmMKE-BOS
2h 19mnonstop
$197Delta
Find Deal
Fri, May 9 - Tue, May 13
United Airlines Logo
4:45 pm - 10:15 pmBOS-MKE
6h 30m1 stop
United Airlines Logo
10:15 am - 4:17 pmMKE-BOS
5h 02m1 stop
$202United Airlines
Find Deal
Tue, May 6 - Wed, May 7
American Airlines Logo
5:59 am - 11:15 amBOS-MKE
6h 16m1 stop
American Airlines Logo
4:19 pm - 10:47 pmMKE-BOS
5h 28m1 stop
$208American Airlines
Find Deal
Tue, Jun 3 - Thu, Jun 5
United Airlines Logo
2:49 pm - 8:37 pmBOS-MKE
6h 48m2 stops
United Airlines Logo
2:22 pm - 7:48 pmMKE-BOS
4h 26m1 stop
$212United Airlines
Find Deal
Tue, May 6 - Wed, May 7
American Airlines Logo
8:15 am - 1:07 pmBOS-MKE
5h 52m1 stop
American Airlines Logo
7:25 am - 3:10 pmMKE-BOS
6h 45m1 stop
$227American Airlines
Find Deal
Fri, Aug 15 - Sun, Aug 17
Sun Country Air Logo
11:52 am - 5:05 pmBDL-MKE
6h 13m1 stop
Sun Country Air Logo
6:35 pm - 10:47 amMKE-BDL
15h 12m1 stop
$245Sun Country Air
Find Deal
Fri, Jun 6 - Sun, Jun 15
Southwest Logo
5:30 am - 9:40 amBOS-MKE
5h 10m1 stop
Southwest Logo
6:35 pm - 12:25 amMKE-BOS
4h 50m1 stop
$247Southwest
Find Deal
Mon, Jun 2 - Thu, Jun 5
Southwest Logo
1:50 pm - 11:15 pmBOS-MKE
10h 25m2 stops
Southwest Logo
12:30 pm - 8:35 pmMKE-BOS
7h 05m1 stop
$257Southwest
Find Deal
Tue, Jun 24 - Fri, Jul 4
Sun Country Air Logo
11:52 am - 5:05 pmBDL-MKE
6h 13m1 stop
Sun Country Air Logo
6:35 pm - 10:47 amMKE-BDL
15h 12m1 stop
$265Sun Country Air
Find Deal
Fri, Jun 6 - Sun, Jun 15

Good to know

Low season

February

High season

July

Cheapest flight

$104
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Boston to Milwaukee

FAQs for booking flights from Massachusetts to Milwaukee

  • How does KAYAK find such low prices on flights from Massachusetts 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 Massachusetts to Milwaukee.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from Massachusetts 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 Massachusetts 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 Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts 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 Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Everything you need to know for your flight to Milwaukee

Information on the airport you'll fly into in Milwaukee

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