Boston

$104+ Cheap flights from Wisconsin to Boston (BOS)

MKE — BOS
Dec 5 — Dec 121
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Cheap flight deals from Wisconsin to Boston

Cheapest flights from Wisconsin to Boston

Sat 11/216:11 pm -
1 stop15h 00m
Mon 11/2311:06 am -
1 stop7h 20m
Deal found 11/2$298
Tue 12/16:00 am -
1 stop7h 34m
Fri 12/410:27 am -
1 stop6h 57m
Deal found 11/1$307
Wed 11/256:11 pm -
1 stop15h 00m
Fri 11/2711:06 am -
1 stop7h 20m
Deal found 11/3$309
Mon 12/75:00 am -
2 stops6h 27m
Tue 12/86:00 am -
1 stop5h 03m
Deal found 11/2$312
Wed 11/256:11 pm -
1 stop15h 00m
Mon 11/3011:06 am -
1 stop7h 20m
Deal found 10/31$313
Thu 11/1910:15 am -
1 stop22h 56m
Sun 11/2211:06 am -
1 stop7h 20m
Deal found 11/2$318
Sat 11/216:11 pm -
1 stop15h 00m
Fri 11/2711:06 am -
1 stop7h 20m
Deal found 11/1$335
Thu 11/1910:15 am -
1 stop22h 56m
Mon 11/2311:06 am -
1 stop7h 20m
Deal found 11/3$338
Fri 12/255:13 pm -
1 stop5h 25m
Thu 12/3111:39 am -
1 stop5h 31m
Deal found 10/31$339
Fri 12/256:45 am -
1 stop4h 12m
Fri 1/15:30 am -
1 stop5h 51m
Deal found 10/31$339
Fri 12/2510:05 am -
2 stops9h 06m
Thu 12/3112:16 pm -
1 stop7h 27m
Deal found 10/31$344
Fri 12/2511:39 am -
2 stops8h 52m
Thu 12/3110:51 am -
1 stop8h 04m
Deal found 10/31$344

Find flight deals from Wisconsin to Boston

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$298
(Cheapflightsfares)

One-way from

$104
(Cheapflightsfares)

Popular in

February

Cheapest in

May

Average price

$438

Good round-trip deal

$399 or less

Good one-way deal

$208 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Boston Logan Intl flights.
From Wisconsin to Boston Logan Intl
One-way flight from Wisconsin to Boston Logan Intl
Highest demand for flights based on searches. 15% potential increase in price ($60 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Wisconsin to Boston Logan Intl.
Price to beat on a one-way flight from Wisconsin to Boston Logan Intl.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Wisconsin to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeBoston

MKE Milwaukee-Mitchell - BOS Boston Logan Intl

MKEBOS

Milwaukee-Mitchell

Sat 12/19

7:00 pm-1:18 am

1 stop5h 18m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$129

MilwaukeeBoston

MKE Milwaukee-Mitchell - BOS Boston Logan Intl

MKEBOS

Milwaukee-Mitchell

Wed 1/20

3:51 pm-11:59 pm

2 stops7h 08m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$134

Green BayBoston

GRB Green Bay Austin-Straubel - BOS Boston Logan Intl

GRBBOS

Green Bay Austin-Straubel

Wed 11/25

2:37 pm-9:21 pm

1 stop5h 44m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$170

AppletonBoston

ATW Appleton Intl - BOS Boston Logan Intl

ATWBOS

Appleton Intl

Fri 11/27

7:03 am-3:26 pm

1 stop7h 23m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$170

MilwaukeeBoston

MKE Milwaukee-Mitchell - BOS Boston Logan Intl

MKEBOS

Milwaukee-Mitchell

Fri 12/11

9:15 am-5:55 pm

1 stop7h 40m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$184

MilwaukeeBoston

MKE Milwaukee-Mitchell - BOS Boston Logan Intl

MKEBOS

Milwaukee-Mitchell

Fri 12/18

5:00 am-12:10 pm

2 stops6h 10m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$184

MilwaukeeBoston

MKE Milwaukee-Mitchell - BOS Boston Logan Intl

MKEBOS

Milwaukee-Mitchell

Wed 11/11

12:35 pm-5:56 pm

1 stop4h 21m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$213

MadisonBoston

MSN Madison Truax Field - BOS Boston Logan Intl

MSNBOS

Madison Truax Field

Tue 12/22

7:41 am-11:19 am

Nonstop2h 38m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$226
Quickest round-trip

MilwaukeeBoston

MKE Milwaukee-Mitchell - BOS Boston Logan Intl

MKEBOS

Milwaukee-Mitchell

Sat 12/19

2:35 pm-5:57 pm

Nonstop2h 22m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$229

MilwaukeeBoston

MKE Milwaukee-Mitchell - BOS Boston Logan Intl

MKEBOS

Milwaukee-Mitchell

Mon 1/18

7:40 am-11:15 am

Nonstop2h 35m

Boston Logan Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Wisconsin to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Wisconsin with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Boston

What is the cheapest month to book a flight from Wisconsin to Boston?

Currently, May is the cheapest month in which you can book a flight from Wisconsin to Boston (average of $313). Flying from Wisconsin to Boston in November is currently the most expensive (average of $445). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from WI to BOS?

A simple way to save on the total cost of your ticket is to fly from Wisconsin to Boston in the evening. If you’re flexible enough to do this you can expect to save up to 25% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Wisconsin to Boston?

Airfare is below average for this route at the moment.
Wisconsin to Boston flights typically cost between $376 and $518 in November.
The cheapest round-trip price found within the last 5 days was $298 on Frontier (Nov 21-Nov 23).

How far ahead should I book a flight from Wisconsin to Boston?

The price you pay for your flight from Wisconsin to Boston may vary depending on when you book. For the best chance of a lower fare, look to book 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Wisconsin to Boston?

Travelers seeking maximum savings on their Wisconsin to Boston flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

  • What airport do you fly into for flights to Boston from Wisconsin?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Boston from Wisconsin.

  • How popular is this Wisconsin to Boston flight route?

  • How long is the flight from Wisconsin to Boston?

    For as low as $339, American Airlines can have you in Boston from Wisconsin in 4h 12m. Airlines will cover a distance of 888 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Wisconsin to Boston one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $93. However, be on the lookout for offers from American Airlines and Southwest, as they are both options that can get you from Wisconsin to Boston for a low price.

  • What are the most popular routes from Wisconsin to Boston?

  • What are the most reliable airlines from Wisconsin to Boston?

    No one likes to see their flight delayed. When booking a flight from Wisconsin to Boston consider choosing Qatar Airways (83%), LATAM Airlines (75%) or WestJet (75%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Wisconsin to Boston?

    On average you can expect to pay $349 for a flight from Wisconsin to Boston. The cheapest flight overall is $208 while the most popular route, (Chicago O'Hare Intl - Boston Logan Intl) is currently priced at $185.

  • Can I find deals for flights from Wisconsin to Boston that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Boston.

  • Can I find deals for business class flights from Wisconsin to Boston?

    Yes. Cheapflights offers flight deals from Wisconsin to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Wisconsin to Boston?

    Currently, May is the cheapest month in which you can book a flight from Wisconsin to Boston (average of $313). Flying from Wisconsin to Boston in November is currently the most expensive (average of $445). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Randolph
Concord
Cambridge
Brockton
Dedham
Cranston
Warwick
Pawtucket
Peabody
Fitchburg
Londonderry
York Beach
Revere
North Falmouth
Chelsea
Swansea
Braintree
Auburn
Sandwich

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Wisconsin to Boston

Top 5 airlines flying from Wisconsin to Boston

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$113Average$389FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$114Average$251FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$186Average$401FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$186Average$412FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$231Average$378FlexibilityNo cancel feeOn-time63%

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