What is the cheapest airline that flies from Massachusetts to Wisconsin?

Spirit Airlines, Delta, and Sun Country Air are the most popular carriers operating from Massachusetts to Wisconsin

How many flights depart from Massachusetts to Wisconsin on average per day?

As of December 2025, there are 51 flights per day flying from Massachusetts to Wisconsin. The most common time of day flights depart is 7:00PM, with 75% of flights taking off in the evening.

What airlines fly to Wisconsin?

Delta, American Airlines and JetBlue are the top three most popular airlines that fly to Wisconsin from Massachusetts according to our data. Delta is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Wisconsin. Keep in mind that there are 5 different airlines that fly to Wisconsin on a routine basis, so you have a few additional options to choose from.

How many flights depart from Massachusetts to Wisconsin on average per week?

As of December 2025, there are 363 flights per week flying from Massachusetts to Wisconsin. The most common day of the week flights depart is Tue, with 30% of flights taking off on this day.

When did momondo last update prices for flights from Massachusetts to Wisconsin?

Prices for flights from Massachusetts to Wisconsin are refreshed on a daily basis.

How many operators does momondo search for flights from Massachusetts to Wisconsin?

As of December 2025, there are 8 operators available to choose from for flights from Massachusetts to Wisconsin.

How old do you have to be to fly from Massachusetts to Wisconsin?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$63 Cheap Flights from Massachusetts to Wisconsin in 2025/26

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Find the cheapest flights from Massachusetts to Wisconsin

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:35 pm - 5:43 pm

BOS

ORD

3h 08mnonstop

7:45 am - 11:10 am

ORD

BOS

2h 25mnonstop

$120JetBlue

Sat, Jan 17 - Tue, Jan 20

3:35 pm - 5:43 pm

BOS

ORD

3h 08mnonstop

7:45 am - 11:10 am

ORD

BOS

2h 25mnonstop

$124JetBlue

Sat, Jan 17 - Tue, Jan 20

4:49 pm - 6:49 pm

BOS

ORD

3h 00mnonstop

1:55 pm - 5:19 pm

ORD

BOS

2h 24mnonstop

$127United Airlines

Sat, Jan 17 - Tue, Jan 20

5:15 pm - 7:26 pm

BOS

ORD

3h 11mnonstop

2:00 pm - 5:29 pm

ORD

BOS

2h 29mnonstop

$132Delta

Sat, Jan 17 - Sat, Jan 24

6:23 pm - 11:35 pm

BOS

MKE

6h 12m1 stop

6:11 am - 12:53 pm

MKE

BOS

5h 42m1 stop

$207American Airlines

Fri, Jan 9 - Sun, Jan 11

8:10 pm - 11:50 pm

BOS

MKE

4h 40m1 stop

5:40 am - 4:10 pm

MKE

BOS

9h 30m2 stops

$212Southwest

Sat, Jan 3 - Wed, Jan 7

5:06 pm - 9:01 pm

BOS

MKE

4h 55m1 stop

11:48 am - 5:41 pm

MKE

BOS

4h 53m1 stop

$227American Airlines

Tue, Apr 28 - Wed, Apr 29

6:30 am - 12:15 pm

BOS

MKE

6h 45m1 stop

5:35 pm - 11:40 pm

MKE

BOS

5h 05m1 stop

$243Southwest

Fri, Feb 27 - Fri, Feb 27

5:29 am - 10:32 am

BOS

MSN

6h 03m1 stop

11:00 am - 7:10 pm

MSN

BOS

7h 10m1 stop

$251Delta

Sat, Jan 10 - Wed, Jan 14

7:28 pm - 11:44 pm

BOS

MSN

5h 16m1 stop

2:56 pm - 11:49 pm

MSN

BOS

7h 53m2 stops

$256United Airlines

Wed, Jan 7 - Wed, Jan 14

United Airlines flights from Massachusetts to Wisconsin

Our best United Airlines deals on Massachusetts to Wisconsin flight tickets

United Airlines

Jan 17

BOS4:49 pmBoston Logan Intl

3h 00m

ORD6:49 pmChicago O'Hare Intl

Jan 20

ORD1:55 pmChicago O'Hare Intl

2h 24m

BOS5:19 pmBoston Logan Intl

$127

Find similar

United Airlines

Jan 2

BOS6:01 amBoston Logan Intl

3h 04m

ORD8:05 amChicago O'Hare Intl

Jan 8

ORD7:30 amChicago O'Hare Intl

2h 22m

BOS10:52 amBoston Logan Intl

$155

Find similar

United Airlines

Jan 17

BOS4:49 pmBoston Logan Intl

3h 00m

ORD6:49 pmChicago O'Hare Intl

Jan 19

ORD7:30 amChicago O'Hare Intl

2h 22m

BOS10:52 amBoston Logan Intl

$161

Find similar

American Airlines flights from Massachusetts to Wisconsin

Our best American Airlines deals on Massachusetts to Wisconsin flight tickets

American Airlines

Jan 9

BOS6:23 pmBoston Logan Intl

6h 12m

1 stop

MKE11:35 pmMilwaukee-Mitchell

Jan 11

MKE4:05 pmMilwaukee-Mitchell

5h 17m

1 stop

BOS10:22 pmBoston Logan Intl

$207

Find similar

American Airlines

Feb 11

BDL12:16 pmHartford Bradley Intl

2h 59m

ORD2:15 pmChicago O'Hare Intl

Feb 14

ORD2:08 pmChicago O'Hare Intl

2h 05m

BDL5:13 pmHartford Bradley Intl

$225

Find similar

American Airlines

Jan 12

BOS5:00 pmBoston Logan Intl

7h 35m

1 stop

MKE11:35 pmMilwaukee-Mitchell

Jan 14

MKE4:05 pmMilwaukee-Mitchell

5h 17m

1 stop

BOS10:22 pmBoston Logan Intl

$227

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/17

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Tue 1/20

7:45 am-11:10 am

Nonstop2h 25m

$120

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/17

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Tue 1/20

7:45 am-11:10 am

Nonstop2h 25m

$124

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/17

4:49 pm-6:49 pm

Nonstop3h 00m

Chicago O'Hare Intl

Tue 1/20

1:55 pm-5:19 pm

Nonstop2h 24m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/17

5:15 pm-7:26 pm

Nonstop3h 11m

Chicago O'Hare Intl

Sat 1/24

2:00 pm-5:29 pm

Nonstop2h 29m

$132

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 1/9

6:23 pm-11:35 pm

1 stop6h 12m

Milwaukee-Mitchell

Sun 1/11

6:11 am-12:53 pm

1 stop5h 42m

$207

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Sat 1/3

8:10 pm-11:50 pm

1 stop4h 40m

Milwaukee-Mitchell

Wed 1/7

5:40 am-4:10 pm

2 stops9h 30m

$212

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 4/28

5:06 pm-9:01 pm

1 stop4h 55m

Milwaukee-Mitchell

Wed 4/29

11:48 am-5:41 pm

1 stop4h 53m

$227

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Fri 2/27

6:30 am-12:15 pm

1 stop6h 45m

Milwaukee-Mitchell

Fri 2/27

5:35 pm-11:40 pm

1 stop5h 05m

$243

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 1/10

5:29 am-10:32 am

1 stop6h 03m

Madison Truax Field

Wed 1/14

11:00 am-7:10 pm

1 stop7h 10m

$251

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 1/7

7:28 pm-11:44 pm

1 stop5h 16m

Madison Truax Field

Wed 1/14

2:56 pm-11:49 pm

2 stops7h 53m

$256

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Massachusetts to Wisconsin

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Wisconsin?

If you aren’t able to travel during the month of September, then book flights to Wisconsin from Massachusetts during May instead. Flights to Wisconsin in May, while not as cheap as those in September, still average around $284.

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from Massachusetts to Wisconsin is on a Wednesday. Travelers who choose to depart for Wisconsin on a Wednesday will often find tickets for as low as $284. The most expensive day to fly to Wisconsin is Monday, with ticket prices averaging around $394.

What is the cheapest time of day to depart on your flight to Wisconsin?

Our most recent data shows that the best time of day to fly to Wisconsin is at noon. Flights from Massachusetts to Wisconsin during this time can be as low as $290. Flights in the evening are often more expensive with an average ticket price of $399.

What is the cheapest Massachusetts to Wisconsin flight route?

Fly from Boston Logan Intl to Milwaukee-Mitchell for the best Massachusetts - Wisconsin flight prices

How far in advance should I book a flight to Wisconsin?

You are more likely to see cheaper flights to Wisconsin from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Wisconsin for around $337 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Wisconsin from Massachusetts for as low as $252 on momondo.

What cabin class options are available on Massachusetts to Wisconsin flights?

There are 4 cabin classes available to choose from on Massachusetts to Wisconsin flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Wisconsin flights?

You could potentially save up to 12% on your flight if you consider stops on a Massachusetts to Wisconsin flight.

Cheap Massachusetts to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Wisconsin

Best Price Found	$228
Fastest flight time	2h 23m
Direct flights	Every day
Airports in Wisconsin	80 airports

The best one-way flight to Wisconsin from Massachusetts in the past 72 hours is $228. The best round-trip flight deal from Massachusetts to Wisconsin found on momondo in the last 72 hours is $299.

The fastest flight from Massachusetts to Wisconsin takes 2h 23m

Direct flights go from Massachusetts to Wisconsin every day.

There are 80 airports in Wisconsin. From Massachusetts there are direct flights to Chicago O'Hare Intl (ORD), Milwaukee-Mitchell (MKE).

Search flight deals

When did momondo last update prices for flights from Massachusetts to Wisconsin?
Prices for flights from Massachusetts to Wisconsin are refreshed on a daily basis.
How many operators does momondo search for flights from Massachusetts to Wisconsin?
As of December 2025, there are 8 operators available to choose from for flights from Massachusetts to Wisconsin.
How old do you have to be to fly from Massachusetts to Wisconsin?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Massachusetts to Wisconsin?
momondo data reveals that the most frequently booked plane model on the route from Massachusetts to Wisconsin is Airbus A220-300, representing 32.50% of all bookings. The subsequent popular models are Embraer 175 at 27.71%, Boeing 737-800 at 13.85%, and Boeing 737-900 at 6.57%.

Best airlines flying from Massachusetts to Wisconsin

Compare and see reviews for airlines that fly from Massachusetts to Wisconsin with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $114	Free Cancellation	Rating 7.2 2,894 reviews	Search JetBlue flights
Southwest	PriceFrom $176	Free Cancellation	Rating 7.9 4,250 reviews	Search Southwest flights
Delta	PriceFrom $184	Free Cancellation	Rating 7.9 8,010 reviews	Search Delta flights
American Airlines	PriceFrom $196	Free Cancellation	Rating 7.2 11,048 reviews	Search American Airlines flights
United Airlines	PriceFrom $202	Free Cancellation	Rating 7.4 9,094 reviews	Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Wisconsin?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Wisconsin from Massachusetts.

Can I find flights from Massachusetts to Wisconsin with flexible booking policies on momondo?

momondo does allow users to show only those flights to Wisconsin from Massachusetts which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Massachusetts to Wisconsin?

Once you have performed a search for Massachusetts to Wisconsin flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Massachusetts to Wisconsin right now. Can momondo alert me if prices change?

Price alerts on flights to Wisconsin from Massachusetts are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Wisconsin trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to Wisconsin

Popular cities in Wisconsin

Flights to New Yorkfrom $45

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Flights to Las Vegasfrom $49

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Flights to Bostonfrom $51

Flights to Atlantafrom $46

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Flights to Seattlefrom $58

Massachusetts flight routes

Flights from Boston Logan Intl to Cleveland Hopkins Intl

Flights from Boston Logan Intl to Raleigh-Durham

Flights from Boston Logan Intl to Presque Isle

Flights from Boston Logan Intl to Charleston

Flights from Boston Logan Intl to Sarasota Bradenton Intl

Flights from Boston Logan Intl to Grand Rapids Gerald R. Ford Intl

Cheap flights from Massachusetts to Wisconsin from $63

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Wisconsin departing on 1/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Price Alerts

Find the cheapest flights from Massachusetts to Wisconsin

Cheap round-trip flights

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United Airlines flights from Massachusetts to Wisconsin

Our best United Airlines deals on Massachusetts to Wisconsin flight tickets

American Airlines flights from Massachusetts to Wisconsin

Our best American Airlines deals on Massachusetts to Wisconsin flight tickets

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

See travel insights to Wisconsin from

How to get the cheapest flight ticket from Massachusetts to Wisconsin

What is the cheapest month to fly to Wisconsin?

If you aren’t able to travel during the month of September, then book flights to Wisconsin from Massachusetts during May instead. Flights to Wisconsin in May, while not as cheap as those in September, still average around $284.

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from Massachusetts to Wisconsin is on a Wednesday. Travelers who choose to depart for Wisconsin on a Wednesday will often find tickets for as low as $284. The most expensive day to fly to Wisconsin is Monday, with ticket prices averaging around $394.

What is the cheapest time of day to depart on your flight to Wisconsin?

Our most recent data shows that the best time of day to fly to Wisconsin is at noon. Flights from Massachusetts to Wisconsin during this time can be as low as $290. Flights in the evening are often more expensive with an average ticket price of $399.

What is the cheapest Massachusetts to Wisconsin flight route?

Fly from Boston Logan Intl to Milwaukee-Mitchell for the best Massachusetts - Wisconsin flight prices

How far in advance should I book a flight to Wisconsin?

What cabin class options are available on Massachusetts to Wisconsin flights?

There are 4 cabin classes available to choose from on Massachusetts to Wisconsin flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Wisconsin flights?

You could potentially save up to 12% on your flight if you consider stops on a Massachusetts to Wisconsin flight.

What is the cheapest airline that flies from Massachusetts to Wisconsin?

Spirit Airlines, Delta, and Sun Country Air are the most popular carriers operating from Massachusetts to Wisconsin

What airlines fly to Wisconsin?

How many flights depart from Massachusetts to Wisconsin on average per day?

As of December 2025, there are 51 flights per day flying from Massachusetts to Wisconsin. The most common time of day flights depart is 7:00PM, with 75% of flights taking off in the evening.

How many flights depart from Massachusetts to Wisconsin on average per week?

As of December 2025, there are 363 flights per week flying from Massachusetts to Wisconsin. The most common day of the week flights depart is Tue, with 30% of flights taking off on this day.

Cheap Massachusetts to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Wisconsin

Best Price Found

Fastest flight time

Direct flights

Airports in Wisconsin

When did momondo last update prices for flights from Massachusetts to Wisconsin?

How many operators does momondo search for flights from Massachusetts to Wisconsin?

How old do you have to be to fly from Massachusetts to Wisconsin?

What documentation or ID do you need to fly to Wisconsin?

What is the most popular plane model from Massachusetts to Wisconsin?

Best airlines flying from Massachusetts to Wisconsin

Compare and see reviews for airlines that fly from Massachusetts to Wisconsin with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Wisconsin?

Can I find flights from Massachusetts to Wisconsin with flexible booking policies on momondo?

How can momondo help me find flights from Massachusetts to Wisconsin?

I’m not ready to book a flight from Massachusetts to Wisconsin right now. Can momondo alert me if prices change?

An easier way to manage your Wisconsin trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Wisconsin

Popular cities in Wisconsin

Popular flights according to clicks in the last 7 days on momondo