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

As of October 2025, there are 914 flights per week flying from Massachusetts to Wisconsin. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

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 44% of people opting to fly with this airline when traveling to Wisconsin. Keep in mind that there are 6 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 day?

As of October 2025, there are 130 flights per day flying from Massachusetts to Wisconsin. The most common time of day flights depart is 5:00PM, with 85% of flights taking off in the afternoon.

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

United Airlines, Southwest, and Spirit Airlines are the most popular carriers operating from Massachusetts to Wisconsin

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 October 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.

$64 Cheap Flights from Massachusetts to Wisconsin in 2025/26

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Find the cheapest flights from Massachusetts to Wisconsin

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Cheap round-trip flights

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7:09 am - 9:22 amBOS-ORD

3h 13mnonstop

10:08 am - 1:37 pmORD-BOS

2h 29mnonstop

$122JetBlue

Find Deal

Thu, Oct 23 - Sat, Oct 25

7:09 am - 9:22 amBOS-ORD

3h 13mnonstop

7:13 pm - 10:46 pmORD-BOS

2h 33mnonstop

$124JetBlue

Find Deal

Wed, Oct 15 - Mon, Oct 20

11:45 am - 1:40 pmBOS-ORD

2h 55mnonstop

10:25 am - 1:55 pmORD-BOS

2h 30mnonstop

$127Delta

Find Deal

Sat, Nov 1 - Sat, Nov 8

6:45 am - 8:52 amBOS-ORD

3h 07mnonstop

1:04 pm - 4:32 pmORD-BOS

2h 28mnonstop

$128American Airlines

Find Deal

Thu, Nov 20 - Thu, Nov 27

9:53 am - 11:43 amBOS-ORD

2h 50mnonstop

6:15 am - 9:30 amORD-BOS

2h 15mnonstop

$133United Airlines

Find Deal

Tue, Oct 21 - Sun, Oct 26

4:25 pm - 6:20 pmBOS-ORD

2h 55mnonstop

6:30 am - 9:56 amORD-BOS

2h 26mnonstop

$136United Airlines

Find Deal

Wed, Oct 15 - Sat, Oct 18

7:20 am - 9:22 amBOS-ORD

3h 02mnonstop

3:50 pm - 7:23 pmORD-BOS

2h 33mnonstop

$137Delta

Find Deal

Thu, Oct 23 - Sat, Oct 25

9:25 am - 4:25 pmBOS-ORD

8h 00m1 stop

1:30 pm - 10:15 pmORD-BOS

7h 45m1 stop

$142Southwest

Find Deal

Sat, Oct 25 - Sat, Nov 1

6:55 am - 4:25 pmBOS-ORD

10h 30m2 stops

1:45 pm - 11:15 pmORD-BOS

8h 30m1 stop

$148Southwest

Find Deal

Thu, Oct 30 - Mon, Nov 10

6:57 am - 8:55 amBOS-ORD

2h 58mnonstop

6:05 am - 9:32 amORD-BOS

2h 27mnonstop

$156American Airlines

Find Deal

Thu, Oct 23 - Sun, Oct 26

JetBlue flights from Massachusetts to Wisconsin

Our best JetBlue deals on Massachusetts to Wisconsin flight tickets

JetBlue

Oct 23

BOS7:09 amBoston Logan Intl

3h 13m

ORD9:22 amChicago O'Hare Intl

Oct 25

ORD10:08 amChicago O'Hare Intl

2h 29m

BOS1:37 pmBoston Logan Intl

$122

Find similar

JetBlue

Oct 15

BOS7:09 amBoston Logan Intl

3h 13m

ORD9:22 amChicago O'Hare Intl

Oct 20

ORD7:13 pmChicago O'Hare Intl

2h 33m

BOS10:46 pmBoston Logan Intl

$124

Find similar

JetBlue

Nov 1

BOS7:00 amBoston Logan Intl

3h 05m

ORD9:05 amChicago O'Hare Intl

Nov 5

ORD6:55 pmChicago O'Hare Intl

2h 32m

BOS10:27 pmBoston Logan Intl

$129

Find similar

Delta flights from Massachusetts to Wisconsin

Our best Delta deals on Massachusetts to Wisconsin flight tickets

Delta

Nov 1

BOS11:45 amBoston Logan Intl

2h 55m

ORD1:40 pmChicago O'Hare Intl

Nov 8

ORD10:25 amChicago O'Hare Intl

2h 30m

BOS1:55 pmBoston Logan Intl

$127

Find similar

Delta

Oct 23

BOS7:20 amBoston Logan Intl

3h 02m

ORD9:22 amChicago O'Hare Intl

Oct 25

ORD3:50 pmChicago O'Hare Intl

2h 33m

BOS7:23 pmBoston Logan Intl

$137

Find similar

Delta

Oct 23

BOS7:20 amBoston Logan Intl

3h 02m

ORD9:22 amChicago O'Hare Intl

Oct 26

ORD7:05 amChicago O'Hare Intl

2h 24m

BOS10:29 amBoston Logan Intl

$157

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 10/23

7:09 am-9:22 am

Nonstop3h 13m

Chicago O'Hare Intl

Sat 10/25

10:08 am-1:37 pm

Nonstop2h 29m

$122

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 10/15

7:09 am-9:22 am

Nonstop3h 13m

Chicago O'Hare Intl

Mon 10/20

7:13 pm-10:46 pm

Nonstop2h 33m

$124

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 11/1

11:45 am-1:40 pm

Nonstop2h 55m

Chicago O'Hare Intl

Sat 11/8

10:25 am-1:55 pm

Nonstop2h 30m

$127

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 11/20

6:45 am-8:52 am

Nonstop3h 07m

Chicago O'Hare Intl

Thu 11/27

1:04 pm-4:32 pm

Nonstop2h 28m

$128

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 10/21

9:53 am-11:43 am

Nonstop2h 50m

Chicago O'Hare Intl

Sun 10/26

6:15 am-9:30 am

Nonstop2h 15m

$133

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 10/15

4:25 pm-6:20 pm

Nonstop2h 55m

Chicago O'Hare Intl

Sat 10/18

6:30 am-9:56 am

Nonstop2h 26m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 10/23

7:20 am-9:22 am

Nonstop3h 02m

Chicago O'Hare Intl

Sat 10/25

3:50 pm-7:23 pm

Nonstop2h 33m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 10/25

9:25 am-4:25 pm

1 stop8h 00m

Chicago O'Hare Intl

Sat 11/1

1:30 pm-10:15 pm

1 stop7h 45m

$142

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 10/30

6:55 am-4:25 pm

2 stops10h 30m

Chicago O'Hare Intl

Mon 11/10

1:45 pm-11:15 pm

1 stop8h 30m

$148

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 10/23

6:57 am-8:55 am

Nonstop2h 58m

Chicago O'Hare Intl

Sun 10/26

6:05 am-9:32 am

Nonstop2h 27m

$156

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 $287.

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 $288. The most expensive day to fly to Wisconsin is Monday, with ticket prices averaging around $414.

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 $289. Flights in the evening are often more expensive with an average ticket price of $397.

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 $336 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?

No. A direct flight is the cheapest option for a flight between Massachusetts to Wisconsin.

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	$168
Fastest flight time	2h 25m
Direct flights	Every day
Airports in Wisconsin	2 airports

The best one-way flight to Wisconsin from Massachusetts in the past 72 hours is $168. The best round-trip flight deal from Massachusetts to Wisconsin found on momondo in the last 72 hours is $233.

The fastest flight from Massachusetts to Wisconsin takes 2h 25m

Direct flights go from Massachusetts to Wisconsin every day.

There are 2 airports near Wisconsin: 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 October 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 40.33% of all bookings. The subsequent popular models are Embraer 175 at 32.05%, Boeing 737-800 at 8.74%, and Boeing 737-900 at 4.43%.

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 $115	Free Cancellation	Rating 7.2 2,908 reviews	Search JetBlue flights
Spirit Airlines	PriceFrom $145	Free Cancellation	Rating 6.3 8,080 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $176	Free Cancellation	Rating 8.0 4,234 reviews	Search Southwest flights
United Airlines	PriceFrom $186	Free Cancellation	Rating 7.4 8,957 reviews	Search United Airlines flights
Delta	PriceFrom $188	Free Cancellation	Rating 7.9 7,969 reviews	Search Delta flights
American Airlines	PriceFrom $196	Free Cancellation	Rating 7.2 11,041 reviews	Search American 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

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Massachusetts flight routes

Flights from Boston Logan Intl to West Tisbury Martha's Vineyard

Flights from Boston Logan Intl to Asheville Regional

Flights from Boston Logan Intl to Cleveland Hopkins Intl

Flights from Boston Logan Intl to Traverse City Cherry Capital

Flights from Boston Logan Intl to Richmond Byrd Intl

Flights from Boston Logan Intl to Presque Isle

Cheap flights from Massachusetts to Wisconsin from $64

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 11/18. 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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JetBlue flights from Massachusetts to Wisconsin

Our best JetBlue deals on Massachusetts to Wisconsin flight tickets

Delta flights from Massachusetts to Wisconsin

Our best Delta 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.

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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

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 $287.

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 $288. The most expensive day to fly to Wisconsin is Monday, with ticket prices averaging around $414.

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 $289. Flights in the evening are often more expensive with an average ticket price of $397.

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?

No. A direct flight is the cheapest option for a flight between Massachusetts to Wisconsin.

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

United Airlines, Southwest, and Spirit Airlines 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 October 2025, there are 130 flights per day flying from Massachusetts to Wisconsin. The most common time of day flights depart is 5:00PM, with 85% of flights taking off in the afternoon.

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

As of October 2025, there are 914 flights per week flying from Massachusetts to Wisconsin. The most common day of the week flights depart is Mon, with 17% 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