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

Delta, Frontier, and United Airlines are the most popular carriers operating from Massachusetts to Wisconsin

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

As of April 2026, there are 87 flights per day flying from Massachusetts to Wisconsin. The most common time of day flights depart is 4:00PM, with 90% of flights taking off in the afternoon.

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 41% 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 April 2026, there are 613 flights per week flying from Massachusetts to Wisconsin. The most common day of the week flights depart is Wed, with 21% 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 April 2026, there are 7 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.

$59 Cheap Flights from Massachusetts to Wisconsin in 2026

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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.

7:02 am - 8:59 am

BOS

ORD

2h 57mnonstop

6:00 am - 9:15 am

ORD

BOS

2h 15mnonstop

$137JetBlue

Thu, Apr 30 - Sun, May 3

7:02 am - 8:59 am

BOS

ORD

2h 57mnonstop

6:00 am - 9:15 am

ORD

BOS

2h 15mnonstop

$138JetBlue

Thu, Apr 30 - Sun, May 3

2:39 pm - 11:34 pm

ORH

ORD

9h 55m

1 stop

7:15 pm - 2:14 pm

ORD

ORH

17h 59m

1 stop

$192American Airlines

Tue, Apr 28 - Sat, May 2

2:39 pm - 11:54 pm

ORH

ORD

10h 15m

2 stops

5:45 pm - 2:14 pm

ORD

ORH

19h 29m

1 stop

$202American Airlines

Tue, Apr 28 - Sat, May 2

5:40 am - 8:49 am

BOS

MKE

4h 09m

1 stop

6:55 pm - 10:16 pm

MKE

BOS

2h 21mnonstop

$207Delta

Wed, May 20 - Thu, May 28

5:25 pm - 11:43 pm

BOS

MKE

7h 18m

2 stops

7:41 pm - 12:59 am

MKE

BOS

4h 18m

1 stop

$209United Airlines

Mon, Apr 13 - Thu, Apr 16

9:05 am - 12:28 pm

BOS

MKE

4h 23m

1 stop

1:54 pm - 10:25 pm

MKE

BOS

7h 31m

1 stop

$217Delta

Tue, May 19 - Wed, May 27

4:55 pm - 6:30 pm

ALB

ORD

2h 35mnonstop

12:00 pm - 3:04 pm

ORD

ALB

2h 04mnonstop

$285United Airlines

Tue, Apr 28 - Tue, May 5

9:10 am - 2:35 pm

ALB

MSP

6h 25m

1 stop

5:15 am - 2:30 pm

MSP

ALB

8h 15m

2 stops

$341Southwest

Tue, Apr 28 - Sat, May 9

6:00 am - 12:10 pm

ALB

MSP

7h 10m

2 stops

6:00 am - 12:00 pm

MSP

ALB

5h 00m

1 stop

$342Southwest

Sat, Apr 25 - Sat, May 2

Delta flights from Massachusetts to Wisconsin

Our best Delta deals on Massachusetts to Wisconsin flight tickets

Delta

Apr 30

BOS7:10 amBoston Logan Intl

3h 05m

ORD9:15 amChicago O'Hare Intl

May 3

ORD6:50 amChicago O'Hare Intl

2h 21m

BOS10:11 amBoston Logan Intl

$157

Delta

Apr 11

BOS7:15 amBoston Logan Intl

3h 09m

ORD9:24 amChicago O'Hare Intl

Apr 12

ORD7:00 amChicago O'Hare Intl

2h 25m

BOS10:25 amBoston Logan Intl

$158

Delta

Apr 8

BOS7:15 amBoston Logan Intl

3h 10m

ORD9:25 amChicago O'Hare Intl

Apr 16

ORD6:50 amChicago O'Hare Intl

2h 21m

BOS10:11 amBoston Logan Intl

$187

JetBlue flights from Massachusetts to Wisconsin

Our best JetBlue deals on Massachusetts to Wisconsin flight tickets

JetBlue

Apr 30

BOS7:02 amBoston Logan Intl

2h 57m

ORD8:59 amChicago O'Hare Intl

May 3

ORD6:00 amChicago O'Hare Intl

2h 15m

BOS9:15 amBoston Logan Intl

$137

JetBlue

Apr 30

BOS7:02 amBoston Logan Intl

2h 57m

ORD8:59 amChicago O'Hare Intl

May 3

ORD6:00 amChicago O'Hare Intl

2h 15m

BOS9:15 amBoston Logan Intl

$138

JetBlue

May 26

BOS5:25 pmBoston Logan Intl

3h 10m

ORD7:35 pmChicago O'Hare Intl

May 28

ORD8:30 pmChicago O'Hare Intl

2h 29m

BOS11:59 pmBoston Logan Intl

$143

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 4/30

7:02 am-8:59 am

Nonstop2h 57m

Chicago O'Hare Intl

Sun 5/3

6:00 am-9:15 am

Nonstop2h 15m

$137

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 4/30

7:02 am-8:59 am

Nonstop2h 57m

Chicago O'Hare Intl

Sun 5/3

6:00 am-9:15 am

Nonstop2h 15m

$138

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Tue 4/28

2:39 pm-11:34 pm

1 stop9h 55m

Chicago O'Hare Intl

Sat 5/2

7:15 pm-2:14 pm

1 stop17h 59m

$192

WorcesterChicago

ORH - ORD

ORHORD

Worcester

Tue 4/28

2:39 pm-11:54 pm

2 stops10h 15m

Chicago O'Hare Intl

Sat 5/2

5:45 pm-2:14 pm

1 stop19h 29m

$202

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Wed 5/20

5:40 am-8:49 am

1 stop4h 09m

Milwaukee-Mitchell

Thu 5/28

6:55 pm-10:16 pm

Nonstop2h 21m

$207

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Mon 4/13

5:25 pm-11:43 pm

2 stops7h 18m

Milwaukee-Mitchell

Thu 4/16

7:41 pm-12:59 am

1 stop4h 18m

$209

BostonMilwaukee

BOS - MKE

BOSMKE

Boston Logan Intl

Tue 5/19

9:05 am-12:28 pm

1 stop4h 23m

Milwaukee-Mitchell

Wed 5/27

1:54 pm-10:25 pm

1 stop7h 31m

$217

Quickest round-trip

AlbanyChicago

ALB - ORD

ALBORD

Albany Intl

Tue 4/28

4:55 pm-6:30 pm

Nonstop2h 35m

Chicago O'Hare Intl

Tue 5/5

12:00 pm-3:04 pm

Nonstop2h 04m

$285

AlbanyMinneapolis

ALB - MSP

ALBMSP

Albany Intl

Tue 4/28

9:10 am-2:35 pm

1 stop6h 25m

Minneapolis St Paul

Sat 5/9

5:15 am-2:30 pm

2 stops8h 15m

$341

AlbanyMinneapolis

ALB - MSP

ALBMSP

Albany Intl

Sat 4/25

6:00 am-12:10 pm

2 stops7h 10m

Minneapolis St Paul

Sat 5/2

6:00 am-12:00 pm

1 stop5h 00m

$342

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 $281.

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

The cheapest day to depart from Massachusetts to Wisconsin is on a Saturday. Travelers who choose to depart for Wisconsin on a Saturday will often find tickets for as low as $278. The most expensive day to fly to Wisconsin is Sunday, with ticket prices averaging around $430.

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 $292. Flights in the morning are often more expensive with an average ticket price of $343.

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 $333 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 $223 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 11% 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	$198
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 $198. The best round-trip flight deal from Massachusetts to Wisconsin found on momondo in the last 72 hours is $207.

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

Frequently asked questions about flying 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 April 2026, there are 7 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 Embraer 175, representing 47.66% of all bookings. The subsequent popular models are Airbus A220-300 at 26.17%, Airbus A319 at 4.68%, and Boeing 737-800 at 4.41%.

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 $98	Free Cancellation	Rating 7.2 2,908 reviews	Search JetBlue flights
Delta	PriceFrom $135	Free Cancellation	Rating 7.9 8,367 reviews	Search Delta flights
Southwest	PriceFrom $176	Free Cancellation	Rating 8.0 4,334 reviews	Search Southwest flights
United Airlines	PriceFrom $176	Free Cancellation	Rating 7.4 9,529 reviews	Search United Airlines flights
American Airlines	PriceFrom $206	Free Cancellation	Rating 7.1 11,545 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.

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Popular cities in Wisconsin

Flights to New Yorkfrom $48

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Flights to Las Vegasfrom $54

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Flights to Bostonfrom $66

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Flights to Dallasfrom $55

Flights to Fort Lauderdalefrom $56

Cheap flights from Massachusetts to Wisconsin from $59

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 4/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

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Filter for what you want

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Find the cheapest flights from Massachusetts to Wisconsin

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Delta flights from Massachusetts to Wisconsin

Our best Delta deals on Massachusetts to Wisconsin flight tickets

JetBlue flights from Massachusetts to Wisconsin

Our best JetBlue 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?

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

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

What is the cheapest Massachusetts to Wisconsin flight route?

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

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

Can stopping save me money on Massachusetts to Wisconsin flights?

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

What airlines fly to Wisconsin?

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

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

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

Frequently asked questions about flying 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?

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

Massachusetts flight routes

According to popular flight searches on momondo this year

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