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Find cheap flights from Boston to Wisconsin from $109

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Wisconsin departing on 5/15. 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.
1 adult
0 bags
Sat 6/1
Sat 6/8

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Best Wisconsin Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Milwaukee
Milwaukee1 stop$185
Madison
Madison2 stops$244
Appleton
Appleton1 stop$313
Green Bay
Green Bay1 stop$316
Wausau
Wausau1 stop$386
La Crosse
La Crosse1 stop$540
Minneapolis
Minneapolisnonstop$142
Chicago
Chicagononstop$59
Duluth
Duluth1 stop$346

Good to know

Low season

January

High season

June

Cheapest flight

$109
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Boston to Milwaukee

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Boston to Wisconsin?

    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 Boston to Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Wisconsin from Boston 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 Boston to Wisconsin?

    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 Wisconsin with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Wisconsin?

    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 Wisconsin from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Wisconsin

  • Morning departure is around 6% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Boston to Wisconsin

 
Need help choosing which airline to fly with from Boston to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10861 reviews
7.4Food
8.0Entertainment
8.2Boarding
8.6Crew
7.9Comfort
Airline reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

8.0 ExcellentAnonymous, May 2024ATL - ATW
Read more about Delta reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

The overall flight went well and the aircrew was pleasant.

Very comfortable Prem economy seats for a long haul flight. Had a problem with the tv that the crew fixed so was great!

Cathay Pacific seems to be an airline in trouble and on its way out. Lots of broken or poorly functioning things like entertainment screens, seats, and enough well trained staff to handle a full flight. Sad...

The flight crew was exceptionally good. Personal needs were well met. The food choices were very nice.

Excellent. Planes are a little older and could get some refurbishment, but besides that everything was excellent.

While I was in great pain, the seat was sufficiently comfortable to allow me to rest and not be in so much pain.

we were upgraded which was a blessing and tender mercy for us. I fell the day before and was in extreme pain from knee to shoulder. Sitting in a more comfortable seat during the flight was an unexpected blessing and experience.

Seats were very comfortable. Crew were excellent. Food very good.

Flight crew was especially thoughtful and attentive, made sure our seats were comfortable so we could rest on the long flight

I felt thirsty and asked the flight attendent for water, but no one came for more than half an hour.

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

ticketing issues caused many customers to have to go back to check in after waiting in security, then go through security line again.

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

WiFi connected but only let you go to the AA website, not even text messaging worked.

Too bad that first class seats do not recline significantly causing discomfort

Flight delayed over an over all day until it cancelled at 1:30am. Would not repeatedly delay that late. Offer hotel rooms and rebook early. Very difficult for families with small children

this is starting to seem like an american airlines standard. delayed flights and fake apologies… getting tired of it

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

The boarding attendant was slightly rude when I asked about checking our stroller. Made me feel like I was bothering her.

My wife and I are both handicapped and at boarding they upgraded us to a seat closer to the front rather than all the way towards the back. Much appreciated.

Not much seat room, but that was unexpected. But the seat headrest was very uncomfortable.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries.

First the good, everyone was friendly and efficient. Flight was smooth and plane was very clean and new. Now the bad, seats have almost no padding on your behind. I was in exit row so I had tons of leg room for a 6' 2" bean pole with long legs. Everything was extra - water, soda, snacks everything besides oxygen. Ya get what you pay for, and my flight was cheap as you could ever want it, so no worries. They dont really bother you about carry-on size, I brought a descent sized backpack and they didnt even check.

Spirit canceled the flight in March and never notified me!

Book cheap flights from Boston to Wisconsin

Recent round-trip flight deals

6/11Tue
1 stopAmerican Airlines
6h 41mBOS-MKE
6/12Wed
1 stopAmerican Airlines
5h 16mMKE-BOS
$185
6/1Sat
1 stopAmerican Airlines
7h 11mBOS-MKE
6/5Wed
1 stopAmerican Airlines
5h 16mMKE-BOS
$190
6/3Mon
2 stopsSpirit Airlines
18h 51mBOS-MKE
6/4Tue
2 stopsSpirit Airlines
17h 40mMKE-BOS
$198
6/3Mon
2 stopsSpirit Airlines
18h 51mBOS-MKE
6/4Tue
3 stopsSpirit Airlines
27h 36mMKE-BOS
$214
6/11Tue
nonstopDelta
2h 47mBOS-MKE
6/12Wed
nonstopDelta
2h 20mMKE-BOS
$217
6/3Mon
1 stopJetBlue
4h 37mBOS-MKE
6/4Tue
nonstopJetBlue
2h 16mMKE-BOS
$221
5/30Thu
1 stopJetBlue
4h 37mBOS-MKE
6/4Tue
1 stopJetBlue
8h 16mMKE-BOS
$226
5/7Tue
nonstopDelta
2h 45mBOS-MKE
5/15Wed
nonstopDelta
2h 18mMKE-BOS
$227
9/21Sat
1 stopUnited Airlines
4h 39mBOS-MSN
9/24Tue
1 stopUnited Airlines
5h 06mMSN-BOS
$386
6/11Tue
1 stopUnited Airlines
5h 05mBOS-MSN
6/13Thu
1 stopUnited Airlines
6h 36mMSN-BOS
$387

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Recent one-way flight deals

5/15Wed
nonstopDelta
2h 44mBOS-MKE
$109
6/6Thu
1 stopJetBlue
6h 32mBOS-MKE
$113
5/22Wed
2 stopsSpirit Airlines
19h 06mBOS-MKE
$117
5/26Sun
1 stopUnited Airlines
5h 15mBOS-MKE
$118
5/21Tue
nonstopJetBlue
2h 42mBOS-MKE
$124
5/21Tue
2 stopsSpirit Airlines
18h 51mBOS-MKE
$126
5/12Sun
1 stopUnited Airlines
6h 26mBOS-MKE
$128
5/26Sun
1 stopAmerican Airlines
7h 11mBOS-MKE
$132
7/24Wed
1 stopAmerican Airlines
5h 42mBOS-MSN
$157
7/17Wed
1 stopDelta
4h 40mBOS-MSN
$158

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Last minute flights from Boston to Wisconsin

Last minute flight, train and bus deals

5/7Tue
nonstopDelta
2h 45mBOS-MKE
5/15Wed
nonstopDelta
2h 18mMKE-BOS
$227
5/4Sat
nonstopJetBlue
2h 38mBOS-MKE
5/8Wed
multi-stopJetBlue
5h 36mMKE-BOS
$291
5/3Fri
multi-stopAmerican Airlines
5h 13mBOS-MKE
5/8Wed
multi-stopAmerican Airlines
4h 29mMKE-BOS
$293
5/4Sat
multi-stopJetBlue
4h 52mBOS-MKE
5/8Wed
multi-stopJetBlue
5h 36mMKE-BOS
$296
5/5Sun
multi-stopAmerican Airlines
5h 54mBOS-MKE
5/9Thu
multi-stopAmerican Airlines
4h 29mMKE-BOS
$302
5/7Tue
multi-stopDelta
4h 55mBOS-MKE
5/15Wed
nonstopDelta
2h 18mMKE-BOS
$316
5/4Sat
multi-stopUnited Airlines
4h 57mBOS-MKE
5/8Wed
multi-stopUnited Airlines
6h 38mMKE-BOS
$363
5/6Mon
multi-stopSpirit Airlines
26h 18mBOS-MKE
5/10Fri
multi-stopSpirit Airlines
21h 39mMKE-BOS
$447
5/6Mon
multi-stopSpirit Airlines
8h 14mBOS-MKE
5/10Fri
multi-stopSpirit Airlines
21h 39mMKE-BOS
$454
5/6Mon
multi-stopUnited Airlines
6h 52mBOS-MSN
5/9Thu
multi-stopUnited Airlines
5h 41mMSN-BOS
$565

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Boston - Wisconsin Flights

Departure:

Boston (BOS)United States

Return flight deals:

Wisconsin - Boston

Cabin classes:

$616
$998
$377
$138