Find cheap flights from Massachusetts to Wisconsin

Find cheap flights from Massachusetts to Wisconsin

Search hundreds of travel sites at once for deals on flights to Wisconsin

Round-trip
Economy
Boston (BOS)
Wisconsin
Sun 7/25
Sun 8/1
Any month
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Good to know

Low season

AugustBest time to beat the crowds with an average 5% drop in price.

High season

DecemberMost popular time to fly with an average 18% increase in price.

Average price round-trip

$379(avg. price over the last 2 weeks)

Good deal round-trip

$106or less

Good deal one-way

$72or less

FAQs for booking flights from Massachusetts to Wisconsin

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Top 5 airlines serving from Massachusetts to Wisconsin

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,548 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "Broken tray table literally off its hinges and unusable."

Cons: "None"

Pros: "Everything! the best part was that the they kept the middle seat empty!"
Cons: "nothing"

Cons: "For some reason, we were asked several times for Passports. This didn’t make any sense since we are US citizens with drivers license. They even had TSA talk to us. This has to be fixed. Otherwise, Delta experience was great."

Cons: "Nothing, really. Airlines unfortunately can’t make people patient or polite, & I can’t afford a private jet, so I’ll have to settle for an eye roll or twelve."

Pros: "Everything"
Cons: "Nothing"

Cons: "No mechanical failures or delays would be nice"

Cons: "The inoperative TV screens should be repaired."

Pros: "this is the airline"

Cons: "Plane was late taking off. Crew did not provide water when requested. They were busy with beverages that they could sell at a cost."

Cons: "Wonderful"

Pros: "The only thing I liked about the experience and flight was the Delta Sky Club"
Cons: "Everything"

Pros: "Great food and service in first class"
Cons: "Water waiting on table on arrival"

Pros: "Seating was fine"
Cons: "Did not have a wheelchair waiting for my wife when we arrived in LAX"

Pros: "room and services"
Cons: "can't think of anything"

Cons: "Even the baggage was quick (highly unusual for Columbus, Ohio)! Everything went smoothly."

Cons: "Delays due to Democrats not making deal"

Pros: "Smooth flight."
Cons: "Tight seat. Small space."

Pros: "We left early"

Pros: "Arrived ahead of time"

Cons: "My sit changed last minute, noisy babies"

Cons: "My luggage is lost."

Cons: "Delays, delays, delays... first class ticket from BOS to MSP got me a 6 hour delay and a middle seat in econ main cabin at the back of the plane. Delta you suck!"

Cons: "Tray table was broken, I was downgraded from Comfort plus to main cabin after a plane swap with no mention by anyone and no compensation. Flight was delayed 45 minutes because a flight attendant was running late and then to top it off, at the end of. The flight the attendants blocked anyone fromaim cabin from leaving until all of first class had departed, even when no one was coming they still Blocked it off. This is a practice I have never seen on delta and haven't seen in aviation in almost 20 years in the US"

Pros: "Easy and quick"
Cons: "No complaints"

Pros: "Plane was on time."
Cons: "My seat assignment was in the last row of the plan when the plane was not full"

Pros: "A3A"
Cons: "Ĺ"

Pros: "We were in the plane for 3 hours before we could depart. No one offered us a drink or snack."

Cons: "The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings."

Pros: "Direct flight, on time, friendly crew, smooth flight"

Pros: "The selection of movies to watch was very good."
Cons: "No snacks passed out"

Pros: "The staff. They were very helpful and polite!"
Cons: "We didn’t leave on time"

Pros: "Quick flight"
Cons: "Paid $30 for wifi and it never worked. Would like a refund"

Pros: "The staff are wonderful and helpful. Best wishes to Delta. Please keep the great employees."

Pros: "Staff was awesome."
Cons: "The plane was an older plane and just not as comfortable."

Pros: "the service in general very nice"

Cons: "Much older plane. Not as comfortable as some other planes I've been on."

Pros: "Someone was sitting in our sit. But put us in three sit so happy . She was so nice lady"
Cons: "Food"

Pros: "Nice people. Very helpful."
Cons: "LOST MY BAG IN BOSTON BEFORE EVEN TAKING OFF!!!! Did not make it, and then won't deliver it when it makes it to Kathmandu! This is most distressing."

Pros: "Everything else"

Pros: "I was thankful for the early boarding with a lap infant and was very pleased with the options for entertainment on the TV monitor."
Cons: "The main issue I had was that we sat in row 34 and the noise from the engines often made it difficult to hear announcements, even with headphones in. Look into possibly zoning the audio and turning it up a click or two for rows behind the engines."

Pros: "On Time"

Cons: "My wife was told she could not board our flight from Boston to Paris because her passport was expired, even though it was not expired. We were told that in Europe passports cannot expire within 3 months of your departure. However, Delta never let us know about this rule until we literally were boarding the plane. How they could not make us aware of this until we were boarding the airplane is unbelievable and unacceptable. This has ruined our vacation which has been in planning for the last six months."

Cons: "Missed our connection. Spent the night in Minneapolis. Luckily we had no urgent reason to get home to."

Cons: "Jet airways sucks"

Pros: "red"
Cons: "red"

Cons: "Not having a seat assignment until arriving at the gate."

Pros: "Delta service and conford are great."
Cons: "Pay for wifi"

Pros: "Flight on time"
Cons: "Unfriendly sataff. Not informed that we have to me know in with a difrnt confirmation number related to the operating Claire. I had to spent one hour to fit this information to be able to check in.? It was an international flight but it was treated like a domestic flight. We were not even offered the curtesy snake for a domestic flight by unfriendly stewards apparently unhappyted with her job. Apparanty all American carrier staffs has no respect for customers. It is not only s united problem. Curtesy and respects goes both ways. They need to be retrained in public relation."

Pros: "Easy no hassle check in and board."
Cons: "Absolutely nothing. Thank you!"

Pros: "It was on time,!!!"

Cons: "The chairs"

Pros: "It was fast"
Cons: "They could have offered headphones, the charging outlet didn’t work"

Pros: "Everything."
Cons: "Nothing"

Pros: "Everything"
Cons: "No idea. I thought everything was good."

Cons: "PHX airport baggage claim was a mess. I had to wait 40 min to pick up the luggages."

Pros: "Coffee"
Cons: "Only snacks available at 5am"

Pros: "Very comfortable, fast, nice staff"
Cons: "They didn’t offer a snack!"

Cons: "4 hour mechanical delay and shitty communication"

Pros: "Quick boarding"
Cons: "Very cold."

Pros: "Flight crew were very apologetic"
Cons: "Missed connecting flight from Miami. Only one flight per day. Had to take a flight to an alternative location, drive for an hour down the coast and take a ferry to my final destination."

Pros: "Ease of boarding with the group numbers"

Pros: "Best landing I’ve experienced recently!"

Cons: "Too cold"

Pros: "Everything"

Pros: "On time, kept informed."

Pros: "Everything."
Cons: "None."

Cons: "Terrible turbulence"

Cons: "Too many delays as usual"

Pros: "Generally clean plane with good entertainment system and technology overall. Diabetic meal much better than in the past."
Cons: "Didn't announce meal choices at the start so flight attendant had to repeat herself every. Single. Row. They forgot my diabetic meal on the last part them forgot to include cutlery and it took a long time to sort out but they were otherwise lovely."

Cons: "The captain informed us AFTER take off that we could not wash our hands, take care when flushing, etc. Was this this hygienic? See"

Pros: "Nice flight, great leg room, staff was friendly and flight was on time."

Pros: "strategic boarding to avoid standing in the cold"
Cons: "WASNT ENOUGH ROOM FOR CARRY ONS"

Pros: "Friendly attendants, plenty of coffee. Great service."

Pros: "Due to a strong tailwind we arrived 45 minutes ahead of schedule. Great service with attentive attendants. However the plane was older than me, no real entertainment system or outlets to plug in smart devices."
Cons: "Plane needs to be retired or retrofitted to accommodate smart device charging."

Cons: "N/A"

Pros: "Uneventful and on time"

Pros: "On time"
Cons: "Terrible entertainment. A 1980s common screen. Horrible movies nobody wanted to watch and no choice was available given the common screen,"

Cons: "None"

Pros: "Good meals"
Cons: "Not much legroom. Good movie shown but would have like personal options like other airlines."

Pros: "Was on time"

Cons: "Lots of time changes. 1 piece of luggage sent wrong destination."

Cons: "Paid for extra legroom, got a seat that didn't recline :("

Cons: "No wifi or any video"

Pros: "smooth disembarking"
Cons: "30 mins delay"

Pros: "On time"
Cons: "Seating"

Pros: "Got in an hour early. Booya."

Pros: "Everything went fine and was uneventful. For me, an uneventful travel day is a good travel day!"

Cons: "I dislike how early the entertainment system shuts off"

Pros: "Good experience all around."
Cons: "15 minutes late. No big deal though"

Pros: "personal entertainment systems and charging plugs"
Cons: "only pretzels and no headphones offered for the entertainment systems."

Pros: "Not VERY overcrowded"
Cons: "Nothing"

Pros: "Seat were comfortable and I didn't feel claustrophobic."

Pros: "Everything"

Pros: "All good - with every aspect of the trip."

Pros: "On time"

Pros: "Great entertainment system."
Cons: "Over an hour late."

Pros: "It was nice and cool."
Cons: "It was delayed."

Pros: "Nothing"
Cons: "Everything"

Cons: "Food could have been provided"

Cons: "I didn’t expect to pay to $30 for a carry on luggage"

Cons: "Reliability"

Pros: "i was able to change my seat away from a breastfeeding mom and 2 screaming children"
Cons: "i paid 21.00 for internet which sucked.,buffeted the whole time..couldn’t watch netflix..will be petitioning to get my money back!.."

Pros: "Honestly, don’t care for this airline. There’s always some hiccups with boarding, ride staff, mediocre cabin, etc."
Cons: "Why do they always want to check bags that are your everyday carryon items (large purse, medium backpac, etc.), but allow people to carryon their larger carry on suitcases filling up the overhead bins. Those are the people they should be making check their “carry-one.” And then be rude about it on top of that."

Pros: "Loved the direct Tv"
Cons: "Turbulence"

Cons: "Really expensive internet"

Pros: "Great. they upgraded us to First since my husband was silver premier"

Pros: "it was very punctual and easy to get around."

Cons: "The food selection. For someone like me who cannot eat cheese. there was absolutely no choice. Everything on the menu had cheese."

Cons: "Long delay."

Pros: "New remodeled gate waiting areas plane"
Cons: "Plane is too old"

Cons: "Multiple delays"

Cons: "It was quite late"

Cons: "The food was terrible."

Pros: "awesome, caring staff"

Cons: "Only sent a code for bad wifi on one of two trips. I wish united airlines would step up their game. At least I didn't get dragged off."

Cons: "United sucks soooooo bad"

Pros: "Competent, organized, pleasant and efficient staff, on time"

Pros: "Everything !"

Pros: "Nothing at all"
Cons: "The flights were late and annoying"

Pros: "Took off late but landed on time"
Cons: "Packed in like sardines. Hot on board."

Cons: "Everything"

Cons: "The plane delay wasn't explained"

Pros: "Very polite clean nice great experience"

Pros: "Service"

Pros: "Nothing"
Cons: "Everything"

Pros: "delayed"

Pros: "Everything"
Cons: "NA"

Cons: "I wished there was a snack."

Pros: "Everything except the wifi not working"
Cons: "The wifi not working"

Cons: "Were held up by TSA in San Francisco because we were not given receipt for our dog who traveled with us. (We had a 2 hour layover in SF and took dog outside the security area for relief). Then the ticket counter in SF was understaffed and it took a long time to get the receipt printed (Once at the counter the agent was very helpful, efficient and quick). Should have a pet area inside the security of airports, like Palm Springs does."

Cons: "They mis-tagged my bag and still haven't found it and have not been helpful or informative when I call to check the status"

Pros: "It was a comfy plane ride."
Cons: "I liked everything."

Cons: "Unreliable wifi."

Pros: "Getting off the plane"
Cons: "Bathrooms weren't working, huge lines in aisle, lackluster service. Overhead bins were full by Group 3. late takeoff."

Cons: "I like everything from this."

Pros: "Did get last seat in business class!"
Cons: "The seat assigned online not valid because of change of equipment. Did result in upgrade to business. Very happy outcome."

Cons: "Seat/space"

Pros: "Curbside checkin and luggage check"
Cons: "Nothing"

Pros: "Attendants were friendly and helpful."
Cons: "One of the attendants was pushy and rude."

Pros: "Everything went smoothly"
Cons: "A little cramped but to be expected on such a small plane"

Pros: "Broading was seamless"

Pros: "Very satisfied."

Pros: "The flights were delayed nd alot of terbulance"

Pros: "My dinner was delicious"

Cons: "Two time delayed"

Pros: "went smoothly"
Cons: "lack of free peanuts"

Pros: "NEVER MADEW IT TO WYOMING ON THE WAS THERE."

Pros: "Horrible airline"
Cons: "Uncomfortable, hidden fees"

Cons: "Too many people on the plane during Covid"

Pros: "The crew was very nice."
Cons: "Frontier has actually become less comfortable than Spirit. And your bag charges are outrageous."

Pros: "Friendly crew"

Pros: "Handicapped so very uncomfortable seating the rows are to close together if you can't bend legs well"
Cons: "Not handicapped friendly but staff was top notch and drinks food was ridiculesly high"

Cons: "Uncomfortable and unprofessional staff"

Cons: "Delay for 3 hrs with very little explanation"

Cons: "The was excellent!!!"

Pros: "Nothing"
Cons: "Everything"

Cons: "Took way to long to departure after we boarded"

Pros: "The other people joking how bad it was"
Cons: "Everything, 8th graders could run an airline better"

Pros: "Thanks!"

Cons: "The toilet was broken. Hour delay"

Pros: "Nothing positive"
Cons: "See previous post."

Cons: "Baggage claim took in excess of an hour"

Cons: "It just wasn't comfortable"

Pros: "Nothing"
Cons: "Everything"

Cons: "Hidden backage fare for carry-ons. Delayed fight of 1 hour on the way out and 2.5 hours on the way back. Extremely uncomfortable seating."

Pros: "seating"
Cons: "baggage fee"

Pros: "They made me feel like it was safe to fall asleep"

Pros: "Another set of employees rebooked us to a near city right away at no charge."
Cons: "How they closed the door to the Jet way when I was 5-8 steps away and would not open it when I knocked. To be clear, I'm not speaking of the door to the plane, just the jetway. We were kindly and quickly rerouted from Milwaukee to Chicago and told to go to Milwaukee to pick up your luggage as soon as we arrive in Chicago. When we attempted to pick up our luggage there was no one from Frontier at the airport, no one. When I called Frontier they told me toy return the next day. We returned the next morning and again no one was there. After two hours of waiting airport operations had to open the door for me to get my luggage. At the very least, they could ask a neighboring airline permission to access Frontier's baggage storage."

Cons: "Good"

Cons: "there was a hour wait on the run way. it was hot people were cranky, secondly I have never been on a airline that you literally have to pay for everything including soda and coffee. the landing was very rough. I was not impressed."

Cons: "Seats don't recline. Hard to sleep"

Pros: "I was almost late and they did everything they could to help me get to my destination including running my drivers license to me, as I was realizing at the security check that I had lost it. Then the crew was second to none and far better than other larger airlines. I'm sure most people know through word of mouth or their own experiences that they are sometimes spread too thin to cater to the customer anymore and this, however, was a fresh change of pace. I rarely take the time to fill reviews out but felt obligated in this case to spread the word through my gratitude. I had recently been laid off and they made sure I got on my flight for a job opportunity I needed. I thought the best part was the $59 ticket with tax but you can't quantify real costumer service like that. Thank you again to everyone at Frontier Airlines!"

Pros: "Prompt departure. Arrived 15 minutes early."

Pros: "Over all a great value.Even with the cost of luggage."

Pros: "Quick & cheap"
Cons: "No Wi-Fi c'mon guys"

Pros: "Clean, newer plane. On time. Staff was knowledgeable. On time, even with a brief delay to fix a seat."
Cons: "No food, just water. No entertainment."

Pros: "pilots did a good job."
Cons: "Uncomfortable seating- hard seats - very cramped, no snacks or water or soda offered complimentary. What entertainment?"

Pros: "I expected a fee for my checked bags, but I did not expect my carry-on to cost anything let alone more. I'm not sure what their definition of a carry-on is. Also, I really did not appreciate how they changed our gate and delayed our flight without making an announcement. And then they just kept stringing us along. One of my fellow passengers discovered that the food voucher they gave was $10 less than what we were supposed to get, after the fact of course."

Pros: "Still waiting in the Denver airport. Haven't boarded yet"

Pros: "Great Value...never mind a complimentary beverage, this was good value."

Pros: "Packed in like sardines and I am a small person"

Pros: "Crew was nice."
Cons: "Paying for a carry-on was completely unexpected. Ridiculous costs just to pick a seat. No snacks or drinks included. When all is said and done, you basically end up paying the same as a different airline with more amenities included."

Cons: "never notified of delay in departure"

Cons: "No food or entertainment used Carry on rate a bit high"

Pros: "A health concern with the passenger was dealt with professionally and quickly"

Pros: "el viaje fue muy bien gracias"

Cons: "TWO HOUR DELAY ON THE PLANE !"

Pros: "See above."
Cons: "See above."

Cons: "Give me a break"

Cons: "Boarding was not very courteous and customer friendly"

Cons: "$45 for carry on"

Pros: "Take off & LANDING SMOOTH boarding efficient"
Cons: "Seat size too small"

Pros: "Attention to detail. Outstanding miles membership program."
Cons: "Notta thing"

Cons: "My bags as well as my associates bags ( 13 people total) were not sent to our destination. Therefore we were at our work convention without our suits, and no running material for our company wide 5k . It was raining so I had soaking wet clothing and no change of clothes. All in all not very pleased with my experience."

Cons: "We arrived ahead of schedule landing in MKE. But we waited out on the tarmac over 30 minutes before a gate was open. ReallY? In Milwaukee, there was no gate open. it's not like it's Ohare."

Cons: "Seats uncomfortable."

Cons: "Charged for a carry on. Seats were uncomfortable. Had to pay for a soda."

Pros: "nice and clean plane."

Cons: "The honesty"

Pros: "crow"
Cons: "luggage fee was more than usual"

Cons: "I don’t like at all"

Cons: "2.5 hrs late no apology"

Pros: "good trip, excellent service"
Cons: "food prices"

Pros: "It was all god"
Cons: "Didn’t like that I have to pay for coffee onboard!"

Pros: "Nothing"
Cons: "Spirit Airlines were not helpful with my situations"

Pros: "I liked how easy it was to book the flights and how I got to pick which ones worked best for me"

Pros: "Nothing"

Pros: "Salads at terminal very good."
Cons: "Flights was efficient"

Pros: "Everything was poor"

Cons: "2 he delay, not friendly staff, bad experience overall"

Pros: "Good legroom, no delays"

Cons: "The boarding area at Logan Airport in Boston is horrible!! It was cold and cramped with very little in the way of food. Won't fly Spirit again out of Boston!!"

Cons: "The waiting area post security at the terminal it is too small"

Pros: "Straightforward, price is right!"

Pros: "Barbara."

Pros: "Everything except the loud, repetitive announcements in the boarding lounge."
Cons: "Nothing."

Pros: "Nothing"
Cons: "Everything"

Pros: "Good service"
Cons: "Everything was good."

Cons: "Delayed both ways"

Pros: "No frills or personality"

Cons: "They charged me three times"

Pros: "Price"
Cons: "Can't think of anything"

Pros: "The story I came away with."
Cons: "The speed at which the 22 year old girl sitting between the eye-drop salesmen fled the plane when we landed. Atlantic City is a funny destination."

Cons: "the damn fees. you need to make them clear when tickets are purchased."

Cons: "Long lines, delays and unhappy employees"

Cons: "Spirit is never worth flying. At the end of the day it is not any cheaper and is certainly of a lesser quality than it's worth. It is uncomfortable, inefficient, and scammy. I have flown them three times expecting improvements. None have been made. I won't be flying with them again."

Pros: "Nothing"
Cons: "It got canceled on my way to the airport"

Pros: "Didn't live up to the negative expectations I read in reviews."
Cons: "No complimentary snacks. That's what people look forward to when they fly."

Cons: "There was a delay that was not announced at the gate"

Cons: "Always delayed, always."

Cons: "To early in the morning."

Pros: "More comfortable than I expected"
Cons: "Fees are too complicated"

Cons: "supposed to leave at 9 p.m. didn't leave until 12:30 a.m.. Had to find another way to get back to Balto. No reimbursement at all."

Cons: "Everything was fine. A little slow at checkin but all was pretty good"

Pros: "Nothing."
Cons: "Everything!"

Pros: "Nothing"
Cons: "Upcharges make you as expensive as other airlines but service is terrible so not worth it"

Pros: "Piloting of plane on take off and landing was smooth."
Cons: "Nickel & dimed start to finish. Well, lots more than nickels and dimes. Charges left and right for things that shouldn't be charged. Hated it. Won't take Spirit again."

Pros: "Nothing"
Cons: "Everything. Delay. Expensive luggage."

Cons: "cancelled after 4 gate changes and beginning boarding. no rebooking."

Pros: "Only the price"
Cons: "Charge for bags ...gate change ..tight seating don't recline."

Cons: "Crazy loud unruly passengers chaotic cabin and constant jostling from the aisle"

Pros: "Nothing, nothing at all"
Cons: "Everything from the size of"

Pros: "Nothing"
Cons: "Everything, everything is about money and nothing is about the customer"

Cons: "I will not use them again as they charged me an extra $100 for 2 bags. With American they would have been free.............who ever heard of charging for in the cab bags!"

Pros: "Nothing"
Cons: "Everything"

Cons: "Staff are the rudest most unhelpful people imaginable"

Pros: "None!"
Cons: "Everything"

Pros: "I got the whole row to myself!"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Massachusetts to Wisconsin

Airlines flying from Massachusetts to Wisconsin have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Massachusetts to Wisconsin

Mandatory masks

Masks required on board, masks provided on flights from Massachusetts to Wisconsin

Social distancing seating

Middle seats unavailable to book on flights from Massachusetts to Wisconsin

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Massachusetts to Wisconsin

Book cheap flights from Massachusetts to Wisconsin

Recent round-trip flight deals

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Frontier
11h 19m
BOS - MKE
8/30
Mon
2 stops
Spirit Airlines
14h 33m
BOS - MKE
9/25
Sat
nonstop
Delta
3h 01m
BOS - MKE
10/20
Wed
1 stop
United Airlines
5h 08m
BOS - MKE
9/10
Fri
2 stops
American Airlines
13h 31m
BOS - LSE
9/10
Fri
2 stops
American Airlines
15h 50m
BOS - LSE
9/25
Sat
1 stop
American Airlines
5h 54m
BOS - MKE
10/6
Wed
1 stop
Delta
5h 54m
BOS - MKE
9/1
Wed
1 stop
Delta
5h 53m
BOS - GRB
9/9
Thu
1 stop
United Airlines
6h 29m
BOS - MKE
7/29
Thu
2 stops
Allegiant Air
37h 04m
BOS - ATW
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