Find cheap flights from Massachusetts to Milwaukee

MKE

Find cheap flights from Massachusetts to Milwaukee

Round-trip
Economy
Boston (BOS)
Milwaukee Milwaukee-Mitchell
Fri 2/26
Fri 3/5
Any month
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Good to know

Low season

April Best time to beat the crowds with an average 3% drop in price.

High season

December Most popular time to fly with an average 10% increase in price.

Average price round-trip

$268 (avg. price over the last 2 weeks)

Good deal round-trip

$107 or less

Good deal one-way

$64 or less

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Top 4 airlines serving Massachusetts to Milwaukee Milwaukee-Mitchell

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,019 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"

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: "Top carrier"

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: "Was boarded promptly"

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: "sat on the tarmac for 3 hours because the pilot was late."

Cons: "Better allergy aware food."

Cons: "The check process was ridiculous. There not enough room in the box for me to explain my experience but the ticket agent lied to me, said he couldn't take my bag until I got a paper receipt and boarding pass from a kiosk despite having had pre-paid for my bag and digital boarding pass. 25 mins wasted"

Pros: "Reliable - on time - good service - made up time for a late departure"
Cons: "All Good stuff"

Cons: "Wonderful"

Pros: "I love ice cream and chocolate"
Cons: "Healthy vegetarian meal choice"

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

Cons: "Baggage"

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: "Everything except lack of internet connection AFTER paying $19.95"
Cons: "Not getting internet after paying $19.95"

Pros: "Good service this morning"
Cons: "All good"

Pros: "We left early"

Pros: "Arrived ahead of time"

Cons: "We left 30 minutes late due to congestion and I missed a layover. Otherwise it was a great experience"

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

Cons: "After we boarded and were already sitting in our sits the stewardess came and removed our bags from the overhead compartment for another person with a larger bag! We ended up storing our bags under the sits in-front. The way it was done it was rude and with no consideration for our comfort."

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!"

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

Pros: "A3A"
Cons: "Ĺ"

Pros: "on time, good food, good films enough space to sleep in economy."
Cons: "the stewardess only went up one side of the plane offering eye shades and when i asked for one she seemed really miffed."

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

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: "I like Delta. They are organized and professional. They treat traveler with dignity."

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: "On Time"

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"

Pros: "Everything was just right"

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

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

Pros: "Everything operated according to schedule."

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

Pros: "I suppose we’re grateful for “free entertainment on your own device”."
Cons: "Robust entertainment on a seat-back screen."

Pros: "Lack of elbow room, even in aisle seats."

Pros: "My legs were sandwiched behind the seat in front of me. I hate that kind of seat spacing."

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

Cons: "Baggage claim number was wrong. They almost took my bag away"

Cons: "The chairs"

Pros: "Nothing. It was a miserable 2+ hrs."
Cons: "Work harder at making flying more comfortable for travelers without breaking the bank."

Pros: "Uneventful"
Cons: "Diet Gingerale please"

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

Pros: "Nothing"
Cons: "I am quite sure there was a booking error and no one was willing to make any accommodation. Should have been charlotte to boston. I ate the cost. Tried to reschedule with cheapo air and voila wrong again. That cost me another $50.00"

Pros: "Drink service- Dr Pepper. Clean bathroom."
Cons: "The seat was very hard but I was sitting in economy."

Pros: "Everything."
Cons: "Nothing"

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

Cons: "The gate attendant was very hard to understand and so I couldn’t hear what she was saying."

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

Pros: "Boarded in Boston and pulled away from the gate. An engine starter was bad so had to tow back to gate. After time to figure out the issue we were deplaned and began rebooking process. Not satisfied"
Cons: "See above"

Pros: "Ease of boarding with the group numbers"

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

Cons: "Too cold"

Cons: "Too many delays as usual"

Pros: "We had to wait in the airplane upon arrival in La Guardia NY because wheelchair was not ready."

Cons: "Seat space very narrow and uncomfortable seats"

Cons: "N/A"

Pros: "Uneventful and on time"

Pros: "Everything great. Rate food and entertainment moderate because there was no dinner, which we did not require, and we went to sleep so didn't pay attention to entertainment."

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."

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

Pros: "Nada"
Cons: "Overbooked Long lines Lost bag for my son Rude agents Absude EU 33 charge to book a seat. Bad website. Not a decent customer service. End this airline"

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

Cons: "Seats are uncomfortable and inadequate for a comfortable ride."

Cons: "No wifi or any video"

Pros: "I sat next to a friend I haven't seen in almost a year"

Pros: "On time"
Cons: "Seating"

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

Cons: "Jetway should not be backed up all the way to the counter. Stop calling so many groups for boarding without knowing that no one is actually getting onboard. Force subsequent groups to step aside until called."

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."

Cons: "Being stuck in a high dollar city for an additional night when i should have made it to the lower intermediary city and flown standby the next day."

Pros: "On time"

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

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

Pros: "No turbulence Efficient"

Pros: "The great atendance and on time bording"
Cons: "There is no More options of free food included with the ticket fly"

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

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 boarding process is horrible and feels rude. The design of the united gates is horrible, the long lines block others walking by. The lack of enough overhead space for carryon's is obnoxious. Overall very disappointing."

Pros: "Simple boarding process, fantastic friendly staff and smooth ride!"

Pros: "awesome, caring staff"

Pros: "Staff was friendly"
Cons: "Wireless didn't work either way. Uncomfortable seats"

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"

Cons: "I was there on time but was told my travel information was not on found even though I had the email confirmation and I lost all the money I paid."

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

Pros: "Everything !"

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

Pros: "Mediocre. The attendant was lovely."
Cons: "I hate being charged for one bag. It should be included. I'm glad I wasn't bumped off and dragged off the plane bloodied, it was a concern. Especially because I'm an Asian person."

Pros: "Service"

Pros: "Nothing"
Cons: "Everything"

Pros: ".."
Cons: "Flights was delayed and connection was unable to be made. My younger brother is now im limbo in newark nj and is not getting much help at all. Very dissapointed in united. He may have to spend the night in the airport they said. Smh"

Cons: "Wouldn't let us off the plane for over an hour. 100 yds from the gate. Got home after midnight."

Pros: "Kelly is an exemplary employee at the United counter at Logan. She showed compassion and caring after the passing of my brother and changing my ticket . Kudos to her!"

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"

Cons: "Seats are too close together. I could barely fit my knees in, and I'm not an overweight person."

Pros: "Everything was well done except for the United check in. Too many of us passengers were unfamiliar with using kiosks."
Cons: "A few more staff to help with kiosk check in. We have not flown in 10 plus years and consequently, the various check in requirements were unclear."

Cons: "I like everything from this."

Pros: "the gate was across from the lounge entrance, after the delay got a seat row to myself"
Cons: "delayed multiple times due to maintenance issue (their fault), no compensation for lost time"

Cons: "Seat/space"

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

Pros: "I like how easy it was to check luggage and boarding passes quick service"

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

Cons: "For reasons known only to them, United managed to separate the reservations of my wife and mine. Having paid for the trip with the Mileage Plus Explorer card, the first checked bag is free for each traveler. At the kiosk check-in at Logan, the machine wanted to bill us $25 to check my wife's bag. It took another 20 minutes to get this rectified."

Pros: "We were on time and that was great!"

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

Pros: "Easy boarding process"
Cons: "Not enough legroom"

Pros: "Same as above"
Cons: "Same as above"

Pros: "The complimentary movie, and the incredibly nice service."

Pros: "Quality plane Clean"
Cons: "Seats too close together. My shoulders were squeezed against my neighbors"

Pros: "Upgrades available and ahead of schedule !!"

Pros: "Nothing special"
Cons: "Plane was cramped."

Pros: "This was the best leg of the trip."
Cons: "That we where heading to Chicago further from our end destination."

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

Pros: "Got to destination safe."
Cons: "There was a lot of turbulence and little explanation"

Pros: "The lady was nice."
Cons: "I hate having to pay for every bag, a half a glass of water, vinyl that looka like it was clawed by a grizzly and then proceeds to stick to my legs so I have big red blocks on the back of my legs. Less expensive tickets are nice but they are a muut point when you end up paying more in the long run."

Cons: "Pricing of carry ons a rip off."

Cons: "Seat comfort and space could be improved."

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: "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!"

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

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

Cons: "It just wasn't comfortable"

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"

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: "Great price, round trip for under $100"
Cons: "The modern air travel experience. Through air travel the world gets smaller, starting with your room on the plane!"

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: "Nothing yet..."
Cons: "I got this survey meanwhile I'm still stuck at the airport and haven't departed... delays arriving to DEN and departing. Some weather related, some mismanagement from an operation standpoint."

Pros: "Price"

Cons: "never notified of delay in departure"

Pros: "Price was affordable but could be better with poor comfort conditions"
Cons: "Uncomfortable seating for someone who is 6'5". Very poor considering how comfortable midwest express used to be!"

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

Pros: "el viaje fue muy bien gracias"

Cons: "Delayed two hours"

Pros: "I got to my destination for a lower price than other airlines."
Cons: "Frontier still presents as a nice airline but treats people horribly and charges out the wazoo for every last thing. Spirit does as well, but they're up front and transparent in the quality of product you're going to receive."

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

Pros: "The seat were very comfortable."
Cons: "The baggage fee is excessive. $45 for a carry on is unacceptable. I felt like someone had robbed me at gun point when I got to the counter and was told the baggage fee."

Cons: "Give me a break"

Pros: "Price"
Cons: "Mech delay comfort"

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

Cons: "$45 for carry on"

Pros: "Delayed at the gate because there were more people on board than were on the manifest. Had to find out who the stowaways were."

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: "I was disappointed that there weren't any headrest monitors with movies and there wasn't music available. If they aren't going to offer that then at least offer free wifi"

Cons: "Paid (twice!) for a carry on that wasn't a carry-on (backpack personal). I wish it described it better on the website."

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."

Pros: "The cheap price of the tickets, the only reason I would fly frontier again."
Cons: "There were delays and no acknowledgment, unhelpful staff"

Pros: "nice and clean plane."

Pros: "the stewardess were really nice."
Cons: "i had to buy water."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Massachusetts to Milwaukee

Airlines flying from Massachusetts to Milwaukee 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 Milwaukee

Mandatory masks

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

Social distancing seating

Middle seats unavailable to book on flights from Massachusetts to Milwaukee

Pre-flight testing

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

Book cheap flights from Massachusetts to Milwaukee

Recent round-trip flight deals

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Recent one-way flight deals

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