MKE - BOS

$76 Find Cheap Flights from Milwaukee to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Boston departing on 5/20. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Boston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Boston, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$160
Typical prices: $357-$187
Frontier
Fri 5/15Mon 5/18
MKE - BOS • 1 stop
Cheapest non-stop
$182
Typical prices: $321-$159
JetBlue
Fri 5/15Tue 5/19
MKE - BOS • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue provides free Wi-Fi and live TV on this route.
Delta's SkyMiles members enjoy free Wi-Fi onboard.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $160 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with Delta and JetBlue. Average duration is 2h 20m
Direct flights
Direct flights
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Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $260 (round-trip)
Shortest trip • 4h 16m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 50% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 24% price drop
Most popular
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
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Flight Deals

Cheap Flights from Milwaukee to Boston (MKE-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Boston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Boston

Fri, May 15 - Mon, May 18
Frontier Logo
12:09 pm - 1:24 am
MKE
-
BOS
12h 15m
1 stop
Frontier Logo
10:17 am - 9:01 am
BOS
-
MKE
23h 44m
1 stop
$160Frontier
Tue, May 12 - Wed, May 20
Multiple Airlines Logo
4:58 pm - 8:13 pm
MKE
-
BOS
2h 15mnonstop
Multiple Airlines Logo
6:00 am - 11:14 am
BOS
-
MKE
6h 14m
1 stop
$164Multiple Airlines
Tue, May 12 - Wed, May 20
Frontier Logo
9:56 am - 9:12 am
MKE
-
BOS
22h 16m
1 stop
Frontier Logo
6:00 am - 11:14 am
BOS
-
MKE
6h 14m
1 stop
$171Frontier
Fri, May 15 - Mon, May 18
Multiple Airlines Logo
4:13 pm - 7:28 pm
MKE
-
BOS
2h 15mnonstop
Multiple Airlines Logo
10:17 am - 9:01 am
BOS
-
MKE
23h 44m
1 stop
$174Multiple Airlines
Fri, May 29 - Fri, Jun 5
Frontier Logo
12:09 pm - 1:24 am
MKE
-
BOS
12h 15m
1 stop
Frontier Logo
6:00 am - 11:14 am
BOS
-
MKE
6h 14m
1 stop
$180Frontier
Wed, May 13 - Wed, May 20
Frontier Logo
12:09 pm - 1:24 am
MKE
-
BOS
12h 15m
1 stop
Frontier Logo
6:00 am - 11:14 am
BOS
-
MKE
6h 14m
1 stop
$181Frontier
Fri, May 15 - Tue, May 19
JetBlue Logo
4:13 pm - 7:28 pm
MKE
-
BOS
2h 15mnonstop
JetBlue Logo
2:25 pm - 4:03 pm
BOS
-
MKE
2h 38mnonstop
$182JetBlue
Tue, May 12 - Wed, May 13
Multiple Airlines Logo
4:58 pm - 8:13 pm
MKE
-
BOS
2h 15mnonstop
Multiple Airlines Logo
6:00 am - 11:14 am
BOS
-
MKE
6h 14m
1 stop
$184Multiple Airlines
Sat, Jun 6 - Wed, Jun 10
Frontier Logo
12:29 pm - 1:24 am
MKE
-
BOS
11h 55m
1 stop
Frontier Logo
6:00 am - 11:13 am
BOS
-
MKE
6h 13m
1 stop
$185Frontier
Tue, Jun 23 - Tue, Jun 30
American Airlines Logo
6:50 pm - 12:28 am
MKE
-
BOS
4h 38m
1 stop
American Airlines Logo
6:00 am - 12:19 pm
BOS
-
MKE
7h 19m
1 stop
$187American Airlines
Booking Insights

KAYAK's insights & trends for Milwaukee to Boston flights

Get data-powered insights and trends into flights from Milwaukee to Boston to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Milwaukee to Boston?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Milwaukee to Boston departing in May.

What’s the cheapest day of the week to fly from Milwaukee to Boston?

The average price of all round-trip flights from Milwaukee to Boston clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Boston on a Friday and more expensive on a Sunday. On your return trip to Milwaukee, you should consider flying back on a Tuesday, and avoid Mondays for better deals.

What is the cheapest month to fly from Milwaukee to Boston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Boston, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Milwaukee to Boston is September, where tickets cost $256 (return) on average. On the other hand, the most expensive months are February and November, where the average cost of round-trip tickets is $419 and $403 respectively.

Can I save money by flying with a layover from Milwaukee to Boston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $280, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Milwaukee to Boston?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Milwaukee to Boston, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Milwaukee to Boston, you should book around 3 weeks before departure, which saves you about 50% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Expert advice

Expert advice for your flight from Milwaukee to Boston

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Delta

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Good to know

Low seasonFebruary
Cheapest flight$76
Best time to beat the crowds but there is an average 25% increase in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Milwaukee to Boston

When to book flights from Milwaukee to Boston

Are your dates flexible? Find out the best times to travel from Milwaukee to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Milwaukee to Boston

  • Can I sleep at Milwaukee/ Mitchell International Airport (MKE)?

    Passengers are permitted to sleep in the landside area of the airport after security closes for the night. However, the chairs at MKE are hard and not comfortable to sleep in, and there’s too much noise. Therefore, if you’re planning to sleep at the airport to catch your early morning flight, you need to carry a blanket and noise-canceling devices. But, if you want uninterrupted sleep, you can opt to spend the night at one of the many hotels at and near MKE.

  • How far is MKE from downtown Milwaukee?

    Milwaukee/Mitchell International Airport is approximately 8 miles from downtown Milwaukee. Driving to the airport, using a taxi, car rentals, or a Towncar takes about 10min to reach the airport. Nonetheless, the shuttle bus takes approximately 25min to cover the same distance.

  • Can I find accommodation at or near Boston Logan International Airport (BOS)?

    Yes. Boston Logan International Airport features several hotels near and at the airport where passengers arriving late in Boston can spend the night. These hotels, such as Courtyard by Marriott BOS, Hilton BOS, Embassy Suites by Hilton BOS, Hyatt Regency Boston Harbor, and many more, are located within a 5-mile radius from the airport and easily accessible. The best part is that the hotels offer free shuttle transfers to and from the airport.

  • Can I smoke at Boston Logan International Airport?

    Boston Logan International Airport is a smoke-free airport. It features excellent smoke zones located outside the terminals. Smoking is illegal within 25ft of the entrances. So, passengers who need to smoke to relax after a long flight can access these areas as they wait for airport transfers.

  • What is the cheapest flight from Milwaukee to Boston?

    In the last 3 days, the lowest price for a flight from Milwaukee to Boston was $76 for a one-way ticket and $160 for a round-trip.

  • Do I need a passport to fly between Milwaukee and Boston?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Milwaukee to Boston?

    Delta, JetBlue, American Airlines, Iberia, and Finnair offer inflight Wi-Fi service on the Milwaukee to Boston flight route.

  • Which aircraft models fly most regularly from Milwaukee to Boston?

    The Embraer 175 is the aircraft model that flies most regularly on the Milwaukee to Boston flight route.

  • Which airline alliances offer flights from Milwaukee to Boston?

    Star Alliance, oneworld, and SkyTeam are the airline alliances operating flights between Milwaukee and Boston, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Milwaukee to Boston?

    There are nonstop flights from Milwaukee to Boston on a daily basis.

  • Which is the best airline for flights from Milwaukee to Boston, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Milwaukee to Boston are Southwest and Delta. With an average price for the route of $256 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $372 and an overall rating of 7.9.

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

    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 Milwaukee to Boston.

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

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

    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 Boston with an airline and back to Milwaukee with another airline. Booking your flights between Milwaukee and BOS can sometimes prove cheaper using this method.

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

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

KAYAK’s top tips for finding a cheap flight from Milwaukee to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $117 or less one-way and $198 or less round-trip.
  • If you have scheduled an early morning flight from Milwaukee/Mitchell International Airport (MKE), consider spending the night at Four Points by Sheraton Hotel. Located 0.7 miles from the airport, it is easily accessible. It also offers exceptional services such as ample parking and airport shuttle transfers to and from the hotel.
  • MKE features designated pet relief areas inside and outside the airport’s terminals. So, passengers traveling with their canine companions can take advantage of these areas to make their pets comfortable before and on their flight to Boston.
  • There are several amenities you can utilize when at Boston/ Logan International Airport (BOS) and looking for something to do as you wait for your airport transfers. For example, you can visit the Classique Salon at Terminal C and pamper yourself with a massage to help relax your muscles after a long flight. Also, you can visit any of the multiple full-service bars and restaurants and grab a meal and drinks, or you can log into the airport’s free Wi-Fi and surf the internet.
  • BOS features several medical care facilities that patients who fall ill at the airport can use for their medical needs and get prescription drugs. The medical facilities are located at and near the airport, making them conveniently accessible for emergency medical needs.
  • Passengers traveling with minors will find at least an interactive exemplary kids’ play area in Terminal C at Boston Logan International Airport. The kids’ play area, Kidport, has multiple toys and is fun-filled for kids to unwind and release energy after a long flight.

Prefer to fly direct from Milwaukee to Boston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Milwaukee-Mitchell to Boston Logan Intl.
Find which airlines fly direct from Milwaukee-Mitchell Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Milwaukee-Mitchell to Boston Logan Intl

Monday

Delta,JetBlue

Delta,JetBlue

Tuesday

Delta,JetBlue

Delta,JetBlue

Wednesday

Delta,JetBlue

Delta,JetBlue

Thursday

Delta,JetBlue

Delta,JetBlue

Friday

Delta,JetBlue

Delta,JetBlue

Saturday

Delta,JetBlue

Delta,JetBlue

Sunday

Delta,JetBlue

Delta,JetBlue

See more direct flights

Direct returns

Boston Logan Intl to Milwaukee-Mitchell

Monday

Delta,JetBlue

Delta,JetBlue

Tuesday

Delta,JetBlue

Delta,JetBlue

Wednesday

Delta,JetBlue

Delta,JetBlue

Thursday

Delta,JetBlue

Delta,JetBlue

Friday

Delta,JetBlue

Delta,JetBlue

Saturday

Delta,JetBlue

Delta,JetBlue

Sunday

Delta,JetBlue

Delta,JetBlue

See more direct flights

Reviews of the top 5 airlines serving from Milwaukee to Boston

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Boston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Milwaukee to Boston? 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
SouthwestOverall score based on 4314 reviews
7.0Food
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

Not having an assigned seat until boarding and then having to check my bag.

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

On time departure and early arrival. Flight attendant very nice.

Everything you need to know for your flight from Milwaukee to Boston

Information on your arrival and departure airports