BOS - MKE

$98 Find Cheap Flights from Boston to Milwaukee

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 Milwaukee departing on 1/27. 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 Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Milwaukee.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Milwaukee.
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Flight Deals

Cheap Flights from Boston to Milwaukee (BOS-MKE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Milwaukee 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 Boston to Milwaukee

Wed, Jan 14 - Thu, Jan 22
Multiple Airlines Logo
9:39 pm - 6:47 pmBOS-MKE
22h 08m1 stop
Multiple Airlines Logo
1:56 pm - 10:08 amMKE-BOS
19h 12m1 stop
$218Multiple Airlines
Find Deal
Wed, Dec 3 - Fri, Dec 5
Multiple Airlines Logo
5:45 pm - 9:39 amBOS-MKE
16h 54m1 stop
Multiple Airlines Logo
6:09 pm - 10:01 amMKE-BOS
14h 52m1 stop
$236Multiple Airlines
Find Deal
Wed, Jan 14 - Thu, Jan 22
Multiple Airlines Logo
6:57 pm - 6:47 pmBOS-MKE
24h 50m2 stops
Multiple Airlines Logo
1:56 pm - 10:08 pmMKE-BOS
7h 12m1 stop
$239Multiple Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Spirit Airlines Logo
8:11 pm - 9:39 amBOS-MKE
14h 28m1 stop
Spirit Airlines Logo
10:34 am - 7:06 pmMKE-BOS
7h 32m1 stop
$244Spirit Airlines
Find Deal
Wed, Dec 3 - Sun, Dec 7
Spirit Airlines Logo
5:45 pm - 9:39 amBOS-MKE
16h 54m1 stop
Spirit Airlines Logo
10:34 am - 10:03 amMKE-BOS
22h 29m1 stop
$246Spirit Airlines
Find Deal
Wed, Dec 3 - Tue, Dec 9
Southwest Logo
5:15 pm - 9:30 pmBOS-MKE
5h 15m1 stop
Southwest Logo
6:40 am - 12:55 pmMKE-BOS
5h 15m1 stop
$247Southwest
Find Deal
Fri, Nov 14 - Sun, Nov 16
American Airlines Logo
7:00 am - 12:01 pmBOS-MKE
6h 01m1 stop
American Airlines Logo
5:00 am - 12:48 pmMKE-BOS
6h 48m1 stop
$251American Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Southwest Logo
5:15 pm - 9:30 pmBOS-MKE
5h 15m1 stop
Southwest Logo
6:00 am - 4:35 pmMKE-BOS
9h 35m2 stops
$252Southwest
Find Deal
Thu, Nov 13 - Thu, Nov 20
American Airlines Logo
7:30 am - 2:12 pmBOS-MKE
7h 42m1 stop
American Airlines Logo
6:14 am - 2:33 pmMKE-BOS
7h 19m1 stop
$267American Airlines
Find Deal
Mon, Jan 12 - Sat, Jan 17
Delta Logo
8:45 pm - 10:42 pmBOS-MKE
2h 57mnonstop
Delta Logo
7:10 am - 10:32 amMKE-BOS
2h 22mnonstop
$319Delta
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
JetBlue offers free gate-to-gate Wi-Fi and live TV.
Delta's Comfort Plus seats provide extra legroom.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Spirit Airlines
Cheapest • from $244 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Video guide: How to find cheap flights to Milwaukee
Watch video
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When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 28% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$218
Overall average: $396
Multiple Airlines
Wed 1/14Thu 1/22
BOS - MKE • 1 stop
Cheapest non-stop
$319
Typical prices: $339-$502
Delta
Mon 1/12Sat 1/17
BOS - MKE • Non-stop
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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 Milwaukee!
Booking Insights

KAYAK's insights & trends for Boston to Milwaukee flights

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

Find cheap flights to Milwaukee
Find cheap flights to Milwaukee

Planning a trip from Boston to Milwaukee? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

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

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

If your flying dates are flexible, you should consider flying to Milwaukee on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Boston to Milwaukee. For your return ticket, we recommend flying on a Saturday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Milwaukee, 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 Boston to Milwaukee is September, where tickets cost $242 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $446 and $406 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Milwaukee, 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 Boston to Milwaukee, you should book around 4 weeks before departure, which saves you about 43% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Expert advice

Expert advice for your flight from Boston to Milwaukee

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Delta

Delta offers free Wi-Fi for SkyMiles members on domestic flights, enhancing connectivity.


Delta's Comfort Plus seats offer up to three inches of extra legroom for added comfort.

Read more about Deltaby Stefanie Waldek
JetBlue

JetBlue offers free gate-to-gate Wi-Fi and live TV channels for all passengers.


JetBlue’s Blue Basic fare now allows a carry-on bag and personal item, enhancing value.

Read more about JetBlueby Harriet Baskas
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Delta

Stefanie Waldek

Stefanie Waldek

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.

Read more
Harriet Baskas

Harriet Baskas

Expert on JetBlue

Harriet Baskas

Harriet Baskas

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.

Read more

Good to know

Low seasonFebruary
Cheapest flight$98
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Boston to Milwaukee

When to book flights from Boston to Milwaukee

Are your dates flexible? Find out the best times to travel from Boston to Milwaukee 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 Boston to Milwaukee

  • What are some of the choices for getting from the General Mitchell International Airport (MKE) to the downtown Milwaukee area?

    One choice utilizing public transportation is to take the GRE line bus operated by Milwaukee County Transit, that makes the trip from the airport to the downtown area in about 27min. Passengers that would prefer to travel by taxi should expect a trip time of around 12 minutes.

  • Are there any hotels that have a location adjacent to the General Mitchell International Airport?

    One of the best options for a hotel that sits right at the entrance to the airport along W. Grange Ave. is the Four Points by Sheraton Milwaukee Airport, which offers a complimentary airport shuttle to the hotel property.

  • Where should I plan on finding my rental car company at the General Mitchell International Airport?

    All of the rental car companies that operate at this airport do so in a rental car center located in the parking structure adjacent to the terminal building. To access the center, exit any one of the doors from the baggage claim area and then proceed across the street at one of the three crosswalks outside of the terminal building to make your way to the rental car center.

  • What is the designated pick-up area for rideshare vehicles at the airport in Milwaukee?

    Every one of the rideshare vehicles making pick-ups at this airport will do so at the exit adjacent to baggage claim number two. You will find the pickup area at the curbside between the area for taxis and scheduled coach buses.

  • What is the cheapest flight from Boston to Milwaukee?

    In the last 3 days, the lowest price for a flight from Boston to Milwaukee was $98 for a one-way ticket and $218 for a round-trip.

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

    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 Boston to Milwaukee?

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

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

    The Airbus A220-300 is the aircraft model that flies most regularly on the Boston to Milwaukee flight route.

  • Which airline alliances offer flights from Boston to Milwaukee?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Boston to Milwaukee are Southwest and Delta. With an average price for the route of $296 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 $383 and an overall rating of 7.9.

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

    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 Milwaukee.

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

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

    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 Milwaukee with an airline and back to Boston with another airline. Booking your flights between Boston and MKE 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 Boston to Milwaukee?

    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 Milwaukee from Boston 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 Boston to Milwaukee

  • Looking for a cheap flight? 25% of our users found flights on this route for $208 or less one-way and $297 or less round-trip.
  • When travelers are looking for a convenient way to get from the center of Boston to the Boston Logan International Airport (BOS), one option is to travel aboard the MBTA bus number SL1, which makes the drive from the downtown area to the airport in 15 minutes.
  • If you would like to find a comfortable place to wait for your flight to Milwaukee at the Boston Logan International Airport, a good idea would be to check out The Lounge BOS, which has a location in Terminal C of the airport. This lounge offers great views of the airport runways and comfortable seating, plus you will also find entertainment choices and food and beverage options.
  • For mothers that are nursing that are traveling through the Boston Logan International Airport, this airport offers nursing rooms both before and after the security checkpoints in Terminal A. These nursing rooms include a changing counter, a fold-down seat, an electrical outlet, as well as a sink. This airport also has Mamava Lactation Pods near gates C8 and E1 of the terminal buildings.
  • Parents that are traveling with their kids from the Boston Logan International Airport to Milwaukee should know that the airport in Boston offers kids' play areas in Terminals A, B, and C of the airport. These play areas feature safe climbing structures plus aviation-themed elements such as a control tower and a model airplane.
  • For any traveler making their way through the Boston Logan International Airport that has limited vision, this airport has a partnership Aira that connects travelers with a live agent through a mobile app to help these passengers make their way through every step of their airport experience.

Prefer to fly direct from Boston to Milwaukee?

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

Direct departures

Boston Logan Intl to Milwaukee-Mitchell

Monday

Delta

Delta

Tuesday

Delta

Delta

Wednesday

Delta

Delta

Thursday

Delta

Delta

Friday

Delta

Delta

Saturday

Delta

Delta

Sunday

Delta

Delta

See more direct flights

Direct returns

Milwaukee-Mitchell to Boston Logan Intl

Monday

Delta

Delta

Tuesday

Delta

Delta

Wednesday

Delta

Delta

Thursday

Delta

Delta

Friday

Delta

Delta

Saturday

Delta

Delta

Sunday

Delta

Delta

See more direct flights

Reviews of the top 5 airlines serving from Boston to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying from Boston to Milwaukee. 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 Boston to Milwaukee? 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 4241 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

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

Information on your arrival and departure airports

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