$72+ Cheap flights from Boston to Milwaukee (BOS - MKE)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Feb 28 — Mar 71
1 adult, Economy
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Find cheap flights from Boston to Milwaukee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Boston Logan Intl to Milwaukee-Mitchell are usually found in September or May, booked 67 days in advance, depart on a Wednesday or Tuesday and return on a Saturday
Cheap flight deals from Boston to Milwaukee
Cheapest flights from Boston to MilwaukeeExplore the most affordable flight options available from Boston to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
Explore the most affordable flight options available from Boston to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
This Frontier deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:00 am
BOS
- MKE
1 stop12h 25m
Frontier
Mon 3/25:30 pm
MKE
- BOS
1 stop6h 43m
Frontier
Deal found 1/27![Frontier logo]()
$189
This CheapOair deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:16 am
BOS
- MKE
1 stop24h 52m
Frontier
Sun 5/312:03 pm
MKE
- BOS
1 stop21h 18m
Frontier
Deal found 1/27![Frontier logo]()
$206
This JetBlue deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/132:09 pm
BOS
- MKE
Nonstop2h 30m
JetBlue
Tue 5/194:34 pm
MKE
- BOS
Nonstop2h 15m
JetBlue
Deal found 1/27![JetBlue logo]()
$207
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:30 pm
BOS
- MKE
1 stop7h 25m
American Airlines
Sat 2/285:00 am
MKE
- BOS
1 stop4h 46m
American Airlines
Deal found 1/28![American Airlines logo]()
$227
This Expedia deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
BOS
- MKE
1 stop11h 13m
Multiple Airlines
Wed 4/294:34 pm
MKE
- BOS
Nonstop2h 15m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$231
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:25 pm
BOS
- MKE
1 stop5h 40m
Southwest
Wed 3/115:50 am
MKE
- BOS
2 stops7h 45m
Southwest
Deal found 1/27![Southwest logo]()
$232
This CheapOair deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:09 pm
BOS
- MKE
Nonstop2h 30m
Multiple Airlines
Sun 5/312:03 pm
MKE
- BOS
1 stop21h 18m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$240
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:49 am
BOS
- MKE
1 stop5h 12m
American Airlines
Tue 2/2412:10 pm
MKE
- BOS
1 stop5h 54m
American Airlines
Deal found 1/27![American Airlines logo]()
$247
Find flight deals from Boston to Milwaukee
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $189 (Frontier) |
One-way from | $72 (Trip.com) |
Popular in | November |
Cheapest in | September |
Average price | $355 |
Good round-trip deal | $298 or less |
Good one-way deal | $228 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Boston to Milwaukee that are best for you.
Fly from
Boston
Fly to
Milwaukee
Route
Depart
Return
Price
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Wed 5/6
5:20 pm-7:16 pm
Nonstop2h 56m
Milwaukee-Mitchell
Tue 5/12
7:35 pm-10:54 pm
Nonstop2h 19m
$207
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Wed 5/6
5:55 pm-10:15 pm
1 stop5h 20m
Milwaukee-Mitchell
Tue 5/12
4:30 pm-10:30 pm
1 stop5h 00m
$227
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Sat 2/21
5:30 pm-11:55 pm
1 stop7h 25m
Milwaukee-Mitchell
Sat 2/28
5:00 am-10:46 am
1 stop4h 46m
$227
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Mon 3/9
6:25 pm-10:30 pm
1 stop5h 05m
Milwaukee-Mitchell
Wed 3/11
4:10 pm-11:25 pm
2 stops6h 15m
$268
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Thu 5/7
7:25 pm-9:40 am
2 stops15h 15m
Milwaukee-Mitchell
Tue 5/12
2:45 pm-10:40 pm
1 stop6h 55m
$285
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Fri 4/10
5:40 am-9:50 am
1 stop5h 10m
Milwaukee-Mitchell
Tue 4/14
5:50 am-3:55 pm
2 stops9h 05m
$292
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Thu 5/28
5:05 pm-6:57 pm
Nonstop2h 52m
Milwaukee-Mitchell
Sun 5/31
7:35 pm-10:54 pm
Nonstop2h 19m
$293
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Fri 6/5
2:09 pm-3:39 pm
Nonstop2h 30m
Milwaukee-Mitchell
Mon 6/8
4:34 pm-7:49 pm
Nonstop2h 15m
$327
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Mon 2/23
5:00 pm-10:10 pm
1 stop6h 10m
Milwaukee-Mitchell
Fri 2/27
6:10 am-5:25 pm
2 stops10h 15m
$328
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Wed 3/11
7:10 pm-10:40 pm
1 stop4h 30m
$101
Showing 1-10 of 16 results
Compare providers for flights from Boston to Milwaukee
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Milwaukee in January.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Boston-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Milwaukee flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Boston to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Boston to Milwaukee
How far ahead should I book a flight from Boston to Milwaukee?
Use this chart to determine the optimal time to book a round-trip flight from Boston to Milwaukee. Price data was last updated on January 23, 2026.
To ensure you get the cheapest price possible for a flight from Boston to Milwaukee, you should look to book at least 67 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Boston to Milwaukee?
Currently, April is the cheapest month in which you can book a flight from Boston to Milwaukee (average of $89). Flying from Boston to Milwaukee in January is currently the most expensive (average of $126). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from BOS to MKE?
Find hourly flight availability from Boston to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.
It’s typically best to fly out from Boston to Milwaukee at noon. Doing so could potentially save you 15% on the flight price compared to flying in the morning, which is usually more expensive.
What is the cheapest day to fly from Boston to Milwaukee?
Use this chart to determine the cheapest time to fly round-trip from Boston to Milwaukee. Price data was last updated on January 24, 2026.
Travelers seeking maximum savings on their Boston to Milwaukee flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Milwaukee
Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated January 29, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Boston to Milwaukee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Boston to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsSheboygan
New Berlin
Oak Creek
Wauwatosa
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Alternative routes for Boston to Milwaukee
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Boston to Milwaukee
Discover the top 5 airlines that operate flights from Boston to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$98 | Average$282 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$137 | Average$342 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$137 | Average$345 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$271 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$278 | FlexibilityNo cancel fee | On-time71% |