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Madison

$157+ Cheap flights from Boston to Madison (BOS - MSN)

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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MSN
May 29 — Jun 51
Fri 5/29
Fri 6/5
1 adult, Economy
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Find cheap flights from Boston to Madison with Cheapflights

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Cheapflights Tip: The best prices from Boston Logan Intl to Madison Truax Field are usually found in January or August, booked 89 days in advance, depart on a Tuesday or Saturday and return on a Wednesday

Cheap flight deals from Boston to Madison

Cheapest flights from Boston to Madison
Explore the most affordable flight options available from Boston to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2026.

This Delta deal was found by Cheapflights users on 4/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/291:08 pm
BOS
-
MSN
Nonstop2h 55m
Delta
Tue 8/114:00 pm
MSN
-
BOS
Nonstop2h 34m
Delta
Deal found 4/24$313
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:05 pm
BOS
-
MSN
1 stop7h 52m
Delta
Sat 9/264:00 pm
MSN
-
BOS
Nonstop2h 34m
Delta
Deal found 4/28$323
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:22 pm
BOS
-
MSN
1 stop4h 42m
United Airlines
Sat 8/295:00 am
MSN
-
BOS
1 stop5h 07m
United Airlines
Deal found 4/24$328
This United Airlines deal was found by Cheapflights users on 4/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:19 am
BOS
-
MSN
1 stop5h 29m
United Airlines
Tue 6/95:00 am
MSN
-
BOS
1 stop5h 05m
United Airlines
Deal found 4/25$333
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 7/88:28 pm
BOS
-
MSN
Nonstop2h 47m
American Airlines
Mon 7/137:20 am
MSN
-
BOS
Nonstop2h 33m
American Airlines
Deal found 4/28$337
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 7/108:28 pm
BOS
-
MSN
Nonstop2h 47m
American Airlines
Wed 7/1512:56 pm
MSN
-
BOS
1 stop4h 51m
American Airlines
Deal found 4/28$347
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1310:07 am
BOS
-
MSN
1 stop8h 18m
Multiple Airlines
Fri 5/156:50 pm
MSN
-
BOS
1 stop15h 16m
Multiple Airlines
Deal found 4/28$352
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:00 am
BOS
-
MSN
1 stop13h 15m
Multiple Airlines
Fri 9/46:50 pm
MSN
-
BOS
1 stop15h 15m
Multiple Airlines
Deal found 4/28$353
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:30 am
BOS
-
MSN
1 stop4h 22m
Delta
Wed 7/151:31 pm
MSN
-
BOS
1 stop5h 29m
Delta
Deal found 4/28$357
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
BOS
-
MSN
1 stop13h 15m
Multiple Airlines
Mon 5/186:50 pm
MSN
-
BOS
2 stops29h 34m
Multiple Airlines
Deal found 4/26$360
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:20 pm
BOS
-
MSN
Nonstop2h 53m
Delta
Mon 9/214:00 pm
MSN
-
BOS
Nonstop2h 34m
Delta
Deal found 4/28$361
This American Airlines deal was found by Cheapflights users on 4/28. 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 8/156:30 pm
BOS
-
MSN
Nonstop2h 45m
American Airlines
Tue 8/187:00 am
MSN
-
BOS
Nonstop2h 37m
American Airlines
Deal found 4/28$366

Find flight deals from Boston to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Madison (MSN). 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 April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$313
(Delta)

One-way from

$157
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$498

Good round-trip deal

$412 or less

Good one-way deal

$203 or less
Provider with most accurate pricing for Boston Logan Intl-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Madison Truax Field flights.
Search Deals
From Boston Logan Intl to Madison Truax Field
Search Deals
One-way flight from Boston Logan Intl to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Madison Truax Field.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Madison Truax Field.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Madison 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 April 29, 2026.
Use the filters below to find and compare flights from Boston to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 6/3

7:19 am-11:48 am

1 stop5h 29m

Madison Truax Field

Tue 6/9

5:00 am-11:05 am

1 stop5h 05m

$333
Quickest round-trip

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 7/3

5:30 am-8:50 am

1 stop4h 20m

Madison Truax Field

Sat 7/11

2:40 pm-6:14 pm

Nonstop2h 34m

$347

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 6/18

5:30 am-8:50 am

1 stop4h 20m

Madison Truax Field

Mon 6/22

6:19 pm-11:57 pm

1 stop4h 38m

$381

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 7/2

5:30 am-8:50 am

1 stop4h 20m

Madison Truax Field

Mon 7/6

6:19 pm-11:57 pm

1 stop4h 38m

$381

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 6/30

5:30 am-8:50 am

1 stop4h 20m

Madison Truax Field

Sun 7/5

6:32 pm-11:54 pm

1 stop4h 22m

$386

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 6/10

5:45 am-11:48 am

2 stops7h 03m

Madison Truax Field

Sat 6/13

5:45 pm-11:16 pm

1 stop4h 31m

$391

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 5/13

6:39 pm-10:54 pm

1 stop5h 15m

Madison Truax Field

Wed 5/20

6:30 am-2:26 pm

2 stops6h 56m

$406

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 6/5

1:00 pm-7:42 pm

1 stop7h 42m

Madison Truax Field

Mon 6/8

3:46 pm-7:25 pm

Nonstop2h 39m

$449

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 6/10

1:08 pm-3:06 pm

Nonstop2h 58m

Madison Truax Field

Sat 6/13

5:27 pm-11:54 pm

1 stop5h 27m

$449

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 6/12

8:05 pm-11:57 pm

1 stop4h 52m

Madison Truax Field

Wed 6/24

6:30 am-2:40 pm

2 stops7h 10m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/26

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Boston to Madison

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 Madison in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Madison 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-Madison 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 Madison

Have a flexible travel schedule? Discover the best time to fly to Madison 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 Madison

How far ahead should I book a flight from Boston to Madison?

The price you pay for your flight from Boston to Madison may vary depending on when you book. For the best chance of a lower fare, look to book 57 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Boston to Madison?

Currently, January is the cheapest month in which you can book a flight from Boston to Madison (average of $278). Flying from Boston to Madison in April is currently the most expensive (average of $498). 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 MSN?

Find hourly flight availability from Boston to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2026.

A simple way to save on the total cost of your ticket is to fly from Boston to Madison in the evening. If you’re flexible enough to do this you can expect to save up to 44% on your trip compared to booking a flight in the morning.

How much does it cost to fly round-trip from Boston to Madison?

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated April 29, 2026.
Read through reviews of airlines operating flights from Boston to Madison, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,466 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,466 reviews
Delta
7.9
Good
8,466 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,680 reviews
Delta
7.9
Good
8,466 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.1
Good
11,678 reviews
Delta
7.9
Good
8,466 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Boston to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Boston to Madison?

    Airlines like United Airlines and Delta fly from Boston to Madison in about 4h 20m. The time it takes to get you to your destination can typically vary by up to 1h 09m. The distance from Boston to Madison is about 929 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Boston to Madison round-trip?

    According to our current data, Delta ($250), American Airlines ($254), and United Airlines ($258) offers the cheapest pricing from Boston to Madison. Delta is priced at 33% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Boston to Madison one-way?

    $125 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $129 and $131, respectively.

  • What are the cheapest flights from Boston to Madison?

    On average you can expect to pay $400 for a flight from Boston to Madison. The cheapest flight overall is $203 while the most popular route, (Boston Logan Intl - Madison Truax Field) is currently priced at $313.

  • Can I find deals for flights from Boston to Madison that include hotel bookings?

    Yes. In addition to deals on Boston to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Madison.

  • Can I find deals for business class flights from Boston to Madison?

    Yes. Cheapflights offers flight deals from Boston to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Madison?

    Currently, January is the cheapest month in which you can book a flight from Boston to Madison (average of $278). Flying from Boston to Madison in April is currently the most expensive (average of $498). 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.

See more FAQs

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Sun Prairie
Middleton
Baraboo
Fitchburg

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Top 3 airlines flying from Boston to Madison

Discover the top 3 airlines that operate flights from Boston to Madison. 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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$250Average$393FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$361FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$432FlexibilityNo cancel feeOn-time69%

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