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$162+ Cheap flights from Madison to Boston (MSN - BOS)

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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Boston Logan Intl are usually found in January or September, booked 70 days in advance, depart on a Monday or Wednesday and return on a Tuesday

Cheap flight deals from Madison to Boston

Cheapest flights from Madison to Boston
Explore the most affordable flight options available from Madison to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.

This Delta deal was found by Cheapflights users on 7/23. 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.
Sat 10/102:25 pm
MSN
-
BOS
Nonstop2h 37m
Delta
Wed 10/141:07 pm
BOS
-
MSN
Nonstop2h 50m
Delta
Deal found 7/23$323
This Delta deal was found by Cheapflights users on 7/22. 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.
Sat 8/222:35 pm
MSN
-
BOS
Nonstop2h 34m
Delta
Sat 8/295:30 am
BOS
-
MSN
1 stop4h 22m
Delta
Deal found 7/22$333
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:48 pm
MSN
-
BOS
1 stop5h 11m
Delta
Tue 10/209:00 am
BOS
-
MSN
1 stop6h 40m
Delta
Deal found 7/27$343
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Sat 8/294:01 pm
MSN
-
BOS
2 stops6h 58m
United Airlines
Tue 9/15:01 pm
BOS
-
MSN
1 stop4h 52m
United Airlines
Deal found 7/23$348
This Delta deal was found by Cheapflights users on 7/24. 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.
Sat 10/171:29 pm
MSN
-
BOS
1 stop5h 57m
Delta
Sat 10/247:27 am
BOS
-
MSN
1 stop7h 44m
Delta
Deal found 7/24$353
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:15 pm
MSN
-
BOS
Nonstop2h 39m
Delta
Mon 9/211:07 pm
BOS
-
MSN
Nonstop2h 48m
Delta
Deal found 7/27$357
This Kiwi.com deal was found by Cheapflights users on 7/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:05 pm
MSN
-
BOS
1 stop14h 04m
Multiple Airlines
Sun 8/3012:45 pm
BOS
-
MSN
1 stop20h 40m
Multiple Airlines
Deal found 7/25$359
This Delta deal was found by Cheapflights users on 7/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:15 pm
MSN
-
BOS
Nonstop2h 39m
Delta
Mon 9/141:07 pm
BOS
-
MSN
Nonstop2h 48m
Delta
Deal found 7/25$362
This Delta deal was found by Cheapflights users on 7/22. 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 9/93:15 pm
MSN
-
BOS
Nonstop2h 39m
Delta
Sat 9/1212:05 pm
BOS
-
MSN
Nonstop2h 45m
Delta
Deal found 7/22$365
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:00 am
MSN
-
BOS
Nonstop2h 32m
American Airlines
Tue 9/18:00 pm
BOS
-
MSN
Nonstop2h 46m
American Airlines
Deal found 7/26$376
This American Airlines deal was found by Cheapflights users on 7/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:25 pm
MSN
-
BOS
1 stop7h 34m
American Airlines
Mon 9/2110:51 am
BOS
-
MSN
1 stop6h 00m
American Airlines
Deal found 7/26$377

Find flight deals from Madison to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Boston (BOS). 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 July 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$323
(Delta)

One-way from

$162
(Delta)

Popular in

March

Cheapest in

January

Average price

$432

Good round-trip deal

$393 or less

Good one-way deal

$261 or less
Provider with most accurate pricing for Madison Truax Field-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Boston Logan Intl flights.
Search Deals
From Madison Truax Field to Boston Logan Intl
Search Deals
One-way flight from Madison Truax Field to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Madison Truax Field to Boston Logan Intl.
Search Deals
Price to beat on a one-way flight from Madison Truax Field to Boston Logan Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Boston 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 July 27, 2026.
Use the filters below to find and compare flights from Madison to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 8/22

2:35 pm-6:09 pm

Nonstop2h 34m

Boston Logan Intl

Mon 8/24

1:10 pm-3:05 pm

Nonstop2h 55m

$386

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 10/2

3:15 pm-6:54 pm

Nonstop2h 39m

Boston Logan Intl

Tue 10/6

1:07 pm-2:57 pm

Nonstop2h 50m

$391

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Thu 11/5

2:30 pm-6:08 pm

Nonstop2h 38m

Boston Logan Intl

Mon 11/9

2:00 pm-8:45 pm

1 stop7h 45m

$401

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sun 9/20

7:00 am-1:22 pm

1 stop5h 22m

Boston Logan Intl

Sun 9/27

5:55 am-11:20 am

1 stop6h 25m

$421

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 9/22

6:30 am-2:50 pm

2 stops7h 20m

Boston Logan Intl

Tue 9/29

6:43 pm-10:35 pm

1 stop4h 52m

$428

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 9/12

10:46 am-4:27 pm

1 stop4h 41m

Boston Logan Intl

Sat 9/19

2:28 pm-8:53 pm

2 stops7h 25m

$428

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 9/5

3:55 pm-11:59 pm

2 stops7h 04m

Boston Logan Intl

Thu 9/10

5:45 am-1:42 pm

2 stops8h 57m

$433

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Sat 8/8

8:45 am-4:33 pm

1 stop6h 48m

Boston Logan Intl

Sat 8/15

5:30 am-8:52 am

1 stop4h 22m

$460

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Fri 10/2

4:10 pm-12:54 am

1 stop7h 44m

Boston Logan Intl

Tue 10/6

6:00 am-1:37 pm

2 stops8h 37m

$462

MadisonBoston

MSN - BOS

MSNBOS

Madison Truax Field

Tue 8/25

6:30 am-2:50 pm

2 stops7h 20m

Boston Logan Intl

Sat 8/29

12:27 pm-5:13 pm

1 stop5h 46m

$462

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Madison to Boston

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

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

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

To ensure you get the cheapest price possible for a flight from Madison to Boston, you should look to book at least 69 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 Madison to Boston?

Currently, January is the cheapest month in which you can book a flight from Madison to Boston (average of $306). Flying from Madison to Boston in March is currently the most expensive (average of $484). 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 MSN to BOS?

Find hourly flight availability from Madison to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 27, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Boston as you normally would.

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

Airfare is below average for this route at the moment.

Madison to Boston flights typically cost between $366 and $461 in October.
The cheapest round-trip price found within the last 5 days was $323 on Delta (Oct 10-Oct 14).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated July 27, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from Madison to Boston by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,482 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Comfort

7.8

Overall

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Colin,Sep 2024

LHR - BOS

Delta One is very poor quality seating for first class. On multiple trips pieces have come off the seat. Staff and food have been good
Delta
7.8
Good
8,482 reviews
Delta
7.8
Good
8,482 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Comfort

7.8

Overall

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Colin,Sep 2024

LHR - BOS

Delta One is very poor quality seating for first class. On multiple trips pieces have come off the seat. Staff and food have been good
United Airlines
7.4
Good
10,041 reviews
Delta
7.8
Good
8,482 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Comfort

7.8

Overall

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Colin,Sep 2024

LHR - BOS

Delta One is very poor quality seating for first class. On multiple trips pieces have come off the seat. Staff and food have been good
American Airlines
7.1
Good
11,836 reviews
Delta
7.8
Good
8,482 reviews

Crew

8.5

Entertainment

7.8

Food

7.2

Comfort

7.8

Overall

7.8

Boarding

8.1

Reviews

1 / 20
6.0
Good

Colin,Sep 2024

LHR - BOS

Delta One is very poor quality seating for first class. On multiple trips pieces have come off the seat. Staff and food have been good

Related info for your journey

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

  • What airports do I use to fly from Madison to Boston?

    If you book a flight from Madison to Boston, you will be flying from Truax Field to Logan Intl. Flights to Boston Logan Intl (BOS) from Madison Truax Field (MSN) take 2h 27m for a nonstop flight. There are 3 flights from Truax Field to Boston per day from 3 airlines.

  • How long is the flight from Madison to Boston?

    For as low as $386, Delta can have you in Boston from Madison in 2h 34m. There are 929 mi between Madison and Boston. This flight may include one or multiple stops.

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

    United Airlines, at $254, was found to be the cheapest airline from Madison to Boston.Alternate airlines to your destination round-trip include American Airlines and Delta. These flights start at 38% lower than the current average price 3 months from now.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $125. Users have also found prices from $134 and $148 on American Airlines and United Airlines, respectively.

  • What are the most reliable airlines from Madison to Boston?

    Consider American Airlines (96%), Republic Airways (82%) or KLM (72%) when booking your flight. These represent the most reliable airlines when flying from Madison to Boston.

  • What are the cheapest flights from Madison to Boston?

    Looking for the cheapest flight from Madison to Boston? While on average our users pay $1,912, our data indicates the cheapest price to be $203. The most popular route (Madison Truax Field - Boston Logan Intl), is priced around $323.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to Boston 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 Madison to Boston?

    Currently, January is the cheapest month in which you can book a flight from Madison to Boston (average of $306). Flying from Madison to Boston in March is currently the most expensive (average of $484). 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 Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Cambridge
Concord
Randolph
Brockton
Seekonk
Hampton Beach
Cranston
Warwick
Peabody
Dedham
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere

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Top 3 airlines flying from Madison to Boston

Discover the top 3 airlines that operate flights from Madison to Boston. 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 July 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$254Average$414FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$257Average$425FlexibilityNo cancel feeOn-time71%
DeltaCheapest$273Average$391FlexibilityNo cancel feeOn-timeN/A

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