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Cheap flights from Boston to Madison from $154

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Madison departing on 9/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Boston to Madison

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:07 pm - 2:55 pmBOS  Boston Logan Intl-MSN Madison Truax Field
2h 48mnonstop
Delta Logo
2:30 pm - 6:09 pmMSN  Madison Truax Field-BOS Boston Logan Intl
2h 39mnonstop
$323Delta
Wed, Sep 9 - Sat, Sep 12
Delta Logo
1:07 pm - 2:57 pmBOS  Boston Logan Intl-MSN Madison Truax Field
2h 50mnonstop
Delta Logo
2:30 pm - 6:08 pmMSN  Madison Truax Field-BOS Boston Logan Intl
2h 38mnonstop
$323Delta
Wed, Oct 7 - Sat, Oct 10
American Airlines Logo
5:30 pm - 7:25 pmBOS  Boston Logan Intl-MSN Madison Truax Field
2h 55mnonstop
American Airlines Logo
7:00 am - 10:36 amMSN  Madison Truax Field-BOS Boston Logan Intl
2h 36mnonstop
$323American Airlines
Sat, Sep 5 - Wed, Sep 9
American Airlines Logo
5:30 pm - 7:25 pmBOS  Boston Logan Intl-MSN Madison Truax Field
2h 55mnonstop
American Airlines Logo
8:30 am - 12:06 pmMSN  Madison Truax Field-BOS Boston Logan Intl
2h 36mnonstop
$323American Airlines
Sat, Sep 5 - Sat, Sep 12
Delta Logo
12:00 pm - 1:48 pmBOS  Boston Logan Intl-MSN Madison Truax Field
2h 48mnonstop
Delta Logo
3:22 pm - 6:59 pmMSN  Madison Truax Field-BOS Boston Logan Intl
2h 37mnonstop
$323Delta
Sat, Oct 24 - Wed, Oct 28
American Airlines Logo
8:00 pm - 9:58 pmBOS  Boston Logan Intl-MSN Madison Truax Field
2h 58mnonstop
American Airlines Logo
8:00 am - 11:37 amMSN  Madison Truax Field-BOS Boston Logan Intl
2h 37mnonstop
$323American Airlines
Fri, Oct 16 - Mon, Oct 19
United Airlines Logo
7:40 pm - 11:39 pmBOS  Boston Logan Intl-MSN Madison Truax Field
4h 59m1 stop Newark
United Airlines Logo
5:36 pm - 12:55 amMSN  Madison Truax Field-BOS Boston Logan Intl
6h 19m1 stop Chicago O'Hare Intl
$343United Airlines
Wed, Dec 23 - Wed, Dec 30
United Airlines Logo
10:36 am - 3:04 pmBOS  Boston Logan Intl-MSN Madison Truax Field
5h 28m1 stop Chicago O'Hare Intl
United Airlines Logo
6:10 am - 12:26 pmMSN  Madison Truax Field-BOS Boston Logan Intl
5h 16m1 stop Newark
$343United Airlines
Sat, Oct 24 - Wed, Oct 28
Multiple Airlines Logo
12:54 pm - 7:15 pmBOS  Boston Logan Intl-MSN Madison Truax Field
31h 21m2 stops Atlanta Hartsfield-Jackson Denver Intl
Multiple Airlines Logo
6:00 pm - 10:51 amMSN  Madison Truax Field-BOS Boston Logan Intl
15h 51m1 stop Orlando
$395Multiple Airlines
Sat, Sep 12 - Thu, Sep 17
Multiple Airlines Logo
11:36 am - 2:05 pmBOS  Boston Logan Intl-MSN Madison Truax Field
27h 29m1 stop Orlando
Multiple Airlines Logo
6:00 pm - 8:20 amMSN  Madison Truax Field-BOS Boston Logan Intl
13h 20m1 stop Orlando
$402Multiple Airlines
Mon, Oct 5 - Thu, Oct 8

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American Airlines flights from Boston to Madison

Our best American Airlines deals on Boston to Madison flight tickets
American Airlines
Aug 14
BOS5:45 pmBoston Logan Intl
7h 25m
1 stop
MSN12:10 amMadison Truax Field
Aug 17
MSN6:00 amMadison Truax Field
4h 29m
1 stop
BOS11:29 amBoston Logan Intl
$343
American Airlines
Sep 12
BOS3:45 pmBoston Logan Intl
2h 46m
MSN5:31 pmMadison Truax Field
Sep 13
MSN8:30 amMadison Truax Field
2h 36m
BOS12:06 pmBoston Logan Intl
$358
American Airlines
Aug 11
BOS8:00 pmBoston Logan Intl
2h 46m
MSN9:46 pmMadison Truax Field
Aug 18
MSN7:00 amMadison Truax Field
2h 37m
BOS10:37 amBoston Logan Intl
$391

United Airlines flights from Boston to Madison

Our best United Airlines deals on Boston to Madison flight tickets
United Airlines
Sep 12
BOS6:00 amBoston Logan Intl
4h 40m
1 stop
MSN9:40 amMadison Truax Field
Sep 19
MSN4:05 pmMadison Truax Field
6h 54m
2 stops
BOS11:59 pmBoston Logan Intl
$348
United Airlines
Dec 23
BOS7:40 pmBoston Logan Intl
4h 59m
1 stop
MSN11:39 pmMadison Truax Field
Dec 30
MSN6:00 amMadison Truax Field
6h 24m
2 stops
BOS1:24 pmBoston Logan Intl
$365
United Airlines
Sep 12
BOS7:05 amBoston Logan Intl
5h 58m
1 stop
MSN12:03 pmMadison Truax Field
Sep 17
MSN4:04 pmMadison Truax Field
4h 55m
1 stop
BOS9:59 pmBoston Logan Intl
$377

momondo 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, momondo users made 832,500 searches. Data last updated August 8, 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 Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Wed 9/9

1:07 pm-2:55 pm

Nonstop2h 48m

Madison Truax Field

Sat 9/12

2:30 pm-6:09 pm

Nonstop2h 39m

$323

BostonMadison

BOS Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Wed 10/7

1:07 pm-2:57 pm

Nonstop2h 50m

Madison Truax Field

Sat 10/10

2:30 pm-6:08 pm

Nonstop2h 38m

$323

BostonMadison

BOS Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Sat 9/5

5:30 pm-7:25 pm

Nonstop2h 55m

Madison Truax Field

Wed 9/9

7:00 am-10:36 am

Nonstop2h 36m

$323

BostonMadison

BOS Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Sat 9/5

5:30 pm-7:25 pm

Nonstop2h 55m

Madison Truax Field

Sat 9/12

8:30 am-12:06 pm

Nonstop2h 36m

$323
Quickest round-trip

BostonMadison

BOS Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Sat 10/24

12:00 pm-1:48 pm

Nonstop2h 48m

Madison Truax Field

Wed 10/28

3:22 pm-6:59 pm

Nonstop2h 37m

$323

BostonMadison

BOS Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Fri 10/16

8:00 pm-9:58 pm

Nonstop2h 58m

Madison Truax Field

Mon 10/19

8:00 am-11:37 am

Nonstop2h 37m

$323

BostonMadison

BOS Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Wed 12/23

7:40 pm-11:39 pm

1 stop4h 59m

Madison Truax Field

Wed 12/30

5:36 pm-12:55 am

1 stop6h 19m

$343

BostonMadison

BOS Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Sat 10/24

10:36 am-3:04 pm

1 stop5h 28m

Madison Truax Field

Wed 10/28

6:10 am-12:26 pm

1 stop5h 16m

$343

BostonMadison

BOS Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Sat 9/12

12:54 pm-7:15 pm

2 stops31h 21m

Madison Truax Field

Thu 9/17

6:00 pm-10:51 am

1 stop15h 51m

$395

BostonMadison

BOS Boston Logan Intl - MSN Madison Truax Field

BOSMSN

Boston Logan Intl

Mon 10/5

11:36 am-2:05 pm

1 stop27h 29m

Madison Truax Field

Thu 10/8

6:00 pm-8:20 am

1 stop13h 20m

$402

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Madison from

How to get the cheapest flight ticket from Boston to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Boston and Madison?

Prices are currently low for flights on this route.

Typical prices usually range from $361 to $552.
The lowest price recently found on this route was $323.

What is the cheapest month to fly to Madison?

The month of January is, on average, the cheapest month to fly to Madison from Boston, with most prices found around $278. If you’re not able to fly to Madison in January, then September is your next best option. Flight prices from Boston to Madison during September average around $368.

What is the cheapest day to depart on your flight to Madison?

The cheapest day to depart from Boston to Madison is on a Tuesday when prices can be found for as low as $425. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Sunday is $787.

What is the cheapest time of day to depart on your flight to Madison?

According to our data, the cheapest time of day to fly to Madison is in the afternoon. momondo users have found flights departing from Boston to Madison in the afternoon for as low as $412. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is in the morning when prices are around $489.

What is the cheapest Boston Logan Intl to Madison Truax Field flight route?

Fly from Boston Logan Intl to Madison Truax Field for the best Boston Logan Intl - Madison Truax Field flight prices

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

You are more likely to see cheaper flights to Madison from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Madison for around $413 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Madison from Boston for as low as $353 on momondo.

What cabin class options are available on Boston to Madison flights?

There are 4 cabin classes available to choose from on Boston to Madison flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Boston to Madison flight prices changed over time?

As of August 2026, prices for Boston to Madison flights are approximately 35% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from Boston to Madison according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Boston to Madison (BOS to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Madison

Best Price Found

$328

Fastest flight time

2h 48m

Direct flights

Every day

Airports in Madison

1 airport
The best one-way flight to Madison from Boston in the past 72 hours is $328. The best round-trip flight deal from Boston to Madison found on momondo in the last 72 hours is $381.
The fastest flight from Boston to Madison takes 2h 48m
Direct flights go from Boston to Madison every day.
There is 1 airport in Madison. From Boston there are direct flights to Madison Truax Field (MSN).
Search flight deals

Frequently asked questions about flying from Boston to Madison

  • How far is Boston Logan Intl to Madison Truax Field by plane?

    There are 929.9 mi between Boston Logan Intl and Madison Truax Field. 2h 48m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Boston Logan Intl Airport to Madison Truax Field Airport?

    Prices for flights from Boston Logan Intl Airport to Madison Truax Field Airport were last updated today.

  • How many operators does momondo search for flights from Boston Logan Intl Airport to Madison Truax Field Airport?

  • How old do you have to be to fly from Boston Logan Intl Airport to Madison Truax Field Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Boston Logan Intl Airport to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The travel and health documents you'll need for your trip to Madison Truax Field Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Madison Truax Field Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Boston to Madison?

  • What is the most popular airline from Boston to Madison?

Best airlines flying from Boston to Madison

Compare and see reviews for airlines that fly from Boston to Madison with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $254Free CancellationRating
7.1
11,885 reviews
Search American Airlines flights
United AirlinesPriceFrom $258Free CancellationRating
7.4
10,085 reviews
Search United Airlines flights
DeltaPriceFrom $259Free CancellationRating
7.8
8,504 reviews
Search Delta flights

  • Delta Flights From Boston to Madison

    Delta is one of the most popular airlines flying from Boston to Madison, operating 3 flights/week on average for this route. A good Delta flight deal for Boston to Madison starts from $259 round-trip, up to an average price of $460. Our users have rated Delta at 7.8/10.

  • American Airlines Flights From Boston to Madison

    American Airlines is also a popular choice for this route. American Airlines flight deals for Boston to Madison start from as low as $254 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $405. American Airlines operates 6 flights to Madison from Boston in an average week. Users have rated it 7.1/10 across 11,885 reviews.

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Portage
Baraboo
Sun Prairie
Fitchburg
Middleton
Windsor
Evansville
Cambridge
Oxford

Why use momondo?

Why should I use momondo to find a flight deal from Boston to Madison?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Boston to Madison for you.

Can I find flights from Boston to Madison with flexible booking policies on momondo?

All flight searches from Boston to Madison on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Boston to Madison?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Boston to Madison.

I’m not ready to book a flight from Boston to Madison right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Boston to Madison now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Madison and let you know when they change.

An easier way to manage your Madison trip

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