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Cheap flights from Boston to Madison from $126

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 11/19. 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
0 bags

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Find the cheapest flights from Boston to Madison

Cheap round-trip flights

Delta Logo
5:45 am - 11:25 amBOS-MSN
6h 40m1 stop
Delta Logo
3:38 pm - 11:40 pmMSN-BOS
7h 02m1 stop
$251Delta
Find Deal
Tue, Oct 7 - Sat, Oct 11
American Airlines Logo
6:15 pm - 11:52 pmBOS-MSN
6h 37m1 stop
American Airlines Logo
6:00 am - 2:19 pmMSN-BOS
7h 19m1 stop
$255American Airlines
Find Deal
Sat, Nov 8 - Mon, Nov 10
American Airlines Logo
7:19 pm - 11:58 pmBOS-MSN
5h 39m1 stop
American Airlines Logo
3:59 pm - 11:50 pmMSN-BOS
6h 51m1 stop
$259American Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
Delta Logo
8:00 am - 2:27 pmBOS-MSN
7h 27m1 stop
Delta Logo
1:19 pm - 8:01 pmMSN-BOS
5h 42m1 stop
$270Delta
Find Deal
Wed, Oct 1 - Wed, Oct 15
American Airlines Logo
5:24 am - 10:15 amBOS-MSN
5h 51m1 stop
American Airlines Logo
5:50 am - 2:38 pmMSN-BOS
7h 48m1 stop
$274American Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
American Airlines Logo
7:30 am - 12:04 pmBOS-MSN
5h 34m1 stop
American Airlines Logo
6:29 am - 12:24 pmMSN-BOS
4h 55m1 stop
$284American Airlines
Find Deal
Sat, Oct 18 - Mon, Oct 20
Delta Logo
7:10 am - 11:25 amBOS-MSN
5h 15m1 stop
Delta Logo
6:10 am - 12:21 pmMSN-BOS
5h 11m1 stop
$285Delta
Find Deal
Tue, Oct 7 - Tue, Oct 14
Delta Logo
5:45 am - 11:41 amBOS-MSN
6h 56m1 stop
Delta Logo
4:54 pm - 11:19 pmMSN-BOS
5h 25m1 stop
$288Delta
Find Deal
Tue, Sep 30 - Sat, Oct 4
United Airlines Logo
4:25 pm - 10:28 pmBOS-MSN
7h 03m1 stop
United Airlines Logo
6:11 am - 1:25 pmMSN-BOS
6h 14m1 stop
$289United Airlines
Find Deal
Fri, Oct 3 - Sun, Oct 5
United Airlines Logo
6:00 am - 9:55 amBOS-MSN
4h 55m1 stop
United Airlines Logo
2:46 pm - 10:56 pmMSN-BOS
7h 10m2 stops
$302United Airlines
Find Deal
Tue, Sep 30 - Tue, Sep 30

Delta flights from Boston to Madison

Our best Delta deals on Boston to Madison flight tickets
Delta
Oct 7
BOS5:45 amBoston Logan Intl
6h 40m
1 stop
MSN11:25 amMadison Truax Field
Oct 11
MSN3:38 pmMadison Truax Field
7h 02m
1 stop
BOS11:40 pmBoston Logan Intl
$251
Find similar
Delta
Oct 1
BOS8:00 amBoston Logan Intl
7h 27m
1 stop
MSN2:27 pmMadison Truax Field
Oct 15
MSN1:19 pmMadison Truax Field
5h 42m
1 stop
BOS8:01 pmBoston Logan Intl
$270
Find similar
Delta
Oct 7
BOS7:10 amBoston Logan Intl
5h 15m
1 stop
MSN11:25 amMadison Truax Field
Oct 14
MSN6:10 amMadison Truax Field
5h 11m
1 stop
BOS12:21 pmBoston Logan Intl
$285
Find similar

United Airlines flights from Boston to Madison

Our best United Airlines deals on Boston to Madison flight tickets
United Airlines
Oct 3
BOS4:25 pmBoston Logan Intl
7h 03m
1 stop
MSN10:28 pmMadison Truax Field
Oct 5
MSN6:11 amMadison Truax Field
6h 14m
1 stop
BOS1:25 pmBoston Logan Intl
$289
Find similar
United Airlines
Sep 30
BOS6:00 amBoston Logan Intl
4h 55m
1 stop
MSN9:55 amMadison Truax Field
Sep 30
MSN2:46 pmMadison Truax Field
7h 10m
2 stops
BOS10:56 pmBoston Logan Intl
$302
Find similar
United Airlines
Oct 4
BOS6:00 amBoston Logan Intl
6h 45m
1 stop
MSN11:45 amMadison Truax Field
Oct 4
MSN3:48 pmMadison Truax Field
7h 11m
2 stops
BOS11:59 pmBoston Logan Intl
$324
Find similar

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 September 16, 2025.
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

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 10/7

5:45 am-11:25 am

1 stop6h 40m

Madison Truax Field

Sat 10/11

3:38 pm-11:40 pm

1 stop7h 02m

$251

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 11/8

6:15 pm-11:52 pm

1 stop6h 37m

Madison Truax Field

Mon 11/10

6:00 am-2:19 pm

1 stop7h 19m

$255

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 11/14

7:19 pm-11:58 pm

1 stop5h 39m

Madison Truax Field

Mon 11/17

3:59 pm-11:50 pm

1 stop6h 51m

$259

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 10/1

8:00 am-2:27 pm

1 stop7h 27m

Madison Truax Field

Wed 10/15

1:19 pm-8:01 pm

1 stop5h 42m

$270

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 10/30

5:24 am-10:15 am

1 stop5h 51m

Madison Truax Field

Sun 11/2

5:50 am-2:38 pm

1 stop7h 48m

$274

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 10/18

7:30 am-12:04 pm

1 stop5h 34m

Madison Truax Field

Mon 10/20

6:29 am-12:24 pm

1 stop4h 55m

$284

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 10/7

7:10 am-11:25 am

1 stop5h 15m

Madison Truax Field

Tue 10/14

6:10 am-12:21 pm

1 stop5h 11m

$285

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 9/30

5:45 am-11:41 am

1 stop6h 56m

Madison Truax Field

Sat 10/4

4:54 pm-11:19 pm

1 stop5h 25m

$288

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 10/3

4:25 pm-10:28 pm

1 stop7h 03m

Madison Truax Field

Sun 10/5

6:11 am-1:25 pm

1 stop6h 14m

$289

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 9/30

6:00 am-9:55 am

1 stop4h 55m

Madison Truax Field

Tue 9/30

2:46 pm-10:56 pm

2 stops7h 10m

$302

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 cheapest month to fly to Madison?

The month of August is, on average, the cheapest month to fly to Madison from Boston, with most prices found around $298. If you’re not able to fly to Madison in August, then June is your next best option. Flight prices from Boston to Madison during June average around $352.

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 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 $453 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 $269 on momondo.

What cabin class options are available on Boston Logan Intl to Madison Truax Field flights?

There is only 1 cabin class available to choose from on Boston Logan Intl to Madison Truax Field flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Boston to Madison flights?

You could potentially save up to 23% on your flight if you consider stops on a Boston to Madison flight.

How have Boston to Madison flight prices changed over time?

As of September 2025, prices for Boston to Madison flights are approximately 26% more expensive 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

Direct flights

None
There are no direct flights from Boston to Madison. There are no popular flight routes from Boston to Madison.
Search flight deals

  • 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. 4h 06m 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
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $255Free CancellationRating
7.9
7,957 reviews
Search Delta flights
United AirlinesPriceFrom $307Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights

Traveling to a place near Madison?

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

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.

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