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Cheap flights from Boston to Madison from $119

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 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Boston to Madison

Cheap round-trip flights

American Airlines Logo
5:28 am - 9:18 amBOS-MSN
4h 50m1 stop
American Airlines Logo
6:20 am - 2:06 pmMSN-BOS
6h 46m1 stop
$225American Airlines
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Sat, Aug 30 - Wed, Sep 3
American Airlines Logo
5:30 pm - 9:15 pmBOS-MSN
4h 45m1 stop
American Airlines Logo
5:00 am - 10:18 amMSN-BOS
4h 18m1 stop
$244American Airlines
Find Deal
Fri, Oct 31 - Sun, Nov 2
American Airlines Logo
3:53 pm - 11:03 pmBOS-MSN
8h 10m1 stop
American Airlines Logo
6:19 am - 12:20 pmMSN-BOS
5h 01m1 stop
$251American Airlines
Find Deal
Tue, Aug 19 - Tue, Aug 26
American Airlines Logo
3:55 pm - 11:03 pmBOS-MSN
8h 08m1 stop
American Airlines Logo
6:45 am - 3:21 pmMSN-BOS
7h 36m1 stop
$255American Airlines
Find Deal
Fri, Aug 22 - Tue, Aug 26
United Airlines Logo
6:16 pm - 10:23 pmBOS-MSN
5h 07m1 stop
United Airlines Logo
6:30 am - 2:13 pmMSN-BOS
6h 43m2 stops
$256United Airlines
Find Deal
Tue, Aug 19 - Tue, Aug 26
United Airlines Logo
11:00 am - 3:02 pmBOS-MSN
5h 02m1 stop
United Airlines Logo
5:20 am - 1:25 pmMSN-BOS
7h 05m2 stops
$266United Airlines
Find Deal
Wed, Sep 24 - Sat, Sep 27
Delta Logo
5:40 am - 8:47 amBOS-MSN
4h 07m1 stop
Delta Logo
4:55 pm - 11:48 pmMSN-BOS
5h 53m1 stop
$274Delta
Find Deal
Wed, Sep 17 - Mon, Sep 22
United Airlines Logo
1:00 pm - 10:23 pmBOS-MSN
10h 23m2 stops
United Airlines Logo
6:30 am - 5:34 pmMSN-BOS
10h 04m2 stops
$279United Airlines
Find Deal
Sat, Aug 30 - Sun, Aug 31
Delta Logo
4:00 pm - 11:03 pmBOS-MSN
8h 03m1 stop
Delta Logo
4:57 pm - 11:21 pmMSN-BOS
5h 24m1 stop
$285Delta
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Wed, Aug 27 - Sat, Aug 30
Delta Logo
4:00 pm - 11:03 pmBOS-MSN
8h 03m1 stop
Delta Logo
5:40 pm - 7:42 amMSN-BOS
13h 02m1 stop
$343Delta
Find Deal
Tue, Aug 26 - Wed, Aug 27

American Airlines flights from Boston to Madison

Our best American Airlines deals on Boston to Madison flight tickets
American Airlines
Aug 30
BOS5:28 amBoston Logan Intl
4h 50m
1 stop
MSN9:18 amMadison Truax Field
Sep 3
MSN6:20 amMadison Truax Field
6h 46m
1 stop
BOS2:06 pmBoston Logan Intl
$225
Find similar
American Airlines
Oct 31
BOS5:30 pmBoston Logan Intl
4h 45m
1 stop
MSN9:15 pmMadison Truax Field
Nov 2
MSN5:00 amMadison Truax Field
4h 18m
1 stop
BOS10:18 amBoston Logan Intl
$244
Find similar
American Airlines
Aug 19
BOS3:53 pmBoston Logan Intl
8h 10m
1 stop
MSN11:03 pmMadison Truax Field
Aug 26
MSN6:19 amMadison Truax Field
5h 01m
1 stop
BOS12:20 pmBoston Logan Intl
$251
Find similar

United Airlines flights from Boston to Madison

Our best United Airlines deals on Boston to Madison flight tickets
United Airlines
Aug 19
BOS6:16 pmBoston Logan Intl
5h 07m
1 stop
MSN10:23 pmMadison Truax Field
Aug 26
MSN6:30 amMadison Truax Field
6h 43m
2 stops
BOS2:13 pmBoston Logan Intl
$256
Find similar
United Airlines
Sep 24
BOS11:00 amBoston Logan Intl
5h 02m
1 stop
MSN3:02 pmMadison Truax Field
Sep 27
MSN5:20 amMadison Truax Field
7h 05m
2 stops
BOS1:25 pmBoston Logan Intl
$266
Find similar
United Airlines
Aug 30
BOS1:00 pmBoston Logan Intl
10h 23m
2 stops
MSN10:23 pmMadison Truax Field
Aug 31
MSN6:30 amMadison Truax Field
10h 04m
2 stops
BOS5:34 pmBoston Logan Intl
$279
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 July 30, 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

Sat 8/30

5:28 am-9:18 am

1 stop4h 50m

Madison Truax Field

Wed 9/3

6:20 am-2:06 pm

1 stop6h 46m

$225

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 10/31

5:30 pm-9:15 pm

1 stop4h 45m

Madison Truax Field

Sun 11/2

5:00 am-10:18 am

1 stop4h 18m

$244

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 8/19

3:53 pm-11:03 pm

1 stop8h 10m

Madison Truax Field

Tue 8/26

6:19 am-12:20 pm

1 stop5h 01m

$251

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Fri 8/22

3:55 pm-11:03 pm

1 stop8h 08m

Madison Truax Field

Tue 8/26

6:45 am-3:21 pm

1 stop7h 36m

$255

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 8/19

6:16 pm-10:23 pm

1 stop5h 07m

Madison Truax Field

Tue 8/26

6:30 am-2:13 pm

2 stops6h 43m

$256

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 9/24

11:00 am-3:02 pm

1 stop5h 02m

Madison Truax Field

Sat 9/27

5:20 am-1:25 pm

2 stops7h 05m

$266

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 9/17

5:40 am-8:47 am

1 stop4h 07m

Madison Truax Field

Mon 9/22

4:55 pm-11:48 pm

1 stop5h 53m

$274

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 8/30

1:00 pm-10:23 pm

2 stops10h 23m

Madison Truax Field

Sun 8/31

6:30 am-5:34 pm

2 stops10h 04m

$279

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 8/27

4:00 pm-11:03 pm

1 stop8h 03m

Madison Truax Field

Sat 8/30

4:57 pm-11:21 pm

1 stop5h 24m

$285

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 8/26

4:00 pm-11:03 pm

1 stop8h 03m

Madison Truax Field

Wed 8/27

5:40 pm-7:42 am

1 stop13h 02m

$343

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 $328. 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 $464 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 $255 on momondo.

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

There are 1 cabin classes 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 8% 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 July 2025, prices for Boston to Madison flights are approximately 0% 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

Best Price Found

$119

Fastest flight time

2h 49m

Direct flights

Mon, Fri and Sat

Airports in Madison

1 airport
The best one-way flight to Madison from Boston in the past 72 hours is $119. The best round-trip flight deal from Boston to Madison found on momondo in the last 72 hours is $225.
The fastest flight from Boston to Madison takes 2h 49m
Direct flights go from Boston to Madison on Monday, Friday and Saturday. Airlines offering direct flights are: Delta and American Airlines.
There is 1 airport near Madison: Madison Truax Field (MSN)
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. 2h 59m 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 $258Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $258Free CancellationRating
8.0
7,980 reviews
Search Delta flights
United AirlinesPriceFrom $303Free CancellationRating
7.4
8,896 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
Evansville
Windsor

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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