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Cheap flights from Boston to Madison from $163

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 3/18. 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

Enter your travel dates to find the best prices.
American Airlines Logo
3:13 pm - 11:35 pm
BOS
-
MSN
9h 22m
1 stop
American Airlines Logo
9:18 am - 6:50 pm
MSN
-
BOS
8h 32m
1 stop
$275American Airlines
Tue, Apr 14 - Tue, Apr 21
United Airlines Logo
12:35 pm - 6:58 pm
BOS
-
MSN
7h 23m
1 stop
United Airlines Logo
2:50 pm - 9:28 pm
MSN
-
BOS
5h 38m
1 stop
$279United Airlines
Tue, Mar 3 - Tue, Mar 10
Delta Logo
9:05 am - 12:54 pm
BOS
-
MSN
4h 49m
1 stop
Delta Logo
4:25 pm - 7:59 pm
MSN
-
BOS
2h 34mnonstop
$283Delta
Wed, Jul 29 - Tue, Aug 11
United Airlines Logo
7:45 am - 11:53 am
BOS
-
MSN
5h 08m
1 stop
United Airlines Logo
6:30 am - 2:31 pm
MSN
-
BOS
7h 01m
2 stops
$284United Airlines
Tue, Mar 3 - Tue, Mar 10
United Airlines Logo
6:00 am - 11:53 am
BOS
-
MSN
6h 53m
1 stop
United Airlines Logo
6:30 am - 2:29 pm
MSN
-
BOS
6h 59m
1 stop
$289United Airlines
Thu, Feb 26 - Sat, Feb 28
American Airlines Logo
5:41 pm - 11:43 pm
BOS
-
MSN
7h 02m
1 stop
American Airlines Logo
8:11 am - 4:32 pm
MSN
-
BOS
7h 21m
1 stop
$291American Airlines
Wed, May 27 - Wed, Jun 3
Delta Logo
5:30 am - 8:46 am
BOS
-
MSN
4h 16m
1 stop
Delta Logo
7:00 am - 1:24 pm
MSN
-
BOS
5h 24m
1 stop
$293Delta
Wed, Jul 29 - Tue, Aug 11
United Airlines Logo
4:25 pm - 9:07 pm
BOS
-
MSN
5h 42m
1 stop
United Airlines Logo
2:48 pm - 9:48 pm
MSN
-
BOS
6h 00m
1 stop
$294United Airlines
Sat, Feb 21 - Tue, Feb 24
American Airlines Logo
11:13 am - 4:52 pm
BOS
-
MSN
6h 39m
1 stop
American Airlines Logo
8:09 am - 3:24 pm
MSN
-
BOS
6h 15m
1 stop
$296American Airlines
Sat, Feb 28 - Sat, Mar 7
United Airlines Logo
10:14 am - 4:44 pm
BOS
-
MSN
7h 30m
2 stops
United Airlines Logo
3:53 pm - 9:48 pm
MSN
-
BOS
4h 55m
1 stop
$299United Airlines
Sat, Feb 21 - Tue, Feb 24

American Airlines flights from Boston to Madison

Our best American Airlines deals on Boston to Madison flight tickets
American Airlines
Apr 14
BOS3:13 pmBoston Logan Intl
9h 22m
1 stop
MSN11:35 pmMadison Truax Field
Apr 21
MSN9:18 amMadison Truax Field
8h 32m
1 stop
BOS6:50 pmBoston Logan Intl
$275
American Airlines
May 27
BOS5:41 pmBoston Logan Intl
7h 02m
1 stop
MSN11:43 pmMadison Truax Field
Jun 3
MSN8:11 amMadison Truax Field
7h 21m
1 stop
BOS4:32 pmBoston Logan Intl
$291
American Airlines
Feb 28
BOS11:13 amBoston Logan Intl
6h 39m
1 stop
MSN4:52 pmMadison Truax Field
Mar 7
MSN8:09 amMadison Truax Field
6h 15m
1 stop
BOS3:24 pmBoston Logan Intl
$296

United Airlines flights from Boston to Madison

Our best United Airlines deals on Boston to Madison flight tickets
United Airlines
Mar 3
BOS12:35 pmBoston Logan Intl
7h 23m
1 stop
MSN6:58 pmMadison Truax Field
Mar 10
MSN2:50 pmMadison Truax Field
5h 38m
1 stop
BOS9:28 pmBoston Logan Intl
$279
United Airlines
Mar 3
BOS7:45 amBoston Logan Intl
5h 08m
1 stop
MSN11:53 amMadison Truax Field
Mar 10
MSN6:30 amMadison Truax Field
7h 01m
2 stops
BOS2:31 pmBoston Logan Intl
$284
United Airlines
Feb 26
BOS6:00 amBoston Logan Intl
6h 53m
1 stop
MSN11:53 amMadison Truax Field
Feb 28
MSN6:30 amMadison Truax Field
6h 59m
1 stop
BOS2:29 pmBoston Logan Intl
$289

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 February 3, 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

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 4/14

3:13 pm-11:35 pm

1 stop9h 22m

Madison Truax Field

Tue 4/21

9:18 am-6:50 pm

1 stop8h 32m

$275

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 3/3

12:35 pm-6:58 pm

1 stop7h 23m

Madison Truax Field

Tue 3/10

2:50 pm-9:28 pm

1 stop5h 38m

$279

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 7/29

9:05 am-12:54 pm

1 stop4h 49m

Madison Truax Field

Tue 8/11

4:25 pm-7:59 pm

Nonstop2h 34m

$283

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Tue 3/3

7:45 am-11:53 am

1 stop5h 08m

Madison Truax Field

Tue 3/10

6:30 am-2:31 pm

2 stops7h 01m

$284

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Thu 2/26

6:00 am-11:53 am

1 stop6h 53m

Madison Truax Field

Sat 2/28

6:30 am-2:29 pm

1 stop6h 59m

$289

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 5/27

5:41 pm-11:43 pm

1 stop7h 02m

Madison Truax Field

Wed 6/3

8:11 am-4:32 pm

1 stop7h 21m

$291

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Wed 7/29

5:30 am-8:46 am

1 stop4h 16m

Madison Truax Field

Tue 8/11

7:00 am-1:24 pm

1 stop5h 24m

$293

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 2/21

4:25 pm-9:07 pm

1 stop5h 42m

Madison Truax Field

Tue 2/24

2:48 pm-9:48 pm

1 stop6h 00m

$294

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 2/28

11:13 am-4:52 pm

1 stop6h 39m

Madison Truax Field

Sat 3/7

8:09 am-3:24 pm

1 stop6h 15m

$296

BostonMadison

BOS - MSN

BOSMSN

Boston Logan Intl

Sat 2/21

10:14 am-4:44 pm

2 stops7h 30m

Madison Truax Field

Tue 2/24

3:53 pm-9:48 pm

1 stop4h 55m

$299

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 January is, on average, the cheapest month to fly to Madison from Boston, with most prices found around $287. If you’re not able to fly to Madison in January, then August is your next best option. Flight prices from Boston to Madison during August average around $298.

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

The cheapest day to depart from Boston to Madison is on a Friday when prices can be found for as low as $428. 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 $468.

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 at noon. momondo users have found flights departing from Boston to Madison at noon for as low as $343. 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 afternoon when prices are around $555.

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 $379 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 10% 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 February 2026, prices for Boston to Madison flights are approximately 27% 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

$919

Fastest flight time

2h 53m

Direct flights

Wed, Thu, Fri and Sat

Airports in Madison

1 airport
The best one-way flight to Madison from Boston in the past 72 hours is $919. The best round-trip flight deal from Boston to Madison found on momondo in the last 72 hours is $276.
The fastest flight from Boston to Madison takes 2h 53m
Direct flights go from Boston to Madison on Wednesday, Thursday, Friday and Saturday. The only airline offering direct flights is Delta.
There is 1 airport in Madison. From Boston there are direct flights to 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 53m 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
DeltaPriceFrom $250Free CancellationRating
7.9
8,138 reviews
Search Delta flights
American AirlinesPriceFrom $254Free CancellationRating
7.2
11,216 reviews
Search American Airlines flights
United AirlinesPriceFrom $258Free CancellationRating
7.4
9,236 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
Portage
Fitchburg
Sun Prairie
Middleton
Windsor
Cambridge
Oxford
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.

An easier way to manage your Madison trip

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