$214+ Cheap flights from Boston to Madison (BOS - MSN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MSN
Nov 23 — Nov 301
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Madison with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Boston Logan Intl to Madison Truax Field are usually found in January or March, booked 48 days in advance, depart on a Wednesday or Saturday and return on a Saturday
Cheap flight deals from Boston to Madison
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Cheapest flights from Boston to MadisonExplore the most affordable flight options available from Boston to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 24, 2026.
Explore the most affordable flight options available from Boston to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 24, 2026.
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Wed 12/98:14 pm -
Nonstop3h 03m
Sat 12/127:30 am -
Nonstop2h 45m
Deal found 10/21![American Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 10/21. 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.
Tue 12/224:52 pm -
1 stop4h 53m
Tue 1/127:00 am -
1 stop6h 20m
Deal found 10/21![Delta logo]()
$403
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Wed 12/24:45 pm -
1 stop5h 30m
Sat 12/55:00 am -
2 stops6h 27m
Deal found 10/23![United Airlines logo]()
$408
This American Airlines deal was found by Cheapflights users on 10/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/158:14 pm -
Nonstop3h 03m
Mon 1/1812:34 pm -
1 stop10h 03m
Deal found 10/24![American Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Wed 12/237:40 pm -
1 stop5h 00m
Tue 12/296:06 am -
1 stop6h 20m
Deal found 10/21![United Airlines logo]()
$431
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Wed 11/187:31 am -
1 stop5h 24m
Wed 11/256:25 am -
1 stop5h 21m
Deal found 10/19![United Airlines logo]()
$436
This Delta deal was found by Cheapflights users on 10/21. 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.
Tue 12/155:27 am -
1 stop4h 48m
Mon 1/187:00 am -
1 stop6h 20m
Deal found 10/21![Delta logo]()
$437
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Wed 11/116:00 am -
1 stop5h 01m
Wed 12/165:00 am -
2 stops6h 27m
Deal found 10/23![United Airlines logo]()
$442
Best flights from Boston to MadisonDiscover carefully curated flight deals from Boston to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
Discover carefully curated flight deals from Boston to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
This Delta deal was found by Cheapflights users on 10/20. 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 11/215:30 am -
1 stop6h 41m
Sun 11/2210:59 am -
1 stop6h 51m
Deal found 10/20![Delta logo]()
$437
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Mon 12/287:40 pm -
1 stop5h 00m
Fri 1/15:29 pm -
1 stop6h 49m
Deal found 10/23![United Airlines logo]()
$471
This Delta deal was found by Cheapflights users on 10/23. 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 11/1411:15 am -
Nonstop2h 59m
Tue 12/153:49 pm -
Nonstop2h 31m
Deal found 10/23![Delta logo]()
$437
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Wed 11/119:00 am -
2 stops7h 11m
Sat 11/143:52 pm -
1 stop4h 38m
Deal found 10/23![United Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 10/21. 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.
Tue 12/227:40 pm -
1 stop5h 00m
Mon 12/287:00 am -
1 stop6h 59m
Deal found 10/21![United Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 10/20. 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.
Tue 11/245:30 am -
1 stop6h 10m
Mon 11/307:00 am -
1 stop7h 15m
Deal found 10/20![Delta logo]()
$505
This Delta deal was found by Cheapflights users on 10/21. 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 11/275:45 am -
1 stop5h 24m
Mon 11/307:00 am -
1 stop5h 21m
Deal found 10/21![Delta logo]()
$511
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Wed 11/119:00 am -
2 stops7h 11m
Mon 11/165:00 am -
1 stop4h 19m
Deal found 10/19![United Airlines logo]()
$517
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Thu 12/36:00 am -
3 stops9h 50m
Sat 12/55:30 am -
2 stops8h 02m
Deal found 10/23![United Airlines logo]()
$553
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 11/121:29 pm -
1 stop6h 38m
Sun 11/157:00 pm -
1 stop4h 46m
Deal found 10/20![United Airlines logo]()
$553
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/49:09 am -
1 stop6h 57m
Sun 2/712:27 pm -
2 stops8h 32m
Deal found 10/22![United Airlines logo]()
$576
Last-minute flights from Boston to MadisonDiscover last-minute flight deals from Boston to Madison. Data last updated October 24, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Madison. Data last updated October 24, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/23. 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.
Tue 11/101:10 pm -
Nonstop3h 00m
Wed 12/163:49 pm -
Nonstop2h 31m
Deal found 10/23![Delta logo]()
$437
This American Airlines deal was found by Cheapflights users on 10/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:28 pm -
Nonstop3h 04m
Thu 11/2611:05 am -
1 stop5h 51m
Deal found 10/22![American Airlines logo]()
$462
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Wed 11/116:00 am -
1 stop5h 01m
Wed 12/165:00 am -
2 stops6h 27m
Deal found 10/23![United Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 10/21. 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 11/111:10 pm -
Nonstop3h 00m
Sat 11/142:00 pm -
Nonstop2h 25m
Deal found 10/21![Delta logo]()
$451
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Wed 11/187:31 am -
1 stop5h 24m
Wed 11/256:25 am -
1 stop5h 21m
Deal found 10/19![United Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 10/19. 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.
Wed 11/188:28 pm -
Nonstop3h 04m
Wed 11/2510:54 am -
1 stop4h 42m
Deal found 10/19![American Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 10/20. 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 11/2111:15 am -
Nonstop2h 59m
Sun 11/223:50 pm -
Nonstop2h 27m
Deal found 10/20![Delta logo]()
$417
One-way flights from Boston to MadisonSearch for one-way flight options from Boston to Madison. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
Search for one-way flight options from Boston to Madison. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 11/1112:39 pm -
2 stops29h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 10/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:39 pm -
2 stops29h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$234
This American Airlines deal was found by Cheapflights users on 10/21. 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.
Sun 11/228:40 pm -
Nonstop3h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:36 am -
2 stops26h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Tue 11/1712:15 pm -
2 stops22h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:39 pm -
2 stops29h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 10/19. 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.
Fri 10/3012:39 pm -
3 stops22h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/68:28 pm -
Nonstop3h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![American Airlines logo]()
$297
Find flight deals from Boston to Madison
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Madison (MSN). 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 October 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $383 (American Airlines) |
One-way from | $214 (Kiwi.com) |
Popular in | October |
Cheapest in | January |
Average price | $566 |
Good round-trip deal | $431 or less |
Good one-way deal | $384 or less |
Cheapflights 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, Cheapflights users made 7,457,451 searches. Data last updated October 24, 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
Cheapest round-trip
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Sat 12/26
5:00 pm-11:40 pm
1 stop7h 40m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$288
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Sun 11/22
6:00 am-3:11 pm
2 stops10h 11m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$362
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Sun 11/22
8:40 pm-10:50 pm
Nonstop3h 10m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$364
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Fri 11/27
6:36 pm-11:07 pm
1 stop5h 31m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$369
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Tue 11/24
9:12 am-2:00 pm
1 stop5h 48m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$369
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Sat 11/21
6:00 am-2:08 pm
2 stops9h 08m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$374
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Thu 11/19
6:00 am-7:07 pm
3 stops14h 07m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$379
Quickest round-trip
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Tue 11/17
1:10 pm-3:10 pm
Nonstop3h 00m
Madison Truax Field
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$395
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Sat 11/21
5:30 am-11:11 am
1 stop6h 41m
Madison Truax Field
Sun 11/22
10:59 am-6:50 pm
1 stop6h 51m
$437
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Sat 11/14
11:15 am-1:14 pm
Nonstop2h 59m
Madison Truax Field
Tue 12/15
3:49 pm-7:20 pm
Nonstop2h 31m
$437
Showing 1-10 of 19 resultsSorted by cheapest first
Compare providers for flights from Boston to Madison
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 Boston to Madison in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Boston-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Madison flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Madison flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-Madison 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 Boston-Madison 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 Boston to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from Boston with our price prediction graph.
BOS-MSN
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 Boston to Madison
How far ahead should I book a flight from Boston to Madison?
The price you pay for your flight from Boston to Madison may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Boston to Madison?
Currently, January is the cheapest month in which you can book a flight from Boston to Madison (average of $278). Flying from Boston to Madison in October is currently the most expensive (average of $566). 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 BOS to MSN?
Find hourly flight availability from Boston to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 24, 2026.
A simple way to save on the total cost of your ticket is to fly from Boston to Madison in the evening. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight in the morning.
Reviews of airlines servicing Madison
Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated October 24, 2026.
Read through reviews of airlines operating flights from Boston to Madison, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentStephanie,Sep 2023
LGA - MSN
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentStephanie,Sep 2023
LGA - MSN
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentStephanie,Sep 2023
LGA - MSN
Food
7.2
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentStephanie,Sep 2023
LGA - MSN
Related info for your journey
Find useful and relevant information for your journey from Boston to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
Browse thousands of different options on Cheapflights for your next trip
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Complete your trip
Complete your trip to Madison by adding a car rental and/or hotel reservation to your travel itinerary.
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Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 24, 2026.
Boston and Madison flights
Browse other Boston and Madison flight options. Last updated on October 24, 2026.
Other flights from Boston
Browse through other flights departing from Boston. Flights are based on user searches made on Cheapflights and were last updated on October 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Boston to Madison
Discover the top 3 airlines that operate flights from Boston to Madison. 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 7,457,451 searches. Data last updated October 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$278 | Average$543 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$308 | Average$439 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$312 | Average$469 | FlexibilityNo cancel fee | On-timeN/A |