$169+ Cheap flights from Madison to Boston (MSN - BOS)
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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BOS
Nov 25 — Dec 21
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Boston 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 Madison Truax Field to Boston Logan Intl are usually found in January or April, booked 72 days in advance, depart on a Saturday or Wednesday and return on a Wednesday
Cheap flight deals from Madison to Boston
Cheapest
Best
Last-minute
One-way
Cheapest flights from Madison to BostonExplore the most affordable flight options available from Madison to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.
Explore the most affordable flight options available from Madison to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/52:35 pm -
Nonstop2h 27m
Sat 12/1211:15 am -
Nonstop3h 03m
Deal found 10/24![Delta logo]()
$383
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.
Sat 12/59:43 am -
1 stop6h 20m
Tue 12/88:14 pm -
Nonstop3h 03m
Deal found 10/21![American Airlines logo]()
$393
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.
Sat 12/56:35 pm -
1 stop4h 23m
Tue 12/84:10 pm -
1 stop7h 42m
Deal found 10/21![Delta logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 12/210:38 am -
2 stops22h 01m
Mon 12/711:08 am -
1 stop23h 42m
Deal found 10/25![Multiple Airlines logo]()
$407
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.
Sat 12/56:30 am -
2 stops7h 02m
Sat 12/123:42 pm -
1 stop6h 04m
Deal found 10/22![United Airlines logo]()
$408
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 12/163:49 pm -
Nonstop2h 31m
Sat 12/195:30 am -
1 stop4h 43m
Deal found 10/21![Delta logo]()
$413
This Delta deal was found by Cheapflights users on 10/25. 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 12/222:15 pm -
Nonstop2h 29m
Thu 1/77:45 am -
1 stop9h 55m
Deal found 10/25![Delta logo]()
$414
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.
Thu 12/247:41 am -
Nonstop2h 38m
Tue 12/296:10 pm -
Nonstop3h 04m
Deal found 10/22![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 10/25. 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.
Sun 12/205:50 pm -
1 stop13h 10m
Wed 1/611:29 am -
1 stop8h 45m
Deal found 10/25![Delta logo]()
$424
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/244:54 pm -
1 stop6h 05m
Tue 12/2911:35 am -
Nonstop2h 58m
Deal found 10/24![Delta logo]()
$427
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.
Wed 12/307:41 am -
Nonstop2h 38m
Tue 1/56:10 pm -
Nonstop3h 04m
Deal found 10/22![American Airlines logo]()
$436
Best flights from Madison to BostonDiscover carefully curated flight deals from Madison to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
Discover carefully curated flight deals from Madison to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:49 pm -
Nonstop2h 31m
Sun 12/61:10 pm -
Nonstop2h 56m
Deal found 10/24![Delta logo]()
$417
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 12/36:30 am -
2 stops7h 02m
Thu 12/106:00 am -
1 stop5h 01m
Deal found 10/22![United Airlines logo]()
$476
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:49 pm -
Nonstop2h 31m
Tue 12/89:05 am -
1 stop4h 33m
Deal found 10/24![Delta logo]()
$427
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.
Sun 12/65:00 am -
2 stops6h 27m
Sun 12/134:45 pm -
1 stop5h 30m
Deal found 10/23![United Airlines logo]()
$476
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.
Thu 12/36:35 pm -
1 stop4h 23m
Sat 12/53:00 pm -
1 stop7h 29m
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.
Fri 11/65:00 am -
1 stop4h 19m
Wed 12/235:00 pm -
1 stop7h 40m
Deal found 10/23![United Airlines logo]()
$478
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.
Thu 2/117:00 am -
1 stop6h 20m
Mon 2/154:40 pm -
1 stop5h 05m
Deal found 10/23![Delta logo]()
$471
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.
Sat 12/53:52 pm -
1 stop5h 01m
Wed 12/96:00 am -
1 stop5h 01m
Deal found 10/23![United Airlines logo]()
$503
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:00 am -
1 stop3h 59m
Sun 12/2011:55 am -
Nonstop2h 58m
Deal found 10/22![Delta logo]()
$481
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 12/168:15 am -
2 stops8h 26m
Sat 12/195:25 pm -
1 stop7h 15m
Deal found 10/23![United Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 10/26. 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 11/62:30 pm -
Nonstop2h 38m
Tue 11/101:10 pm -
Nonstop3h 00m
Deal found 10/26![Delta logo]()
$492
This Delta deal was found by Cheapflights users on 10/26. 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 11/216:16 pm -
1 stop4h 38m
Mon 11/235:40 pm -
1 stop6h 10m
Deal found 10/26![Delta logo]()
$512
Last-minute flights from Madison to BostonDiscover last-minute flight deals from Madison to Boston. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Boston. Data last updated October 26, 2026 and is based on user searches.
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.
Fri 11/65:00 am -
1 stop4h 19m
Wed 12/235:00 pm -
1 stop7h 40m
Deal found 10/23![United Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 10/26. 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 11/73:15 pm -
Nonstop2h 37m
Sat 11/1411:15 am -
Nonstop2h 59m
Deal found 10/26![Delta logo]()
$451
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Sat 11/75:43 pm -
1 stop5h 15m
Sat 11/149:12 am -
1 stop5h 56m
Deal found 10/26![United Airlines logo]()
$471
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.
Sat 11/217:40 am -
Nonstop2h 38m
Sun 11/228:40 pm -
Nonstop3h 10m
Deal found 10/22![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 10/25. 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 11/245:01 am -
1 stop5h 53m
Fri 11/278:40 pm -
Nonstop3h 10m
Deal found 10/25![American Airlines logo]()
$427
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.
Tue 11/245:00 am -
1 stop4h 19m
Fri 11/271:29 pm -
1 stop6h 38m
Deal found 10/23![United Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 10/25. 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 11/245:00 am -
2 stops6h 26m
Thu 11/269:00 am -
1 stop6h 00m
Deal found 10/25![United Airlines logo]()
$442
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 11/2512:20 pm -
1 stop7h 36m
Fri 11/278:40 pm -
Nonstop3h 10m
Deal found 10/21![American Airlines logo]()
$480
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.
Fri 11/277:40 am -
Nonstop2h 38m
Fri 11/271:30 pm -
1 stop7h 41m
Deal found 10/24![American Airlines logo]()
$455
One-way flights from Madison to BostonSearch for one-way flight options from Madison to Boston. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
Search for one-way flight options from Madison to Boston. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/910:38 am -
2 stops22h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Sun 12/66:10 pm -
1 stop15h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Sat 12/1210:38 am -
2 stops22h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/1610:38 am -
2 stops24h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Sat 12/510:38 am -
2 stops22h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$247
This United Airlines deal was found by Cheapflights users on 10/25. 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 12/226:06 am -
1 stop6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![United Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 10/25. 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 12/227:41 am -
Nonstop2h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![American Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Sun 11/156:00 pm -
2 stops16h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$257
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 12/176:43 am -
Nonstop2h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$278
Find flight deals from Madison to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Boston (BOS). 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 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $383 (Delta) |
One-way from | $169 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $437 |
Good round-trip deal | $431 or less |
Good one-way deal | $398 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Boston 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 26, 2026.
Use the filters below to find and compare flights from Madison to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Tue 12/22
5:00 am-1:26 pm
2 stops7h 26m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$304
Quickest round-trip
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Mon 11/23
3:50 pm-7:17 pm
Nonstop2h 27m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$359
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Tue 12/29
2:35 pm-6:02 pm
Nonstop2h 27m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$369
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Mon 11/23
6:10 am-1:31 pm
1 stop6h 21m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$369
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Wed 12/16
10:42 am-5:55 pm
1 stop6h 13m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$369
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Sat 11/21
3:00 pm-9:30 pm
1 stop5h 30m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$369
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Tue 12/29
2:50 pm-9:59 pm
1 stop6h 09m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$369
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Wed 11/25
10:42 am-9:59 pm
2 stops10h 17m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$374
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Sat 11/7
3:15 pm-6:52 pm
Nonstop2h 37m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$395
MadisonBoston
MSN Madison Truax Field - BOS Boston Logan Intl
MSNBOS
Madison Truax Field
Wed 12/2
3:49 pm-7:20 pm
Nonstop2h 31m
Boston Logan Intl
Sun 12/6
1:10 pm-3:06 pm
Nonstop2h 56m
$417
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Madison to Boston
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 Madison to Boston in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Madison-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-Boston 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 Madison-Boston 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 Madison to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Madison with our price prediction graph.
MSN-BOS
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 Madison to Boston
Prices
Airlines
How far ahead should I book a flight from Madison to Boston?
To ensure you get the cheapest price possible for a flight from Madison to Boston, you should look to book at least 71 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Madison to Boston?
Currently, January is the cheapest month in which you can book a flight from Madison to Boston (average of $397). Flying from Madison to Boston in March is currently the most expensive (average of $484). 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 MSN to BOS?
Find hourly flight availability from Madison to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 26, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Boston as you normally would.
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated October 26, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from Madison to Boston by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Comfort
7.8
Reviews
1 / 20
6.0
GoodColin,Sep 2024
LHR - BOS
Related info for your journey
Find useful and relevant information for your journey from Madison to Boston. 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 Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
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Auburn
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Top 3 airlines flying from Madison to Boston
Discover the top 3 airlines that operate flights from Madison to Boston. 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 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$297 | Average$449 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$313 | Average$410 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$313 | Average$458 | FlexibilityNo cancel fee | On-time71% |