$150+ Cheap flights from Boston to Madison (BOS - MSN)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MSN
Sep 4 — Sep 111
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 September, booked 83 days in advance, depart on a Tuesday or Friday and return on a Monday
Cheap flight deals from Boston to Madison
Cheapest
Best
Last-minute
One-way
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 August 5, 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 August 5, 2026.
This Delta deal was found by Cheapflights users on 8/4. 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 9/512:00 pm -
Nonstop2h 54m
Tue 9/83:15 pm -
Nonstop2h 39m
Deal found 8/4![Delta logo]()
$323
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/127:05 am -
1 stop5h 58m
Sat 9/124:05 pm -
1 stop4h 54m
Deal found 8/5![United Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/2912:45 pm -
2 stops31h 25m
Sat 9/57:55 pm -
1 stop12h 14m
Deal found 7/31![Multiple Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 8/4. 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 9/41:10 pm -
Nonstop2h 55m
Sat 9/122:30 pm -
Nonstop2h 39m
Deal found 8/4![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 7/31. 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
Tue 12/13:50 pm -
Nonstop2h 27m
Deal found 7/31![Delta logo]()
$361
This United Airlines deal was found by Cheapflights users on 8/3. 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 stop4h 59m
Wed 12/306:00 am -
2 stops6h 24m
Deal found 8/3![United Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 8/4. 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 9/41:10 pm -
Nonstop2h 55m
Tue 9/86:35 pm -
1 stop4h 23m
Deal found 8/4![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 8/3. 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 11/245:45 am -
1 stop5h 26m
Tue 12/13:50 pm -
Nonstop2h 27m
Deal found 8/3![Delta logo]()
$371
This American Airlines deal was found by Cheapflights users on 7/31. 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 9/54:14 pm -
1 stop7h 04m
Mon 9/75:47 pm -
1 stop5h 01m
Deal found 7/31![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 8/2. 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 10/3111:30 am -
Nonstop2h 48m
Thu 11/52:30 pm -
Nonstop2h 38m
Deal found 8/2![Delta logo]()
$381
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 August 5, 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 August 5, 2026.
This Delta deal was found by Cheapflights users on 7/31. 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
Tue 12/11:28 pm -
1 stop5h 30m
Deal found 7/31![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 8/3. 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 11/146:36 pm -
1 stop5h 23m
Sun 11/156:15 am -
1 stop6h 16m
Deal found 8/3![United Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 8/1. 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.
Mon 11/231:10 pm -
Nonstop3h 00m
Wed 12/23:50 pm -
Nonstop2h 27m
Deal found 8/1![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 8/1. 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 8/317:30 am -
2 stops7h 12m
Sat 9/510:43 am -
1 stop4h 44m
Deal found 8/1![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 8/3. 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 9/41:10 pm -
Nonstop2h 55m
Tue 9/83:15 pm -
Nonstop2h 39m
Deal found 8/3![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 8/4. 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 9/37:10 am -
1 stop5h 16m
Tue 9/83:15 pm -
Nonstop2h 39m
Deal found 8/4![Delta logo]()
$367
This United Airlines deal was found by Cheapflights users on 8/1. 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 9/227:05 am -
1 stop7h 37m
Sat 9/265:00 am -
1 stop6h 48m
Deal found 8/1![United Airlines logo]()
$423
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/57:05 am -
1 stop7h 37m
Tue 9/88:05 am -
1 stop5h 02m
Deal found 7/31![United Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 7/31. 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 10/11:07 pm -
Nonstop2h 48m
Mon 10/53:15 pm -
Nonstop2h 39m
Deal found 7/31![Delta logo]()
$391
This Delta deal was found by Cheapflights users on 8/4. 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 9/251:07 pm -
Nonstop2h 48m
Mon 9/283:15 pm -
Nonstop2h 39m
Deal found 8/4![Delta logo]()
$391
This Delta deal was found by Cheapflights users on 8/4. 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 9/21:10 pm -
Nonstop2h 55m
Fri 9/116:35 pm -
1 stop4h 23m
Deal found 8/4![Delta logo]()
$401
Last-minute flights from Boston to MadisonDiscover last-minute flight deals from Boston to Madison. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Madison. Data last updated August 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/2612:45 pm -
2 stops31h 25m
Sat 8/297:55 pm -
1 stop12h 14m
Deal found 7/31![Multiple Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/2912:45 pm -
2 stops31h 25m
Sat 9/57:55 pm -
1 stop12h 14m
Deal found 7/31![Multiple Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 8/1. 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 8/317:30 am -
2 stops7h 12m
Sat 9/510:43 am -
1 stop4h 44m
Deal found 8/1![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 8/4. 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 9/31:10 pm -
Nonstop2h 55m
Fri 9/113:15 pm -
Nonstop2h 39m
Deal found 8/4![Delta logo]()
$391
This Delta deal was found by Cheapflights users on 8/4. 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 9/41:10 pm -
Nonstop2h 55m
Sat 9/122:30 pm -
Nonstop2h 39m
Deal found 8/4![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 8/4. 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 9/41:10 pm -
Nonstop2h 55m
Tue 9/86:35 pm -
1 stop4h 23m
Deal found 8/4![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 8/4. 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 9/512:00 pm -
Nonstop2h 54m
Tue 9/83:15 pm -
Nonstop2h 39m
Deal found 8/4![Delta logo]()
$323
This American Airlines deal was found by Cheapflights users on 7/31. 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 9/54:14 pm -
1 stop7h 04m
Mon 9/75:47 pm -
1 stop5h 01m
Deal found 7/31![American Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/127:05 am -
1 stop5h 58m
Sat 9/124:05 pm -
1 stop4h 54m
Deal found 8/5![United Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 8/4. 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 9/228:07 pm -
Nonstop2h 46m
Sat 9/268:30 am -
Nonstop2h 36m
Deal found 8/4![American Airlines logo]()
$392
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 August 5, 2026.
Search for one-way flight options from Boston to Madison. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 9/510:04 am -
1 stop10h 11m
Deal found 8/1![Multiple Airlines logo]()
$150
This Delta deal was found by Cheapflights users on 8/4. 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 9/512:00 pm -
Nonstop2h 54m
Deal found 8/4![Delta logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/1612:54 pm -
2 stops31h 21m
Deal found 8/2![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/3012:54 pm -
2 stops31h 21m
Deal found 8/2![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 10/312:54 pm -
2 stops31h 21m
Deal found 8/1![Frontier logo]()
$170
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/52:28 pm -
2 stops7h 25m
Deal found 8/3![United Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/2912:45 pm -
2 stops31h 25m
Deal found 7/31![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/410:04 am -
2 stops58h 06m
Deal found 8/4![Frontier logo]()
$179
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 August 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $323 (Delta) |
One-way from | $150 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $457 |
Good round-trip deal | $381 or less |
Good one-way deal | $328 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 2,558,603 searches. Data last updated August 5, 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
Wed 11/11
1:10 pm-3:10 pm
Nonstop3h 00m
Madison Truax Field
Tue 12/1
1:28 pm-7:58 pm
1 stop5h 30m
$333
Quickest round-trip
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Mon 11/23
1:10 pm-3:10 pm
Nonstop3h 00m
Madison Truax Field
Wed 12/2
3:50 pm-7:17 pm
Nonstop2h 27m
$357
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Fri 9/4
1:10 pm-3:05 pm
Nonstop2h 55m
Madison Truax Field
Tue 9/8
3:15 pm-6:54 pm
Nonstop2h 39m
$357
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Thu 9/3
7:10 am-11:26 am
1 stop5h 16m
Madison Truax Field
Tue 9/8
3:15 pm-6:54 pm
Nonstop2h 39m
$367
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Sat 11/14
6:36 pm-10:59 pm
1 stop5h 23m
Madison Truax Field
Sun 11/15
6:15 am-1:31 pm
1 stop6h 16m
$377
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Mon 8/31
7:30 am-1:42 pm
2 stops7h 12m
Madison Truax Field
Sat 9/5
10:43 am-4:27 pm
1 stop4h 44m
$382
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Thu 10/1
1:07 pm-2:55 pm
Nonstop2h 48m
Madison Truax Field
Mon 10/5
3:15 pm-6:54 pm
Nonstop2h 39m
$391
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Fri 9/25
1:07 pm-2:55 pm
Nonstop2h 48m
Madison Truax Field
Mon 9/28
3:15 pm-6:54 pm
Nonstop2h 39m
$391
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Wed 9/2
1:10 pm-3:05 pm
Nonstop2h 55m
Madison Truax Field
Fri 9/11
6:35 pm-11:58 pm
1 stop4h 23m
$401
BostonMadison
BOS Boston Logan Intl - MSN Madison Truax Field
BOSMSN
Boston Logan Intl
Tue 9/22
7:05 am-1:42 pm
1 stop7h 37m
Madison Truax Field
Sat 9/26
5:00 am-12:48 pm
1 stop6h 48m
$423
Showing 1-10 of 21 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 August.
| 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 81 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 June is currently the most expensive (average of $510). 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 August 5, 2026.
A simple way to save on the total cost of your ticket is to fly from Boston to Madison in the afternoon. If you’re flexible enough to do this you can expect to save up to 15% 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 August 5, 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.
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentStephanie,Sep 2023
LGA - MSN
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentStephanie,Sep 2023
LGA - MSN
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentStephanie,Sep 2023
LGA - MSN
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Comfort
7.8
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
Baraboo
Fitchburg
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Alternative routes for Boston to Madison
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Madison by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Boston to Madison by cabin class
Find flights from Boston to Madison, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 August 5, 2026.
Boston and Madison flights
Browse other Boston and Madison flight options. Last updated on August 5, 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 August 5, 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 2,558,603 searches. Data last updated August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$254 | Average$405 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$443 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$259 | Average$460 | FlexibilityNo cancel fee | On-timeN/A |