$179+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MSN
Jul 10 — Jul 171
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 August, booked 83 days in advance, depart on a Tuesday or Thursday 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 June 10, 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 June 10, 2026.
This Delta deal was found by Cheapflights users on 6/8. 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 9/221:10 pm
BOS
- MSN
Nonstop2h 48m
Delta
Sat 9/263:45 pm
MSN
- BOS
Nonstop2h 41m
Delta
Deal found 6/8![Delta logo]()
$313
This Delta deal was found by Cheapflights users on 6/8. 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 7/299:00 am
BOS
- MSN
1 stop6h 17m
Delta
Sat 8/85:47 pm
MSN
- BOS
1 stop5h 12m
Delta
Deal found 6/8![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/225:45 am
BOS
- MSN
2 stops7h 04m
United Airlines
Tue 7/2810:53 am
MSN
- BOS
1 stop4h 45m
United Airlines
Deal found 6/8![United Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 6/10. 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 8/218:00 pm
BOS
- MSN
Nonstop2h 46m
American Airlines
Tue 8/257:15 am
MSN
- BOS
Nonstop2h 37m
American Airlines
Deal found 6/10![American Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 6/8. 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 7/81:08 pm
BOS
- MSN
Nonstop2h 55m
Delta
Thu 7/165:00 pm
MSN
- BOS
1 stop5h 59m
Delta
Deal found 6/8![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 6/8. 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 7/115:30 am
BOS
- MSN
1 stop4h 22m
Delta
Tue 7/145:00 pm
MSN
- BOS
1 stop7h 20m
Delta
Deal found 6/8![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 6/8. 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 8/225:30 am
BOS
- MSN
1 stop4h 22m
Delta
Mon 8/316:39 pm
MSN
- BOS
1 stop4h 20m
Delta
Deal found 6/8![Delta logo]()
$367
This United Airlines deal was found by Cheapflights users on 6/9. 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 12/116:33 pm
BOS
- MSN
1 stop5h 17m
United Airlines
Tue 12/155:00 am
MSN
- BOS
2 stops6h 43m
United Airlines
Deal found 6/9![United Airlines logo]()
$372
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/298:23 pm
BOS
- MSN
Nonstop2h 47m
American Airlines
Sat 8/86:01 am
MSN
- BOS
1 stop7h 25m
American Airlines
Deal found 6/10![American Airlines logo]()
$376
This Delta deal was found by Cheapflights users on 6/8. 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 9/261:10 pm
BOS
- MSN
Nonstop2h 48m
Delta
Mon 9/283:45 pm
MSN
- BOS
Nonstop2h 41m
Delta
Deal found 6/8![Delta logo]()
$380
This American Airlines deal was found by Cheapflights users on 6/9. 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 8/201:30 pm
BOS
- MSN
Nonstop2h 46m
American Airlines
Mon 8/247:15 am
MSN
- BOS
Nonstop2h 37m
American Airlines
Deal found 6/9![American Airlines 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 June 10, 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 June 10, 2026.
This Delta deal was found by Cheapflights users on 6/7. 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 8/49:00 am
BOS
- MSN
1 stop6h 27m
Delta
Sat 8/85:47 pm
MSN
- BOS
1 stop5h 12m
Delta
Deal found 6/7![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 6/9. 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 7/106:00 am
BOS
- MSN
1 stop4h 47m
United Airlines
Mon 7/135:00 am
MSN
- BOS
1 stop6h 57m
United Airlines
Deal found 6/9![United Airlines logo]()
$401
This Delta deal was found by Cheapflights users on 6/9. 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 9/154:25 pm
BOS
- MSN
1 stop7h 14m
Delta
Sat 9/191:45 pm
MSN
- BOS
1 stop6h 27m
Delta
Deal found 6/9![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 6/9. 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 7/91:08 pm
BOS
- MSN
Nonstop2h 55m
Delta
Wed 7/157:00 am
MSN
- BOS
1 stop6h 23m
Delta
Deal found 6/9![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 6/9. 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 9/153:35 pm
BOS
- MSN
1 stop5h 40m
United Airlines
Sat 9/198:05 am
MSN
- BOS
2 stops7h 43m
United Airlines
Deal found 6/9![United Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 6/6. 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 8/213:13 pm
BOS
- MSN
1 stop4h 43m
United Airlines
Sun 8/238:10 am
MSN
- BOS
1 stop4h 57m
United Airlines
Deal found 6/6![United Airlines logo]()
$428
This Delta deal was found by Cheapflights users on 6/9. 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 7/83:00 pm
BOS
- MSN
1 stop5h 45m
Delta
Mon 7/135:00 pm
MSN
- BOS
1 stop7h 20m
Delta
Deal found 6/9![Delta logo]()
$401
This Delta deal was found by Cheapflights users on 6/6. 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 9/101:20 pm
BOS
- MSN
Nonstop2h 53m
Delta
Sun 9/137:00 am
MSN
- BOS
1 stop7h 23m
Delta
Deal found 6/6![Delta logo]()
$401
This United Airlines deal was found by Cheapflights users on 6/7. 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 7/315:00 pm
BOS
- MSN
1 stop7h 12m
United Airlines
Tue 8/410:43 am
MSN
- BOS
2 stops12h 16m
United Airlines
Deal found 6/7![United Airlines logo]()
$452
This United Airlines deal was found by Cheapflights users on 6/7. 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 7/86:05 am
BOS
- MSN
3 stops13h 52m
United Airlines
Mon 7/135:00 am
MSN
- BOS
1 stop5h 05m
United Airlines
Deal found 6/7![United Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 6/7. 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 7/25:30 am
BOS
- MSN
1 stop4h 20m
Delta
Mon 7/67:00 am
MSN
- BOS
1 stop6h 24m
Delta
Deal found 6/7![Delta logo]()
$483
Last-minute flights from Boston to MadisonDiscover last-minute flight deals from Boston to Madison. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Madison. Data last updated June 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/8. 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 6/231:08 pm
BOS
- MSN
Nonstop2h 58m
Delta
Tue 6/303:46 pm
MSN
- BOS
Nonstop2h 39m
Delta
Deal found 6/8![Delta logo]()
$381
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/88:23 pm
BOS
- MSN
Nonstop2h 47m
American Airlines
Mon 7/137:20 am
MSN
- BOS
Nonstop2h 33m
American Airlines
Deal found 6/8![American Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 6/8. 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 7/81:08 pm
BOS
- MSN
Nonstop2h 55m
Delta
Fri 7/175:00 pm
MSN
- BOS
1 stop7h 20m
Delta
Deal found 6/8![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 6/9. 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 7/81:08 pm
BOS
- MSN
Nonstop2h 55m
Delta
Tue 7/143:46 pm
MSN
- BOS
Nonstop2h 34m
Delta
Deal found 6/9![Delta logo]()
$380
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/98:23 pm
BOS
- MSN
Nonstop2h 47m
American Airlines
Mon 7/137:20 am
MSN
- BOS
Nonstop2h 33m
American Airlines
Deal found 6/9![American Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 6/8. 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 7/104:30 pm
BOS
- MSN
1 stop7h 08m
Delta
Sat 7/185:22 pm
MSN
- BOS
1 stop5h 37m
Delta
Deal found 6/8![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 6/8. 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 7/115:30 am
BOS
- MSN
1 stop4h 22m
Delta
Tue 7/145:00 pm
MSN
- BOS
1 stop7h 20m
Delta
Deal found 6/8![Delta logo]()
$366
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/148:23 pm
BOS
- MSN
Nonstop2h 47m
American Airlines
Wed 7/297:20 am
MSN
- BOS
Nonstop2h 33m
American Airlines
Deal found 6/9![American Airlines logo]()
$313
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/225:45 am
BOS
- MSN
2 stops7h 04m
United Airlines
Tue 7/2810:53 am
MSN
- BOS
1 stop4h 45m
United Airlines
Deal found 6/8![United Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 6/7. 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 7/298:00 am
BOS
- MSN
1 stop7h 17m
Delta
Tue 8/113:45 pm
MSN
- BOS
Nonstop2h 34m
Delta
Deal found 6/7![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 6/8. 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 7/299:00 am
BOS
- MSN
1 stop6h 17m
Delta
Sat 8/85:47 pm
MSN
- BOS
1 stop5h 12m
Delta
Deal found 6/8![Delta logo]()
$333
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/298:23 pm
BOS
- MSN
Nonstop2h 47m
American Airlines
Sat 8/86:01 am
MSN
- BOS
1 stop7h 25m
American Airlines
Deal found 6/10![American Airlines logo]()
$376
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 June 10, 2026.
Search for one-way flight options from Boston to Madison. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 8/410:04 am
BOS
- MSN
1 stop32h 21m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:12 am
BOS
- MSN
2 stops33h 13m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/810:04 am
BOS
- MSN
1 stop8h 21m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:05 am
BOS
- MSN
1 stop9h 10m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Mon 10/511:05 am
BOS
- MSN
1 stop29h 55m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 7/318:41 am
BOS
- MSN
2 stops26h 06m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/2210:04 am
BOS
- MSN
1 stop8h 21m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$224
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 June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $313 (Delta) |
One-way from | $179 (Kiwi.com) |
Popular in | April |
Cheapest in | January |
Average price | $482 |
Good round-trip deal | $425 or less |
Good one-way deal | $232 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 June 10, 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 - MSN
BOSMSN
Boston Logan Intl
Tue 8/4
9:00 am-2:27 pm
1 stop6h 27m
Madison Truax Field
Sat 8/8
5:47 pm-11:59 pm
1 stop5h 12m
$333
BostonMadison
BOS - MSN
BOSMSN
Boston Logan Intl
Tue 9/15
4:25 pm-10:39 pm
1 stop7h 14m
Madison Truax Field
Sat 9/19
1:45 pm-9:12 pm
1 stop6h 27m
$333
Quickest round-trip
BostonMadison
BOS - MSN
BOSMSN
Boston Logan Intl
Thu 7/9
1:08 pm-3:03 pm
Nonstop2h 55m
Madison Truax Field
Wed 7/15
7:00 am-2:23 pm
1 stop6h 23m
$357
BostonMadison
BOS - MSN
BOSMSN
Boston Logan Intl
Fri 7/10
6:00 am-9:47 am
1 stop4h 47m
Madison Truax Field
Mon 7/13
5:00 am-12:57 pm
1 stop6h 57m
$401
BostonMadison
BOS - MSN
BOSMSN
Boston Logan Intl
Wed 7/8
3:00 pm-7:45 pm
1 stop5h 45m
Madison Truax Field
Mon 7/13
5:00 pm-1:20 am
1 stop7h 20m
$401
BostonMadison
BOS - MSN
BOSMSN
Boston Logan Intl
Thu 9/10
1:20 pm-3:13 pm
Nonstop2h 53m
Madison Truax Field
Sun 9/13
7:00 am-3:23 pm
1 stop7h 23m
$401
BostonMadison
BOS - MSN
BOSMSN
Boston Logan Intl
Tue 9/15
3:35 pm-8:15 pm
1 stop5h 40m
Madison Truax Field
Sat 9/19
8:05 am-4:48 pm
2 stops7h 43m
$418
BostonMadison
BOS - MSN
BOSMSN
Boston Logan Intl
Fri 8/21
3:13 pm-6:56 pm
1 stop4h 43m
Madison Truax Field
Sun 8/23
8:10 am-2:07 pm
1 stop4h 57m
$428
BostonMadison
BOS - MSN
BOSMSN
Boston Logan Intl
Fri 7/31
5:00 pm-11:12 pm
1 stop7h 12m
Madison Truax Field
Tue 8/4
10:43 am-11:59 pm
2 stops12h 16m
$452
BostonMadison
BOS - MSN
BOSMSN
Boston Logan Intl
Wed 7/8
6:05 am-6:57 pm
3 stops13h 52m
Madison Truax Field
Mon 7/13
5:00 am-11:05 am
1 stop5h 05m
$457
Showing 1-10 of 22 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 June.
| 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 April is currently the most expensive (average of $485). 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 June 10, 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 27% 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 June 10, 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
Boarding
8.1
Overall
7.9
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Boarding
8.1
Overall
7.9
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Boarding
8.1
Overall
7.9
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Boarding
8.1
Overall
7.9
Comfort
7.8
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 locationsPortage
Sun Prairie
Middleton
Baraboo
Fitchburg
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Complete your trip
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Other flights to Madison
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Boston and Madison flights
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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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$250 | Average$445 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$254 | Average$377 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$443 | FlexibilityNo cancel fee | On-time69% |