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Cheap flights Madison — Boston

from $338 1 498 km ~2h 16m 8 flights found 4 airlines cheapest on Monday
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $338 on 30.11.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 15 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
30 Nov 2026, Mon
Sun Country Airlines SY 686
23:40
MSN Dane County Regional Airport
12:28
BOS Logan International Airport
12h 48m 3 stops
View this ticket
16 Nov 2026, Mon
Breeze Airways MX 807
03:00
MSN Dane County Regional Airport
10:13
BOS Logan International Airport
7h 13m 2 stops
View this ticket
15 Nov 2026, Sun
American Airlines AA 4414
16:45
MSN Dane County Regional Airport
19:16
BOS Logan International Airport
2h 31m Direct
View this ticket
29 Nov 2026, Sun
United Airlines UA 2037
17:15
MSN Dane County Regional Airport
20:51
BOS Logan International Airport
3h 36m 1 stop
View this ticket
29 Nov 2026, Sun
American Airlines AA 6024
02:25
MSN Dane County Regional Airport
06:05
BOS Logan International Airport
3h 40m 1 stop
View this ticket
28 Nov 2026, Sat
American Airlines AA 4413
16:40
MSN Dane County Regional Airport
19:18
BOS Logan International Airport
2h 38m Direct
View this ticket
Route characteristics
Distance
1 498 km
Flight time
2h 16m
Time difference
+1h
Minimum price
from $338 (30.11.2026)
Average price
$426
Maximum price
$481
Departures per week
1
Cheapest day
Monday
Departure airports (1)
MSN Dane County Regional Airport
Arrival airports (1)
BOS Logan International Airport
Airlines (4)
SY Sun Country Airlines MX Breeze Airways AA American Airlines UA United Airlines
Agencies (5)
Aviakassa Lucky2Go Wingie Clickavia Trip.com
Prices by day of week
Airlines — cheapest prices 4
Sun Country Airlines
Sun Country Airlines
Low-cost 1 flights · 1 days
$338
Breeze Airways
Breeze Airways
Low-cost 1 flights · 1 days
$392
American Airlines
American Airlines
5 flights · 4 days
$440
United Airlines
United Airlines
1 flights · 1 days
$444
Where to buy tickets 5
Aviakassa
1 tickets · 1 days
from $338
Lucky2Go
1 tickets · 1 days
from $392
Wingie
1 tickets · 1 days
from $440
Clickavia
1 tickets · 1 days
from $444
Trip.com
4 tickets · 3 days
from $467
Airports

From — Madison (1)

  • MSN Dane County Regional Airport

To — Boston (1)

  • BOS Logan International Airport
Other destinations from Madison
Frequently asked questions about the route Madison — Boston
How long is the flight from Madison to Boston?
Approximate flight time — 2h 16m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Madison to Boston?
The straight-line distance — 1 498 km.
How much do flights from Madison to Boston cost?
The minimum price over 3 months — from $338 on 30.11.2026.
What is the average ticket price?
The average price — $426. Range: $338 — $481.
What is the time difference between Madison and Boston?
The difference — +1h.
From which airports does Madison operate flights?
From Madison: MSN (Dane County Regional Airport).
To which airports in Boston do flights arrive?
To Boston: BOS (Logan International Airport).
Which airlines fly this route?
This route is served by 4 airlines: Sun Country Airlines, Breeze Airways, American Airlines, United Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $440. Total direct flights found: 2.
Which day of the week is cheapest?
The cheapest day of the week — Monday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Madison — Boston

Flights Madison — Boston is a popular route. The straight-line distance is 1 498 km. Flight time 2h 16m. Time difference +1h.

From Madison (MSN) flights depart from 1 airport: MSN. To Boston (BOS) — 1 arrival airport: BOS.

4 airlines operate on this route: Sun Country Airlines, Breeze Airways, American Airlines, United Airlines.

The minimum price for the next 3 months — from $338 (30.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $426, ranging from $338 to $481. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Monday.

Other destinations in United States from Madison