Cheap flights from Boston to Madison

One-way fares from $327 · BOS → MSN · prices found by travellers in the last 48 hours

Compare all dates Madison → Boston
Cheapest fare
$327

Allegiant Air · Fri, Nov 13

Cheapest month
November

from $327

Direct flights
Not recently

Usually 1+ stop

Quickest trip
8h 43m

1,500 km

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Cheapest month to fly from Boston to Madison

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $327

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

Allegiant Air
Depart09:31 Fri, Nov 13BOS → MSN 8h 43m · 3 stops
$327one way, per person
View deal
See every date in November 2026 →

Plan the rest of your trip to Madison

Where to stay, what to do and getting around, from our travel partners.

Where to stay

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Things to do

Things to do in MadisonTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in MadisonPre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in MadisonCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from Boston to Madison

Boston (BOS) and Madison (MSN) are about 1,500 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 8h 43m. Over the next few months, one-way fares start from $327, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Boston to Madison?

The cheapest one-way fare we've seen recently is $327 with Allegiant Air, departing Friday, November 13, 2026.

What is the cheapest month to fly from Boston to Madison?

November 2026 currently has the lowest fares, from $327 one way.

Are there direct flights from Boston to Madison?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Boston to Madison?

The quickest journey we've seen takes about 8h 43m. Boston and Madison are around 1,500 km apart.

Which airlines fly from Boston to Madison?

Recent fares on this route were with Allegiant Air.

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