Cheap flights from Tupelo to Boston

One-way fares from $341 · TUP → BOS · prices found by travellers in the last 48 hours

Compare all dates Boston → Tupelo
Cheapest fare
$341

Contour Airlines · Sat, Nov 14

Cheapest month
November

from $341

Direct flights
Not recently

Usually 1+ stop

Quickest trip
4h 43m

1,780 km

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Cheapest month to fly from Tupelo to Boston

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

  1. November 2026 Cheapest $341

Cheapest dates in November 2026

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

Contour Airlines
Depart08:00 Sat, Nov 14TUP → BOS 4h 43m · 2 stops
$341one way, per person
View deal
See every date in November 2026 →

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Getting around

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About flights from Tupelo to Boston

Tupelo (TUP) and Boston (BOS) are about 1,780 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 4h 43m. Over the next few months, one-way fares start from $341, 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 Tupelo to Boston?

The cheapest one-way fare we've seen recently is $341 with Contour Airlines, departing Saturday, November 14, 2026.

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

November 2026 currently has the lowest fares, from $341 one way.

Are there direct flights from Tupelo to Boston?

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

How long is the flight from Tupelo to Boston?

The quickest journey we've seen takes about 4h 43m. Tupelo and Boston are around 1,780 km apart.

Which airlines fly from Tupelo to Boston?

Recent fares on this route were with Contour Airlines.

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