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Cleveland – Boston: cheap flights

Prices on this page were found by travellers in recent searches. Choose your dates to see live prices from airlines and travel agencies.Round trips from Cleveland to Boston currently start at $220. The cheapest month is November, from $220. Direct flights from $399.

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Round trip from

$220

27 Nov – 2 Dec · American Airlines · 1 stop

found today

Also for this trip: eSIM Transfer

Direct flights from

$399

27 Nov – 1 Dec · jetBlue

The route at a glance

About 884 km separate Cleveland and Boston; the quickest flight is 3 h 14 min and a typical one 3 h 22 min.

None of the cheapest tickets found were direct; American Airlines carries 67% of them.

Most cheap flights leave from Cleveland Hopkins International Airport (15 km from the centre of Cleveland).

Most land at Logan International Airport (3 km from the centre of Boston).

A one-way ticket starts at $157, a round trip at $220.

Cheapest price by month

MonthRound trip from
November 2026$220

Cheapest day to fly

Looking two months ahead, 30 December is the cheapest date to leave, at $157.

Cheapest day to fly
MonTueWedThuFriSatSun
16
$183
30
$157

Cheaper More expensive

  • $157 — Wednesday, Dec. 30, 2026
  • $183 — Monday, Nov. 16, 2026

Price trend, last 30 days

Over the last 30 days the fare moved between $220 and $447, averaging $318.

Today's price is 31% below that average — a good moment to book.

  • 5 October — $386
  • 15 October — $389
  • 20 October — $243
  • 25 October — $447
  • 30 October — $220
  • 4 November — $220

Trip length and timing

The cheapest tickets are for stays of about 5 nights (the very cheapest: 5 nights), booked around 23 days ahead.

Airlines on this route

Airports used

Trip essentials

Flight deals from Cleveland in Telegram

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Questions and answers

What is the cheapest price for flights from Cleveland to Boston?
The cheapest round-trip ticket found recently costs $220.
Which month is the cheapest to fly from Cleveland to Boston?
November 2026 is currently the cheapest month, with tickets from $220.
Are there direct flights from Cleveland to Boston?
Yes. Direct flights were found from $399.
Which airlines fly from Cleveland to Boston?
Airlines found on this route: American Airlines, jetBlue, Frontier Airlines.
How far is Boston from Cleveland?
The distance is about 884 km. A direct flight takes about 1 h 47 min.
How long is the flight from Cleveland to Boston?
The shortest flight takes 3 h 14 min; most take about 3 h 22 min.
Which airports do flights from Cleveland to Boston use?
Most depart from Cleveland Hopkins International Airport and arrive at Logan International Airport.
Round trip from $220 Check live prices