Are direct flights from Cleveland to Boston always the best option?

Direct flights offer convenience by minimizing travel time and avoiding layovers. However, they are not always the most budget-friendly choice. Flights with connections can sometimes be more affordable, especially if you are willing to accept a longer journey.

Can flexible travel dates help on Cleveland to Boston flights?

Yes, being flexible with your travel dates can often lead to finding cheaper flights. Prices for airfare can vary significantly depending on the day of the week or time of year. Avoiding peak travel times and holidays usually results in lower fares.

What extra costs should I check before booking Cleveland to Boston flights?

Before booking, always check for potential extra costs such as baggage fees, seat selection charges, and in-flight services. Some airlines may also charge for printing boarding passes at the airport. These additional fees can impact the total price of your trip.

Flights From Cleveland

To Boston

Cheap Flights from Cleveland to Boston

Browse current best options from Cleveland. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Cleveland

RatePunk searches hundreds of travel sites at once for deals on flights to Boston

Prices updated 6 days ago

456 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Aug 31, 2026.)

Today’s best flight deals from Cleveland to Boston

Explore current cheapest deals departing from Cleveland to Boston

2026-09-27 – 2026-09-29
CLE - Boston
46% AI deal score
$227
$198
Round trip
2026-10-23 – 2026-11-11
CLE - Boston
40% AI deal score
$189
$210
Round trip
2026-10-23 – 2026-10-28
CLE - Boston
44% AI deal score
$229
$210
Round trip
2026-10-02 – 2026-10-24
CLE - Boston
40% AI deal score
$186
$213
Round trip
2026-10-03 – 2026-10-24
CLE - Boston
40% AI deal score
$186
$217
Round trip
2026-10-09 – 2026-10-24
CLE - Boston
39% AI deal score
$190
$220
Round trip
2026-10-17 – 2026-10-20
CLE - Boston
43% AI deal score
$232
$222
Round trip
2026-09-12 – 2026-09-16
CLE - Boston
46% AI deal score
$263
$228
Round trip
2026-10-14 – 2026-10-15
CLE - Boston
41% AI deal score
$231
$231
Round trip
2026-10-02 – 2026-10-06
CLE - Boston
41% AI deal score
$233
$232
Round trip

Cleveland to Boston: Overview

Insights for flights from Cleveland to Boston

The journey from Cleveland to Boston covers a distance of 903 kilometers, classifying it as a short-haul flight. Right now, fares to Boston are above the typical level, with recent prices for cheap flights from Cleveland to Boston typically ranging from $244 to $498, and a median fare of $287. Only 3% of recent fares were classified as a good price.

When considering the cheapest time to fly from Cleveland to Boston, January stands out as the most affordable month, with a median fare of just $124. Other relatively inexpensive months include June, with a median fare of $245, and September, where the median fare is $250. These months offer more budget-friendly options compared to the overall typical price range.

Most itineraries for this route involve connections, as only 17.8% of recent fares were for direct flights from Cleveland to Boston. For the majority of itineraries that are not non-stop, the typical number of connections is 2. This means travelers should expect to make at least one stop on their journey.

A typical journey from Cleveland to Boston, including connections, takes approximately 3h 56m. While the non-stop flight time is 1h 42m, the prevalence of connecting itineraries significantly extends the overall travel duration. Travelers should factor in this longer travel time when planning their trip.

How much is a round trip from Cleveland to Boston

Regular price: $159 - $284

Prices for flights from Cleveland to Boston are currently within the regular range.

The regular price range for flights from Cleveland to Boston is between $159 and $284. The current lowest deal is $208 with Frontier Airlines, for travel from Oct 23-Nov 18.

now $208

Low $159

High $284

The cheapest time to fly from Cleveland to Boston

Flights from Cleveland to Boston are cheapest in January, with a median price of $124. The most expensive month to fly is December, with a median price of $560. Generally, prices are lower from January to November.

January

Cheapest

Flights from $124

December

Most Expensive

Flights from $560

Jan

Feb

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Cleveland to Boston

JetBlue Airways

Last-minute flights going from Cleveland to Boston

Thu, Sep 3

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$171

$721

One-way

Fri, Sep 4

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$191

$721

One-way

Tue, Sep 8

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$158

$658

One-way

Wed, Sep 9

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$208

$230

One-way

Wed, Sep 9

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$200

$230

One-way

Wed, Sep 9

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$200

$230

One-way

Biggest price drops on these dates for flights from Cleveland to Boston

1 night

Sep 5 - Sep 6

$384 → $267

30%

2 nights

Sep 4 - Sep 6

$398 → $320

20%

3 nights

Sep 4 - Sep 7

$393 → $321

18%

3 nights

Sep 9 - Sep 12

$325 → $268

18%

Popular Airports to fly from Cleveland to Boston

Cleveland - Boston route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for CLE to BOS are $424, above the typical level of $287.

📅 Best time to fly

January is historically cheapest at $124

Historically, January is the cheapest month to fly from Cleveland to Boston, with a median price of $124.

⏱️ Flight duration

Direct flights average 1h 42m

The median flight duration for direct flights from Cleveland to Boston is 1 hour 42 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights are dominant on this route, with a median of 2 stopovers.

🏆 Airline highlight

JetBlue Airways offers direct flights

JetBlue Airways is one of the airlines offering direct flights on the Cleveland to Boston route.

🎯 Booking tip

Deals are frequent

Deals on flights from Cleveland to Boston are frequent, appearing within a 30-day window.

Cleveland main airports to depart from

Cleveland Hopkins International (CLE)

Cheapest

Cleveland Hopkins International Airport is a convenient departure point for flights to Boston.

📍 ~16 km from Cleveland (reachable by car or public transport)

💸 Flights from ~$189

Boston main airports to arrive at

Logan International (BOS)

Cheapest

Logan International Airport is a convenient arrival choice for flights from Cleveland to Boston.

📍 ~4 km from Boston city center (reachable by car, bus, subway, ferry)

💸 Flights from ~$189

Airports nearby Boston used as alternative

Rhode Island T. F. Green Int'l Airport (PVD)

Rhode Island T. F. Green Int'l Airport is a major regional hub offering easy highway access south of Boston.

📍 ~70 km from Boston (reachable by car)

💸 Flights from ~$246

Business & First Class Flight Deals to Boston

Discover luxury on the budget with premium cabin class on flights from Cleveland to Boston.

Elite

Best Elite deals to Boston

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From CLE

Elite

Oct 17

Boston, United States

76% AI deal score

$1,089

$692

Save $397

United Airlines

Business Class

From CLE

Elite

Oct 03

Boston, United States

75% AI deal score

$1,006

$692

Save $314

United Airlines

Business Class

From CLE

Elite

Oct 06

Boston, United States

75% AI deal score

$1,062

$692

Save $370

United Airlines

Business Class

From CLE

Elite

Oct 17

Boston, United States

74% AI deal score

$925

$692

Save $233

United Airlines

Business Class

From CLE

Elite

Oct 28

Boston, United States

73% AI deal score

$915

$692

Save $223

United Airlines

Business Class

From CLE

Elite

Nov 04

Boston, United States

73% AI deal score

$930

$692

Save $238

United Airlines

Business Class

From CLE

Elite

Nov 03

Boston, United States

73% AI deal score

$923

$692

Save $231

United Airlines

Business Class

From CLE

Elite

Sep 29

Boston, United States

73% AI deal score

$901

$692

Save $209

United Airlines

Business Class

From CLE

Elite

Oct 14

Boston, United States

73% AI deal score

$921

$692

Save $229

United Airlines

Business Class

From CLE

Elite

Oct 21

Boston, United States

73% AI deal score

$927

$692

Save $235

United Airlines

Business Class

From CLE

Elite

Nov 11

Boston, United States

73% AI deal score

$927

$692

Save $235

United Airlines

Business Class

From CLE

Elite

Sep 30

Boston, United States

73% AI deal score

$901

$692

Save $209

United Airlines

Business Class

Frequently Asked Questions About Flights to Boston

To find more affordable flights, consider being flexible with your travel dates and times. Comparing prices across different airlines and booking sites can often reveal better deals. Setting up price alerts may also help you catch drops in fares.

Booking flights in advance, usually several weeks or months before your intended travel date, can often result in lower prices. However, prices can fluctuate, so monitoring fares is often a good strategy. Mid-week bookings may sometimes offer better rates than weekend bookings.

Comparing nearby airports can sometimes provide more flight options or potentially lower fares. While it may require additional travel time to and from these airports, the savings could be significant. Always factor in the total cost and convenience when considering this option.

Related routes

More routes from Cleveland

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Flights to Boston from other cities

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Cleveland to Boston: Overview

Insights for flights from Cleveland to Boston

How much is a round trip from Cleveland to Boston

Regular price: $159 - $284

Prices for flights from Cleveland to Boston are currently within the regular range.

The regular price range for flights from Cleveland to Boston is between $159 and $284. The current lowest deal is $208 with Frontier Airlines, for travel from Oct 23-Nov 18.

now $208

Low $159

High $284

The cheapest time to fly from Cleveland to Boston

January

Cheapest

Flights from $124

December

Most Expensive

Flights from $560

Jan

Feb

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Cleveland to Boston

JetBlue Airways

Last-minute flights going from Cleveland to Boston

Thu, Sep 3

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$171

$721

One-way

Fri, Sep 4

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$191

$721

One-way

Tue, Sep 8

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$158

$658

One-way

Wed, Sep 9

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$208

$230

One-way

Wed, Sep 9

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$200

$230

One-way

Wed, Sep 9

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$200

$230

One-way

Biggest price drops on these dates for flights from Cleveland to Boston

1 night

Sep 5 - Sep 6

$384 → $267

30%

2 nights

Sep 4 - Sep 6

$398 → $320

20%

3 nights

Sep 4 - Sep 7

$393 → $321

18%

3 nights

Sep 9 - Sep 12

$325 → $268

18%

Popular Airports to fly from Cleveland to Boston

Cleveland - Boston route insights

💸 Price insights

Recent fares are above the typical level

Recent fares for CLE to BOS are $424, above the typical level of $287.

📅 Best time to fly

January is historically cheapest at $124

Historically, January is the cheapest month to fly from Cleveland to Boston, with a median price of $124.

⏱️ Flight duration

Direct flights average 1h 42m

The median flight duration for direct flights from Cleveland to Boston is 1 hour 42 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights are dominant on this route, with a median of 2 stopovers.

🏆 Airline highlight

JetBlue Airways offers direct flights

JetBlue Airways is one of the airlines offering direct flights on the Cleveland to Boston route.

🎯 Booking tip

Deals are frequent

Deals on flights from Cleveland to Boston are frequent, appearing within a 30-day window.

Cleveland main airports to depart from

Cleveland Hopkins International (CLE)

Cheapest

Cleveland Hopkins International Airport is a convenient departure point for flights to Boston.

📍 ~16 km from Cleveland (reachable by car or public transport)

💸 Flights from ~$189

Boston main airports to arrive at

Logan International (BOS)

Cheapest

Logan International Airport is a convenient arrival choice for flights from Cleveland to Boston.

📍 ~4 km from Boston city center (reachable by car, bus, subway, ferry)

💸 Flights from ~$189

Airports nearby Boston used as alternative

Rhode Island T. F. Green Int'l Airport (PVD)

Rhode Island T. F. Green Int'l Airport is a major regional hub offering easy highway access south of Boston.

Boston, United States

73% AI deal score

$901

$692

Save $209

United Airlines

Business Class

Frequently Asked Questions About Flights to Boston

Cheap Flights from Cleveland to Boston

Today’s best flight deals from Cleveland to Boston

Cleveland to Boston: Overview

Insights for flights from Cleveland to Boston

How much is a round trip from Cleveland to Boston

The cheapest time to fly from Cleveland to Boston

Direct flights from Cleveland to Boston

Last-minute flights going from Cleveland to Boston

Biggest price drops on these dates for flights from Cleveland to Boston

Popular Airports to fly from Cleveland to Boston

Cleveland - Boston route insights

Recent fares are above the typical level

January is historically cheapest at $124

Direct flights average 1h 42m

Connecting flights are dominant

JetBlue Airways offers direct flights

Deals are frequent

Cleveland main airports to depart from

Boston main airports to arrive at

Airports nearby Boston used as alternative

Business & First Class Flight Deals to Boston

Best Elite deals to Boston

Oct 17

Oct 03

Oct 06

Oct 17

Oct 28

Nov 04

Nov 03

Sep 29

Oct 14

Oct 21

Nov 11

Sep 30

Frequently Asked Questions About Flights to Boston

How can I find cheap flights from Cleveland to Boston?

When should I book flights from Cleveland to Boston?

Should I compare nearby airports for flights from Cleveland to Boston?

Are direct flights from Cleveland to Boston always the best option?

Can flexible travel dates help on Cleveland to Boston flights?

What extra costs should I check before booking Cleveland to Boston flights?

Related routes

More routes from Cleveland

Flights to Boston from other cities

Cleveland to Boston: Overview

Insights for flights from Cleveland to Boston

How much is a round trip from Cleveland to Boston

The cheapest time to fly from Cleveland to Boston

Direct flights from Cleveland to Boston

Last-minute flights going from Cleveland to Boston

Biggest price drops on these dates for flights from Cleveland to Boston

Popular Airports to fly from Cleveland to Boston

Cleveland - Boston route insights

Recent fares are above the typical level

January is historically cheapest at $124

Direct flights average 1h 42m

Connecting flights are dominant

JetBlue Airways offers direct flights

Deals are frequent

Cleveland main airports to depart from

Boston main airports to arrive at

Airports nearby Boston used as alternative

Business & First Class Flight Deals to Boston

Best Elite deals to Boston

Oct 17

Oct 03

Oct 06

Oct 17

Oct 28

Nov 04

Nov 03

Sep 29

Oct 14

Oct 21

Nov 11

Sep 30

Frequently Asked Questions About Flights to Boston

How can I find cheap flights from Cleveland to Boston?

When should I book flights from Cleveland to Boston?

Should I compare nearby airports for flights from Cleveland to Boston?