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

Direct flights are often convenient and save travel time, but they are not always the cheapest option. Flights with layovers can sometimes offer lower fares, though they will extend your journey. Consider your priorities for time versus cost.

Can flexible travel dates help on Cleveland to Boston flights?

Yes, being flexible with your travel dates can significantly impact flight prices. Mid-week flights or traveling during off-peak seasons usually offer more affordable rates. Adjusting your departure or return by a few days may unlock better deals.

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 affect 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 3 days ago

481 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Oct 19, 2026.)

Today’s best flight deals from Cleveland to Boston

Explore current cheapest deals departing from Cleveland to Boston

2026-11-11 – 2026-12-04
CLE - Boston
37% AI deal score
$171
$262
Round trip
2026-11-11 – 2026-12-10
CLE - Boston
37% AI deal score
$171
$264
Round trip
2026-12-01 – 2026-12-04
CLE - Boston
38% AI deal score
$232
$265
Round trip
2026-12-01 – 2026-12-10
CLE - Boston
37% AI deal score
$206
$266
Round trip
2027-01-11 – 2027-02-01
CLE - Boston
35% AI deal score
$168
$268
Round trip
2027-01-11 – 2027-01-19
CLE - Boston
36% AI deal score
$185
$269
Round trip
2026-11-11 – 2026-12-08
CLE - Boston
38% AI deal score
$171
$270
Round trip
2026-11-19 – 2026-11-21
CLE - Boston
35% AI deal score
$116
$354
Round trip
2026-11-20 – 2026-11-21
CLE - Boston
35% AI deal score
$117
$354
Round trip
2026-11-20 – 2026-11-22
CLE - Boston
35% AI deal score
$117
$354
Round trip

Cleveland to Boston: Overview

Insights for flights from Cleveland to Boston

Flights from Cleveland to Boston cover a distance of 903 kilometers, classifying this as a short-haul route. This means you can expect a relatively quick journey between the two cities. Right now, fares for cheap flights from Cleveland to Boston typically range from $330 to $595, with a median price of $454. Current fares are above the typical level, and 0% of recent fares were classified as a good price.

If you are looking for the cheapest time to fly from Cleveland to Boston, you will find that February is historically the most affordable month, with a median fare of $215. Following closely, November also offers lower prices, with a median of $279. September presents another opportunity for more budget-friendly travel, with a median fare of $330.

When flying from Cleveland to Boston, most itineraries connect at least once, with only 15.5% of recent fares being non-stop. For itineraries that include connections, the typical number of stopovers is 2. This indicates that while direct flights from Cleveland to Boston are available, connecting flights are more common on this route.

A typical journey from Cleveland to Boston, including connections, takes approximately 9h 30m. For those rare direct flights, the journey time is significantly shorter, at 1h 51m. Given that most itineraries involve at least one stopover, planning for a longer travel day is advisable. Deals for this route are infrequent, so setting up a price alert can be beneficial to catch favorable fares.

How much is a round trip from Cleveland to Boston

Regular price: $166 - $286

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

The regular price range for this route is between $166 and $286. The current lowest deal is $257 with Frontier Airlines for travel from Jan 26-Feb 1.

now $257

Low $166

High $286

The cheapest time to fly from Cleveland to Boston

The cheapest month to fly from Cleveland to Boston is December, with a median price of $250. The most expensive month is October, with a median price of $512. Prices are generally lower from February to December.

December

Cheapest

Flights from $250

October

Most Expensive

Flights from $512

Feb

Mar

Aug

Sep

Oct

Nov

Dec

Direct flights from Cleveland to Boston

JetBlue Airways

Last-minute flights going from Cleveland to Boston

Wed, Oct 21

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$315

$360

One-way

Thu, Oct 22

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$384

$401

One-way

Thu, Oct 22

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$224

$810

One-way

Thu, Oct 22

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$224

$818

One-way

Fri, Oct 23

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$224

$782

One-way

Fri, Oct 23

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$224

$818

One-way

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

3 nights

Oct 22 - Oct 25

$384 → $401

3 nights

Dec 1 - Dec 4

$232 → $265

14%

6 nights

Oct 21 - Oct 27

$315 → $360

14%

2 nights

Nov 25 - Nov 27

$214 → $266

24%

Popular Airports to fly from Cleveland to Boston

Cleveland - Boston route insights

💸 Price insights

Recent fares above the typical level

Recent fares from Cleveland to Boston are above the typical level at $257.

📅 Best time to fly

February is historically cheapest at $215

Historically, February is the cheapest month to fly, with median prices around $215.

⏱️ Flight duration

Direct flights average 1h 51m

Direct flights to Boston typically take 1 hour 51 minutes, while connecting flights average 9 hours 30 minutes.

✈️ Airlines & availability

Connecting flights are dominant

About 15.5% of recent flights are direct, with connecting flights typically having 2 stopovers.

🏆 Airline highlight

JetBlue Airways offers direct flights

JetBlue Airways is one airline offering direct flights from Cleveland to Boston.

🎯 Booking tip

Deals are rare for this route

Deals on flights from Cleveland to Boston are historically rare.

Cleveland main airports to depart from

Cleveland Hopkins International (CLE)

Cheapest

Cleveland Hopkins International Airport is a great option for flights from Cleveland to Boston.

📍 ~16 km from city center (reachable by car or train)

💸 Flights from ~$287

Boston main airports to arrive at

Logan International (BOS)

Cheapest

Logan International Airport is a primary arrival option for flights from Cleveland to Boston.

📍 ~4 km from Boston city center (reachable by car)

💸 Flights from ~$259

Airports nearby Boston used as alternative

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

Cheapest

Rhode Island T. F. Green Int'l Airport is a major regional hub that can help travelers avoid Boston Logan's congestion.

📍 ~70 km from Boston (reachable by car)

💸 Flights from ~$212

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 21

Boston, United States

48% AI deal score

$3,708

$3,304

Save $404

Aeroméxico, +1

Business Class

From CLE

Elite

Oct 25

Boston, United States

47% AI deal score

$3,346

$3,182

Save $164

Air Canada, +1

Business Class

From CLE

Elite

Oct 21

Boston, United States

45% AI deal score

$3,411

Aeroméxico, +1

Business Class

From CLE

Elite

Oct 25

Boston, United States

44% AI deal score

$3,338

Air Canada, +1

Business Class

From CLE

Elite

Dec 15

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 16

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Jan 09

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 18

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 13

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 14

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Nov 24

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 10

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

Frequently Asked Questions About Flights to Boston

To find potentially cheaper flights, consider being flexible with your travel dates and times. Comparing prices across different airlines and booking sites can also help you identify better deals. Often, booking in advance may lead to more favorable prices.

Booking flights in advance often provides more options and can sometimes result in lower fares. Prices may fluctuate, so monitoring them over time can help you decide the optimal booking period. Generally, last-minute bookings can be more expensive.

Comparing nearby airports can sometimes reveal alternative flight options or different pricing. While it may add to your ground travel, the potential savings on airfare could be significant. It's a good strategy for finding more choices.

Related routes

More routes from Cleveland

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Flights to Boston from other cities

Flights from Charlotte to Boston Flights from Colorado Springs to Boston Flights from Dallas to Boston Flights from Denver to Boston Flights from Detroit to Boston Flights from Dubai to Boston Flights from Dublin to Boston Flights from Edinburgh to Boston Flights from Entebbe to Boston Flights from Florence to Boston Flights from Fort Lauderdale to Boston Flights from New Delhi to Boston

Cleveland to Boston: Overview

Insights for flights from Cleveland to Boston

How much is a round trip from Cleveland to Boston

Regular price: $166 - $286

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

The regular price range for this route is between $166 and $286. The current lowest deal is $257 with Frontier Airlines for travel from Jan 26-Feb 1.

now $257

Low $166

High $286

The cheapest time to fly from Cleveland to Boston

December

Cheapest

Flights from $250

October

Most Expensive

Flights from $512

Feb

Mar

Aug

Sep

Oct

Nov

Dec

Direct flights from Cleveland to Boston

JetBlue Airways

Last-minute flights going from Cleveland to Boston

Wed, Oct 21

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$315

$360

One-way

Thu, Oct 22

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

Frontier Airlines

$384

$401

One-way

Thu, Oct 22

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$224

$810

One-way

Thu, Oct 22

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$224

$818

One-way

Fri, Oct 23

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$224

$782

One-way

Fri, Oct 23

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

JetBlue Airways

$224

$818

One-way

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

3 nights

Oct 22 - Oct 25

$384 → $401

3 nights

Dec 1 - Dec 4

$232 → $265

14%

6 nights

Oct 21 - Oct 27

$315 → $360

14%

2 nights

Nov 25 - Nov 27

$214 → $266

24%

Popular Airports to fly from Cleveland to Boston

Cleveland - Boston route insights

💸 Price insights

Recent fares above the typical level

Recent fares from Cleveland to Boston are above the typical level at $257.

📅 Best time to fly

February is historically cheapest at $215

Historically, February is the cheapest month to fly, with median prices around $215.

⏱️ Flight duration

Direct flights average 1h 51m

Direct flights to Boston typically take 1 hour 51 minutes, while connecting flights average 9 hours 30 minutes.

✈️ Airlines & availability

Connecting flights are dominant

About 15.5% of recent flights are direct, with connecting flights typically having 2 stopovers.

🏆 Airline highlight

JetBlue Airways offers direct flights

JetBlue Airways is one airline offering direct flights from Cleveland to Boston.

🎯 Booking tip

Deals are rare for this route

Deals on flights from Cleveland to Boston are historically rare.

Cleveland main airports to depart from

Cleveland Hopkins International (CLE)

Cheapest

Cleveland Hopkins International Airport is a great option for flights from Cleveland to Boston.

📍 ~16 km from city center (reachable by car or train)

💸 Flights from ~$287

Boston main airports to arrive at

Logan International (BOS)

Cheapest

Logan International Airport is a primary arrival option for flights from Cleveland to Boston.

📍 ~4 km from Boston city center (reachable by car)

💸 Flights from ~$259

Airports nearby Boston used as alternative

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

Cheapest

Rhode Island T. F. Green Int'l Airport is a major regional hub that can help travelers avoid Boston Logan's congestion.

📍 ~70 km from Boston (reachable by car)

💸 Flights from ~$212

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 21

Boston, United States

48% AI deal score

$3,708

$3,304

Save $404

Aeroméxico, +1

Business Class

From CLE

Elite

Oct 25

Boston, United States

47% AI deal score

$3,346

$3,182

Save $164

Air Canada, +1

Business Class

From CLE

Elite

Oct 21

Boston, United States

45% AI deal score

$3,411

Aeroméxico, +1

Business Class

From CLE

Elite

Oct 25

Boston, United States

44% AI deal score

$3,338

Air Canada, +1

Business Class

From CLE

Elite

Dec 15

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 16

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Jan 09

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 18

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 13

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 14

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Nov 24

Boston, United States

44% AI deal score

$1,756

WestJet, +1

Business Class

From CLE

Elite

Dec 10

Boston, United States

44% AI deal score

$1,756

WestJet, +1

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 above the typical level

February is historically cheapest at $215

Direct flights average 1h 51m

Connecting flights are dominant

JetBlue Airways offers direct flights

Deals are rare for this route

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 21

Oct 25

Oct 21

Oct 25

Dec 15

Dec 16

Jan 09

Dec 18

Dec 13

Dec 14

Nov 24

Dec 10

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 above the typical level

February is historically cheapest at $215

Direct flights average 1h 51m

Connecting flights are dominant

JetBlue Airways offers direct flights

Deals are rare for this route

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 21

Oct 25

Oct 21

Oct 25

Dec 15

Dec 16

Jan 09

Dec 18

Dec 13

Dec 14

Nov 24

Dec 10

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?