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

Direct flights are often the most convenient as they save time and reduce the chance of missed connections. However, connecting flights can sometimes be more affordable, especially if you are willing to have a longer travel day. The 'best' option depends on your priorities for cost versus convenience.

Can flexible travel dates help on Cleveland to Boston flights?

Yes, being flexible with your travel dates can significantly impact flight prices. Flying on weekdays or during off-peak seasons often results in lower fares compared to weekends or popular travel periods. Even shifting your departure or return by a day or two can sometimes yield savings.

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 add up and impact the total cost of your trip.

Flights From Cleveland

To Boston

Cheap Flights from Cleveland to Boston

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Deals from

Cleveland

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

Prices updated 4 days ago

402 airlines compared

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

Today’s best flight deals from Cleveland to Boston

Explore current cheapest deals departing from Cleveland to Boston

Round trip

Sort by: Cheapest

August 11 - August 24

Cheapest

Earliest

CLE - Boston

$204

$202

Round trip

August 26 - August 27

Cheapest

Best

CLE - Boston

$243

$202

Round trip

September 20 - September 23

CLE - Boston

$225

$203

Round trip

October 16 - October 24

CLE - Boston

$221

$205

Round trip

August 20 - August 24

CLE - Boston

$248

$209

Round trip

August 13 - August 14

Best

CLE - Boston

$251

$209

Round trip

September 17 - September 21

CLE - Boston

$224

$209

Round trip

November 13 - November 15

CLE - Boston

$245

$209

Round trip

September 18 - September 21

CLE - Boston

$224

$210

Round trip

September 5 - September 6

CLE - Boston

$224

$210

Round trip

Unlock all 500+ flight deals to Boston and get alerts when great deals appear

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. Right now, fares to Boston are significantly above the typical level, with prices typically ranging from $244–$498 and a median of $287. Only 3% of recent fares were classified as a good price, indicating that finding a low fare may require flexibility. New deals appear almost daily, suggesting frequent opportunities to find better prices.

If you are looking for cheap flights from Cleveland to Boston, the data indicates that the cheapest month to fly is January, with a median fare of $124. Other comparatively inexpensive months include June, where the median fare is $245, and September, with a median fare of $250. Planning your travel for these months could result in more favorable pricing.

For direct flights from Cleveland to Boston, only 17.8% of recent fares were non-stop, meaning most itineraries connect at least once. When flights do involve connections, the typical number of stopovers is 2. This suggests that travelers should anticipate connecting flights on this route.

A typical journey from Cleveland to Boston, including connections, takes approximately 1h 42m. While the non-stop flight time is also 1h 42m, the median connecting flight time is 3h 56m. Given that most itineraries involve connections, travelers should factor in the longer overall travel time when planning their trip.

How much is a round trip from Cleveland to Boston

Regular price: $192 - $317

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

The regular price range for flights from Cleveland to Boston is $192 to $317. The current lowest deal is $163 with United Airlines for travel from Aug 28-Aug 31.

now $163

Low $192

High $317

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

Fri, Jul 17

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

United Airlines

$293

$249

One-way

Mon, Jul 20

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

United Airlines

$290

$248

One-way

Tue, Jul 21

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

United Airlines

$291

$164

One-way

Tue, Jul 21

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

United Airlines

$291

$249

One-way

Wed, Jul 22

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

United Airlines

$291

$169

One-way

Thu, Jul 23

⌛ Last-Minute

CLE - Boston

Cleveland (CLE) - Boston (BOS)

United Airlines

$270

$208

One-way

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

4 nights

Aug 19 - Aug 23

$248 → $169

32%

5 nights

Aug 15 - Aug 20

$242 → $164

32%

5 nights

Dec 9 - Dec 14

$276 → $218

21%

6 nights

Dec 5 - Dec 11

$270 → $218

19%

Popular Airports to fly from Cleveland to Boston

Cleveland - Boston route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Cleveland to Boston are below the typical level at $163.

📅 Best time to fly

January is historically the cheapest month to fly

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

⏱️ Flight duration

Direct flights average 1h 42m

Direct flights to Boston typically average 1 hour 42 minutes, while connecting flights average 3 hours 56 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Historically, connecting flights are dominant, making up 82.2% of recent routes.

🏆 Airline highlight

JetBlue Airways offers direct flights

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

🎯 Booking tip

Deals are frequent on this route

Deals on flights from Cleveland to Boston are frequent, appearing often in 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 ~$163

Boston main airports to arrive at

Logan International (BOS)

Cheapest

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

📍 ~5 km from Boston city center (reachable by car, public transport).

💸 Flights from ~$143

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 that can help travelers avoid Boston Logan congestion.

📍 ~75 km from Boston (reachable by car)

💸 Flights from ~$248

Manchester–Boston Regional (MHT)

Manchester–Boston Regional is a primary alternative for travelers north of the Boston metro area.

📍 ~75 km from Boston (reachable by car)

💸 Flights from ~$252

Bradley International (BDL)

Cheapest

Bradley International is a large international airport that serves as a high-capacity alternative for travelers willing to drive further west.

📍 ~145 km from Boston (reachable by car)

💸 Flights from ~$232

Portland International Jetport (PWM)

Portland International Jetport is a well-connected regional jetport serving northern New England for those willing to drive further.

📍 ~160 km from Boston (reachable by car)

💸 Flights from ~$250

Worcester Regional (ORH)

Worcester Regional is the closest alternative for travelers in central Massachusetts, offering a small, easy-to-navigate terminal.

📍 ~65 km from Boston (reachable by car)

💸 Flights from ~$271

Business & First Class Flight Deals to Boston

Boston, United States

35% AI deal score

$10,502

From CLE

Elite

Nov 13

Boston, United States

35% AI deal score

$2,185

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 also help you identify better deals. Often, setting price alerts can notify you when fares drop for your desired route.

Booking flights in advance, usually several weeks to a few months before your trip, may offer better prices. However, prices can fluctuate, so monitoring fares and booking when you see a good deal is often recommended. Last-minute bookings can sometimes be more expensive.

Comparing nearby airports can sometimes reveal more economical flight options or different schedules. While it might add to your ground travel time, the potential savings on airfare could be significant. Always factor in the total cost and convenience when considering alternative airports.

Related routes

Consider alternative routes from Cleveland

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