CLE - BOS

$104 Find Cheap Flights from Cleveland to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Boston departing on 7/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cleveland to Boston, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cleveland to Boston, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$202
Typical prices: $333-$173
United Airlines
Wed 7/15Tue 7/21
CLE - BOS • 1 stop
Cheapest non-stop
$222
Typical prices: $387-$177
JetBlue
Tue 6/9Wed 6/10
CLE - BOS • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue offers free Wi-Fi and live TV on all flights.
Use the Silver Line for free transport from BOS.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $202 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Delta and JetBlue. Average duration is 1h 52m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 30% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
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+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
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Flight Deals

Cheap Flights from Cleveland to Boston (CLE-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cleveland to Boston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Cleveland to Boston

Wed, Jul 15 - Tue, Jul 21
United Airlines Logo
7:40 pm - 1:14 am
CLE
-
BOS
5h 34m
1 stop
United Airlines Logo
6:05 am - 10:08 am
BOS
-
CLE
4h 03m
1 stop
$202United Airlines
Tue, Jul 7 - Sat, Jul 11
American Airlines Logo
7:31 pm - 12:37 am
CLE
-
BOS
5h 06m
1 stop
American Airlines Logo
9:37 am - 2:38 pm
BOS
-
CLE
5h 01m
1 stop
$207American Airlines
Fri, Jun 19 - Mon, Jul 6
United Airlines Logo
7:55 pm - 11:59 pm
CLE
-
BOS
4h 04m
1 stop
United Airlines Logo
6:05 am - 10:08 am
BOS
-
CLE
4h 03m
1 stop
$219United Airlines
Tue, Jun 9 - Wed, Jun 10
JetBlue Logo
4:01 pm - 5:45 pm
CLE
-
BOS
1h 44mnonstop
JetBlue Logo
12:59 pm - 2:58 pm
BOS
-
CLE
1h 59mnonstop
$222JetBlue
Tue, Jun 9 - Wed, Jun 10
Delta Logo
5:46 pm - 7:55 pm
CLE
-
BOS
2h 09mnonstop
Delta Logo
8:25 am - 10:37 am
BOS
-
CLE
2h 12mnonstop
$227Delta
Wed, Jun 10 - Wed, Jun 17
Multiple Airlines Logo
10:09 am - 11:50 am
CLE
-
BOS
1h 41mnonstop
Multiple Airlines Logo
12:01 pm - 8:55 pm
BOS
-
CLE
8h 54m
1 stop
$229Multiple Airlines
Tue, Sep 1 - Wed, Sep 2
Frontier Logo
6:01 pm - 1:27 am
CLE
-
BOS
7h 26m
1 stop
Frontier Logo
12:01 pm - 6:29 pm
BOS
-
CLE
6h 28m
1 stop
$230Frontier
Tue, Jul 28 - Sat, Aug 1
Frontier Logo
9:47 pm - 9:09 am
CLE
-
BOS
11h 22m
1 stop
Frontier Logo
10:04 am - 10:43 pm
BOS
-
CLE
12h 39m
1 stop
$244Frontier
Fri, Jun 5 - Tue, Jun 9
United Airlines Logo
6:05 pm - 11:21 pm
CLE
-
BOS
5h 16m
1 stop
United Airlines Logo
7:27 pm - 11:44 pm
BOS
-
CLE
4h 17m
1 stop
$247United Airlines
Tue, Jun 9 - Sat, Jun 13
Multiple Airlines Logo
4:01 pm - 5:45 pm
CLE
-
BOS
1h 44mnonstop
Multiple Airlines Logo
8:43 am - 5:03 pm
BOS
-
CLE
8h 20m
1 stop
$248Multiple Airlines
Booking Insights

KAYAK's insights & trends for Cleveland to Boston flights

Get data-powered insights and trends into flights from Cleveland to Boston to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Cleveland to Boston?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Cleveland to Boston departing in July.

What’s the cheapest day of the week to fly from Cleveland to Boston?

The average price of all round-trip flights from Cleveland to Boston clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Boston on a Friday and more expensive on a Monday. On your return trip to Cleveland, you should consider flying back on a Friday, and avoid Mondays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cleveland to Boston, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Cleveland to Boston is January, where tickets cost $158 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $269 and $266 respectively.

How far in advance should I book a flight from Cleveland to Boston?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cleveland to Boston, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Cleveland to Boston, you should book around 2 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Expert advice

Expert advice for your flight from Cleveland to Boston

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Qatar Airways and Delta

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Joe Cortez

Joe Cortez

Expert on Etihad Airways

Joe Cortez is a seasoned managing editor in aviation with over a decade of industry experience. His work has been featured on prominent platforms such as FlyerTalk and TripSavvy, establishing him as a respected voice in aviation journalism.

Harriet Baskas

Harriet Baskas

Expert on JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on BOS

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Brandon Schultz

Brandon Schultz

Expert on CLE

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Good to know

Low seasonJanuary
Cheapest flight$104
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Cleveland to Boston

When to book flights from Cleveland to Boston

Are your dates flexible? Find out the best times to travel from Cleveland to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Cleveland to Boston

  • Is there public transportation from the city center to Cleveland Airport (CLE)?

    Yes, you can catch the Red Line from Downtown Cleveland directly to Cleveland Hopkins International Airport (CLE). The ride takes more or less half an hour, and there are trains departing every 15min or so. Expect to pay about $3, but you’ll arrive right on the lower level of the main terminal of Cleveland Airport.

  • Where do I pick up my car rental upon my arrival in Boston?

    When booking a rental car to pick up directly from Boston Logan International Airport (BOS), you’ll have to make your way to the Car Rental Center where you’ll find all of the rental agencies available at the airport. To get there, the airport offers a free shuttle bus. Make your way to the curbside on the lower level of your arrival terminal, and the buses will be departing every 5-6min.

  • What accessibility services are available at Boston Airport (BOS)?

    If you’re arriving in Boston and require help getting around, the airport offers wheelchair assistance in getting from your arrival gate, through the terminal, and out with your luggage. Make sure you book the service with your airline in advance so they can be waiting for you when you land. Boston Airport also has the Wings for Autism Program to ease the experience for families traveling with children who have autism.

  • Will I have access to any pet relief areas at Cleveland Airport?

    If you’re flying out of Cleveland Hopkins International Airport (CLE) with your pet or service animal, you can visit one of the two pet relief areas before boarding your flight for them to stretch their legs and relieve themselves. There’s one indoors between the central and north checkpoint, as well as an outdoors one between the parking garage and the entrance to the terminal.

  • What is the cheapest flight from Cleveland to Boston?

    In the last 3 days, the lowest price for a flight from Cleveland to Boston was $104 for a one-way ticket and $202 for a round-trip.

  • Do I need a passport to fly between Cleveland and Boston?

    No, a passport isn't needed to fly from Cleveland to Boston. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Cleveland to Boston?

    JetBlue, Delta, Hawaiian Airlines, and American Airlines offer inflight Wi-Fi service on the Cleveland to Boston flight route.

  • Which aircraft models fly most regularly from Cleveland to Boston?

    The Airbus A220-300 is the aircraft model that flies most regularly on the Cleveland to Boston flight route.

  • Which airline alliances offer flights from Cleveland to Boston?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Cleveland and Boston, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Cleveland to Boston?

    There are nonstop flights from Cleveland to Boston on a daily basis.

  • Which is the best airline for flights from Cleveland to Boston, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Cleveland to Boston are Delta and United Airlines. With an average price for the route of $291 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $284 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Cleveland to Boston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cleveland to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cleveland to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Cleveland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cleveland to Boston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Cleveland with another airline. Booking your flights between Cleveland and BOS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cleveland to Boston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Cleveland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Cleveland to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $146 or less one-way and $287 or less round-trip.
  • Although it is possible to find nonstop flights from Cleveland Hopkins International Airport (CLE) to Boston Logan International Airport (BOS), it’s generally more affordable to book flights with one layover in between. In this case, you can fly with Spirit Airlines, stopping in Myrtle Beach (MYR) on the way, or with American Airlines stopping in Philadelphia (PHL).
  • If you’re hungry and have time to spare when you reach your gate at Cleveland Hopkins International Airport (CLE), there is a mobile application where you can order food or travel items to your departure gate. Gate Waiter allows you to hang out at your gate while they bring you your food.
  • For the military service members and their families departing out of Cleveland Hopkins International Airport (CLE), visit the USO Lounge to grab a snack or relax before your flight to Boston departs. It’s located at the north end of the baggage claim hall, next to carousel number 1.
  • If you’re arriving at Boston Logan International Airport (BOS) with young ones, there are changing tables in all the men’s and women’s restrooms throughout the airport terminals. There are also Family Restrooms if necessary.
  • Remember that smoking is not allowed inside any of the terminals of Boston Logan International Airport (BOS). After landing, if you wish to smoke, you must wait to get outside and find the designated curbside smoking areas on both ends of the arrival terminals.

Prefer to fly direct from Cleveland to Boston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Cleveland Hopkins Intl to Boston Logan Intl.
Find which airlines fly direct from Cleveland Hopkins Intl Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Cleveland Hopkins Intl to Boston Logan Intl

Monday

Delta,JetBlue

Delta,JetBlue

Tuesday

Delta,JetBlue

Delta,JetBlue

Wednesday

Delta,JetBlue

Delta,JetBlue

Thursday

Delta,JetBlue

Delta,JetBlue

Friday

Delta,JetBlue

Delta,JetBlue

Saturday

Delta,JetBlue

Delta,JetBlue

Sunday

Delta,JetBlue

Delta,JetBlue

See more direct flights

Direct returns

Boston Logan Intl to Cleveland Hopkins Intl

Monday

Delta,JetBlue

Delta,JetBlue

Tuesday

Delta,JetBlue

Delta,JetBlue

Wednesday

Delta,JetBlue

Delta,JetBlue

Thursday

Delta,JetBlue

Delta,JetBlue

Friday

Delta,JetBlue

Delta,JetBlue

Saturday

Delta,JetBlue

Delta,JetBlue

Sunday

Delta,JetBlue

Delta,JetBlue

See more direct flights

Reviews of the top 5 airlines serving from Cleveland to Boston

 
See real verified KAYAK customer reviews for airlines flying from Cleveland to Boston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Cleveland to Boston? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8426 reviews
7.8Entertainment
7.2Food
8.5Crew
7.8Comfort
8.1Boarding
Airline reviews

Planes were clean, no water or snacks on either flight.

6.0 GoodAnonymous, May 2026
ECP - ATL
Read more Delta reviews

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

The flight had a delay but I made it to my connection. Flight was smooth overall

As I wrote earlier, poor planning and/or communication. At least twice, we were told that we would be boarding in less than ten minutes, only to have the flight again delayed at least another hour.

This flight is a quick way to get to Chicago, but a bit expensive.

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

First class ticket gets you no seat back entertainment? I have to bring my own laptop to see a movie? And most of their movies have ADS? No thank you. Worse: Tiny snacks only on a 2 hr flight?

Seat bottom cushions are not good. I’m 165# & they hurt my butt. Plenty of legroom.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Flights on time w/o delays. However, my baggage was damaged. Ground crew, throws baggage from plane to the baggage carrier, carelessly.

On time flight, good communication about boarding, lines didn't form unnecessarily for boarding before their group was announced (kept aisles clear), friendly flight attendants and service

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

The flight attendant was friendly and efficient. The temperature was kept nice and cool. The plane was nice, but filthy. There were visible spills on my tray table. The gate agent was somewhat rude with her announcements and in speaking with other customers.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

They put me on an earlier and I got home sooner

My flight was delayed. We left at midnight. I got to Greensboro (GSO) at 1am. All of AA's flights in/out of Charlotte always seem to be delayed or canceled. It took me all day on Sunday to get to my destination of Cincinnati from Greensboro. I had to be rerouted through Chicago because my original flight was canceled as the door to plane was closing in GSO. The saddest part is I could have driven and arrived sooner. . . I recognize there is a lot going on that impacts travel. This week it was weather. Yesterday in Cincinnati it was President Trump. But as a frequent flyer, the flight from South Bend to Charlotte always runs late. The subsequent flight to Greensboro is always midnight to 2am. . . I do want to give props the Charlotte boarding crew. They had four flights going out of the same area at the same time. They turned it quickly and mitigated the grumbling from the crowd.

I was seated next to an autistic child who was out of control and had a child behind me kicking my seat for most of the trip. I will never fly JetBlue again. Ever. I don't care how cheap it is. It's terrible.

Boarding process was terrible. No assigned seat until the gate, then a long line to get seat assignment.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was easy. Provided drinks and snacks. Good aircraft and staff

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight from Cleveland to Boston

Information on your arrival and departure airports

Compare transportation modes for Cleveland to Boston

Transportation modeAverage priceAverage duration
Flights$7291h 39m
Trains$24814h 42m