S$115 Cheap Flights to Chesterland

View S$115 flight on Fri, 3 Oct, 2025Opens in a new window

Popular airlines to Chesterland

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Cheap round-trip flights to Chesterland

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 30 Oct - Thu, 6 Nov
BOS
Boston
CLE
Cleveland
S$202 Return, found 5 days ago
S$202
Return
found 5 days ago
Select Delta flight, departing Thu, 30 Oct from Boston to Cleveland, returning Thu, 6 Nov, priced at S$202 found 5 days ago
United
Mon, 29 Sept - Tue, 7 Oct
BOS
Boston
CLE
Cleveland
S$257 Return, found 4 days ago
S$257
Return
found 4 days ago
Select United flight, departing Mon, 29 Sept from Boston to Cleveland, returning Tue, 7 Oct, priced at S$257 found 4 days ago
American Airlines
Mon, 29 Sept - Tue, 7 Oct
BOS
Boston
CLE
Cleveland
S$267 Return, found 4 days ago
S$267
Return
found 4 days ago
Select American Airlines flight, departing Mon, 29 Sept from Boston to Cleveland, returning Tue, 7 Oct, priced at S$267 found 4 days ago
All Nippon Airways
Wed, 15 Oct - Thu, 23 Oct
SIN
Singapore
CLE
Cleveland
S$1,197 Return, found 1 day ago
S$1,197
Return
found 1 day ago
Select All Nippon Airways flight, departing Wed, 15 Oct from Singapore to Cleveland, returning Thu, 23 Oct, priced at S$1,197 found 1 day ago
Japan Airlines
Tue, 27 Jan - Wed, 4 Feb
SIN
Singapore
CLE
Cleveland
S$1,367 Return, found 1 day ago
S$1,367
Return
found 1 day ago
Select Japan Airlines flight, departing Tue, 27 Jan from Singapore to Cleveland, returning Wed, 4 Feb, priced at S$1,367 found 1 day ago

Find the cheapest month to fly from Columbus (CMH) to Cleveland (CLE)

August is typically the cheapest month to fly

From S$277 - S$791 per traveller.

Find Your Flights to Chesterland CLE

Cheap flights to Chesterland (CLE)

Get started finding a cheap flight to Chesterland on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport and whether you want a return or one-way airfare. You can filter for flexibility, number of stops, airline and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Chesterland.

Return prices range from S$202 - S$1,367 and one-ways Chesterland start as low as S$115.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

 

Airlines that fly to Chesterland (CLE)

You have several options for which airline you choose to travel with to Chesterland. There are 10 airlines flying into CLE: Delta, United, American Airlines, Air Canada, Cathay Pacific, All Nippon Airways, Japan Airlines. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check in a bag or bring hand baggage, it's worth checking whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked in/hand baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

 

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Chesterland (CLE) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to CLE in October and in October for one-ways.

 

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Frequently asked questions

What is the name of Chesterland's airport?
Chesterland has only one airport, Hopkins Intl. Airport (CLE).
How far is Hopkins Intl. Airport (CLE) from central Chesterland?
The journey from CLE to downtown Chesterland is fairly long. You'll need to travel 40 kilometres before you can check in to your hotel in the city.
What airport is best to fly into Chesterland?
With one major airport in Chesterland, it won't take you too long to find the best flight. You'll be jetting off to Cleveland Hopkins Intl. Airport, which is located around 40 kilometres from the centre of town.
How many airlines fly to Chesterland?
Chesterland is serviced by 11 airlines from at least 34 airports around the world.
Which airlines fly to Chesterland?
Chesterland receives the largest number of flights from Delta, American Airlines and Frontier Airlines with Delta being the preferred choice of carrier. New York is the most popular city for travellers to take off from.
How many nonstop flights are there to Chesterland?
With around 797 direct flights running every week, you'll be arriving in Chesterland before you can ask, "Are we there yet?"
Where are the most popular flights to Chesterland departing from?
Travellers frequently depart from New York, Chicago and Washington airports when flying to Chesterland.
How long is the flight to Chesterland Airport?
Which airport you depart from determines how much of the in-flight entertainment you'll get to enjoy. From New York to Chesterland, the average flight time is 1 hour and 56 minutes. From Chicago it's more or less 1 hour and 19 minutes, and from Washington it's 1 hour and 28 minutes.
How to book the cheapest flight to Chesterland?
We've all come across those lucky travellers who somehow manage to get extremely cheap fares every time they fly. Want to know how to do it for your Chesterland holiday? Don't wait until the very last minute to lock in your flight. Don't stop there, though. Do some research and see if there are a few airports at your destination. Prices often differ depending on the airport you go for. Make sure you compare prices across air carriers as well. Lastly, another easy way to save a few dollars is be ready to book fast. If you spot a good bargain, don't think twice — grab it while the opportunity's there.
Do you have any tips for my flight to Chesterland?
We've rounded up all the info you need to make your journey a pleasant experience. Follow our tips and tricks and you'll be hightailing it through airport security and having a blast in Chesterland in next to no time. What to pack in your hand luggage:

  • A plane ride can be a great experience if you take the right gear. Firstly, you'll want a few basic toiletries, such as a toothbrush and lip balm, a fresh change of clothes and something to read. Next, make room in your hand luggage for your electronic gadgets, chargers, any daily medications and maybe a cosy neck pillow too. Lastly, be sure to bring your passport, travel documents and your credit cards.

Do not pack the following items in your hand luggage:

  • Make sure you don't have sharp objects (like a knife or scissors) lurking in your hand luggage. Other restricted items include explosive or flammable goods, such as bleach and fuel, and gels and liquids in containers with a volume of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • Your priority is to feel as comfortable as possible. Go for easy-to-remove footwear, dress in loose, natural fibers and don't forget to bring a pullover in case it gets cold in the cabin.
  • Caused by sustained periods of immobility, deep vein thrombosis (DVT) is a blood clotting condition that can affect some passengers on long-distance flights. Lower your risks by staying hydrated, keeping your ankles and legs moving and wearing compression socks to help your circulation.

How to get through airport security fast when flying to Chesterland?
Being organised before you arrive at the airport can make your trip to Chesterland quick and painless. Read through our useful tips and tricks for a swift journey past security:

  • First things first. Your travel documents and ID will need to be presented to airport security. Have them easily accessible so you don't hold up the queue.
  • Next up, both you and your carry-on bag must be X-rayed. To speed things up, remove anything that might trigger the alarms. Personal belongings like your coat, belt and headphones will be required to go through the machine.
  • All your electronic gadgets, including your phone and laptop, must also be scanned separately.
  • Can't travel without your favourite cologne? As long as the volume is no greater than 3.4 ounces (100 millilitres) and it's stored in a clear zip-close bag, you can keep it with you in your carry-on bag.
  • There's a chance you'll be required to remove your shoes for scanning, so wearing lightweight sneakers is always a good idea.
  • Sharp items like knives are not allowed on board. They'll be confiscated at security, so pack them safely away in your checked bags.

Flights to Chesterland information
Destination airport
Hopkins Intl.
Destination airport IATA code
CLE
Destination city name
Cleveland
Return price
S$202

Trending flights to Chesterland

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

All Nippon Airways
Wed, 15 Oct - Thu, 23 Oct
SIN
Singapore
CLE
Cleveland
S$1,197 Return, found 1 day ago
S$1,197
Return
found 1 day ago
Select All Nippon Airways flight, departing Wed, 15 Oct from Singapore to Cleveland, returning Thu, 23 Oct, priced at S$1,197 found 1 day ago
*Available to Expedia members.