Search Cheap Flights to
Chesterland

Photo by Kristin DePlatchett

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chesterland Flights as Low as $88

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
Frontier Airlines
Delta
Frontier Airlines
American Airlines
Frontier Airlines
Frontier Airlines
Delta
Bargain Flight
JetBlue Airways
Frontier Airlines
American Airlines

Cheap Flights to Chesterland

Fall in love at first flight with your vacation to Chesterland by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chesterland on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chesterland, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chesterland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chesterland with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CLE airport.

What is the cheapest month to fly to Chesterland?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chesterland are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chesterland?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Chesterland.

What airport is best to fly into Chesterland?

When you’re planning your trip to Chesterland, convenience is the name of the game. Luckily, Chesterland Cuyahoga County Airport is nearby so you can deplane and get going on checking off everything on your Chesterland must-do list.

How much are flights to Chesterland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chesterland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $88, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chesterland?

The trick to saving a stack of cash on your flight to Chesterland? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $88 right now, why wait?

Chesterland Flight Information
Destination airport
Hopkins Intl.
Destination airport IATA code
CLE
Roundtrip price
$88

Last Minute Hotel Deals in Chesterland

The Westin Cleveland Downtown
The Westin Cleveland Downtown
4 out of 5
777 Saint Clair Ave Ne, Cleveland, OH
Book a stay at this business-friendly hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (1,316 reviews)
"The property is beautiful. The hotel is well kept, well maintained. It’s also in a great location and my favorite part had to be the staff. The energy from everyone who was there was so welcoming and so helpful and just had the best attitude. I can’t wait to come back."

Reviewed on May 15, 2025

The Westin Cleveland Downtown
Hotel Indigo Cleveland Downtown by IHG
Hotel Indigo Cleveland Downtown by IHG
3.5 out of 5
651 Huron Rd E, Cleveland, OH
Stay at this 3.5-star business-friendly hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (1,135 reviews)
"Great!"

Reviewed on May 13, 2025

Hotel Indigo Cleveland Downtown by IHG
Extended Stay America Premier Suites - Cleveland - Independence
Extended Stay America Premier Suites - Cleveland - Independence
2.5 out of 5
6025 Jefferson Dr, Independence, OH
Book a stay at this business-friendly hotel in Independence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (1,563 reviews)
"Floors in room not very clean. Rooms dated. No soun proofing to hallways and rooms. Continental breakfast disappointing. Check in person from Ukraine was excellent! Personable and friendly."

Reviewed on May 15, 2025

Extended Stay America Premier Suites - Cleveland - Independence
Drury Plaza Hotel Cleveland Downtown
Drury Plaza Hotel Cleveland Downtown
3 out of 5
1380 East 6th Street, Cleveland, OH
Stay at this 3-star hotel in Cleveland. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.4/10 Exceptional! (2,441 reviews)
"Unique clean pkace"

Reviewed on May 15, 2025

Drury Plaza Hotel Cleveland Downtown
Hilton Cleveland Downtown
Hilton Cleveland Downtown
4 out of 5
100 Lakeside Ave East, Cleveland, OH
Stay at this 4-star business-friendly hotel in Cleveland. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the bar and the helpful ...
9/10 Wonderful! (1,023 reviews)
"My only complaint was the cost of everything in the convenient store area. It was obnoxiously overpriced."

Reviewed on May 15, 2025

Hilton Cleveland Downtown
Holiday Inn Express Cleveland Downtown by IHG
Holiday Inn Express Cleveland Downtown by IHG
2.5 out of 5
629 Euclid Ave, Cleveland, OH
Stay at this hotel in Cleveland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our ...
8/10 Very Good! (1,665 reviews)
"Kind staff and a very clean environment. The elevators were kinda shady but that was my only negative."

Reviewed on May 12, 2025

Holiday Inn Express Cleveland Downtown by IHG
Fidelity Hotel
Fidelity Hotel
4 out of 5
1940 East 6th Street, Cleveland, OH
Stay at this 4-star hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Progressive Field and Rock ...
9.6/10 Exceptional! (116 reviews)
"beautiful hotel"

Reviewed on May 13, 2025

Fidelity Hotel
Holiday Inn Cleveland Clinic by IHG
Holiday Inn Cleveland Clinic by IHG
3 out of 5
8650 Euclid Ave, Cleveland, OH
Stay at this 3-star business-friendly hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,087 reviews)
"Great in everything"

Reviewed on May 15, 2025

Holiday Inn Cleveland Clinic by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.