Search Cheap Flights to
Chesterland

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Chesterland Flights as Low as $89

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

Spirit Airlines
Fri, Aug 22 - Sun, Aug 31
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$89 Roundtrip, found 4 days ago
$89
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Fri, Aug 22 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sun, Aug 31, priced at $89 found 4 days ago
Spirit Airlines
Fri, Aug 22 - Mon, Sep 1
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$98 Roundtrip, found 4 days ago
$98
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Fri, Aug 22 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Mon, Sep 1, priced at $98 found 4 days ago
Frontier Airlines
Fri, Aug 22 - Sun, Aug 31
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$105 Roundtrip, found 4 days ago
$105
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Aug 22 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sun, Aug 31, priced at $105 found 4 days ago
Spirit Airlines
Wed, Nov 5 - Tue, Nov 11
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$106 Roundtrip, found 22 hours ago
$106
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Wed, Nov 5 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Tue, Nov 11, priced at $106 found 22 hours ago
Frontier Airlines
Fri, Aug 22 - Mon, Sep 1
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Aug 22 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Mon, Sep 1, priced at $108 found 4 days ago
Spirit Airlines
Wed, Nov 5 - Mon, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$112 Roundtrip, found 22 hours ago
$112
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Wed, Nov 5 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Mon, Nov 10, priced at $112 found 22 hours ago
Spirit Airlines
Sat, Oct 25 - Sat, Oct 25
TPA
Tampa Intl.
CLE
Hopkins Intl.
$124 Roundtrip, found 3 days ago
$124
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, Oct 25 from Tampa Intl. to Hopkins Intl., returning Sat, Oct 25, priced at $124 found 3 days ago
Frontier Airlines
Thu, Sep 4 - Fri, Sep 5
MCO
Orlando Intl.
CLE
Hopkins Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 4 from Orlando Intl. to Hopkins Intl., returning Fri, Sep 5, priced at $127 found 1 day ago
American Airlines
Wed, Sep 17 - Wed, Sep 24
MCO
Orlando Intl.
CLE
Hopkins Intl.
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 17 from Orlando Intl. to Hopkins Intl., returning Wed, Sep 24, priced at $190 found 3 days ago
Delta
Sat, Nov 8 - Sat, Nov 8
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$191 Roundtrip, found 22 hours ago
$191
Roundtrip
found 22 hours ago
Select Delta flight, departing Sat, Nov 8 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sat, Nov 8, priced at $191 found 22 hours ago
Frontier Airlines
Thu, Oct 16 - Sun, Oct 19
LAX
Los Angeles Intl.
CLE
Hopkins Intl.
$194 Roundtrip, found 22 hours ago
$194
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Thu, Oct 16 from Los Angeles Intl. to Hopkins Intl., returning Sun, Oct 19, priced at $194 found 22 hours ago
Bargain Flight
Fri, Sep 12 - Tue, Sep 16
SDF
Louisville Intl.
CLE
Hopkins Intl.
$217 Roundtrip, found 22 hours ago
$217
Roundtrip
found 22 hours ago
Select Bargain Flight flight, departing Fri, Sep 12 from Louisville Intl. to Hopkins Intl., returning Tue, Sep 16, priced at $217 found 22 hours ago
JetBlue Airways
Tue, Sep 9 - Tue, Sep 16
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$227 Roundtrip, found 13 hours ago
$227
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Tue, Sep 16, priced at $227 found 13 hours ago
Alaska Airlines
Fri, Sep 12 - Mon, Sep 22
LAX
Los Angeles Intl.
CLE
Hopkins Intl.
$308 Roundtrip, found 5 days ago
$308
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Fri, Sep 12 from Los Angeles Intl. to Hopkins Intl., returning Mon, Sep 22, priced at $308 found 5 days ago
Bargain Flight
Wed, Aug 20 - Sun, Aug 24
PDX
Portland Intl.
CLE
Hopkins Intl.
$311 Roundtrip, found 5 days ago
$311
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Wed, Aug 20 from Portland Intl. to Hopkins Intl., returning Sun, Aug 24, priced at $311 found 5 days ago
Hawaiian Airlines
Mon, Aug 25 - Tue, Aug 26
LAX
Los Angeles Intl.
CLE
Hopkins Intl.
$634 Roundtrip, found 1 day ago
$634
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Mon, Aug 25 from Los Angeles Intl. to Hopkins Intl., returning Tue, Aug 26, priced at $634 found 1 day ago

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 14 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 $89, 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 $89 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 room service. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,498 reviews)
Its just okay
"Friendly staff. Okay hotel not great not bad."

Reviewed on Aug 13, 2025

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The Westin Cleveland Downtown
Hyatt Regency Cleveland At The Arcade

Hyatt Regency Cleveland At The Arcade

4 out of 5
420 Superior Ave E, Cleveland, OH
Stay at this 4-star eco-certified hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,012 reviews)
Nice
"Beautiful place and lovely people."

Reviewed on Aug 16, 2025

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Hyatt Regency Cleveland At The Arcade
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
2000 East Ninth Street, Cleveland, OH
Stay at this 4.5-star luxury hotel in Cleveland. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and ...
8.6/10 Excellent! (1,008 reviews)
"This was a beautiful hotel that I also enjoyed thoroughly. It was extremely clean and I loved it."

Reviewed on Aug 17, 2025

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Kimpton Schofield Hotel 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 ...
7.2/10 Good! (1,725 reviews)
"Would stay again."

Reviewed on Aug 17, 2025

Get rates
Extended Stay America Premier Suites - Cleveland - Independence
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! (1,274 reviews)
"I am very picky and I complain a lot about hotels. This is a gorgeous spot and I will be back. Trust me when I say you should book here if you come to Cleveland."

Reviewed on Aug 15, 2025

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Hotel Indigo Cleveland Downtown by IHG
Crowne Plaza Cleveland at Playhouse Square by IHG

Crowne Plaza Cleveland at Playhouse Square by IHG

3.5 out of 5
1260 Euclid Ave, Cleveland, OH
Stay at this 3.5-star business-friendly hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,210 reviews)
"A wonderful hotel in a great area— perfectly clean place, friendly staff, big room. Literally the ONLY negative thing I can say about it is that the bed was not very comfy, agreed upon by my wife; we both slept pretty poorly, but there were also other personal factors, so we could have just been ..."

Reviewed on Aug 15, 2025

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Crowne Plaza Cleveland at Playhouse Square 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 room service. Popular attractions Rock and Roll Hall of Fame and Huntington ...
9.6/10 Exceptional! (301 reviews)
"The rooms were small but nice."

Reviewed on Aug 12, 2025

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Fidelity Hotel
Wyndham Independence

Wyndham Independence

4 out of 5
6200 Quarry Lane, Independence, OH
Stay at this 4-star business-friendly hotel in Independence. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cleveland Metroparks Zoo ...
6.4/10 (1,007 reviews)
"Check in was outstanding when we arrived around 1900. However, for anyone who decided to check in after 2200, there was quite a long queue, so I imagine that there might be some complaints regarding inadequate front desk service"

Reviewed on Aug 15, 2025

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Wyndham Independence
See all 1,471 properties in Chesterland
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.