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Chesterland

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Chesterland Flights as Low as $76

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

Frontier Airlines
Thu, Jul 23 - Thu, Aug 13
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$76 Roundtrip, found 1 day ago
$76
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jul 23 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Thu, Aug 13, priced at $76 found 1 day ago
Frontier Airlines
Sun, Aug 9 - Sat, Aug 22
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$77 Roundtrip, found 15 hours ago
$77
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sun, Aug 9 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sat, Aug 22, priced at $77 found 15 hours ago
Frontier Airlines
Thu, Aug 6 - Sat, Aug 22
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$86 Roundtrip, found 9 hours ago
$86
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sat, Aug 22, priced at $86 found 9 hours ago
Frontier Airlines
Sun, Aug 9 - Sat, Aug 22
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$87 Roundtrip, found 15 hours ago
$87
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sun, Aug 9 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sat, Aug 22, priced at $87 found 15 hours ago
Frontier Airlines
Wed, Aug 12 - Wed, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$98 Roundtrip, found 4 hours ago
$98
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Wed, Aug 12, priced at $98 found 4 hours ago
Frontier Airlines
Fri, Jul 10 - Sun, Jul 12
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$101 Roundtrip, just found
$101
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jul 10 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Sun, Jul 12, priced at $101 just found
Frontier Airlines
Tue, Aug 4 - Sun, Aug 16
MCO
Orlando Intl.
CLE
Hopkins Intl.
$101 Roundtrip, found 4 days ago
$101
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Orlando Intl. to Hopkins Intl., returning Sun, Aug 16, priced at $101 found 4 days ago
Frontier Airlines
Wed, Aug 12 - Sat, Aug 22
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$102 Roundtrip, found 15 hours ago
$102
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sat, Aug 22, priced at $102 found 15 hours ago
Frontier Airlines
Sun, Aug 9 - Thu, Aug 20
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$104 Roundtrip, found 15 hours ago
$104
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sun, Aug 9 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Thu, Aug 20, priced at $104 found 15 hours ago
Frontier Airlines
Tue, Aug 4 - Sat, Aug 22
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$105 Roundtrip, found 14 hours ago
$105
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Sat, Aug 22, priced at $105 found 14 hours ago
Delta
Sat, Jul 4 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jul 4 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Sat, Jul 4, priced at $114 found 1 day ago
Frontier Airlines
Mon, Aug 17 - Mon, Aug 31
TPA
Tampa Intl.
CLE
Hopkins Intl.
$116 Roundtrip, found 11 hours ago
$116
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Mon, Aug 17 from Tampa Intl. to Hopkins Intl., returning Mon, Aug 31, priced at $116 found 11 hours ago
United
Wed, Aug 19 - Sat, Aug 22
EWR
Newark Liberty Intl. Airport
CLE
Hopkins Intl.
$187 Roundtrip, found 5 hours ago
$187
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Aug 19 from Newark Liberty Intl. Airport to Hopkins Intl., returning Sat, Aug 22, priced at $187 found 5 hours ago
JetBlue Airways
Sat, Aug 29 - Wed, Sep 2
FLL
Fort Lauderdale - Hollywood Intl.
CLE
Hopkins Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Aug 29 from Fort Lauderdale - Hollywood Intl. to Hopkins Intl., returning Wed, Sep 2, priced at $197 found 2 days ago
American Airlines
Wed, Aug 19 - Sat, Aug 22
EWR
Newark Liberty Intl. Airport
CLE
Hopkins Intl.
$207 Roundtrip, found 5 hours ago
$207
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Wed, Aug 19 from Newark Liberty Intl. Airport to Hopkins Intl., returning Sat, Aug 22, priced at $207 found 5 hours ago
Frontier Airlines
Tue, Aug 11 - Wed, Aug 26
IAH
George Bush Intercontinental
CLE
Hopkins Intl.
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Aug 11 from George Bush Intercontinental to Hopkins Intl., returning Wed, Aug 26, priced at $230 found 3 days 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 July, 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 16 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 $76, 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 $76 right now, why wait?

Chesterland Flight Information
Destination airport
Hopkins Intl.
Destination airport IATA code
CLE
Roundtrip price
$76

Last Minute Hotel Deals in Chesterland

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
651 Huron Rd E 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! (1,711 reviews)
"AC did not work. Maintenance promised fan that never appeared. It was 90 that day. Breakfast was horrible and service was even worse. Good Margarita in the bar and front desk staff were good. One night not worth $398. Valet staff had to be tracked down to park car."

Reviewed on Jun 11, 2026

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Hotel Indigo Cleveland Downtown by IHG
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 ...
8.8/10 Excellent! (2,215 reviews)
"Room was clean, staff was excellent. Would recommend this hotel to anyone staying in Cleveland"

Reviewed on Jun 10, 2026

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The Westin Cleveland Downtown
Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

3 out of 5
1100 Carnegie Ave Cleveland OH
Book a stay at this business-friendly hotel in Cleveland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
7.6/10 Good! (1,026 reviews)
"Too pricey for a place.that. charges WAY to much! They get away with it because of being next to ballpark! Elevator was.slow! Breakfast was WAY overpriced!our room ran out of TP!!!🤔😗"

Reviewed on Jun 11, 2026

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Hilton Garden Inn Cleveland Downtown
Ramada by Wyndham Cleveland Independence

Ramada by Wyndham Cleveland Independence

3.5 out of 5
5300 Rockside Road Independence OH
Book a stay at this business-friendly hotel in Independence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
5.2/10 (1,035 reviews)
"Just another rotting hotel with outdated amenities and a broken pool. Never given a heads up about that by the way."

Reviewed on Jun 10, 2026

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Ramada by Wyndham Cleveland Independence
Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

3 out of 5
8650 Euclid Ave 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 ...
8.8/10 Excellent! (1,388 reviews)
"Clean, modern and the public areas were kept at a comfortable temperature, not over-air conditioned. I would easily stay again."

Reviewed on Jun 10, 2026

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Holiday Inn Cleveland Clinic by IHG
Hotel Cleveland, Autograph Collection

Hotel Cleveland, Autograph Collection

4 out of 5
24 Public Sq Cleveland OH
Book a stay at this historic hotel in Cleveland. Enjoy breakfast (surcharge), a fitness center, and valet parking (surcharge). Our guests praise the helpful ...
9.2/10 Wonderful! (382 reviews)
"Great location, friendly staff, very clean"

Reviewed on Jun 10, 2026

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Hotel Cleveland, Autograph Collection
Drury Plaza Hotel Cleveland Downtown

Drury Plaza Hotel Cleveland Downtown

4 out of 5
1380 East 6th Street Cleveland OH
Stay at this 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! (2,778 reviews)
"It’s a former Board of Education building. The inside is mostly marble, spotless. The staff couldn’t be more helpful and nice. Breakfast and happy hour with a meal included everyday. Location is great. Walkable to many main attractions. Great experience."

Reviewed on Jun 11, 2026

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Drury Plaza Hotel Cleveland Downtown
Hilton Cleveland Downtown

Hilton Cleveland Downtown

4 out of 5
100 Lakeside Ave East Cleveland OH
Book a stay at this business-friendly hotel in Cleveland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,422 reviews)
"Clean , great view from the room I had."

Reviewed on Jun 10, 2026

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Hilton Cleveland Downtown
See all 1,542 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.