Search Cheap Flights to
Chesterland

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Chesterland Flights as Low as $110

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

Frontier Airlines
Wed, Sep 17 - Sun, Sep 21
MCO
Orlando Intl.
CLE
Hopkins Intl.
$110 Roundtrip, found 6 days ago
$110
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Sep 17 from Orlando Intl. to Hopkins Intl., returning Sun, Sep 21, priced at $110 found 6 days ago
Spirit Airlines
Wed, Aug 20 - Wed, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Aug 20 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Wed, Aug 20, priced at $114 found 1 day ago
Frontier Airlines
Wed, Sep 17 - Sun, Sep 21
MCO
Orlando Intl.
CLE
Hopkins Intl.
$115 Roundtrip, found 6 days ago
$115
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Sep 17 from Orlando Intl. to Hopkins Intl., returning Sun, Sep 21, priced at $115 found 6 days ago
Spirit Airlines
Wed, Aug 20 - Wed, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Aug 20 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Wed, Aug 20, priced at $116 found 1 day ago
Spirit Airlines
Wed, Aug 20 - Sat, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Aug 20 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Sat, Aug 23, priced at $118 found 1 day ago
Frontier Airlines
Mon, Aug 25 - Thu, Aug 28
MIA
Miami Intl.
CLE
Hopkins Intl.
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Aug 25 from Miami Intl. to Hopkins Intl., returning Thu, Aug 28, priced at $171 found 1 day ago
Delta
Tue, Sep 23 - Tue, Sep 30
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$182 Roundtrip, found 1 day ago
$182
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 23 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Tue, Sep 30, priced at $182 found 1 day ago
American Airlines
Wed, Sep 17 - Wed, Sep 24
MCO
Orlando Intl.
CLE
Hopkins Intl.
$190 Roundtrip, found 4 days ago
$190
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 17 from Orlando Intl. to Hopkins Intl., returning Wed, Sep 24, priced at $190 found 4 days ago
Bargain Flight
Sat, Aug 30 - Tue, Sep 2
GSP
Greenville-Spartanburg Intl.
CLE
Hopkins Intl.
$193 Roundtrip, found 20 hours ago
$193
Roundtrip
found 20 hours ago
Select Bargain Flight flight, departing Sat, Aug 30 from Greenville-Spartanburg Intl. to Hopkins Intl., returning Tue, Sep 2, priced at $193 found 20 hours ago
American Airlines
Mon, Sep 15 - Wed, Sep 24
SFO
San Francisco Intl.
CLE
Hopkins Intl.
$202 Roundtrip, found 6 days ago
$202
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Sep 15 from San Francisco Intl. to Hopkins Intl., returning Wed, Sep 24, priced at $202 found 6 days ago
Frontier Airlines
Tue, Aug 12 - Tue, Aug 19
IAH
George Bush Intercontinental
CLE
Hopkins Intl.
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 12 from George Bush Intercontinental to Hopkins Intl., returning Tue, Aug 19, priced at $228 found 1 day ago
Frontier Airlines
Sat, Sep 20 - Sat, Sep 27
PHX
Sky Harbor Intl.
CLE
Hopkins Intl.
$238 Roundtrip, found 3 days ago
$238
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Sep 20 from Sky Harbor Intl. to Hopkins Intl., returning Sat, Sep 27, priced at $238 found 3 days ago
Alaska Airlines
Mon, Sep 8 - Tue, Sep 16
PHX
Sky Harbor Intl.
CLE
Hopkins Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Mon, Sep 8 from Sky Harbor Intl. to Hopkins Intl., returning Tue, Sep 16, priced at $247 found 1 day ago
JetBlue Airways
Mon, Sep 15 - Wed, Sep 24
SFO
San Francisco Intl.
CLE
Hopkins Intl.
$299 Roundtrip, found 6 days ago
$299
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Sep 15 from San Francisco Intl. to Hopkins Intl., returning Wed, Sep 24, priced at $299 found 6 days ago
Accessrail
Sun, Aug 10 - Wed, Aug 13
EKW
Miami Central Brightline Train Station
CLE
Hopkins Intl.
$839 Roundtrip, found 1 day ago
$839
Roundtrip
found 1 day ago
Select Accessrail flight, departing Sun, Aug 10 from Miami Central Brightline Train Station to Hopkins Intl., returning Wed, Aug 13, priced at $839 found 1 day ago
Accessrail
Sun, Aug 10 - Wed, Aug 13
AVT
Aventura Brightline Train Station
CLE
Hopkins Intl.
$852 Roundtrip, found 1 day ago
$852
Roundtrip
found 1 day ago
Select Accessrail flight, departing Sun, Aug 10 from Aventura Brightline Train Station to Hopkins Intl., returning Wed, Aug 13, priced at $852 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 September, 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 $110, 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 $110 right now, why wait?

Chesterland Flight Information
Destination airport
Hopkins Intl.
Destination airport IATA code
CLE
Roundtrip price
$110

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! (1,477 reviews)
"Nice hotel close to all attractions"

Reviewed on Jul 27, 2025

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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! (1,244 reviews)
"Very comfortable place and friendly staff"

Reviewed on Jul 30, 2025

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Hotel Indigo Cleveland Downtown by IHG
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. ...
5/10 (747 reviews)
"The room was clean and the bed was comfortable. The coffee pot did not work. Breakfast was lacking choices"

Reviewed on Aug 1, 2025

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Ramada by Wyndham Cleveland Independence
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! (1,693 reviews)
"I stayed on business trip for two nights. The property covers the basic need of a room for the night. Close to many restaurants and my work meetings."

Reviewed on Jul 29, 2025

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Extended Stay America Premier Suites - Cleveland - Independence
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! (1,203 reviews)
"Excellent"

Reviewed on Jul 28, 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! (282 reviews)
"Staff was extremely friendly, great decor and ambience in the room and hotel, soaking tub and shower were luxurious. Would definitely stay again."

Reviewed on Jul 31, 2025

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Fidelity Hotel
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)
"Amazing"

Reviewed on Jul 31, 2025

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Kimpton Schofield Hotel by IHG
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! (1,035 reviews)
"Amazing place to stay"

Reviewed on Jul 28, 2025

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Hyatt Regency Cleveland At The Arcade
See all 1,433 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.