Search Cheap Flights to
Chesterland

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Chesterland Flights as Low as $71

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

Frontier Airlines
Mon, Aug 4 - Wed, Aug 6
LGA
LaGuardia
CLE
Hopkins Intl.
$71 Roundtrip, found 1 day ago
$71
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Aug 4 from LaGuardia to Hopkins Intl., returning Wed, Aug 6, priced at $71 found 1 day ago
Frontier Airlines
Thu, Aug 7 - Mon, Aug 11
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$71 Roundtrip, found 1 day ago
$71
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Aug 7 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Mon, Aug 11, priced at $71 found 1 day ago
Frontier Airlines
Tue, Aug 5 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$77 Roundtrip, found 4 hours ago
$77
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Tue, Aug 12, priced at $77 found 4 hours ago
Frontier Airlines
Wed, Aug 20 - Wed, Aug 20
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Aug 20 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Wed, Aug 20, priced at $80 found 2 hours ago
Frontier Airlines
Tue, Aug 19 - Tue, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$81 Roundtrip, found 2 hours ago
$81
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Tue, Aug 19, priced at $81 found 2 hours ago
Frontier Airlines
Thu, Jul 31 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
CLE
Hopkins Intl.
$81 Roundtrip, found 2 days ago
$81
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Jul 31 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Tue, Aug 12, priced at $81 found 2 days ago
Spirit Airlines
Thu, Aug 7 - Mon, Aug 11
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 Thu, Aug 7 from Hartsfield-Jackson Atlanta Intl. to Hopkins Intl., returning Mon, Aug 11, priced at $116 found 1 day ago
Frontier Airlines
Thu, Sep 11 - Thu, Sep 18
BOS
Logan Intl.
CLE
Hopkins Intl.
$136 Roundtrip, found 1 day ago
$136
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 11 from Logan Intl. to Hopkins Intl., returning Thu, Sep 18, priced at $136 found 1 day ago
JetBlue Airways
Sat, Sep 27 - Sun, Oct 5
BOS
Logan Intl.
CLE
Hopkins Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Sep 27 from Logan Intl. to Hopkins Intl., returning Sun, Oct 5, priced at $157 found 1 day ago
Delta
Sat, Sep 27 - Tue, Sep 30
BOS
Logan Intl.
CLE
Hopkins Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 27 from Logan Intl. to Hopkins Intl., returning Tue, Sep 30, priced at $157 found 1 day ago
American Airlines
Tue, Sep 2 - Tue, Sep 9
LGA
LaGuardia
CLE
Hopkins Intl.
$164 Roundtrip, found 20 hours ago
$164
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, Sep 2 from LaGuardia to Hopkins Intl., returning Tue, Sep 9, priced at $164 found 20 hours ago
United
Sat, Sep 27 - Tue, Sep 30
BOS
Logan Intl.
CLE
Hopkins Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select United flight, departing Sat, Sep 27 from Logan Intl. to Hopkins Intl., returning Tue, Sep 30, priced at $177 found 1 day ago
Spirit Airlines
Thu, Oct 16 - Thu, Oct 23
LAX
Los Angeles Intl.
CLE
Hopkins Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Oct 16 from Los Angeles Intl. to Hopkins Intl., returning Thu, Oct 23, priced at $179 found 1 day ago
Bargain Flight
Wed, Aug 13 - Sat, Aug 16
MSP
Minneapolis - St. Paul Intl.
CLE
Hopkins Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Aug 13 from Minneapolis - St. Paul Intl. to Hopkins Intl., returning Sat, Aug 16, priced at $191 found 1 day ago
American Airlines
Sat, Sep 6 - Sat, Sep 13
IAH
George Bush Intercontinental
CLE
Hopkins Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 6 from George Bush Intercontinental to Hopkins Intl., returning Sat, Sep 13, priced at $199 found 1 day ago
Bargain Flight
Mon, Sep 8 - Mon, Sep 22
LAX
Los Angeles Intl.
CLE
Hopkins Intl.
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Sep 8 from Los Angeles Intl. to Hopkins Intl., returning Mon, Sep 22, priced at $232 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 $71, 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 $71 right now, why wait?

Chesterland Flight Information
Destination airport
Hopkins Intl.
Destination airport IATA code
CLE
Roundtrip price
$71

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! (1,483 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! (1,247 reviews)
"THE STAFF WAS THE BEST"

Reviewed on Jul 25, 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! (1,211 reviews)
"This is a very nice hotel, however needs a bit of updating, bathrooms very dated and did have some mold in the calking behind sink. Expedia advertises it had a bar and restaurant, it is a restaurant with a bar, opens at 5 and closes at 10. Pool area very nice and clean. Valet was wonderful as well ..."

Reviewed on Jul 23, 2025

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Crowne Plaza Cleveland at Playhouse Square 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! (1,679 reviews)
Overall nice, dirty feet, and no grab and go br.
"The staff were very friendly. I wish I could give 5 stars but after exiting the shower only to see 30 mins later that I had black feet due to the carpet, I was disappointed. The breakfast was grab and go which I was okay with, I wasn’t okay with the limited options and one of the mornings during ..."

Reviewed on Jul 27, 2025

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Extended Stay America Premier Suites - Cleveland - Independence
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 Progressive Field and Rock and Roll Hall ...
9.6/10 Exceptional! (265 reviews)
"Great location. Staff were very helpful."

Reviewed on Jul 25, 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! (1,019 reviews)
"Great hotel @ great price. Right near progressive field & all downtown has to offer"

Reviewed on Jul 24, 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! (1,031 reviews)
Unique and Awesome stay
"Easy check-in, hotel was very unique utilizing the old arcade building from 1890. Rooms were larger than most in this price range. We self parked right next door for $35/night. Several restaurants are in the hotel, but you are in one of the best restaurant areas in the city. We walked to most places ..."

Reviewed on Jul 26, 2025

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Hyatt Regency Cleveland At The Arcade
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! (1,091 reviews)
"Loved everything about our stay!"

Reviewed on Jul 22, 2025

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Hilton Cleveland Downtown
See all 1,352 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.