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Chester

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Chester Flights as Low as $181

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

JetBlue Airways
Wed, Aug 26 - Sat, Aug 29
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$181 Roundtrip, found 16 hours ago
$181
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Wed, Aug 26 from John F. Kennedy Intl. to Pittsburgh Intl., returning Sat, Aug 29, priced at $181 found 16 hours ago
American Airlines
Wed, Aug 26 - Sat, Aug 29
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$181 Roundtrip, found 16 hours ago
$181
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Wed, Aug 26 from John F. Kennedy Intl. to Pittsburgh Intl., returning Sat, Aug 29, priced at $181 found 16 hours ago
Delta
Wed, Aug 26 - Sat, Aug 29
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$181 Roundtrip, found 16 hours ago
$181
Roundtrip
found 16 hours ago
Select Delta flight, departing Wed, Aug 26 from John F. Kennedy Intl. to Pittsburgh Intl., returning Sat, Aug 29, priced at $181 found 16 hours ago
JetBlue Airways
Wed, Jul 15 - Tue, Jul 21
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$185 Roundtrip, found 3 days ago
$185
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Jul 15 from John F. Kennedy Intl. to Pittsburgh Intl., returning Tue, Jul 21, priced at $185 found 3 days ago
Frontier Airlines
Wed, Jul 29 - Fri, Jul 31
MCO
Orlando Intl.
PIT
Pittsburgh Intl.
$194 Roundtrip, found 15 hours ago
$194
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Jul 29 from Orlando Intl. to Pittsburgh Intl., returning Fri, Jul 31, priced at $194 found 15 hours ago
American Airlines
Sat, Sep 12 - Mon, Sep 14
FLL
Fort Lauderdale - Hollywood Intl.
PIT
Pittsburgh Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 12 from Fort Lauderdale - Hollywood Intl. to Pittsburgh Intl., returning Mon, Sep 14, priced at $197 found 5 days ago
Delta
Tue, Jun 9 - Tue, Jun 16
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$203 Roundtrip, found 4 days ago
$203
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jun 9 from Philadelphia Intl. to Pittsburgh Intl., returning Tue, Jun 16, priced at $203 found 4 days ago
Bargain Flight
Fri, May 29 - Mon, Jun 1
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$244 Roundtrip, found 13 hours ago
$244
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Fri, May 29 from Philadelphia Intl. to Pittsburgh Intl., returning Mon, Jun 1, priced at $244 found 13 hours ago
Bargain Flight
Wed, Jun 17 - Tue, Jul 7
MSP
Minneapolis - St. Paul Intl.
PIT
Pittsburgh Intl.
$254 Roundtrip, found 4 days ago
$254
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Wed, Jun 17 from Minneapolis - St. Paul Intl. to Pittsburgh Intl., returning Tue, Jul 7, priced at $254 found 4 days ago
Delta
Tue, Jul 28 - Sat, Aug 8
GSO
Piedmont Triad Intl.
PIT
Pittsburgh Intl.
$259 Roundtrip, found 6 hours ago
$259
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Jul 28 from Piedmont Triad Intl. to Pittsburgh Intl., returning Sat, Aug 8, priced at $259 found 6 hours ago
Frontier Airlines
Sat, Jun 6 - Sat, Jun 13
TTN
Mercer
PIT
Pittsburgh Intl.
$260 Roundtrip, found 4 days ago
$260
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Jun 6 from Mercer to Pittsburgh Intl., returning Sat, Jun 13, priced at $260 found 4 days ago
Breeze Airways
Tue, Jul 14 - Sat, Jul 18
TPA
Tampa Intl.
PIT
Pittsburgh Intl.
$313 Roundtrip, found 14 hours ago
$313
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Tue, Jul 14 from Tampa Intl. to Pittsburgh Intl., returning Sat, Jul 18, priced at $313 found 14 hours ago
Delta
Sat, Jun 6 - Tue, Jun 9
BGR
Bangor Intl.
PIT
Pittsburgh Intl.
$314 Roundtrip, found 9 hours ago
$314
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Jun 6 from Bangor Intl. to Pittsburgh Intl., returning Tue, Jun 9, priced at $314 found 9 hours ago
Alaska Airlines
Wed, Oct 14 - Tue, Oct 20
SFO
San Francisco Intl.
PIT
Pittsburgh Intl.
$319 Roundtrip, found 5 days ago
$319
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Oct 14 from San Francisco Intl. to Pittsburgh Intl., returning Tue, Oct 20, priced at $319 found 5 days ago
Sun Country Airlines
Thu, Jun 18 - Sun, Jun 21
MSP
Minneapolis - St. Paul Intl.
PIT
Pittsburgh Intl.
$335 Roundtrip, found 5 days ago
$335
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Thu, Jun 18 from Minneapolis - St. Paul Intl. to Pittsburgh Intl., returning Sun, Jun 21, priced at $335 found 5 days ago
Delta
Tue, Jun 30 - Wed, Jul 8
PDX
Portland Intl.
PIT
Pittsburgh Intl.
$431 Roundtrip, found 11 hours ago
$431
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Jun 30 from Portland Intl. to Pittsburgh Intl., returning Wed, Jul 8, priced at $431 found 11 hours ago

Cheap Flights to Chester

Fall in love at first flight with your vacation to Chester 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 Chester on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Chester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chester 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 PIT airport.

What is the cheapest month to fly to Chester?

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 Chester are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chester?

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 Chester.

What airport is best to fly into Chester?

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

How much are flights to Chester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $181, 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 Chester?

The trick to saving a stack of cash on your flight to Chester? 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 $181 right now, why wait?

Chester Flight Information
Destination airport
Pittsburgh Intl.
Destination airport IATA code
PIT
Roundtrip price
$181

Last Minute Hotel Deals in Chester

Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
710 Aviation Avenue Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
9.2/10 Wonderful! (1,647 reviews)
"Full service modern hotel and the free shuttle is so convenient. Just a five minute ride back and forth 24/7. My only suggestion is a coffee shop or coffee shop offerings. Would stay again for sure! Very relaxing for an airport hotel."

Reviewed on May 20, 2026

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Hyatt Regency Pittsburgh International Airport
La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

3 out of 5
8507 University Blvd Coraopolis PA
Book a stay at this family-friendly hotel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (2,272 reviews)
"We were so happy with our stay. Close to PIT airport. Clean room. Friendly staff."

Reviewed on May 21, 2026

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La Quinta Inn by Wyndham Pittsburgh Airport
Sleep Inn & Suites Pittsburgh Airport

Sleep Inn & Suites Pittsburgh Airport

2.5 out of 5
1000 Park Lane Drive Sleep Inn Bldg B Pittsburgh PA
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,002 reviews)
"The room reek of a weird odor. I only picked this place cause it was close to the airport. I was afraid to get in the actual bed so I just put a sheet on top and slept very uncomfortably. If I would’ve had a second chance, I would’ve stayed somewhere else or just slept in my vehicle. Would not ..."

Reviewed on May 20, 2026

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Sleep Inn & Suites Pittsburgh Airport
DoubleTree by Hilton Pittsburgh Airport

DoubleTree by Hilton Pittsburgh Airport

4 out of 5
8402 University Blvd Coraopolis PA
Book a stay at this business-friendly hotel in Coraopolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,001 reviews)
"We loved the separate living area and bedroom. The breakfast was great. All of the staff were very pleasant. We loved that we could walk to the Lynnwood light rail station to go to Seattle, a Mariners game, and the Airpot."

Reviewed on May 21, 2026

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DoubleTree by Hilton Pittsburgh Airport
Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
9600 University Blvd Coraopolis PA
Book a stay at this business-friendly hotel in Coraopolis. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
9/10 Wonderful! (1,002 reviews)
"great people"

Reviewed on May 17, 2026

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Hilton Garden Inn Pittsburgh Airport
Pittsburgh Airport Inn and Suites

Pittsburgh Airport Inn and Suites

2.5 out of 5
8514 University Boulevard Coraopolis PA
Stay at this hotel in Coraopolis. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (1,001 reviews)
"The room was very clean and modern/current. It was like i walked into a new place! The service was very friendly, professional, and personable. I will stay here again."

Reviewed on May 19, 2026

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Pittsburgh Airport Inn and Suites
Mountaineer Casino Resort

Mountaineer Casino Resort

4 out of 5
1420 Mountaineer Circle New Cumberland WV
Book a stay at this spa resort in New Cumberland. Enjoy free WiFi, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,001 reviews)
"I enjoy the amenities and will come back again. Hopefully next time they’ll replace the maraschino cherries with a good dark cherries that you use in an old-fashioned. I had dinner at the fine dining restaurant L VK. It was hard to get a reservation yet. No one was really there when I arrived it ..."

Reviewed on May 22, 2026

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Mountaineer Casino Resort
Courtyard by Marriott Pittsburgh Airport

Courtyard by Marriott Pittsburgh Airport

3 out of 5
450 Cherrington Pkwy Coraopolis PA
Book a stay at this business-friendly hotel in Coraopolis. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.6/10 Excellent! (1,001 reviews)
"Great bartender"

Reviewed on May 12, 2026

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Courtyard by Marriott Pittsburgh Airport
See all 167 properties in Chester
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.