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Chester

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Chester Flights as Low as $137

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

Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
PIT
Pittsburgh Intl.
$137 Roundtrip, found 8 hours ago
$137
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Pittsburgh Intl., returning Sun, Aug 2, priced at $137 found 8 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
PIT
Pittsburgh Intl.
$142 Roundtrip, found 8 hours ago
$142
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Pittsburgh Intl., returning Sun, Aug 2, priced at $142 found 8 hours ago
United
Tue, Aug 25 - Wed, Aug 26
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$149 Roundtrip, found 15 hours ago
$149
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Aug 25 from Newark Liberty Intl. Airport to Pittsburgh Intl., returning Wed, Aug 26, priced at $149 found 15 hours ago
Delta
Tue, Sep 1 - Wed, Sep 9
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$190 Roundtrip, found 22 hours ago
$190
Roundtrip
found 22 hours ago
Select Delta flight, departing Tue, Sep 1 from Newark Liberty Intl. Airport to Pittsburgh Intl., returning Wed, Sep 9, priced at $190 found 22 hours ago
American Airlines
Tue, Aug 18 - Sat, Aug 22
FLL
Fort Lauderdale - Hollywood Intl.
PIT
Pittsburgh Intl.
$207 Roundtrip, found 6 days ago
$207
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Aug 18 from Fort Lauderdale - Hollywood Intl. to Pittsburgh Intl., returning Sat, Aug 22, priced at $207 found 6 days ago
JetBlue Airways
Wed, Jul 22 - Tue, Jul 28
FLL
Fort Lauderdale - Hollywood Intl.
PIT
Pittsburgh Intl.
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 22 from Fort Lauderdale - Hollywood Intl. to Pittsburgh Intl., returning Tue, Jul 28, priced at $212 found 2 days ago
JetBlue Airways
Mon, Aug 10 - Wed, Aug 26
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Aug 10 from Los Angeles Intl. to Pittsburgh Intl., returning Wed, Aug 26, priced at $227 found 2 days ago
JetBlue Airways
Tue, Jun 30 - Tue, Jul 14
MKE
General Mitchell Intl.
PIT
Pittsburgh Intl.
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 30 from General Mitchell Intl. to Pittsburgh Intl., returning Tue, Jul 14, priced at $269 found 1 day ago
Frontier Airlines
Sun, Aug 2 - Wed, Aug 5
DFW
Dallas-Fort Worth Intl.
PIT
Pittsburgh Intl.
$270 Roundtrip, found 21 hours ago
$270
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sun, Aug 2 from Dallas-Fort Worth Intl. to Pittsburgh Intl., returning Wed, Aug 5, priced at $270 found 21 hours ago
Delta
Wed, Jul 22 - Tue, Jul 28
XNA
Northwest Arkansas Regional
PIT
Pittsburgh Intl.
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 22 from Northwest Arkansas Regional to Pittsburgh Intl., returning Tue, Jul 28, priced at $285 found 1 day ago
Delta
Tue, Jul 21 - Wed, Jul 22
DAL
Love Field
PIT
Pittsburgh Intl.
$322 Roundtrip, found 13 hours ago
$322
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Jul 21 from Love Field to Pittsburgh Intl., returning Wed, Jul 22, priced at $322 found 13 hours ago
Delta
Fri, Jul 24 - Tue, Jul 28
FAR
Hector Intl.
PIT
Pittsburgh Intl.
$347 Roundtrip, found 16 hours ago
$347
Roundtrip
found 16 hours ago
Select Delta flight, departing Fri, Jul 24 from Hector Intl. to Pittsburgh Intl., returning Tue, Jul 28, priced at $347 found 16 hours ago
Alaska Airlines
Tue, Oct 27 - Sat, Nov 7
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$353 Roundtrip, found 6 days ago
$353
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Tue, Oct 27 from Los Angeles Intl. to Pittsburgh Intl., returning Sat, Nov 7, priced at $353 found 6 days ago
Breeze Airways
Thu, Jun 18 - Thu, Jun 25
GSP
Greenville-Spartanburg Intl.
PIT
Pittsburgh Intl.
$423 Roundtrip, found 18 hours ago
$423
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Thu, Jun 18 from Greenville-Spartanburg Intl. to Pittsburgh Intl., returning Thu, Jun 25, priced at $423 found 18 hours ago
Sun Country Airlines
Thu, Jul 30 - Thu, Aug 6
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$453 Roundtrip, found 1 day ago
$453
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Thu, Jul 30 from Los Angeles Intl. to Pittsburgh Intl., returning Thu, Aug 6, priced at $453 found 1 day ago
Bargain Flight
Wed, Jun 24 - Mon, Jun 29
SBA
Santa Barbara Municipal
PIT
Pittsburgh Intl.
$482 Roundtrip, found 13 hours ago
$482
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Wed, Jun 24 from Santa Barbara Municipal to Pittsburgh Intl., returning Mon, Jun 29, priced at $482 found 13 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 July, 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 15 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 $137, 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 $137 right now, why wait?

Chester Flight Information
Destination airport
Pittsburgh Intl.
Destination airport IATA code
PIT
Roundtrip price
$136

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! (1,685 reviews)
"Disappointed that the property is no longer connected to the Pittsburgh Airport via land bridge. Need to take a shuttle. Bit of a hassle."

Reviewed on Jun 11, 2026

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Hyatt Regency Pittsburgh International Airport
Wyndham Garden Pittsburgh Airport

Wyndham Garden Pittsburgh Airport

3 out of 5
1 Industry Lane Pittsburgh PA
Stay at this hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.6/10 (1,032 reviews)
"I arrived at the hotel around 10:00 PM with my young child, who was not feeling well and was already cranky from the long day of travel. To my surprise, I was informed that my reservation had been canceled. The front desk agent initially claimed that she had tried to contact me by phone. However, ..."

Reviewed on Jun 12, 2026

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Wyndham Garden Pittsburgh 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 ...
8.2/10 Very Good! (2,323 reviews)
"Everything was excellent. We stay at this location every time we go to Pittsburgh pa to see relatives & friends .it's always clean ,staff is helpful, parking is good. We will come again next visit ."

Reviewed on Jun 11, 2026

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La Quinta Inn by Wyndham 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! (1,006 reviews)
"Incredibly weak water pressure = showers take longer. Great reception and housekeeping staff. Very clean. Convenient location."

Reviewed on Jun 11, 2026

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DoubleTree by Hilton 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! (1,012 reviews)
"The hotel staff were very nice and accommodating. Thank you!"

Reviewed on Jun 12, 2026

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Pittsburgh Airport Inn and Suites
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! (1,009 reviews)
"Room were clean"

Reviewed on Jun 7, 2026

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Hilton Garden Inn 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! (1,000 reviews)
"Room was clean bed was comfy the hotel was updated"

Reviewed on Jun 9, 2026

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Sleep Inn & Suites Pittsburgh Airport
Hilton Garden Inn Pittsburgh Area Beaver Valley, PA

Hilton Garden Inn Pittsburgh Area Beaver Valley, PA

3 out of 5
2000 Wagner Rd Extension South Monaca PA
Book a stay at this business-friendly hotel in Monaca. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Cinemark Center Township ...
9.2/10 Wonderful! (470 reviews)
"We had a minor problem but staff was so kind, efficient, and helpful."

Reviewed on Jun 8, 2026

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Hilton Garden Inn Pittsburgh Area Beaver Valley, PA
See all 168 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.