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Chester

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Chester Flights as Low as $162

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

Breeze Airways
Tue, Nov 3 - Tue, Nov 17
TPA
Tampa Intl.
PIT
Pittsburgh Intl.
$162 Roundtrip, found 5 days ago
$162
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Nov 3 from Tampa Intl. to Pittsburgh Intl., returning Tue, Nov 17, priced at $162 found 5 days ago
JetBlue Airways
Sat, Sep 19 - Tue, Sep 22
FLL
Fort Lauderdale - Hollywood Intl.
PIT
Pittsburgh Intl.
$164 Roundtrip, found 17 hours ago
$164
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Sat, Sep 19 from Fort Lauderdale - Hollywood Intl. to Pittsburgh Intl., returning Tue, Sep 22, priced at $164 found 17 hours ago
Frontier Airlines
Thu, Sep 3 - Wed, Sep 9
IAH
George Bush Intercontinental
PIT
Pittsburgh Intl.
$171 Roundtrip, found 5 days ago
$171
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Sep 3 from George Bush Intercontinental to Pittsburgh Intl., returning Wed, Sep 9, priced at $171 found 5 days ago
United
Tue, Aug 25 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to Pittsburgh Intl., returning Tue, Sep 1, priced at $200 found 1 day ago
Bargain Flight
Tue, Sep 15 - Tue, Oct 6
LGA
LaGuardia
PIT
Pittsburgh Intl.
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Sep 15 from LaGuardia to Pittsburgh Intl., returning Tue, Oct 6, priced at $200 found 1 day ago
Frontier Airlines
Sat, Aug 22 - Wed, Sep 9
DFW
Dallas-Fort Worth Intl.
PIT
Pittsburgh Intl.
$201 Roundtrip, found 5 days ago
$201
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Dallas-Fort Worth Intl. to Pittsburgh Intl., returning Wed, Sep 9, priced at $201 found 5 days ago
Allegiant Air
Fri, Sep 18 - Mon, Sep 21
PIE
St. Petersburg-Clearwater Intl.
PIT
Pittsburgh Intl.
$203 Roundtrip, found 2 days ago
$203
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Sep 18 from St. Petersburg-Clearwater Intl. to Pittsburgh Intl., returning Mon, Sep 21, priced at $203 found 2 days ago
JetBlue Airways
Sat, Sep 19 - Tue, Sep 22
FLL
Fort Lauderdale - Hollywood Intl.
PIT
Pittsburgh Intl.
$210 Roundtrip, found 17 hours ago
$210
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Sat, Sep 19 from Fort Lauderdale - Hollywood Intl. to Pittsburgh Intl., returning Tue, Sep 22, priced at $210 found 17 hours ago
Delta
Mon, Sep 21 - Tue, Oct 6
IAH
George Bush Intercontinental
PIT
Pittsburgh Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Sep 21 from George Bush Intercontinental to Pittsburgh Intl., returning Tue, Oct 6, priced at $217 found 3 days ago
American Airlines
Thu, Aug 27 - Tue, Sep 1
LGA
LaGuardia
PIT
Pittsburgh Intl.
$219 Roundtrip, found 6 days ago
$219
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Aug 27 from LaGuardia to Pittsburgh Intl., returning Tue, Sep 1, priced at $219 found 6 days ago
JetBlue Airways
Tue, Sep 1 - Sat, Sep 5
DEN
Denver Intl.
PIT
Pittsburgh Intl.
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Sep 1 from Denver Intl. to Pittsburgh Intl., returning Sat, Sep 5, priced at $237 found 6 days ago
Southwest Airlines
Sat, Oct 3 - Tue, Oct 6
DAL
Love Field
PIT
Pittsburgh Intl.
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Oct 3 from Love Field to Pittsburgh Intl., returning Tue, Oct 6, priced at $237 found 2 days ago
Bargain Flight
Fri, Aug 21 - Mon, Aug 24
RSW
Southwest Florida Intl.
PIT
Pittsburgh Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Aug 21 from Southwest Florida Intl. to Pittsburgh Intl., returning Mon, Aug 24, priced at $247 found 1 day ago
Bargain Flight
Sun, Aug 30 - Sun, Sep 6
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$261 Roundtrip, found 15 hours ago
$261
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Sun, Aug 30 from Los Angeles Intl. to Pittsburgh Intl., returning Sun, Sep 6, priced at $261 found 15 hours ago
Bargain Flight
Tue, Sep 29 - Sat, Oct 17
PHX
Sky Harbor Intl.
PIT
Pittsburgh Intl.
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Sep 29 from Sky Harbor Intl. to Pittsburgh Intl., returning Sat, Oct 17, priced at $288 found 1 day ago
Alaska Airlines
Tue, Sep 29 - Sat, Oct 17
PHX
Sky Harbor Intl.
PIT
Pittsburgh Intl.
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Sep 29 from Sky Harbor Intl. to Pittsburgh Intl., returning Sat, Oct 17, priced at $313 found 1 day 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 November, 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 12 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 $162, 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 $162 right now, why wait?

Chester Flight Information
Destination airport
Pittsburgh Intl.
Destination airport IATA code
PIT
Roundtrip price
$162

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 ...
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Hyatt Regency Pittsburgh International Airport
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 ...
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Courtyard by Marriott 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 ...
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La Quinta Inn by Wyndham 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! (526 reviews)
"There was no linen change for our two night stay. Also, we had to go to front desk to get fresh towels. Policy overrides customer needs. Not even close to Marriott facilities. Last time we stay at a Hilton. G Howarth"

Reviewed on Aug 3, 2026

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Hilton Garden Inn Pittsburgh Area Beaver Valley, PA
Microtel Inn & Suites By Wyndham Beaver Falls

Microtel Inn & Suites By Wyndham Beaver Falls

2.5 out of 5
2801 Darlington Rd Beaver Falls PA
Book a stay at this golf hotel in Beaver Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,008 reviews)
"Clean hotel, helpful, and friendly staff and great amenities! Everything I’ve come up about this hotel with every stay!"

Reviewed on Aug 3, 2026

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Microtel Inn & Suites By Wyndham Beaver Falls
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! (1,007 reviews)
"Clean. Comfortable beds. Helpful staff even when we arrived in the middle of the night. Price was amazing for including breakfast and Parking"

Reviewed on Aug 3, 2026

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Pittsburgh Airport Inn and Suites
Pittsburgh Airport Marriott

Pittsburgh Airport Marriott

3.5 out of 5
777 Aten Rd 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 in our ...
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Pittsburgh Airport Marriott
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! (1,004 reviews)
"The hotel was attractive. The room was large and comfortable. There was no hot water for a morning shower. The woman who checked us in wasn’t knowledgeable about how to solve our problem. She spent a long time trying before she called a manager. There were 5 eating dinner and we found our food below ..."

Reviewed on Aug 1, 2026

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DoubleTree by Hilton Pittsburgh Airport
See all 172 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.