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Chester

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Chester Flights as Low as $153

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

Frontier Airlines
Thu, Nov 12 - Thu, Nov 19
MCO
Orlando Intl.
PIT
Pittsburgh Intl.
$153 Roundtrip, found 11 hours ago
$153
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Orlando Intl. to Pittsburgh Intl., returning Thu, Nov 19, priced at $153 found 11 hours ago
Breeze Airways
Tue, Dec 8 - Tue, Dec 15
TPA
Tampa Intl.
PIT
Pittsburgh Intl.
$185 Roundtrip, found 11 hours ago
$185
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Tue, Dec 8 from Tampa Intl. to Pittsburgh Intl., returning Tue, Dec 15, priced at $185 found 11 hours ago
Frontier Airlines
Thu, Nov 12 - Thu, Nov 19
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$188 Roundtrip, found 3 hours ago
$188
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Hartsfield-Jackson Atlanta Intl. to Pittsburgh Intl., returning Thu, Nov 19, priced at $188 found 3 hours ago
Breeze Airways
Fri, Nov 6 - Wed, Nov 25
RDU
Raleigh - Durham Intl.
PIT
Pittsburgh Intl.
$195 Roundtrip, found 22 hours ago
$195
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Fri, Nov 6 from Raleigh - Durham Intl. to Pittsburgh Intl., returning Wed, Nov 25, priced at $195 found 22 hours ago
Bargain Flight
Fri, Oct 30 - Fri, Nov 13
RDU
Raleigh - Durham Intl.
PIT
Pittsburgh Intl.
$198 Roundtrip, found 7 hours ago
$198
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Fri, Oct 30 from Raleigh - Durham Intl. to Pittsburgh Intl., returning Fri, Nov 13, priced at $198 found 7 hours ago
Allegiant Air
Fri, Dec 11 - Mon, Dec 14
PIE
St. Petersburg-Clearwater Intl.
PIT
Pittsburgh Intl.
$204 Roundtrip, found 11 hours ago
$204
Roundtrip
found 11 hours ago
Select Allegiant Air flight, departing Fri, Dec 11 from St. Petersburg-Clearwater Intl. to Pittsburgh Intl., returning Mon, Dec 14, priced at $204 found 11 hours ago
Southwest Airlines
Thu, Nov 12 - Thu, Nov 19
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$207 Roundtrip, found 3 hours ago
$207
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Thu, Nov 12 from Hartsfield-Jackson Atlanta Intl. to Pittsburgh Intl., returning Thu, Nov 19, priced at $207 found 3 hours ago
Bargain Flight
Wed, Nov 18 - Sun, Nov 22
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$217 Roundtrip, found 10 hours ago
$217
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Wed, Nov 18 from Philadelphia Intl. to Pittsburgh Intl., returning Sun, Nov 22, priced at $217 found 10 hours ago
Bargain Flight
Tue, Nov 3 - Tue, Nov 17
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$226 Roundtrip, found 17 hours ago
$226
Roundtrip
found 17 hours ago
Select Bargain Flight flight, departing Tue, Nov 3 from Logan Intl. to Pittsburgh Intl., returning Tue, Nov 17, priced at $226 found 17 hours ago
American Airlines
Thu, Nov 12 - Thu, Nov 19
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$227 Roundtrip, found 3 hours ago
$227
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Thu, Nov 12 from Hartsfield-Jackson Atlanta Intl. to Pittsburgh Intl., returning Thu, Nov 19, priced at $227 found 3 hours ago
Delta
Thu, Nov 12 - Thu, Nov 19
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$233 Roundtrip, found 3 hours ago
$233
Roundtrip
found 3 hours ago
Select Delta flight, departing Thu, Nov 12 from Hartsfield-Jackson Atlanta Intl. to Pittsburgh Intl., returning Thu, Nov 19, priced at $233 found 3 hours ago
Delta
Tue, Oct 27 - Sat, Oct 31
LAS
Harry Reid Intl.
PIT
Pittsburgh Intl.
$287 Roundtrip, found 4 days ago
$287
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Oct 27 from Harry Reid Intl. to Pittsburgh Intl., returning Sat, Oct 31, priced at $287 found 4 days ago
Bargain Flight
Sat, Nov 7 - Wed, Nov 18
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$308 Roundtrip, found 11 hours ago
$308
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Sat, Nov 7 from Los Angeles Intl. to Pittsburgh Intl., returning Wed, Nov 18, priced at $308 found 11 hours ago
JetBlue Airways
Wed, Nov 4 - Sun, Nov 22
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Nov 4 from Philadelphia Intl. to Pittsburgh Intl., returning Sun, Nov 22, priced at $311 found 1 day ago
Bargain Flight
Tue, Nov 10 - Sat, Nov 14
BOI
Boise
PIT
Pittsburgh Intl.
$313 Roundtrip, found 8 hours ago
$313
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, Nov 10 from Boise to Pittsburgh Intl., returning Sat, Nov 14, priced at $313 found 8 hours ago
Bargain Flight
Mon, Nov 23 - Tue, Dec 8
PDX
Portland Intl.
PIT
Pittsburgh Intl.
$345 Roundtrip, found 14 hours ago
$345
Roundtrip
found 14 hours ago
Select Bargain Flight flight, departing Mon, Nov 23 from Portland Intl. to Pittsburgh Intl., returning Tue, Dec 8, priced at $345 found 14 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 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 10 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 $153, 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 $153 right now, why wait?

Chester Flight Information
Destination airport
Pittsburgh Intl.
Destination airport IATA code
PIT
Roundtrip price
$153

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 ...
9/10 Wonderful! (1,788 reviews)
"Luxury hotel vibes, but the PIT airport renovations included closing off the walkway straight from the hotel to the he airport. Ugh! Shuttles are frequent but take a good 10 minutes to circle around to a drop-off. Might as well compare rates with other hotels with shuttles."

Reviewed on Oct 14, 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 ...
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La Quinta Inn by Wyndham 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! (1,002 reviews)
"I picked this hotel in large part for the parking and airport shuttle which I confirmed with the front desk when I booked the room. I was told when I arrived to check in that the parking and shuttle were not available. I was told I could use the lot and shuttle next door for the same price of $10 ..."

Reviewed on Oct 14, 2026

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Pittsburgh Airport Inn and Suites
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
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! (1,000 reviews)
"Fabulous play to stay. Front desk staff Carrie was so informative, cheerful and helpful. Great staff member. Give her a RAISE ! Room was very clean and spacious. Warm cookies when we arrived were wonderful. We would definately stay again when coming to Pittsburgh."

Reviewed on Oct 13, 2026

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DoubleTree by Hilton 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! (589 reviews)
"Nice place. Slept like a baby. Ate at Jackson’s every night. Great food and place to rest."

Reviewed on Oct 12, 2026

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Hilton Garden Inn Pittsburgh Area Beaver Valley, PA
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! (1,000 reviews)
"Great stay"

Reviewed on Oct 12, 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 ...
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Sleep Inn & Suites 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.