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Chester

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Chester Flights as Low as $170

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

Frontier Airlines
Wed, Oct 21 - Thu, Oct 22
MCO
Orlando Intl.
PIT
Pittsburgh Intl.
$170 Roundtrip, found 5 days ago
$170
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Orlando Intl. to Pittsburgh Intl., returning Thu, Oct 22, priced at $170 found 5 days ago
Breeze Airways
Tue, Oct 6 - Sun, Oct 18
TPA
Tampa Intl.
PIT
Pittsburgh Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Oct 6 from Tampa Intl. to Pittsburgh Intl., returning Sun, Oct 18, priced at $197 found 2 days ago
Bargain Flight
Mon, Nov 9 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
PIT
Pittsburgh Intl.
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Mon, Nov 9 from Detroit Metropolitan Wayne County to Pittsburgh Intl., returning Sat, Nov 14, priced at $208 found 1 day ago
Delta
Wed, Nov 11 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
PIT
Pittsburgh Intl.
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Nov 11 from Detroit Metropolitan Wayne County to Pittsburgh Intl., returning Sat, Nov 14, priced at $219 found 2 days ago
Bargain Flight
Fri, Oct 30 - Mon, Nov 9
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$224 Roundtrip, found 11 hours ago
$224
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Fri, Oct 30 from Philadelphia Intl. to Pittsburgh Intl., returning Mon, Nov 9, priced at $224 found 11 hours ago
American Airlines
Wed, Nov 11 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
PIT
Pittsburgh Intl.
$239 Roundtrip, found 2 days ago
$239
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Nov 11 from Detroit Metropolitan Wayne County to Pittsburgh Intl., returning Sat, Nov 14, priced at $239 found 2 days ago
Allegiant Air
Wed, Oct 7 - Fri, Oct 9
PIE
St. Petersburg-Clearwater Intl.
PIT
Pittsburgh Intl.
$261 Roundtrip, found 3 days ago
$261
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Wed, Oct 7 from St. Petersburg-Clearwater Intl. to Pittsburgh Intl., returning Fri, Oct 9, priced at $261 found 3 days ago
Bargain Flight
Tue, Oct 13 - Wed, Oct 28
DFW
Dallas-Fort Worth Intl.
PIT
Pittsburgh Intl.
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 13 from Dallas-Fort Worth Intl. to Pittsburgh Intl., returning Wed, Oct 28, priced at $263 found 1 day ago
Southwest Airlines
Mon, Nov 9 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
PIT
Pittsburgh Intl.
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, Nov 9 from Detroit Metropolitan Wayne County to Pittsburgh Intl., returning Sat, Nov 14, priced at $265 found 1 day ago
Southwest Airlines
Tue, Oct 13 - Wed, Oct 28
DAL
Love Field
PIT
Pittsburgh Intl.
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 13 from Love Field to Pittsburgh Intl., returning Wed, Oct 28, priced at $277 found 1 day ago
Frontier Airlines
Mon, Oct 5 - Tue, Oct 6
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$278 Roundtrip, found 2 days ago
$278
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Oct 5 from Newark Liberty Intl. Airport to Pittsburgh Intl., returning Tue, Oct 6, priced at $278 found 2 days ago
Bargain Flight
Wed, Oct 14 - Tue, Oct 20
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Wed, Oct 14 from Los Angeles Intl. to Pittsburgh Intl., returning Tue, Oct 20, priced at $289 found 2 days ago
JetBlue Airways
Wed, Nov 11 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
PIT
Pittsburgh Intl.
$303 Roundtrip, found 2 days ago
$303
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Nov 11 from Detroit Metropolitan Wayne County to Pittsburgh Intl., returning Sat, Nov 14, priced at $303 found 2 days ago
Bargain Flight
Fri, Sep 25 - Wed, Sep 30
RSW
Southwest Florida Intl.
PIT
Pittsburgh Intl.
$372 Roundtrip, found 4 days ago
$372
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Fri, Sep 25 from Southwest Florida Intl. to Pittsburgh Intl., returning Wed, Sep 30, priced at $372 found 4 days ago
Frontier Airlines
Sat, Oct 3 - Tue, Oct 6
TTN
Mercer
PIT
Pittsburgh Intl.
$387 Roundtrip, found 1 day ago
$387
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 3 from Mercer to Pittsburgh Intl., returning Tue, Oct 6, priced at $387 found 1 day ago
Alaska Airlines
Mon, Nov 23 - Tue, Dec 8
PDX
Portland Intl.
PIT
Pittsburgh Intl.
$437 Roundtrip, found 5 hours ago
$437
Roundtrip
found 5 hours ago
Select Alaska Airlines flight, departing Mon, Nov 23 from Portland Intl. to Pittsburgh Intl., returning Tue, Dec 8, priced at $437 found 5 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 October, 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 11 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 $170, 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 $170 right now, why wait?

Chester Flight Information
Destination airport
Pittsburgh Intl.
Destination airport IATA code
PIT
Roundtrip price
$169

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! (1,783 reviews)
"From the time we approached the front desk they welcomed us like family. Which was much appreciated after a delayed flight, hunger and jet lag. The room also far exceeded our expectations. We’ll definitely visit again! Marshall Family"

Reviewed on Sep 23, 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 ...
8.2/10 Very Good! (2,382 reviews)
"Convenient for an early morning flight. Efficient shuttle service"

Reviewed on Sep 23, 2026

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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! (1,004 reviews)
"Nicole was the late-night front desk person and couldn’t have been friendlier or more helpful after our flight was cancelled. Superb support and assistance! Airport shuttle was great, too!"

Reviewed on Sep 23, 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 ...
8.6/10 Excellent! (1,000 reviews)
"The room was clean with almost new furniture. There was a nice desk area. However, not a single electrical outlet to plug the computer in or any other piece of equipment that required electricity. The whole room was almost devoid of outlets as I required one for my CPAP and really wanted to charge ..."

Reviewed on Sep 22, 2026

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Courtyard by Marriott Pittsburgh 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 WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our ...
6.4/10 (1,003 reviews)
"Run the other direction....From pulling up on bad roads to the hotel or the fact the awning is falling down, no real lighting. The next chapter the walls, hallways and room. The walls from the evaluator to 328. Dry wall, dry wall with no paint, to hole, the carpet from 2000. The room, the floor had ..."

Reviewed on Sep 19, 2026

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Wyndham Garden Pittsburgh Airport
Sheraton Pittsburgh Airport Hotel

Sheraton Pittsburgh Airport Hotel

3.5 out of 5
1160 Thorn Run 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 ...
8.6/10 Excellent! (1,002 reviews)
"I was surprised by the run down condition of the property that carries the Sheraton name. The staff were kind and helpful."

Reviewed on Sep 23, 2026

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Sheraton Pittsburgh Airport Hotel
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! (1,002 reviews)
"Clean room close to the airport. They have a 24 hour shuttle to and from the airport."

Reviewed on Sep 23, 2026

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DoubleTree by Hilton Pittsburgh Airport
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
See all 170 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.