Search Cheap Flights to
Chester

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chester Flights as Low as $167

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

Breeze Airways
Mon, Aug 3 - Fri, Aug 14
BDL
Bradley Intl.
PIT
Pittsburgh Intl.
$167 Roundtrip, found 2 hours ago
$167
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Aug 3 from Bradley Intl. to Pittsburgh Intl., returning Fri, Aug 14, priced at $167 found 2 hours ago
Breeze Airways
Mon, Aug 3 - Fri, Aug 14
BDL
Bradley Intl.
PIT
Pittsburgh Intl.
$172 Roundtrip, found 2 hours ago
$172
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Aug 3 from Bradley Intl. to Pittsburgh Intl., returning Fri, Aug 14, priced at $172 found 2 hours ago
Breeze Airways
Mon, Aug 3 - Fri, Aug 14
BDL
Bradley Intl.
PIT
Pittsburgh Intl.
$177 Roundtrip, found 2 hours ago
$177
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Aug 3 from Bradley Intl. to Pittsburgh Intl., returning Fri, Aug 14, priced at $177 found 2 hours ago
Bargain Flight
Mon, Jul 13 - Mon, Jul 20
BDL
Bradley Intl.
PIT
Pittsburgh Intl.
$189 Roundtrip, found 2 hours ago
$189
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Mon, Jul 13 from Bradley Intl. to Pittsburgh Intl., returning Mon, Jul 20, priced at $189 found 2 hours ago
JetBlue Airways
Tue, Aug 25 - Tue, Sep 1
DEN
Denver Intl.
PIT
Pittsburgh Intl.
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 25 from Denver Intl. to Pittsburgh Intl., returning Tue, Sep 1, priced at $193 found 1 day ago
Frontier Airlines
Fri, Jul 24 - Wed, Jul 29
DFW
Dallas-Fort Worth Intl.
PIT
Pittsburgh Intl.
$244 Roundtrip, found 2 hours ago
$244
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jul 24 from Dallas-Fort Worth Intl. to Pittsburgh Intl., returning Wed, Jul 29, priced at $244 found 2 hours ago
Delta
Mon, Aug 3 - Fri, Aug 14
BDL
Bradley Intl.
PIT
Pittsburgh Intl.
$255 Roundtrip, found 2 hours ago
$255
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Aug 3 from Bradley Intl. to Pittsburgh Intl., returning Fri, Aug 14, priced at $255 found 2 hours ago
Frontier Airlines
Wed, Aug 19 - Sun, Sep 6
AUS
Austin-Bergstrom Intl.
PIT
Pittsburgh Intl.
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Austin-Bergstrom Intl. to Pittsburgh Intl., returning Sun, Sep 6, priced at $256 found 1 day ago
Frontier Airlines
Tue, Aug 11 - Sat, Aug 22
PNS
Pensacola Intl.
PIT
Pittsburgh Intl.
$258 Roundtrip, found 1 day ago
$258
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Pensacola Intl. to Pittsburgh Intl., returning Sat, Aug 22, priced at $258 found 1 day ago
American Airlines
Sat, Oct 3 - Tue, Oct 6
DFW
Dallas-Fort Worth Intl.
PIT
Pittsburgh Intl.
$259 Roundtrip, found 2 hours ago
$259
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Oct 3 from Dallas-Fort Worth Intl. to Pittsburgh Intl., returning Tue, Oct 6, priced at $259 found 2 hours ago
Bargain Flight
Fri, Sep 11 - Wed, Sep 23
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$259 Roundtrip, found 2 hours ago
$259
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Fri, Sep 11 from Los Angeles Intl. to Pittsburgh Intl., returning Wed, Sep 23, priced at $259 found 2 hours ago
United
Sat, Aug 1 - Sat, Aug 8
IAH
George Bush Intercontinental
PIT
Pittsburgh Intl.
$263 Roundtrip, found 2 hours ago
$263
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Aug 1 from George Bush Intercontinental to Pittsburgh Intl., returning Sat, Aug 8, priced at $263 found 2 hours ago
Delta
Tue, Oct 6 - Sat, Oct 10
BZN
Bozeman Yellowstone Intl.
PIT
Pittsburgh Intl.
$277 Roundtrip, found 23 hours ago
$277
Roundtrip
found 23 hours ago
Select Delta flight, departing Tue, Oct 6 from Bozeman Yellowstone Intl. to Pittsburgh Intl., returning Sat, Oct 10, priced at $277 found 23 hours ago
Delta
Sat, Oct 3 - Tue, Oct 6
DAL
Love Field
PIT
Pittsburgh Intl.
$279 Roundtrip, found 2 hours ago
$279
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Oct 3 from Love Field to Pittsburgh Intl., returning Tue, Oct 6, priced at $279 found 2 hours ago
Alaska Airlines
Fri, Sep 11 - Wed, Sep 23
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$361 Roundtrip, found 2 hours ago
$361
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Fri, Sep 11 from Los Angeles Intl. to Pittsburgh Intl., returning Wed, Sep 23, priced at $361 found 2 hours ago
American Airlines
Tue, Jul 21 - Tue, Jul 28
EGE
Eagle County Regional
PIT
Pittsburgh Intl.
$536 Roundtrip, found 23 hours ago
$536
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, Jul 21 from Eagle County Regional to Pittsburgh Intl., returning Tue, Jul 28, priced at $536 found 23 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 $167, 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 $167 right now, why wait?

Chester Flight Information
Destination airport
Pittsburgh Intl.
Destination airport IATA code
PIT
Roundtrip price
$166

Last Minute Hotel Deals in Chester

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)
"The property was well maintained and clean. The bed was comfortable and my room was clean and the in-room microwave, fridge, and coffee maker made the stay even better! The location has many good restaurants within walking distance. Parking was always available near my room and the airport is close ..."

Reviewed on Jul 2, 2026

Get rates
La Quinta Inn by Wyndham Pittsburgh Airport
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! (1,686 reviews)
"Nice stay for one night"

Reviewed on Jun 30, 2026

Get rates
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 (1,008 reviews)
"Bed was comfy. Toilet seat loose, holes in shower curtain. Restaurant closed for over 1 1/2 years,nobreakfast. Mold affected my allergies"

Reviewed on Jun 30, 2026

Get rates
Wyndham Garden Pittsburgh 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 ...
8.6/10 Excellent! (1,001 reviews)
"We are two healthy and mobile 81 years old old people but we were placed in a handicap room which was satisfactory for our needs. But we were surprised to see that there were no handicap assist bars near the toilet or the shower."

Reviewed on Jul 2, 2026

Get rates
Courtyard by Marriott 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! (1,003 reviews)
"Very close to airport and worth the money."

Reviewed on Jul 2, 2026

Get rates
Sheraton Pittsburgh Airport Hotel
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! (488 reviews)
"Always a great place to stay . Clean and comfortable. Staff are quick and so friendly and helpful"

Reviewed on Jul 2, 2026

Get rates
Hilton Garden Inn Pittsburgh Area Beaver Valley, PA
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)
"I had dinner in the restaurant and breakfast the next morning The food was very good and the bar staff who served me was excellent. The breakfast was fresh and good. The service was even better. The rooms were very large and very clean. I will stay at this property again and recommend it to those ..."

Reviewed on Jul 1, 2026

Get rates
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! (1,001 reviews)
"Very clean. Staff very friendly and courteous Especially the men working the shuttle."

Reviewed on Jul 2, 2026

Get rates
Pittsburgh Airport Inn and Suites
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.