Search Cheap Flights to
Chester

Photo by Bill Dillard

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chester Flights as Low as $78

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

Spirit Airlines
Thu, Apr 17 - Sun, Apr 20
TPA
Tampa Intl.
PIT
Pittsburgh Intl.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Apr 17 from Tampa Intl. to Pittsburgh Intl., returning Sun, Apr 20, priced at $78 found 1 day ago
Spirit Airlines
Thu, Apr 17 - Sun, Apr 20
TPA
Tampa Intl.
PIT
Pittsburgh Intl.
$83 Roundtrip, found 1 day ago
$83
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Apr 17 from Tampa Intl. to Pittsburgh Intl., returning Sun, Apr 20, priced at $83 found 1 day ago
Spirit Airlines
Wed, Apr 9 - Tue, Apr 15
ORD
O'Hare Intl.
PIT
Pittsburgh Intl.
$156 Roundtrip, found 7 hours ago
$156
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Wed, Apr 9 from O'Hare Intl. to Pittsburgh Intl., returning Tue, Apr 15, priced at $156 found 7 hours ago
American Airlines
Tue, Apr 8 - Tue, Apr 15
ORD
O'Hare Intl.
PIT
Pittsburgh Intl.
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Apr 8 from O'Hare Intl. to Pittsburgh Intl., returning Tue, Apr 15, priced at $157 found 6 days ago
Spirit Airlines
Tue, May 13 - Sun, May 18
CLT
Charlotte-Douglas Intl.
PIT
Pittsburgh Intl.
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, May 13 from Charlotte-Douglas Intl. to Pittsburgh Intl., returning Sun, May 18, priced at $169 found 2 days ago
Frontier Airlines
Tue, Apr 1 - Wed, Apr 9
CVG
Cincinnati - Northern Kentucky Intl.
PIT
Pittsburgh Intl.
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Cincinnati - Northern Kentucky Intl. to Pittsburgh Intl., returning Wed, Apr 9, priced at $172 found 1 day ago
Delta
Fri, Apr 11 - Tue, Apr 15
ORD
O'Hare Intl.
PIT
Pittsburgh Intl.
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Apr 11 from O'Hare Intl. to Pittsburgh Intl., returning Tue, Apr 15, priced at $177 found 4 days ago
Breeze Airways
Wed, Apr 9 - Wed, Apr 16
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$205 Roundtrip, found 5 days ago
$205
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Apr 9 from Los Angeles Intl. to Pittsburgh Intl., returning Wed, Apr 16, priced at $205 found 5 days ago
Sun Country Airlines
Sun, Aug 3 - Fri, Aug 15
MSP
Minneapolis - St. Paul Intl.
PIT
Pittsburgh Intl.
$219 Roundtrip, found 5 days ago
$219
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Sun, Aug 3 from Minneapolis - St. Paul Intl. to Pittsburgh Intl., returning Fri, Aug 15, priced at $219 found 5 days ago
JetBlue Airways
Wed, Apr 9 - Tue, Apr 15
ORD
O'Hare Intl.
PIT
Pittsburgh Intl.
$222 Roundtrip, found 7 hours ago
$222
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Apr 9 from O'Hare Intl. to Pittsburgh Intl., returning Tue, Apr 15, priced at $222 found 7 hours ago
Delta
Mon, Jun 23 - Wed, Jul 2
CAE
Columbia Metropolitan
PIT
Pittsburgh Intl.
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jun 23 from Columbia Metropolitan to Pittsburgh Intl., returning Wed, Jul 2, priced at $223 found 1 day ago
American Airlines
Mon, Mar 31 - Wed, Apr 9
LEX
Blue Grass
PIT
Pittsburgh Intl.
$234 Roundtrip, found 1 day ago
$234
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Mar 31 from Blue Grass to Pittsburgh Intl., returning Wed, Apr 9, priced at $234 found 1 day ago
United
Thu, Apr 17 - Sun, Apr 20
TPA
Tampa Intl.
PIT
Pittsburgh Intl.
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago
Select United flight, departing Thu, Apr 17 from Tampa Intl. to Pittsburgh Intl., returning Sun, Apr 20, priced at $241 found 1 day ago
Delta
Sat, Apr 5 - Thu, Apr 10
BGR
Bangor Intl.
PIT
Pittsburgh Intl.
$254 Roundtrip, found 4 days ago
$254
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Apr 5 from Bangor Intl. to Pittsburgh Intl., returning Thu, Apr 10, priced at $254 found 4 days ago
Delta
Sat, Apr 5 - Tue, Apr 8
MSN
Dane County Regional
PIT
Pittsburgh Intl.
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Apr 5 from Dane County Regional to Pittsburgh Intl., returning Tue, Apr 8, priced at $284 found 1 day ago
Alaska Airlines
Thu, Jun 19 - Tue, Jun 24
LAX
Los Angeles Intl.
PIT
Pittsburgh Intl.
$577 Roundtrip, found 17 hours ago
$577
Roundtrip
found 17 hours ago
Select Alaska Airlines flight, departing Thu, Jun 19 from Los Angeles Intl. to Pittsburgh Intl., returning Tue, Jun 24, priced at $577 found 17 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 April, 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 16 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 $78, 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 $78 right now, why wait?

Chester Flight Information
Destination airport
Pittsburgh Intl.
Destination airport IATA code
PIT
Roundtrip price
$78

Last Minute Hotel Deals in Chester

La Quinta Inn by Wyndham Pittsburgh Airport
La Quinta Inn by Wyndham Pittsburgh Airport
2.5 out of 5
8507 University Blvd, Coraopolis, PA
The price is $84 per night from Mar 30 to Mar 31
$84
includes taxes & fees
Mar 30 - Mar 31
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 ...
7.8/10 Good! (1,869 reviews)
"Polite, helpful staff."

Reviewed on Mar 23, 2025

La Quinta Inn by Wyndham Pittsburgh Airport
Hyatt Regency Pittsburgh International Airport
Hyatt Regency Pittsburgh International Airport
3.5 out of 5
1111 Airport Blvd, Pittsburgh, PA
The price is $193 per night from Mar 30 to Mar 31
$193
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3.5-star eco-certified hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar ...
8.8/10 Excellent! (1,451 reviews)
"-"

Reviewed on Mar 24, 2025

Hyatt Regency Pittsburgh International Airport
Wyndham Garden Pittsburgh Airport
Wyndham Garden Pittsburgh Airport
3 out of 5
1 Industry Lane, Pittsburgh, PA
The price is $73 per night from Mar 28 to Mar 29
$73
includes taxes & fees
Mar 28 - Mar 29
Stay at this 3-star hotel in Pittsburgh. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
6.6/10 (1,001 reviews)
"Close to the airport. Quiet area."

Reviewed on Mar 2, 2025

Wyndham Garden Pittsburgh Airport
DoubleTree by Hilton Pittsburgh Airport
DoubleTree by Hilton Pittsburgh Airport
4 out of 5
8402 University Blvd, Coraopolis, PA
The price is $140 per night from Apr 20 to Apr 21
$140
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4-star 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)
Job interview trip
"Love double tree’s!! Excellent all the way around!! Close to the airport, room was quiet and comfortable!"

Reviewed on Mar 13, 2025

DoubleTree by Hilton Pittsburgh Airport
Courtyard by Marriott Pittsburgh Airport
Courtyard by Marriott Pittsburgh Airport
3 out of 5
450 Cherrington Pkwy, Coraopolis, PA
The price is $109 per night from Apr 13 to Apr 14
$109
includes taxes & fees
Apr 13 - Apr 14
Stay at this 3-star 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)
"Great"

Reviewed on Mar 22, 2025

Courtyard by Marriott Pittsburgh Airport
Mountaineer Casino Resort
Mountaineer Casino Resort
3.5 out of 5
1420 Mountaineer Circle, New Cumberland, WV
The price is $130 per night from Mar 26 to Mar 27
$130
includes taxes & fees
Mar 26 - Mar 27
Stay at this 3.5-star spa resort in New Cumberland. Enjoy free WiFi, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,000 reviews)
"Excellent service from beginning to end"

Reviewed on Mar 22, 2025

Mountaineer Casino Resort
Hilton Garden Inn Pittsburgh Airport
Hilton Garden Inn Pittsburgh Airport
3 out of 5
9600 University Blvd, Moon Township, Coraopolis, PA
The price is $144 per night from Apr 18 to Apr 19
$144
includes taxes & fees
Apr 18 - Apr 19
Stay at this 3-star 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)
"This is a great place to stay if you’re flying out of the Pittsburgh airport. Friendly staff, clean facility and free shuttle transportation to the airport."

Reviewed on Mar 16, 2025

Hilton Garden Inn Pittsburgh Airport
Sleep Inn & Suites Pittsburgh
Sleep Inn & Suites Pittsburgh
2.5 out of 5
1000 Park Lane Drive Sleep Inn Bldg B, Pittsburgh, PA
The price is $87 per night from Mar 28 to Mar 29
$87
includes taxes & fees
Mar 28 - Mar 29
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! (944 reviews)
"This is the second year our group has stayed here. Rooms were easy to book, very clean and comfortable. The staff were friendly and efficient."

Reviewed on Mar 23, 2025

Sleep Inn & Suites Pittsburgh
See all 123 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.