Search Deals onChester Vacation Packages
Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport
Price was $625, price is now $531 per person
$531
per person
Jan 15 - Jan 18
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
Book a stay at this business-friendly motel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the property condition in our reviews. Popular attractions The Mall at Robinson and UPMC Events Center are located nearby.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Price was $1,350, price is now $1,020 per person
$1,020
per person
Dec 19 - Dec 26
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Stay Pittsburgh
Price was $951, price is now $764 per person
$764
per person
Dec 18 - Dec 21
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
Stay at this aparthotel in Pittsburgh. Enjoy free WiFi, laundry facilities, and satellite TV channels. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Fairmont Pittsburgh
Price was $892, price is now $747 per person
$747
per person
Jan 15 - Jan 18
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
Book a stay at this luxury hotel in Pittsburgh. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and PPG Paints Arena are located nearby.
Garage parking was super convenient and easy, rooms were clean and very comfortable.
Reviewed on Nov 8, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
Price was $769, price is now $651 per person
$651
per person
Jan 15 - Jan 18
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
Stay at this hotel in Pittsburgh. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Acrisure Stadium and PNC Park are located nearby.
Kimpton Hotel Monaco Pittsburgh by IHG
Price was $954, price is now $818 per person
$818
per person
Jan 15 - Jan 18
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
Book a stay at this luxury hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
The Westin Pittsburgh, a Marriott Hotel
Price was $1,156, price is now $993 per person
$993
per person
Dec 19 - Dec 21
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Hampton Inn & Suites Pittsburgh-Downtown
Price was $741, price is now $642 per person
$642
per person
Jan 15 - Jan 18
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
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 staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Well, there was no working water in our shower. Kind of a bummer to find out about when you are rushing to an event at Pitt early in the morning.
Not enough time to fix it, so the use of the room was all waste.
Reviewed on Nov 7, 2026
Chester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Nov 23 - Fri, Nov 27
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$187 Roundtrip, found 9 hours ago
$187
Roundtrip
found 9 hours ago
Tue, Dec 15 - Sat, Dec 19
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$189 Roundtrip, found 14 hours ago
$189
Roundtrip
found 14 hours ago
Tue, Jan 12 - Sat, Jan 30
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$193 Roundtrip, found 9 hours ago
$193
Roundtrip
found 9 hours ago
Sun, Nov 22 - Mon, Nov 23
LGA
LaGuardia
PIT
Pittsburgh Intl.
$195 Roundtrip, found 9 hours ago
$195
Roundtrip
found 9 hours ago
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