Search Deals onChester Vacation Packages
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Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown
Price was $382, price is now $297 per person
$297
per person
Sep 27 - Sep 29
found 1 day ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and Acrisure Stadium are located nearby.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Save 100% on your flight
Price was $2,092, price is now $1,543 per person
$1,543
per person
Oct 9 - Oct 13
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
Stay at this 4-star apartment in Pittsburgh. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions PPG Paints Arena and PNC Park are located nearby.
Hotel Indigo Pittsburgh East Liberty by IHG
Price was $655, price is now $501 per person
$501
per person
Nov 14 - Nov 17
found 6 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Pittsburgh (PIT)
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Hawthorn Suites by Wyndham Wheeling at the Highlands
Price was $746, price is now $580 per person
$580
per person
Oct 8 - Oct 14
found 3 hours ago
Roundtrip flight included
Houston (IAH) to Pittsburgh (PIT)
Stay at this 3.5-star business-friendly hotel in Triadelphia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oglebay Park and The Highlands are located nearby.
Stay Pittsburgh
Price was $1,116, price is now $879 per person
$879
per person
Oct 9 - Oct 13
found 3 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Mountaineer Casino Resort
Price was $812, price is now $645 per person
$645
per person
Oct 8 - Oct 14
found 9 hours ago
Roundtrip flight included
Houston (IAH) to Pittsburgh (PIT)
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 rooms in our reviews. Popular attractions Mountaineer Casino and Waterford Park are located nearby.
The Westin Pittsburgh, a Marriott Hotel
Price was $1,305, price is now $1,046 per person
$1,046
per person
Oct 9 - Oct 13
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
Stay at this 4-star 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.
Fairmont Pittsburgh
Price was $454, price is now $373 per person
$373
per person
Sep 27 - Sep 29
found 1 day ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
Stay at this 4.5-star 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.
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, Dec 15 - Tue, Dec 16
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$60 Roundtrip, found 1 day ago
$60
Roundtrip
found 1 day ago
Thu, Sep 11 - Fri, Sep 12
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Wed, Sep 17 - Tue, Sep 23
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Wed, Sep 10 - Wed, Sep 17
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$109 Roundtrip, found 5 days ago
$109
Roundtrip
found 5 days ago
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