Willock Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Willock Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Suites Pittsburgh South by IHG
Price was $603, price is now $487 per person
$487
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip flight included
Chicago (MDW) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Bethel Park. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions South Hills Village and Montour Trail are located nearby.
This place is by far one of the worst hotels I came across. The rooms are dirty and carpet needs to be changed. The pool is very dirty like hair and debris everywhere. I absolutely regret coming here. I recommend anywhere else!
Reviewed on Aug 3, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $854, price is now $674 per person
$674
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip flight included
Chicago (MDW) 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.
Aire condicionado no se sentía casi
Reviewed on Aug 3, 2026
DoubleTree by Hilton Pittsburgh - Green Tree
Price was $775, price is now $639 per person
$639
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip flight included
Chicago (MDW) 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.
Everything about this particular hotel, home setting staff was very courteous, breakfast buffet was very delicious. Housekeeping stopped by to check to see if I needed any service. I was a two night stay. Front desk agents were very polite. Fitness center was clean pool area also well maintained.
Reviewed on Aug 3, 2026
Homewood Suites by Hilton Pittsburgh Southpointe
Price was $667, price is now $568 per person
$568
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip flight included
Chicago (MDW) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Canonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hollywood Casino at the Meadows and Southpointe Town Center are located nearby.
Beautiful hotel. Well maintained.
Reviewed on Aug 2, 2026
Hilton Garden Inn Pittsburgh/Southpointe
Price was $727, price is now $619 per person
$619
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip flight included
Chicago (MDW) to Pittsburgh (PIT)
Stay at this hotel in Canonsburg. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hollywood Casino at the Meadows and Printscape Arena at Southpointe are located nearby.
Clean room. Good restaurant
Reviewed on Aug 3, 2026
Hampton Inn & Suites Cranberry Pittsburgh
Price was $659, price is now $563 per person
$563
per person
Sep 4 - Sep 8
found 3 hours ago
Roundtrip flight included
Chicago (MDW) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Cranberry Township. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions UPMC Lemieux Sports Complex and Seven Fields Nature Preserve are located nearby.
I only stayed there fir a 5 hour sleep. Bed was comfortable, air wasn't noisy, hot shower. Clean.
Reviewed on Aug 2, 2026
Top Hotel Deals
Wingate by Wyndham Pittsburgh/West Mifflin
1340 Lebanon Church Rd West Mifflin PA
0.63 km from city center
Book a stay at this business-friendly hotel in West Mifflin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
10.84 km from city center
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 Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
11.86 km from city center
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acrisure Stadium and PNC Park ...
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
10.45 km from city center
Book a stay at this luxury hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue Pittsburgh PA
11.27 km from city center
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 ...
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies Pittsburgh PA
10.14 km from city center
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 ...
Drury Plaza Hotel Pittsburgh Downtown
745 Grant Street Pittsburgh PA
10.67 km from city center
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue Pittsburgh PA
10.62 km from city center
Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
Placemakr Downtown Pittsburgh at The Pennsylvanian
1100 Liberty Ave Pittsburgh PA
10.73 km from city center
Stay at this apartment in Pittsburgh. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions PPG Paints Arena and PNC ...
Pittsburgh Marriott City Center
112 Washington Pl Pittsburgh PA
10.27 km from city center
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
Hyatt Regency Pittsburgh International Airport
710 Aviation Avenue Pittsburgh PA
30.07 km from city center
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 ...
TRYP by Wyndham Pittsburgh/Lawrenceville
177 40th Street Pittsburgh PA
13.21 km from city center
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Hotel Indigo Pittsburgh East Liberty by IHG
123 North Highland Avenue Pittsburgh PA
12.77 km from city center
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 ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Sep 2 - Thu, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$210 Roundtrip, found 5 days ago
$210
Roundtrip
found 5 days ago
Sat, Aug 29 - Tue, Sep 15
CLT
Charlotte-Douglas Intl.
PIT
Pittsburgh Intl.
$210 Roundtrip, found 12 hours ago
$210
Roundtrip
found 12 hours ago
Tue, Sep 1 - Tue, Sep 8
LGA
LaGuardia
PIT
Pittsburgh Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Tue, Aug 25 - Tue, Sep 1
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Tue, Nov 24 - Fri, Nov 27
LGA
LaGuardia
PIT
Pittsburgh Intl.
$221 Roundtrip, found 2 days ago
$221
Roundtrip
found 2 days ago