West Side Luxury Holidays
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Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
per person
5 Nov - 9 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
This was property was centrally located next to everything that a first time visitor would like to experience. The access to the parks, museums, the Riverwalk and dining options makes for an enjoyable trip. The only downside was having to wait a considerable time for the elevators. Having 5 elevators and not all running at the same time, led to long wait times for a popular hotel with many guests.
Reviewed on 17 Aug 2025
Price found within the past 48 hours. Click for updated prices.
The St. Regis Chicago
Downtown Chicago
per person
24 Oct - 31 Oct
found 20 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (72 reviews)
Upon arrival there was a bit of confusion with our room not being ready but staff was quick to accommodate us with a 50$ credit to our room. Overall our stay was wonderful my kids loved the rooftop views, the pool and I loved the gym.
Reviewed on 2 May 2025
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
per person
5 Nov - 9 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
This was property was centrally located next to everything that a first time visitor would like to experience. The access to the parks, museums, the Riverwalk and dining options makes for an enjoyable trip. The only downside was having to wait a considerable time for the elevators. Having 5 elevators and not all running at the same time, led to long wait times for a popular hotel with many guests.
Reviewed on 17 Aug 2025
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.