Romantic Holidays in West Side 2026

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Price found within the past 48 hours. Click for updated prices.

The Talbott, Autograph Collection

Downtown Chicago

HK$20,423

per person

24 Nov - 30 Nov

found 1 day ago

Return direct flight included

Shanghai (PVG) to Chicago (ORD)

9.4/10 Exceptional! (165 reviews)

Trump International Hotel & Tower Chicago

Downtown Chicago

HK$26,095

per person

24 Nov - 30 Nov

found 1 day ago

Return direct flight included

Shanghai (PVG) to Chicago (ORD)

9.6/10 Exceptional! (2,003 reviews)

Hotel Riu Plaza Chicago

Downtown Chicago

HK$21,929

per person

24 Nov - 30 Nov

found 1 day ago

Return direct flight included

Shanghai (PVG) to Chicago (ORD)

9.4/10 Exceptional! (5,106 reviews)

The Riu Plaza is more of a 2-3 star hotel staying there this week. Here are the reasons I experienced. Bed linen and towels dirty for 2 days having to be changed by cleaning staff. One bathroom sink stopped up. We visited the restaurant on the roof which had a nice ambiance but the service was extremely slow with the spicy wings I ate that did not agree with my stomach. Unfortunately there is no business center on the premises. The self-parking garage the hotel recommended is very scary. Overall, we were highly disappointed with the 3 night stay at the Riu Plaza and do not recommend it.

Reviewed on 6 Sept 2026

Pendry Chicago

Downtown Chicago

HK$23,047

per person

24 Nov - 30 Nov

found 1 day ago

Return direct flight included

Shanghai (PVG) to Chicago (ORD)

9.2/10 Wonderful! (1,162 reviews)

The Pendry is an okay hotel. I wouldn’t stay here if you’re looking for a nice experience but it’s not bad. As many others have pointed out the AC in the rooms doesn’t work well enough to cool them down. A couple of the outlets in our room didn’t work and the room generally felt small and rundown. Check in was kind of abrasive and we weren’t told about morning coffee. Location was good.

Reviewed on 5 Sept 2026