Far Southwest Side Kid friendly Vacations

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4 Night Kid friendly vacations in Far Southwest Side

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

Hotel Riu Plaza Chicago

Downtown Chicago

￥261,166

per person

Nov 2 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (2,427 reviews)

The stay was fine. The lobby area is very nice so one feels one is in a 4 or 5 star hotel. I would come back to stay again. The breakfast was good, a lot of different foods. Inside the room was very clean and seemed new.

Reviewed on Sep 29, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

￥379,929

per person

Nov 1 - Nov 5

found 1 day ago

Roundtrip flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

Perfect location, beautiful view, nice staffs, excellently maintained room and facility!

Reviewed on Sep 28, 2025

The Emily Hotel

Downtown Chicago

￥288,542

per person

Nov 2 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (1,222 reviews)

Beautiful hotel in great walkable area. There were major renovations going on while we were there so our actual floor was a bit messy/busy, although the common areas remained lovely. Would stay again for the good location. All staff very nice.

Reviewed on Sep 29, 2025

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