Far Southwest Side Pet-friendly Vacations

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Top Pet-friendly vacation packages in Far Southwest Side

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

Hilton Orrington / Evanston

Downtown Evanston

￥209,204

per person

Mar 17 - Mar 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

7.6/10 Good! (1,002 reviews)

Staff were very courteous and helpful. The room was pleasant.

Reviewed on Jan 31, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

￥217,344

per person

Mar 17 - Mar 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Room was clean, comfortable and quiet.

Reviewed on Jan 30, 2026

Pendry Chicago

Downtown Chicago

￥225,989

per person

Mar 17 - Mar 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,130 reviews)

Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.

Reviewed on Jan 31, 2026