Southwest Side, IL Guest Houses from ₩154,834

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Our top choices for Southwest Side guest houses

A modern living room with a dark blue sofa, a glass coffee table, and a wooden log wall.

1. Mccormick Place Guest House

Bronzeville

Arely

₩154,834 total

includes taxes & fees

Aug 31 - Sep 1

A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.

2. Villa Dubois Guest House

Bronzeville

Steven

₩235,565 total

includes taxes & fees

Aug 31 - Sep 1

A corner building with a black door, numbered 3305, and a black iron fence in front.

3. Chicago Avenue Inn

Humboldt Park

Sandra

₩164,666 total

includes taxes & fees

Sep 30 - Oct 1

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Top Southwest Side Hotel Reviews

Eurostars Magnificent Mile

10/10 Excellent

"An amazing view paired with the very best customer service I heve received in years made our experience top notch!"

Hilton Chicago

10/10 Excellent

"The hotel was exceptionally beautifully and the staff were so friendly and helpful. We were there for the BTS concert and the hotel went out of their way to make the space welcoming to Army (fans) by setting up a designated spot for photo ops and meet ups! They also played BTS music in the lobby to help foster a fun and exciting atmosphere. Besides the electric atmosphere, the hotel itself was comfortable with many amenities available. The rooms were spacious clean. It was centrally located and we were walking distance to many restaurants and tourist sites. It was my first time in Chicago and when I go back for a visit, the Hilton Chicago will be my first choice for accommodations"