Chicago Guest Houses

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Our top choices for Chicago guest houses

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

1. Chicago Avenue Inn

Humboldt Park

Evelyn

P7,401 total

includes taxes & fees

Oct 20 - Oct 21

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

2. Villa Dubois Guest House

Bronzeville

Robert

P8,988 total

includes taxes & fees

Sep 25 - Sep 26

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

3. Mccormick Place Guest House

Bronzeville

Tyler

P7,046 total

includes taxes & fees

Sep 29 - Sep 30

A spacious entryway with a dining table, a chandelier, and a double door.

4. The Plainfield Inn

Plainfield

Lucas

P7,646 total

includes taxes & fees

Sep 27 - Sep 28

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Top Chicago Hotel Reviews

Fairmont Chicago at Millennium Park

10/10 Excellent

"Beautiful hotel and great location."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"The property was very well maintained, and the staff was friendly and helpful. No complaints at all. However, I noticed on several occasions that food was being delivered by kitchen staff to rooms and the trays were uncovered. The public elevators were used and in my opinion that was very unsanitary. Other than that, everything was good."

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