Chicago, IL Guest Houses from ₩152,469

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

₩160,149 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

₩194,499 total

includes taxes & fees

Sep 24 - Sep 25

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

₩152,469 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

₩165,455 total

includes taxes & fees

Sep 27 - Sep 28

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Top Chicago Hotel Reviews

River Hotel

8/10 Good

"Great location. Smallish rooms. Comfortable bed and clean bathroom. The only problem was; the elevators are split between top floors and bottoms floors. 2 elevators for 1-10 and 2 elevators for 11-38. There was one elevator out of order due to regular maintenance, according to the sign. It never worked during my stay. 4 days. It could take 10-14 min waiting for an elevator."