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

Aveyonna

includes taxes & fees

23 Sept - 24 Sept

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

2. Villa Dubois Guest House

Bronzeville

Steven

includes taxes & fees

30 Aug - 31 Aug

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

3. Mccormick Place Guest House

Bronzeville

Arely

includes taxes & fees

31 Aug - 1 Sept

A spacious room with a marble table, two bar stools, a chandelier, and a door with an 'EXIT' sign.

4. The Plainfield Inn

Plainfield

Doug

includes taxes & fees

27 Aug - 28 Aug

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Top Chicago Hotel Reviews

Congress Plaza Hotel

8/10 Good

"Very good location. Walking distance to many attractions. Clean no frills room. Smaller TV that wasn’t HD. Shower was older and water didn’t get very hot. Overall good experience. Liked old school classic feel of the hotel."

L7 Chicago by LOTTE

10/10 Excellent

"Prime location on the river. Exciting night life, good food and shopping just outside the hotel. Staff were nice, responsive, and friendly. The Korean restaurant & bar on the first floor was an amazing experience- shout out to our bartender Christopher. They have a free coffee/cappuccino bar from 6am-6pm in the lobby. Our room was very spacious, clean & comfortable. All in all, a great stay & I’ll be a returning guest."

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