Guest Houses in Southwest Side
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Our top choices for Southwest Side guest houses

A room with a wooden herringbone ceiling, a wall clock, and shelves with various decorative items and books.

A sign for Villa Dubois Guest House with a house symbol and text.

A living room with a grey sofa, wooden beams, a kitchen in the background, and a large plant.

A neatly made bed with a dark brown bedspread and white pillows, flanked by two bedside tables with lamps, a wooden headboard, and a wall-mounted clock.

1. Villa Dubois Guest House

Villa Dubois Guest House

2.0 star property

Bronzeville

8.4 out of 10, Very good, (132 reviews)

8.4/10

Very good

(132 reviews)

"Our stay was great! The staff answered all of my questions promptly, it was easy to find and not having to pay for parking was a nice bonus."

Allie

The price is ￥14,248

￥14,248

￥16,726 total

includes taxes & fees

Dec 13 - Dec 14

Villa Dubois Guest House

A modern hallway with a wooden floor, a staircase, and a wall with a brick pattern.

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

A bedroom with a large bed, a headboard, a wall-mounted artwork, and a window with curtains.

A modern living room with a fireplace, two armchairs, a sofa, and a large plant.

2. Mccormick Place Guest House

Mccormick Place Guest House

3.0 star property

Bronzeville

8.8 out of 10, Excellent, (77 reviews)

8.8/10

Excellent

(77 reviews)

"Great parking and big living room."

Jasmine

The price is ￥15,211

￥15,211

￥17,856 total

includes taxes & fees

Nov 18 - Nov 19

Mccormick Place Guest House

A black front door with the number 3305, a small window with a mesh screen, and a metal gate with decorative elements.

A kitchen with a coffee maker, a sink, and two bottles labeled "DISHES HANDS".

A hallway with a door, a framed picture on the wall, and a wooden floor.

A bedroom with a bed, bedside table, and a mirror on the wall.

3. Chicago Avenue Inn

Chicago Avenue Inn

2.0 star property

Humboldt Park

6.8 out of 10, (134 reviews)

6.8/10

(134 reviews)

"Clean place with a decent location."

Evelyn

The price is ￥7,981

￥7,981

￥18,326 total

includes taxes & fees

Nov 16 - Nov 17

Chicago Avenue Inn

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

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Search Guest Houses in Southwest Side

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Side guest houses

1. Villa Dubois Guest House

2. Mccormick Place Guest House

3. Chicago Avenue Inn

Learn more about Southwest Side

Explore a world of travel with Expedia