Chicago Homestays

Explore local life with a homestay in Chicago. These stays may have a shared kitchen or laundry, adding a personal touch. Great for solo travelers or couples after an authentic cultural feel.

Trip.com Featured Homestays in Chicago

1. Dorothy's

• Travelers appreciate its Room service, CCTV in public areas, and Fire extinguisher.

• Based on 45 guest reviews, it scores 7.9/10.

• Wrigley Field is only 0.64 km away.

• Prices range from US$93 to US$986.

2. The Villa Toscana

• Offers Parking, Luggage storage, and CCTV in public areas.

• Rated 8.2/10 based on 100 reviews.

• Wrigley Field is only 0.65 km away.

• Price range: US$122-US$259.

3. The Sono Chicago

• Enjoy Parking, Luggage storage, and Wi-Fi in public areas.

• Based on 99 guest reviews, it scores 9.5/10.

• Convenient to Chicago History Museum, only 0.87 km.

• Price range: US$157-US$358.

All prices shown are for April 20-April 26, as listed on Trip.com.

Enter your dates to find homestays in Chicago for a cozy, local feel.

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Popular Homestays in Chicago

Check out the best homestays in Chicago for a home-like stay.

Top Picks

Lowest Price

Closest to Downtown

Top Reviewed

The Sono Chicago

Hotel near Old Town,Chicago

Featured facilities: Private bathroom, Shared kitchen, Luggage storage

Amazing

98 reviews

9.5/10

1 night

From US$157

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99+

The Villa Toscana

Hotel near Lakeview,Chicago

Featured facilities: Kitchen, Luggage storage, Parking

Very Good

100 reviews

8.2/10

1 night

From US$76

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99+

Villa d' Citta

Hotel near Lincoln Park,Chicago

Featured facilities: Private bathroom, Luggage storage, Parking

Great

42 reviews

9.2/10

1 night

From US$206

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McCormick Place Guest House

Hotel near Bronzeville,Chicago

Featured facilities: Kitchen, Parking

Good

22 reviews

7.7/10

1 night

From US$91

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99+

Dorothy's

Hotel near Lakeview,Chicago

Featured facilities: Shared kitchen, Clothes dryer, Luggage storage

Good

44 reviews

7.9/10

1 night

From US$46

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Kasa South Loop Chicago

Hotel near Chicago Loop,Chicago

Featured facilities: Private bathroom, Washing machine, Parking

Amazing

100 reviews

9.4/10

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99+

Wicker Park Inn

Hotel near Wicker Park,Chicago

Featured facilities: Private bathroom, Shared kitchen, Luggage storage

Very Good

52 reviews

8.9/10

1 night

From US$216

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99+

4BR Corporate Suite Central and Modern

Hotel near Near North Side,Chicago

With a stay at ENVITAE Hotel 4 Bedroom Luxury Apartments, you'll be centrally located in Chicago, within a 5-minute drive of Lake Michigan and Michigan Avenue. This hotel is 2.6 mi (4.2 km) from Chicago Riverwalk and 2.9 mi (4.6 km) from Wrigley Field. Enjoy the recreation opportunities such as a 24-hour fitness center or make use of other amenities including complimentary wireless internet access. Featured amenities include a 24-hour business center, an elevator, and coffee/tea in a common area. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 9 air-conditioned rooms featuring kitchens with refrigerators and ovens. 75-inch Smart televisions with digital programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include microwaves and coffee/tea makers.

Amazing

9.4/10

1 night

From US$190

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