Find Top Homestays in Chicago
For travellers seeking a homely atmosphere during their stay, booking a homestay in Chicago provides a unique, personalised experience. These accommodations often boast cosy, locally-inspired interiors and offer the chance to interact with the hosts. Many homestays feature shared kitchens and communal spaces, making them ideal for those desiring a more homely environment.
Trip.com Featured Homestays in Chicago
1. Dorothy's
• Travellers appreciate its Room Service, CCTV In Public Areas, and Fire Extinguisher.
• Rated 7.9/10 from 46 guest reviews.
• Wrigley Field is only 0.64km away.
• Price starts from S$ 104 to S$ 1,300.
2. The Sono Chicago
• Guests particularly enjoy the Parking, Luggage Storage, and Wi-Fi in Public Areas.
• Rated 9.5/10 from 99 guest reviews.
• Convenient to Chicago History Museum, only 0.87km.
• Price range: S$ 194-S$ 738.
3. The Villa Toscana
• Offers Parking, Luggage Storage, and CCTV In Public Areas.
• Rated 8.2/10 based on 101 reviews.
• Wrigley Field is only 0.65km away.
• Price range: S$ 138-S$ 398.
The above hotel prices are based on Trip.com for May 13-May 19.
Select your dates to find cosy homestays in Chicago.
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Hotel star rating
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Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+Popular Homestays in Chicago
Check out authentic homestays in Chicago for a local stay
Recommended
Lowest price
Closest to downtown
Top reviewed
1 night
From S$ 76
92
Hotel near Old Town,Chicago
Featured facilities: Private Bathroom, Shared Kitchen, Luggage Storage
Amazing
98 reviews
9.5/10
1 night
From S$ 165
79
41 reviews
7.4/10
1 night
From S$ 122
99+
Hotel near Lincoln Park,Chicago
Featured facilities: Private Bathroom, Luggage Storage, Parking
Great
42 reviews
9.2/10
1 night
From S$ 335
99+
Good
49 reviews
7.9/10
1 night
From S$ 55
81
Hotel near Chicago Loop,Chicago
Featured facilities: Private Bathroom, Washing Machine, Parking
Amazing
100 reviews
9.4/10
99+
Hotels in Chicago
Featured facilities: Private Bathroom, Shared Kitchen
Great
44 reviews
9.0/10
1 night
From S$ 160
99+
Hotel near Logan Square,Chicago
Featured facilities: Shared Kitchen, Laundry Service (On-Site), Clothes Dryer
Outstanding
97 reviews
9.8/10
1 night
From S$ 214
23
Hotel near River North,Chicago
Featured facilities: Kitchen, Washing Machine, Clothes Dryer
Outstanding
14 reviews
10/10
99+
Hotel near Wicker Park,Chicago
Featured facilities: Private Bathroom, Shared Kitchen, Luggage Storage
Very Good
52 reviews
8.9/10
1 night
From S$ 280
Latest Reviews for Chicago Hotels
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Find highly-rated hotels with real reviews and ratings to find the perfect stay!
8.2/10
Very Good
Llorna1Very very much like
6.6/10
GGuest User1, It's close to downtown — you can take an Uber for around 15 bucks, or walk about 500 meters to a bus station.
2, Super clean, well-equipped, and with a very comfortable bed.
3, It was easy to get in and out of the room.
FAQs
What are the best Homestays in Chicago?
Whether you are travelling to Chicago for business or tourism, Dorothy's (from S$ 104) , The Sono Chicago (from S$ 194) and The Villa Toscana (from S$ 138) are highly recommended as some of the best hotels.
What is the average rate for Homestays in Chicago?
For Homestays in Chicago, the average price on weekdays is S$ 422, and the average price on weekends (Friday - Saturday) is S$ 470.
What deals are available for Homestays in Chicago?
Trip.com provides various promotions and discounts for Homestays. You can check the promotions page to see the latest hotel promotions on Trip.com.
Homestays in Chicago information
| Total properties | 184 |
|---|---|
| Number of reviews | 1,310 |
| Weekend Avg. Price | S$ 470 |
| Weekday Avg. Price | S$ 422 |
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