Chicago Homestays
If you're a traveler looking for more than just a room, booking a homestay in Chicago is the perfect move. It provides a rich, personal environment, whether you're traveling alone and crave conversation or are with your family and want a deeper cultural immersion. The best part is often the insider advice you'll get from your host, turning a simple stay into a memorable experience.
Trip.com Featured Homestays in Chicago
1. Dorothy's
• Your stay includes Room service, CCTV in public areas, and Fire extinguisher.
• A 7.9/10 rating based on 49 reviews.
• Steps from Wrigley Field (0.64 km).
• $83-$1,022 / night
2. The Sono Chicago
• Featuring Parking, Luggage storage, and Wi-Fi in public areas.
• A 9.5/10 rating based on 98 reviews.
• Just a 0.87 km walk from Chicago History Museum.
• Price range: $199-$580.
3. The Villa Toscana
• Enjoy Parking, Luggage storage, and CCTV in public areas.
• Rated 8.2/10 based on 101 reviews.
• Steps from Wrigley Field (0.65 km).
• Price range: $129-$312.
All prices shown are for May 16-May 22, as listed on Trip.com.
Book Homestays Chicago for local life and cozy charm.
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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
Book Chicago Homestays for authentic vibes.
Most Booked
Lowest price
Closest to downtown
Highest Rated
1 night
From $60
92
Hotel near Old Town,Chicago
Featured facilities: Private bathroom, Shared kitchen, Luggage storage
Amazing
98 reviews
9.5/10
1 night
From $130
79
41 reviews
7.4/10
1 night
From $96
99+
Hotel near Lincoln Park,Chicago
Featured facilities: Private bathroom, Luggage storage, Parking
Great
42 reviews
9.2/10
1 night
From $264
99+
Good
49 reviews
7.9/10
1 night
From $43
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 $126
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 $169
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 $258
Latest Reviews for Chicago Hotels
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Read genuine traveler ratings & reviews to find your 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.
Frequently Asked Questions
What are the best places to stay in Chicago?
Some of the best places to stay in Chicago are near popular attractions like Millennium Park, Willis Tower and Magnificent Mile, offering easy access to key sights and amenities.
What are the top hotels in Chicago near Millennium Park?
Some of the top hotels in Chicago near Millennium Park include Swissotel Chicago (from $128), The Palmer House Hilton (from $196) and Hyatt Regency Chicago (from $218), all offering easy access to Millennium Park, making them ideal for visitors looking to explore the area.
Which hotels are the best hotels to stay at in Chicago?
Chicago has many popular hotels. Whether you're looking for a business stay or a vacation hotel, Dorothy's (from $83), The Sono Chicago (from $199) and Private Basement Suite – Completely Separate (from $70) are best choices.
What hotel deals are available in Chicago?
Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.
Chicago Homestays Information
| Total properties | 183 |
|---|---|
| Number of reviews | 1,275 |
| Highest price | $415 |
| Lowest price | $415 |
| Weekend Avg. Price | $369 |
| Weekday Avg. Price | $334 |
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