Chicago Homestays
Select your dates to find the best Chicago Homestays deals
Swipe up to view more
Filter by:
Hotel Star Rating
≤2345
Popular Filters
Amazing 4.5+Great 4.0+Good 3.5+Pleasant 3.0+We found these top-rated Homestays near Chicago for you
Check out our collection of Homestays in Chicago
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
Top 20 Premium Hotels in Chicago
See all
Discover our curated selection of premium hotels in Chicago for your next stay
No.
1
4.5/5
77 reviewHyatt Regency Chicago
Hotel near Chicago Loop, Chicago
"Great location""Great rooms"
Select dates to view prices
No.
2
4.6/5
130 reviewSable at Navy Pier Chicago, Curio Collection by Hilton
Hotel near Near North Side, Chicago
"Great view""Friendly owner"
Select dates to view prices
No.
3
4.4/5
108 reviewThe Royal Sonesta Chicago Downtown
Hotel near Chicago Loop, Chicago
"Great location"
Select dates to view prices
No.
4
4.3/5
108 reviewFairmont Chicago - Millennium Park
Hotel near Chicago Loop, Chicago
"Good Location"
Select dates to view pricesNo.
5
4.5/5
120 reviewLondonHouse Chicago, Curio Collection by Hilton
Hotel near Chicago Loop, Chicago
"Great stay!""Great location"
Select dates to view pricesNo.
6
4.0/5
114 reviewEmbassy Suites by Hilton Chicago Downtown Magnificent Mile
Hotel near Streeterville, Chicago
"Good Location"
Select dates to view pricesNo.
7
4.1/5
115 reviewRiver Hotel
Hotel near Chicago Loop, Chicago
"Great location"
Select dates to view pricesNo.
8
4.5/5
123 reviewLoews Chicago Hotel
Hotel near Streeterville, Chicago
"Good Location"
Select dates to view pricesNo.
9
4.5/5
108 reviewCanopy by Hilton Chicago Central Loop
Hotel near Chicago Loop, Chicago
"Good Location"
Select dates to view pricesNo.
10
4.4/5
115 reviewSilversmith Hotel Chicago Downtown
Hotel near Chicago Loop, Chicago
"Good Location"
Select dates to view pricesTop rated hotels in Chicago
See all
Explore genuine reviews and ratings from real travellers to find the perfect accommodation for your needs.
4.3/5
Excellent
TTourist05333334481We loved our stay at Wicker Park Inn! For anyone visiting Chicago, THIS is precisely the area you should stay in if you want to experience the best of what the city has to offer. You're steps away from Milwaukee Ave. and a short walk to Division where there's more amazing restaurants, cafes, and bars than you'll know what to do with. The room was very nice with impressive furnishings, tons of space. Only small complaints are we wish the shower had better pressure and in the summer heat we wished we could've grabbed more water than what was in our room when we first arrived. We can't wait to come back to Chicago and stay again, though!
3.6/5
GGuest UserNice room which was cleaned. Very quiet and comfortable.
Overall, I would book again.
Frequently Asked Questions
How do I book a hotel on Trip.com?
To book a hotel on Trip.com, simply enter your destination, travel dates, and the number of guests on the page. Then, browse through the available hotels and select the one you want to book. Follow the prompts to enter your payment information and complete the booking.
How do I get hotel deals on Trip.com?
There are several ways to find affordable hotels on Trip.com. You can narrow down your search results by filtering hotels according to your preferred price range, or you can sort the results by price to view the cheapest options first.
Where can I find hotel deals on Trip.com?
Trip.com offers a wide variety of hotel deals and promotions that are available throughout the year. You can easily find these special offers on our deals page. What's more, if you are a member of our loyalty program, you can sign in to your account and discover exclusive discounted rates at hotel list pages.
How can I get lower prices for hotels?
Sometimes booking hotels midweek is cheaper, but it also depends on the season.
How many hotels are listed on Trip.com?
You can find over 5 million hotels in more than 230 countries or regions on Trip.com. Haven't decided which hotel to book? Browse our site to get ideas!
Can I cancel or change my hotel bookings on Trip.com?
It depends on the hotel policy and date of cancellation. Please check the policy section of the related hotel pages. To cancel or change your bookings, sign in to your Trip.com account, go to "My Bookings", and follow the instructions.
How do I contact Trip.com customer support?
You can contact Trip.com's 24/7 customer support by visiting the Help Center on Trip.com and submitting a request. You can also contact us by phone or service chat, depending on your location.
Local Travel Info
| Total Properties | 306 |
|---|---|
| Number of Reviews | 696 |
| Highest Price | RUB 74,347 |
| Lowest Price | RUB 3,883 |
| Average Price (Weekends) | RUB 16,466 |
| Average Price (Weekdays) | RUB 22,352 |