Chicago

Chicago Homestays

Enter your dates for the latest Homestays rates and availability in Chicago.

Hot travel dates
Today
Tomorrow
This Weekend
Next Weekend
Mar 2025
  • Sun
  • Mon
  • Tue
  • Wed
  • Thu
  • Fri
  • Sat
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
  • 31
Apr 2025
  • Sun
  • Mon
  • Tue
  • Wed
  • Thu
  • Fri
  • Sat
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
  • 29
  • 30
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

Select the best Homestays in Chicago from our selection
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
View All Homestays Near Chicago

Top 7 Premium-Hotels in Chicago

See all
Discover our curated selection of premium hotels in Chicago for your next stay
No.
1
The Langham Chicago Hotels in Chicago
4.7/5
106 review

The Langham Chicago

Hotel near River North, Chicago
"Good Location"
Select dates to view prices
No.
2
Trump International Hotel & Tower® Chicago Hotels in Chicago
4.6/5
118 review

Trump International Hotel & Tower® Chicago

Hotel near River North, Chicago
"Great service"
Select dates to view prices
No.
3
Nobu Hotel Chicago Hotels in Chicago
4.5/5
102 review

Nobu Hotel Chicago

Hotel near West Loop, Chicago
"Good Location"
Select dates to view prices
No.
4
Viceroy Chicago Hotels in Chicago
4.6/5
104 review

Viceroy Chicago

Hotel near River North, Chicago
"Good Location"
Select dates to view prices
No.
5
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago Hotels in Chicago
4.6/5
102 review

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Hotel near Streeterville, Chicago
"Good Location"
Select dates to view prices
No.
6
InterContinental Chicago Magnificent Mile, an IHG Hotel Hotels in Chicago
4.1/5
126 review

InterContinental Chicago Magnificent Mile, an IHG Hotel

Hotel near Streeterville, Chicago
"Great location"
Select dates to view prices
No.
7
JW Marriott Chicago Hotels in Chicago
4.4/5
80 review

JW Marriott Chicago

Hotel near Chicago Loop, Chicago
"Great location""Great rooms"
Select dates to view prices

Latest Reviews for Chicago Hotels

See all
Read genuine traveler ratings & reviews to find your perfect stay.
4.8/5
Outstanding
GGuest User位於芝加哥市中心,出行方便,不同於一般酒店,是獨門獨院別墅,入住時需要打電話才能進入,免費停車在市中心太難得了。另有免費早餐,飲料零食
The Sono Chicago

The Sono Chicago

Hotel near Old Town, Chicago
Price per night from:PHP 9,223
4.3/5
Excellent
GGuest UserI stayed here one night for a concert The room was ok, nothing special for the price. The hotel is in a great neighborhood, and check in was a breeze. The staff was friendly and showed me to my room. However, checkout is stated at 11am. Ten minutes before checkout, the staff was banging at my door rushing me to get out because the next guest was already there. In all other experiences, when I arrive at a hotel early before check-in, they don’t go rush to kick the guest out of my room before their designated checkout time. I drop my bags off and enjoy whatever place I’m visiting and go to my room later. I don’t see why this was necessary and put a sour end to my stay.
Wicker Park Inn

Wicker Park Inn

Hotel near Wicker Park, Chicago
Price per night from:PHP 13,122
4.0/5
Very Good
Llorna1Very very much like
The Villa Toscana

The Villa Toscana

Hotel near Lakeview, Chicago
Price per night from:PHP 2,979
3.6/5
GGuest UserNice room which was cleaned. Very quiet and comfortable.  Overall, I would book again.
McCormick Place Guest House

McCormick Place Guest House

Hotel near Bronzeville, Chicago
Price per night from:PHP 5,158

Frequently Asked Questions

What are the best Homestays in Chicago?

Whether you are traveling to Chicago for business or fun, McCormick Place Guest House , Wicker Park Inn and House 5863- Chicago's Premier Bed and Breakfast are preferred.

What is the average rate for Homestays in Chicago?

For Homestays in Chicago, the average price on weekdays is PHP 16,339, and the average price on weekends (Friday–Saturday) is PHP 17,056.

What great deals are there for Homestays in Chicago?

Trip.com provides various promotions and discounts for Homestays. You can check the promotions page to see what promotions are available on Trip.com.

Chicago Homestays Information

Total Properties456
Number of Reviews717
Highest PricePHP 110,964
Lowest PricePHP 1,345
Average Price (Weekends)PHP 17,056
Average Price (Weekdays)PHP 16,339