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Enter dates and number of guests to see the total price per night. Tourism taxes may be added.
Over 370,000 guest reviews for places to stay in Chicago, with an average of 4.8 out of 5 stars.

300+ places to stay

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Verified
Rating 4.92 out of 5
Entire apartment · 1 bed
Modern Chicago Loft with a Complimentary Garage Spot
Price:$92 CAD/night
Little Italy/UIC
Rating 4.51 out of 5
Private room · 1 bed
CENTRAL LOCATION & SPACIOUS PLACE + FREE PARKING!
Price:$48 CAD/night
West Loop/Greektown
Rating 4.44 out of 5
Private room · 1 bed
SUNNY ROOM IN CENTRAL LOCATION WITH FREE PARKING!
Price:$48 CAD/night
West Loop/Greektown
Rating 4.38 out of 5
Private room · 1 bed
CLEAN, SPACIOUS LOFT WITH PRIVATE ENTRANCE
Price:$48 CAD/night
SUPERHOSTRating 4.96 out of 5
Entire apartment · 1 bed
Foodie Paradise in Logan Square area - Sunny 1 BDR
Price:$73 CAD/night
SUPERHOSTRating 4.86 out of 5
Private room · 1 bed
Unique one bedroom in a quiet spot in Logan Square
Price:$35 CAD/night
SUPERHOSTRating 4.92 out of 5
Private room · 1 bed
Modern Room in the Heart of Loop
Price:$64 CAD/night
Plus
Verified
Rating 4.91 out of 5
Entire apartment · 1 bed
Cozy and Stylish Studio with Free Parking in Irving Park
Price:$79 CAD/night
Plus
Verified
Rating 4.90 out of 5
Entire apartment · 1 bed
Enjoy Chicago’s Nightlife from Studio Apartment
Price:$92 CAD/night
West Loop/Greektown
Rating 4.64 out of 5
Private room · 1 bed
LARGE MASTER SUITE, PRIVATE BATHROOM, FREE PARKING
Price:$51 CAD/night
West Loop/Greektown
Rating 4.36 out of 5
Private room · 1 bed
CENTRAL LOCATION+PARKING, 7 MIN TO MILLENNIUM PARK
Price:$51 CAD/night
Near North Side
Rating 4.70 out of 5
Entire apartment · 1 bed
The Spartan - Downtown, Chicago (By Redline CTA)
Price:$59 CAD/night
SUPERHOSTRating 4.89 out of 5
Entire apartment · 2 beds
Basement Studio w/Free St. Parking, Humboldt Park
Price:$59 CAD/night
Lakeview
Rating 4.69 out of 5
Entire apartment · 1 bed
Spacious Studio, Amazing Location!
Price:$98 CAD/night
SUPERHOSTRating 4.94 out of 5
Entire apartment · 2 beds
Hip Chicago apartment - FREE parking spot included
Price:$92 CAD/night
Plus
Verified
Rating 4.82 out of 5
Entire apartment · 2 beds
Kick Back in the Egg Chair at a Vintage-Inspired Oasis
Price:$90 CAD/night
SUPERHOSTRating 4.89 out of 5
Entire apartment · 2 beds
Magical Elf Quarters, parking $10, near blue line
Price:$38 CAD/night
Plus
Verified
Rating 4.93 out of 5
Entire apartment · 1 bed
Explore Chicago from an Urban Sanctuary with Free Parking
Price:$79 CAD/night
118 of 300+ Apartment Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.