Cheap Places to Stay in Downtown Chicago, IL

Compare 3,518 available, short term vacation home properties, starts from $28

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Find the best vacation rental

ACCOMMODATION TYPES

Cheap Places to Stay in Downtown Chicago, IL: Top Deals

River Hotel
River Hotel
River Hotel
River Hotel
River Hotel
River Hotel
River Hotel
4.3 (2596 reviews)
River Hotel
Hotel
$99 /night
View deal
The Hotel at Midtown
The Hotel at Midtown
The Hotel at Midtown
The Hotel at Midtown
The Hotel at Midtown
The Hotel at Midtown
The Hotel at Midtown
The Hotel at Midtown
4.3 (51 reviews)
The Hotel at Midtown
Hotel
$169 /night
View deal
Hyatt Regency McCormick Place
Hyatt Regency McCormick Place
Hyatt Regency McCormick Place
Hyatt Regency McCormick Place
Hyatt Regency McCormick Place
Hyatt Regency McCormick Place
Hyatt Regency McCormick Place
4.3 (1537 reviews)
Hyatt Regency McCormick Place
Hotel
$134 /night
View deal
Fairfield Inn and Suites Chicago Downtown/ Magnificent Mile
Fairfield Inn and Suites Chicago Downtown/ Magnificent Mile
Fairfield Inn and Suites Chicago Downtown/ Magnificent Mile
Fairfield Inn and Suites Chicago Downtown/ Magnificent Mile
Fairfield Inn and Suites Chicago Downtown/ Magnificent Mile
Fairfield Inn and Suites Chicago Downtown/ Magnificent Mile
Fairfield Inn and Suites Chicago Downtown/ Magnificent Mile
4.4 (601 reviews)
Fairfield Inn and Suites Chicago Downtown/ Magnificent Mile
Hotel
$107 /night
View deal
Hotel Essex
Hotel Essex
Hotel Essex
Hotel Essex
Hotel Essex
Hotel Essex
Hotel Essex
4.4 (524 reviews)
Hotel Essex
Hotel
$99 /night
View deal
Chicago South Loop Hotel
Chicago South Loop Hotel
Chicago South Loop Hotel
Chicago South Loop Hotel
Chicago South Loop Hotel
Chicago South Loop Hotel
Chicago South Loop Hotel
4.0 (1168 reviews)
Chicago South Loop Hotel
Hotel
$116 /night
View deal
The St. Clair Hotel - Magnificent Mile
The St. Clair Hotel - Magnificent Mile
The St. Clair Hotel - Magnificent Mile
The St. Clair Hotel - Magnificent Mile
The St. Clair Hotel - Magnificent Mile
The St. Clair Hotel - Magnificent Mile
The St. Clair Hotel - Magnificent Mile
4.2 (1662 reviews)
The St. Clair Hotel - Magnificent Mile
Hotel
$90 /night
View deal
Sonder — Essex on the Park
Sonder — Essex on the Park
Sonder — Essex on the Park
Sonder — Essex on the Park
Sonder — Essex on the Park
Sonder — Essex on the Park
Sonder — Essex on the Park
4.5 (129 reviews)
Sonder — Essex on the Park
Hotel
$102 /night
View deal
Hotel Blake, an Ascend Hotel Collection Member
Hotel Blake, an Ascend Hotel Collection Member
Hotel Blake, an Ascend Hotel Collection Member
Hotel Blake, an Ascend Hotel Collection Member
Hotel Blake, an Ascend Hotel Collection Member
Hotel Blake, an Ascend Hotel Collection Member
Hotel Blake, an Ascend Hotel Collection Member
4.3 (175 reviews)
Hotel Blake, an Ascend Hotel Collection Member
Hotel
$103 /night
View deal
Search all

Similar Inspirational Vacation Rental Destinations

Which Price Range Is Considered As A Good Deal in Downtown Chicago, IL Area?
Vacation Apartment & House Rental Price Information in Downtown Chicago, IL
+
The graph shows the percentages of vacation homes in each price bucket. Downtown Chicago has the largest percentage (27.59%) of homes in $100 - $150 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
How Many Rental Accommodations Are Pets Friendly in Downtown Chicago, IL?
Percentage of Pet Friendly Rental Properties in Downtown Chicago, IL
+
17.57% of vacation homes in Downtown Chicago are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Best Tourist Attractions in Downtown Chicago, IL?
Suggested Places To Visit in Downtown Chicago, IL
+
How Many Airports in Downtown Chicago, IL?
Airports Options in Downtown Chicago, IL
+

Other Vacation Rentals Ideas

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
See all offers