12 Best Hotels with Pool in Chicago (2026)

Hotels with Pool in Chicago: Enjoy Rates from $122 per Night

The Hoxton, Chicago
Hotel
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
4 Baths234.12 ft²
8.3

Exceptional

247 reviews

$339
Average price / night
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DoubleTree by Hilton Chicago Magnificent Mile
Hotel
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
9 Baths355.21 ft²
8.1

Exceptional

1168 reviews

$219
Average price / night
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Hampton Inn Chicago Downtown/Magnificent Mile
Hotel
• View on map
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
1 Baths407.83 ft²
7.5

Exceptional

544 reviews

$166
Average price / night
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Hilton Garden Inn Chicago O'Hare Airport
Hotel
2930 South River Road, Des Plaines, IL 60018, USA
• View on map
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
1 Baths345.64 ft²
8.7

Exceptional

430 reviews

$282
Average price / night
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The Ritz-Carlton, Chicago
Hotel
160 East Pearson Street, Streeterville, Chicago, IL 60611, USA
• View on map
  • Private Pool
    Private Pool
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
16 Baths532.14 ft²
8.6

Exceptional

57 reviews

$998
Average price / night
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Hilton Chicago Oak Brook Hills Resort & Conference Center
Resort
3500 Midwest Road, Oak Brook, IL 60523, USA
• View on map
  • Private Pool
    Private Pool
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
3 Baths439.98 ft²
8.7

Exceptional

432 reviews

$248
Average price / night
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Courtyard Chicago Oakbrook Terrace
Hotel
6 Transam Plaza Drive, Oakbrook Terrace, IL 60181, USA
• View on map
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Pet Friendly
    Pet Friendly
9 Baths333.68 ft²
8.4

Exceptional

62 reviews

$152
Average price / night
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Holiday Inn & Suites Chicago-Downtown by IHG
Hotel
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
5 Baths352.82 ft²
7.8

Exceptional

516 reviews

$350
Average price / night
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Embassy Suites by Hilton Chicago O'Hare Rosemont
Hotel
5500 North River Road, Rosemont, IL 60018, USA
• View on map
  • Private Pool
    Private Pool
  • Pool
    Pool
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
7 Baths499.75 ft²
8.3

Exceptional

754 reviews

$173
Average price / night
Check Availability
The Hotel & Athletic Club at Midtown
Resort
2444 North Elston Avenue, Chicago, IL 60647, USA
• View on map
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
2 Baths344.45 ft²
8.9

Exceptional

166 reviews

$1255
Average price / night
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Hilton Chicago/Northbrook
Hotel
2855 North Milwaukee Avenue, Northbrook, IL 60062, USA
• View on map
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
  • Spa
    Spa
1 Baths378.08 ft²
7.1

Exceptional

98 reviews

$122
Average price / night
Check Availability
Four Seasons Chicago
Hotel
120 East Delaware, Chicago, IL 60611, USA
• View on map
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Price Dropped
    Price Dropped
  • Free Cancellation
22 Baths809.86 ft²
8.7

Exceptional

144 reviews

$637
Average price / night
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Compare the 12 Best Hotels with Pool in Chicago (2026) – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
Hilton Garden Inn Chicago O'Hare Airport2930 South River Road, Des Plaines, IL 60018, USA28238.7430
The Ritz-Carlton, Chicago160 East Pearson Street, Streeterville, Chicago, IL 60611, USA99858.657
Hilton Chicago Oak Brook Hills Resort & Conference Center3500 Midwest Road, Oak Brook, IL 60523, USA24848.7432
Courtyard Chicago Oakbrook Terrace6 Transam Plaza Drive, Oakbrook Terrace, IL 60181, USA15238.462
Embassy Suites by Hilton Chicago O'Hare Rosemont5500 North River Road, Rosemont, IL 60018, USA17348.3754
The Hotel & Athletic Club at Midtown2444 North Elston Avenue, Chicago, IL 60647, USA125548.9166
Hilton Chicago/Northbrook2855 North Milwaukee Avenue, Northbrook, IL 60062, USA12247.198
Four Seasons Chicago120 East Delaware, Chicago, IL 60611, USA63758.7144

Note: The prices for each 12 Best Hotels with Pool in Chicago (2026) do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here>) to get the latest prices.

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