18 Cool Hotels in Chicago (2026)

Explore Cool Hotels in Chicago: Rates Starting at $75 per Night

Freehand Chicago
Hotel
19 East Ohio Street, River North, Chicago, IL 60611, USA
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  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
10 Baths271.25 ft²
7.1

Exceptional

3176 reviews

$430
Average price / night
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Chicago Athletic Association, part of Hyatt
Hotel
12 South Michigan Avenue, Chicago Loop, Chicago, IL 60603, USA
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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
12 Baths328.3 ft²
8.4

Exceptional

231 reviews

$309
Average price / night
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The Talbott, Autograph Collection
Hotel
20 E Delaware Place, Chicago, IL 60611, USA
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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
8 Baths356.04 ft²
7.8

Exceptional

27 reviews

$332
Average price / night
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Loews Chicago Hotel
Hotel
455 North Park Drive, Streeterville, Chicago, IL 60611, USA
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  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
21 Baths550.66 ft²
8.9

Exceptional

1230 reviews

$298
Average price / night
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Hotel EMC2, Autograph Collection
Hotel
228 East Ontario Street, Streeterville, Chicago, IL 60611, USA
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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
6 Baths324.87 ft²
8.7

Exceptional

305 reviews

$277
Average price / night
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The Blackstone, Autograph Collection
Hotel
636 South Michigan Avenue, Chicago Loop, Chicago, IL 60605, USA
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  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
9 Baths394.67 ft²
8.9

Exceptional

196 reviews

$421
Average price / night
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The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Hotel
521 North Rush Street, River North, Chicago, IL 60611, USA
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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
12 Baths622.51 ft²
8.8

Exceptional

82 reviews

$373
Average price / night
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Hotel Zachary, Chicago, a Tribute Portfolio Hotel
Hotel
3630 North Clark Street, Lakeview, Chicago, 60613, USA
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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
  • Highly Rated
    Highly Rated
  • Family Friendly
8 Baths433.25 ft²
9

Exceptional

211 reviews

$347
Average price / night
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Moxy Chicago Downtown
Hotel
530 North LaSalle Drive, River North, Chicago, 60654, USA
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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
  • Price Dropped
    Price Dropped
  • Family Friendly
13 Baths192.93 ft²
8.9

Exceptional

417 reviews

$298
Average price / night
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theWit Chicago, a Hilton Hotel
Hotel
201 North State Street, Chicago Loop, Chicago, IL 60601, USA
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  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
1 Baths397.37 ft²
8.7

Exceptional

442 reviews

$852
Average price / night
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The Allegro Royal Sonesta Hotel Chicago Loop
Hotel
171 West Randolph, Chicago Loop, Chicago, IL 60601, USA
• View on map
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
  • Price Dropped
    Price Dropped
  • Family Friendly
3 Baths347.76 ft²
8.5

Exceptional

1347 reviews

$272
Average price / night
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The Wade
Hotel
644 North Lakeshore Drive, Streeterville, Chicago, IL 60611, USA
• View on map
  • Private Pool
    Private Pool
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
13 Baths4264.17 ft²
7.9

Exceptional

1683 reviews

$789
Average price / night
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Nobu Hotel Chicago
Hotel
155 North Peoria Street, West Loop, Chicago, IL 60607, USA
• View on map
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
5 Baths676.59 ft²
9

Exceptional

375 reviews

$440
Average price / night
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FOUND Hotel Chicago River North
Hotel
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  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
6 Baths186.57 ft²
8

Exceptional

460 reviews

$75
Average price / night
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Eurostars Magnificent Mile
Hotel
660 North State Street, River North, Chicago, IL 60654, USA
• View on map
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
6 Baths533.58 ft²
8.7

Exceptional

2971 reviews

$254
Average price / night
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Pendry Chicago
Hotel
230 North Michigan Avenue, Chicago Loop, Chicago, IL 60601, USA
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  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
19 Baths507.6 ft²
8.8

Exceptional

883 reviews

$705
Average price / night
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The LaSalle Chicago, Autograph Collection
Hotel
208 South LaSalle Street, Chicago Loop, Chicago, 60604, USA
• View on map
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
6 Baths430.56 ft²
8.9

Exceptional

170 reviews

$335
Average price / night
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The St. Regis Chicago
Hotel
401 East Upper Wacker Drive, Chicago Loop, Chicago, 60601, USA
• View on map
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
10 Baths631.84 ft²
7.9

Exceptional

55 reviews

$845
Average price / night
Check Availability

Compare the 18 Cool Hotels in Chicago (2026) – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
Freehand Chicago19 East Ohio Street, River North, Chicago, IL 60611, USA43047.13176
Chicago Athletic Association, part of Hyatt12 South Michigan Avenue, Chicago Loop, Chicago, IL 60603, USA30948.4231
The Talbott, Autograph Collection20 E Delaware Place, Chicago, IL 60611, USA33247.827
Loews Chicago Hotel455 North Park Drive, Streeterville, Chicago, IL 60611, USA29848.91230
Hotel EMC2, Autograph Collection228 East Ontario Street, Streeterville, Chicago, IL 60611, USA27748.7305
The Blackstone, Autograph Collection636 South Michigan Avenue, Chicago Loop, Chicago, IL 60605, USA42148.9196
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago521 North Rush Street, River North, Chicago, IL 60611, USA37348.882
Hotel Zachary, Chicago, a Tribute Portfolio Hotel3630 North Clark Street, Lakeview, Chicago, 60613, USA34749211
Moxy Chicago Downtown530 North LaSalle Drive, River North, Chicago, 60654, USA29838.9417
theWit Chicago, a Hilton Hotel201 North State Street, Chicago Loop, Chicago, IL 60601, USA85248.7442
The Allegro Royal Sonesta Hotel Chicago Loop171 West Randolph, Chicago Loop, Chicago, IL 60601, USA27248.51347
The Wade644 North Lakeshore Drive, Streeterville, Chicago, IL 60611, USA78947.91683
Nobu Hotel Chicago155 North Peoria Street, West Loop, Chicago, IL 60607, USA44059375
Eurostars Magnificent Mile660 North State Street, River North, Chicago, IL 60654, USA25448.72971
Pendry Chicago230 North Michigan Avenue, Chicago Loop, Chicago, IL 60601, USA70548.8883
The LaSalle Chicago, Autograph Collection208 South LaSalle Street, Chicago Loop, Chicago, 60604, USA33548.9170
The St. Regis Chicago401 East Upper Wacker Drive, Chicago Loop, Chicago, 60601, USA84557.955

Note: The prices for each 18 Cool Hotels 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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