5 Best Historic Hotels in Chicago (2026)

Historic Hotels in Chicago: Experience Luxury from $283 per Night

Chicago Athletic Association, part of Hyatt
Hotel
12 South Michigan Avenue, Chicago Loop, Chicago, IL 60603, USA
• View on map
  • 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
Check Availability
The Robey, Chicago, a Member of Design Hotels
Hotel
2018 W North Avenue, Wicker Park, Chicago, IL 60647, USA
• View on map
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
  • Ocean View
    Ocean View
14 Baths377.5 ft²
8.8

Exceptional

249 reviews

$423
Average price / night
Check Availability
LondonHouse Chicago, Curio Collection by Hilton
Hotel
85 East Wacker Drive , Chicago Loop, Chicago, IL 60601, USA
• View on map
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
9 Baths373.15 ft²
8.8

Exceptional

780 reviews

$435
Average price / night
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The Blackstone, Autograph Collection
Hotel
636 South Michigan Avenue, Chicago Loop, Chicago, IL 60605, USA
• View on map
  • 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
Check Availability
Staypineapple, An Iconic Hotel, The Loop
Hotel
1 West Washington, Chicago Loop, Chicago, IL 60601, USA
• View on map
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
  • Parking
    Parking
1 Baths241.11 ft²
9

Exceptional

956 reviews

$283
Average price / night
Check Availability

Compare the 5 Best Historic Hotels in Chicago (2026) – Addresses, Prices, Stars, Rating, and Review Count

Hotel Name Address Price ($)Star Rating Review Count Book
Chicago Athletic Association, part of Hyatt12 South Michigan Avenue, Chicago Loop, Chicago, IL 60603, USA30948.4231
The Robey, Chicago, a Member of Design Hotels2018 W North Avenue, Wicker Park, Chicago, IL 60647, USA42348.8249
LondonHouse Chicago, Curio Collection by Hilton85 East Wacker Drive , Chicago Loop, Chicago, IL 60601, USA43548.8780
The Blackstone, Autograph Collection636 South Michigan Avenue, Chicago Loop, Chicago, IL 60605, USA42148.9196
Staypineapple, An Iconic Hotel, The Loop1 West Washington, Chicago Loop, Chicago, IL 60601, USA28349956

Note: The prices for each 5 Best Historic 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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