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Overview & Photos
Rooms
Amenities
About
Reviews
Map

Staypineapple, An Iconic Hotel, The Loop

Chicago Loop - Millennium Park
4-Star Hotel
8.9
Excellent
1445 Reviews
Top Reasons to Book
  • Guests Love It
    Guests give this property a very good rating of 8.9/10
  • Top Rated Location
    Guests rate the location 9.3/10
  • Very Clean
    Guests rate the cleanliness 9.3/10
8.9
Guest Rating
Cleanliness
9.3
Staff
9.4
Location
9.3
Top Amenities
  • Wheelchair accessible
  • Free Wi-Fi
  • Non-Smoking Rooms Available
  • Fitness center
Rooms

Staypineapple, An Iconic Hotel, The Loop - Amenities

  • Meeting/Banquet Facilities
  • Safety Deposit Box
  • Air Conditioning
  • 24-Hour Front Desk
  • Express Check-In/Check-Out
  • Elevator
  • Hair dryer
  • Shower
  • Wheelchair accessible
  • On-site parking
  • telephone
  • kitchenware
  • Free Wi-Fi
  • Daily Housekeeping
  • English
  • Non-Smoking Rooms Available
  • taxi service
  • Smoke alarms
  • Fire extinguishers
  • First aid kit available
  • Cashless payment available
  • Linens, towels and laundry washed in accordance with local authority guidelines
  • Hand sanitizer in guest accommodation and key areas
  • Invoices
  • Staff trained in safety protocol
  • Contactless check-in/out
  • Food delivery
  • ATM or cash withdraw on site
  • Daily disinfection
  • Facilities for disabled guests available
  • Fitness center
  • Ironing amenities
  • Laundry services
  • Luggage storage & lockers
  • Non-smoking property
  • Toiletries provided
  • TV & Movies/Shows
  • Air conditioning in public area
  • Heating in public area
  • Desk/workspace available

About

Hotel Features

Historic Chicago architecture, designed by world renowned architect Daniel Burnham, with mosaic floors and marble ceilings inspire luxury at this hotel in Chicago’s Loop. Shopping on famed Michigan Avenue and Millennium Park are a short walk away. White and gray colors with mahogany furnishings are balanced by modern amenities like a flat-screen TV and plush bedding in each room. Select suites feature stunning views of Millennium Park and Lake Michigan. Staypineapple, An Iconic Hotel, The Loop has a fitness center and bicycle rental service. Pets receive free bedding and water upon request. Chicago’s entertainment center, Navy Pier, is 1.9 mi from the hotel. The Chicago Theater and Art Institute of Chicago are less than 5 minutes’ walk away.

Guest Policies

Check-in
After 16:00
Check-out
Before 12:00
Room Rates
All rates displayed are for double occupancy unless otherwise noted.

Important Information

Reservations for 10 rooms or more need to be contracted as a Group with the hotel directly.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.

Reviews

8.9
  • Staff
    9.4
  • Cleanliness
    9.3
  • Location
    9.3
  • 10
    Exceptional
    Apr 04, 2026
    De
    young couple
    Exceptional
    • 9
      Wonderful
      Apr 04, 2026
      David
      solo traveller
      Superb
      • What did you like most?
        A charming old world hotel in an excellent location to explore Chicago. Nice theme and large rooms & bathrooms. Very pleasant reception and welcome

    Location

    Staypineapple, An Iconic Hotel, The Loop
    Chicago, IL
    9.3
    Exceptional
    Location Score
    Save more on this travel experience by joining the club
    1 / 40
    Close to Everything
    Location
    9.3
    40 photos
    $149
    per night
    $171.68
    including taxes & fees
    $149
    per night
    including taxes & fees
    • Burnham, King Bed

        • 1 King
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $149
      Per Night
      $195.10
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Hotel image
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      Deluxe King Room

      183 sq ft
      183 sq ft
        • 1 King
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      • fridge
      $189
      Per Night
      $249.05
      Total Including Taxes & Fees
      Book Now
    • King Size Bed

        • 1 King
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $189
      Per Night
      $243.52
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Reliance, Suite, King Bed

        • 1 King
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $222
      Per Night
      $279.99
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Millennium, Suite, King Bed, Park View

        • 1 King
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $232
      Per Night
      $291.15
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Hotel image
      Hotel image
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      Executive King Suite

      399 sq ft
      399 sq ft
        • 1 King
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      • fridge
      $269
      Per Night
      $342.06
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Suite King Size Bed

        • 1 King
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $282
      Per Night
      $351.07
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Hotel image
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      Millennium Park King Suite

      399 sq ft
      399 sq ft
        • 1 King
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      • fridge
      $365
      Per Night
      $453.70
      Total Including Taxes & Fees
      Book Now
    $149
    per night
    $171.68
    including taxes & fees
    $149
    per night
    including taxes & fees