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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
1537 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 08, 2026
    Marla
    young couple
    Exceptional
    • 10
      Exceptional
      Apr 08, 2026
      Kevin
      young couple
      Exceptional
      • What did you like most?
        Great location and comfy bed.

    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
    $139
    per night
    $160.49
    including taxes & fees
    $139
    per night
    including taxes & fees
    • Atwood, Queen Bed, Accessible

        • 1 Queen
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $139
      Per Night
      $183.91
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Atwood, Queen Bed

        • 1 Queen
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $139
      Per Night
      $183.91
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Burnham, 2 Double Beds, Accessible

        • 2 Double
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $139
      Per Night
      $183.91
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Burnham, 2 Queen Beds

        • 2 Queen
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $156
      Per Night
      $203.31
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Hotel image
      Hotel image
      Hotel image
      Hotel image

      Deluxe Queen Room

      173 sq ft
      173 sq ft
        • 1 Queen
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      • fridge
      $215
      Per Night
      $279.28
      Total Including Taxes & Fees
      Book Now
    • Hotel image
      Hotel image
      Hotel image
      Hotel image

      Deluxe Queen Mobility Accessible w/Roll-in Shower

      173 sq ft
      173 sq ft
        • 1 Queen
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      • fridge
      $215
      Per Night
      $279.28
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • DOUBLE Accessible

        • 1 Double
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $215
      Per Night
      $271.67
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Hotel image
      Hotel image
      Hotel image
      Hotel image

      Deluxe Two Double Mobility Accessible w/ Tub

      173 sq ft
      173 sq ft
        • 2 Double
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      • fridge
      $219
      Per Night
      $283.92
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Hotel image
      Hotel image
      Hotel image
      Hotel image

      Deluxe Two Double Mobility Accessible w/ Roll-in Shower

      173 sq ft
      173 sq ft
        • 2 Double
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      • fridge
      $219
      Per Night
      $283.92
      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!

    • Reliance, Suite, King Bed, Accessible

        • 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!

    • Queen Size Bed

        • 1 Queen
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $241
      Per Night
      $301.42
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Hotel image
      Hotel image
      Hotel image
      Hotel image

      Deluxe Queen Room with Two Queen Beds

      173 sq ft
      173 sq ft
        • 2 Queen
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      • fridge
      $249
      Per Night
      $318.82
      Total Including Taxes & Fees
      Book Now
    • Hotel image
      Hotel image
      Hotel image
      Hotel image
      Hotel image

      Executive King Suite - Disability Access

      399 sq ft
      399 sq ft
        • 1 King
        • 1 Sofabed
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      • fridge
      $315
      Per Night
      $395.55
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    • Hotel image
      Hotel image
      Hotel image
      Hotel image
      Hotel image

      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
      $315
      Per Night
      $395.55
      Total Including Taxes & Fees
      Book Now

      Only 2 rooms left at this price!

    • SUITE Accessible KING SIZE BED

        • 1 King
      Sleeps up to 2 Guests
      Non-Refundable
      Book now, pay now
      • free wifi
      $344
      Per Night
      $420.30
      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
      $344
      Per Night
      $420.30
      Total Including Taxes & Fees
      Book Now

      Only 1 room left at this price!

    $139
    per night
    $160.49
    including taxes & fees
    $139
    per night
    including taxes & fees