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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
1563 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
  • Bar
  • 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

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
  • 9
    Wonderful
    Mar 03, 2026
    Louise
    solo traveller
    Comfort in the perfect location
    • What did you like most?
      Perfect location and Burnham’s building is stunning. The bed and the comforter were extremely comfy.
    • Was there anything you didn't like?
      More food and drink options would be better
  • 7
    Good
    Mar 03, 2026
    Richard
    young couple
    Great locartion but a little...
    • What did you like most?
      Location was very good for downtown. Bed and linen was very good
    • Was there anything you didn't like?
      One of the 2 elevators not all working meant longer waits. Restaurant area being closed for refurbishments meant lobby was not very nice. Lack of room cleaning for first 2 days not acceptable.

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
$135
per night
$156.96
including taxes & fees
$135
per night
including taxes & fees
  • Hotel image
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    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
    $135
    Per Night
    $186.25
    Total Including Taxes & Fees
    Book Now
  • Hotel image
    Hotel image
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    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
    $135
    Per Night
    $186.25
    Total Including Taxes & Fees
    Book Now

    Only 2 rooms left at this price!

  • Hotel image
    Hotel image
    Hotel image
    Hotel image

    Deluxe Queen Mobility Accessible w/Tub

    173 sq ft
    173 sq ft
      • 1 Queen
    Sleeps up to 2 Guests
    Non-Refundable
    Book now, pay now
    • free wifi
    • fridge
    $135
    Per Night
    $186.25
    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
    $135
    Per Night
    $186.25
    Total Including Taxes & Fees
    Book Now

    Only 1 room left at this price!

  • 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
    $135
    Per Night
    $186.25
    Total Including Taxes & Fees
    Book Now

    Only 1 room left at this price!

  • 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!

  • 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, 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!

  • Burnham, 2 Queen Beds

      • 2 Queen
    Sleeps up to 2 Guests
    Non-Refundable
    Book now, pay now
    • free wifi
    $154
    Per Night
    $201.23
    Total Including Taxes & Fees
    Book Now

    Only 1 room left at this price!

  • Hotel image
    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
    $155
    Per Night
    $209.52
    Total Including Taxes & Fees
    Book Now
  • 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
    $165
    Per Night
    $221.15
    Total Including Taxes & Fees
    Book Now
  • 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!

  • Hotel image
    Hotel image
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    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
    $225
    Per Night
    $290.90
    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
    $225
    Per Night
    $290.90
    Total Including Taxes & Fees
    Book Now
  • Millennium, Suite, King Bed, Park View

      • 1 King
    Sleeps up to 2 Guests
    Non-Refundable
    Book now, pay now
    • free wifi
    $300
    Per Night
    $369.81
    Total Including Taxes & Fees
    Book Now

    Only 1 room left at this price!

  • Hotel image
    Hotel image
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    Hotel image

    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
    $385
    Per Night
    $476.94
    Total Including Taxes & Fees
    Book Now

    Only 3 rooms left at this price!

$135
per night
$156.96
including taxes & fees
$135
per night
including taxes & fees