Title: Staypineapple, An Iconic Hotel, The Loop - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Staypineapple, An Iconic Hotel, The Loop ## Photo gallery for Staypineapple, An Iconic Hotel, The Loop ![Interior detail - Staypineapple, An Iconic Hotel, The Loop (Chicago)](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/bbf9e380.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Meeting facility - Staypineapple, An Iconic Hotel, The Loop (Chicago)](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/b161c307.jpg?impolicy=resizecrop&rw=297&ra=fit) ![View from property - Staypineapple, An Iconic Hotel, The Loop (Chicago)](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/48e8b586.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Front of property - Staypineapple, An Iconic Hotel, The Loop (Chicago)](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/19985e7b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![50-inch LCD TV with cable channels, iPod dock, streaming services - Staypineapple, An Iconic Hotel, The Loop (Chicago)](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/c580c0d7.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Located close to Chicago Cultural Center and Chicago City Hall, Staypineapple, An Iconic Hotel, The Loop provides dry cleaning/laundry services and a gym. ## Reviews 9.4 Exceptional ## Popular amenities - Pet friendly - Air conditioning - Gym - Parking available - Business services - Laundry ### VIP AccessSee the benefits you'll enjoy with VIP Access > Get more when you're a member > > - Save 15% or more on select VIP Access properties when you reach Silver tier or above > - Experience top-rated quality and exceptional service > - Get an in-stay perk at select properties, plus free room upgrades, early check-in, and late check-out when available > > [Learn more](https://www.expedia.ca/lp/b/vipaccess) ## Room options ### Check availability for these dates Tonight [Feb. 26 - Feb. 27](https://www.expedia.ca/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=284792&PinnedHotelID=284792&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=284792&PinnedHotelID=284792&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Feb. 27 - Feb. 28](https://www.expedia.ca/Hotel-Search?startDate=2026-02-27&endDate=2026-02-28&selected=284792&PinnedHotelID=284792&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-27&endDate=2026-02-28&selected=284792&PinnedHotelID=284792&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Feb. 27 - Mar. 1](https://www.expedia.ca/Hotel-Search?startDate=2026-02-27&endDate=2026-03-01&selected=284792&PinnedHotelID=284792&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-27&endDate=2026-03-01&selected=284792&PinnedHotelID=284792&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Mar. 6 - Mar. 8](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=284792&PinnedHotelID=284792&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=284792&PinnedHotelID=284792&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed 2 beds Showing 10 of 10 rooms ### View all photos for Burnham King ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/47528bd3.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Burnham King 9.4 Exceptional 18 reviews ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds LCD TV Hypo-allergenic bedding Down duvet Premium bedding Separate bedroom - 1 bedroom - Sleeps 3 - 1 King Bed ### View all photos for Atwood Queen ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/e7c0e3ed.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Atwood Queen 7.8 Good 7 reviews ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds Mini-fridge LCD TV Hypo-allergenic bedding Down duvet Premium bedding - 1 bedroom - Sleeps 3 - 1 Queen Bed ### View all photos for Atwood Queen Mobility Accessible w/Tub ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/e7c0e3ed.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Atwood Queen Mobility Accessible w/Tub ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds Mini-fridge LCD TV Hypo-allergenic bedding Down duvet Premium bedding - 1 bedroom - Sleeps 3 - 1 Queen Bed ### View all photos for Atwood Queen Mobility Accessible w/Roll-in Shower ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/e7c0e3ed.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Atwood Queen Mobility Accessible w/Roll-in Shower ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds Mini-fridge LCD TV Hypo-allergenic bedding Premium bedding Pillowtop bed - Sleeps 3 - 1 Queen Bed ### View all photos for Burnham Two Double Mobility Accessible w/Tub ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/ef6541d1.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Burnham Two Double Mobility Accessible w/Tub 10.0 Exceptional 1 review ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds LCD TV Hypo-allergenic bedding Down duvet Premium bedding Separate bedroom - 1 bedroom - Sleeps 4 - 2 Double Beds ### View all photos for Burnham Two Double Mobility Accessible w/Roll-in Shower ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/ef6541d1.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Burnham Two Double Mobility Accessible w/Roll-in Shower 10.0 Exceptional 2 reviews ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds LCD TV Hypo-allergenic bedding Premium bedding Pillowtop bed Down duvet - 1 bedroom - Sleeps 4 - 2 Double Beds ### View all photos for Burnham 2 Two Queen ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/a6de8b3c.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Burnham 2 Two Queen 9.4 Exceptional 8 reviews ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds LCD TV Hypo-allergenic bedding Down duvet Premium bedding Separate bedroom - 1 bedroom - Sleeps 4 - 2 Queen Beds ### View all photos for Reliance King Suite ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/1dc59b5f.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Reliance King Suite 9.4 Exceptional 3 reviews ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds LCD TV Hypo-allergenic bedding Down duvet Premium bedding Separate bedroom - 1 bedroom - Sleeps 4 - 1 King Bed ### View all photos for Reliance King Suite Mobility Accessible w/Tub ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/26eb52b4.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Reliance King Suite Mobility Accessible w/Tub 9.4 Exceptional 3 reviews ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds LCD TV Hypo-allergenic bedding Down duvet Premium bedding Separate bedroom - 1 bedroom - Sleeps 4 - 1 Double Sofa Bed and 1 King Bed ### View all photos for Millennium Park View King Suite ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/96b18836.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Millennium Park View King Suite 10.0 Exceptional 2 reviews ### Highlights Air conditioning Connecting rooms available Free cribs/infant beds LCD TV Hypo-allergenic bedding Down duvet Premium bedding Separate bedroom - 1 bedroom - Sleeps 4 - 1 King Bed ## You may also like Ad ![Premium bedding, in-room safe, desk, blackout drapes](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/30000/26800/26728/w4000h2662x0y0-5d78df5a_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hotel 55 Chicago Downtown Downtown Chicago - Pet friendly - Free WiFi - Restaurant - Air conditioning 8.8 Excellent 1,572 reviews CA $157 CA $225 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Chicago-Hotels-Hotel-55.h26728.Hotel-Information?chkin=2026-3-11&chkout=2026-3-12&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) Ad ![Ice skating](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/120000/116700/116674/05f95ad0_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Silversmith Hotel Chicago Downtown Downtown Chicago - Free WiFi - Restaurant - Air conditioning - Gym 9.2 Wonderful 2,231 reviews CA $159 CA $228 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Chicago-Hotels-Silversmith-Hotel-Chicago-Downtown.h116674.Hotel-Information?chkin=2026-2-27&chkout=2026-2-28&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) Ad ![Traditional Room, 2 Queen Beds | Property entrance](https://images.trvl-media.com/lodging/6000000/5470000/5461400/5461400/c699f38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Aloft Chicago Downtown River North Downtown Chicago - Pet friendly - Free WiFi - Restaurant - Air conditioning 9.4 Exceptional 1,225 reviews CA $157 CA $184 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Chicago-Hotels-Aloft-Chicago-Downtown-River-North.h5461400.Hotel-Information?chkin=2026-3-8&chkout=2026-3-9&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) Ad ![2 restaurants, breakfast served](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/20000/15100/15092/8bceea88_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The Drake Downtown Chicago - Pet friendly - Restaurant - Air conditioning - Gym 9.0 Wonderful 1,401 reviews CA $184 CA $216 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Chicago-Hotels-The-Drake.h15092.Hotel-Information?chkin=2026-3-4&chkout=2026-3-5&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) Ad ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Courtyard by Marriott Chicago Magnificent Mile Downtown Chicago - Pool - Free WiFi - Restaurant - Air conditioning 9.0 Wonderful 1,775 reviews CA $156 CA $184 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information?chkin=2026-3-29&chkout=2026-3-30&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) Ad ![LCD TV](https://images.trvl-media.com/lodging/6000000/5520000/5511100/5511082/d55b583b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Fairfield Inn & Suites Chicago Downtown/River North Downtown Chicago - Breakfast included - Free WiFi - Restaurant - Air conditioning 9.2 Wonderful 1,247 reviews CA $150 CA $177 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Chicago-Hotels-Fairfield-Inn-Suites-Chicago-DowntownRiver-North.h5511082.Hotel-Information?chkin=2026-3-15&chkout=2026-3-16&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) Ad ![Exterior](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/27000000/26920000/26910700/26910691/2b279f20_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Arlo Chicago Downtown Chicago - Pet friendly - Free WiFi - Restaurant - Air conditioning 9.4 Exceptional 1,991 reviews CA $152 CA $219 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Julian.h26910691.Hotel-Information?chkin=2026-3-23&chkout=2026-3-24&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) Ad ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1760900/1760845/c91f6cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Springhill Suites by Marriott Chicago Downtown/ River North Downtown Chicago - Breakfast included - Free WiFi - Restaurant - Air conditioning 9.4 Exceptional 1,079 reviews CA $157 CA $184 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Downtown-River-North.h1760845.Hotel-Information?chkin=2026-3-8&chkout=2026-3-9&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) Ad ![Lunch, dinner, brunch served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/0ba26909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hyatt Place Chicago/River North Downtown Chicago - Breakfast included - Free WiFi - Restaurant - Air conditioning 9.2 Wonderful 1,709 reviews CA $175 CA $206 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoRiver-North.h5501975.Hotel-Information?chkin=2026-3-15&chkout=2026-3-16&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) Ad ![Reception](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/590000/583100/583019/a8627df5_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Springhill Suites By Marriott Chicago Lincolnshire Half Day - Breakfast included - Free WiFi - Restaurant - Air conditioning 8.8 Excellent 655 reviews CA $159 CA $178 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Chicago-Hotels-Springhill-Suites-By-Marriott-Chicago-Lincolnshire.h583019.Hotel-Information?chkin=2026-3-1&chkout=2026-3-2&rm1=a2®ionId=178248&destination=Chicago (and vicinity)&destType=MARKET&latLong=41.88078,-87.62813&searchId=4568e70e-5c19-4922-92c6-d4c6159bb0be&top_cur=CAD) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChicago-Hotels-Staypineapple.h284792.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FChicago-Hotels-Staypineapple.h284792.Hotel-Information) ## About the area Located near the beach, Staypineapple, An Iconic Hotel, The Loop is in Downtown Chicago, a walkable area in Chicago with good shopping. Art Institute of Chicago and Money Museum are cultural highlights, and some of the area's notable landmarks include Cloud Gate and Buckingham Fountain. Don't miss out on a visit to Chicago Cultural Center. Spend some time exploring the area's activities, including golfing. Guests appreciate the hotel's location for the sightseeing. [Visit our Chicago travel guide](https://www.expedia.ca/Chicago.dx178248) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.88302%2C-87.62825&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=gi5XLwePlYSnk0IUlclxUWw0ARE=) 1 W Washington St, Chicago, IL, 60602 ### What's nearby - ![Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept](https://images.trvl-media.com/place/6156167/9a44be22-322b-4187-8844-e2aa99b46184.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Michigan Avenue 3 min walk \- 0.3 km - ![Reflection of a Chicago buildings in a mirror of Chicago Bean, Millennium Park, Chicago city, USA., Shutterstock ID 1129809965, Purchase Order: SP-2109, Order Number: SP-2109 Qantas AU US Sale New Ads](https://images.trvl-media.com/place/6069201/dce58962-e3d4-4c61-b924-2acc9b980313.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Millennium Park 3 min walk \- 0.3 km - ![0_Chicago_Bean](https://images.trvl-media.com/place/6182888/aaf6ec7c-c534-4d41-8bf1-f2c93fb5fb42.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Cloud Gate 5 min walk \- 0.5 km - ![Chicago Riverwalk featuring a river or creek, a high-rise building and a city](https://images.trvl-media.com/place/553248621533116610/2226c4aa-f944-42f1-81f9-955ea58ff161.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Chicago Riverwalk 6 min walk \- 0.6 km - ![Art Institute of Chicago featuring interior views and heritage elements](https://images.trvl-media.com/place/6064021/6454441c-cc72-4ba5-80af-1a7b33c39f27.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Art Institute of Chicago 6 min walk \- 0.6 km ### Getting around - Washington Station 1 min walk - Millennium Station 5 min walk - Chicago Midway Airport (MDW) 37 min drive ### Restaurants - Magnolia Bakery 2 min walk - The Walnut Room 1 min walk - Starbucks 2 min walk - Garrett Popcorn Shops 2 min walk - Atwood 1 min walk ## About this property ### Staypineapple, An Iconic Hotel, The Loop Upscale boutique hotel near Chicago Cultural Center Located close to Chicago City Hall and Cloud Gate, Staypineapple, An Iconic Hotel, The Loop provides dry cleaning/laundry services and a gym. You'll also find perks like: - Free bicycle rentals, valet parking (surcharge), and express check-out - A ballroom, a 24-hour front desk, and a banquet hall - Tour/ticket assistance, multilingual staff, and luggage storage - Guest reviews speak highly of the dining options, helpful staff, and location Room features All 122 rooms include comforts such as premium bedding and laptop-compatible safes, as well as perks like air conditioning and bathrobes. Guest reviews speak positively of the clean rooms at the property. More conveniences in all rooms include: - Hypo-allergenic bedding, pillowtop mattresses, and down comforters - Bathrooms with designer toiletries and shower/tub combinations - 50-inch LCD TVs with streaming services and premium channels - Free infant beds, housekeeping, and desks ## Similar properties ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago Downtown Chicago - Breakfast included - Free WiFi - Restaurant - Air conditioning 9.4 Exceptional 3,415 reviews CA $175 CA $244 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=102622712&PinnedHotelID=102622712&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Congress Plaza Hotel Downtown Chicago - Free WiFi - Restaurant - Air conditioning - Gym 8.0 Very good 9,937 reviews CA $122 CA $144 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-27&endDate=2026-02-28&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/747fff56.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Arlo Chicago Downtown Chicago - Pet friendly - Free WiFi - Restaurant - Air conditioning 9.4 Exceptional 1,991 reviews CA $152 CA $219 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-23&endDate=2026-03-24&selected=26910691&PinnedHotelID=26910691&HadPinnedHotel=true®ionId=-1&adults=2) ![55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bb12c333.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### L7 Chicago by LOTTE Downtown Chicago - Pet friendly - Free WiFi - Restaurant - Air conditioning 9.6 Exceptional 3,695 reviews CA $187 CA $220 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&selected=4200&PinnedHotelID=4200&HadPinnedHotel=true®ionId=-1&adults=2) ![Property amenity](https://images.trvl-media.com/lodging/19000000/18060000/18057400/18057374/8a20be9a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cambria Hotel Chicago Loop - Theatre District Downtown Chicago - Free WiFi - Restaurant - Air conditioning - Gym 8.8 Excellent 1,522 reviews CA $147 CA $172 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09&selected=18057374&PinnedHotelID=18057374&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/b975595d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel Downtown Chicago - Free WiFi - Restaurant - Air conditioning - Gym 9.6 Exceptional 1,190 reviews CA $163 CA $191 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-22&endDate=2026-03-23&selected=21142&PinnedHotelID=21142&HadPinnedHotel=true®ionId=-1&adults=2) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Eurostars Magnificent Mile Downtown Chicago - Spa - Free WiFi - Air conditioning - Gym 9.0 Wonderful 3,266 reviews CA $153 CA $180 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=1880320&PinnedHotelID=1880320&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile Downtown Chicago - Pool - Pet friendly - Free WiFi - Restaurant 8.6 Excellent 3,093 reviews CA $118 CA $138 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&selected=26998765&PinnedHotelID=26998765&HadPinnedHotel=true®ionId=-1&adults=2) ![Ice skating](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/e1a9657a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Silversmith Hotel Chicago Downtown Downtown Chicago - Free WiFi - Restaurant - Air conditioning - Gym 9.2 Wonderful 2,231 reviews CA $159 CA $228 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-27&endDate=2026-02-28&selected=116674&PinnedHotelID=116674&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/3000000/2510000/2506500/2506471/b573f792.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Chicago Downtown Downtown Chicago - Breakfast included - Pet friendly - Free WiFi - Restaurant 8.6 Excellent 2,707 reviews CA $129 CA $175 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30&selected=2506471&PinnedHotelID=2506471&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&selected=284792&PinnedHotelID=284792&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=284792,102622712,6452,26910691,4200) ## Property amenities ### Internet - Available in all rooms: Internet access (surcharge) ### Parking and transportation - Valet parking on site (USD 75 per night) ### Food and drink - Coffee and tea in common areas ### Things to do - Free bicycle rentals - Gym ### Family friendly - In-room crib ### Conveniences - 24-hour front desk - Free newspapers in lobby - Luggage storage - Safe at front desk - Water dispenser ### Guest services - Dry cleaning/laundry service - Housekeeping (on request) - Multilingual staff - Porter/bellhop - Tour and ticket assistance - Turndown service ### Business services - Meeting room ### Accessibility - Elevator ### More - 15 floors - Ballroom - Banquet hall - Built in 1895 - No plastic water bottles - Smoking not allowed - Water dispenser usage encouraged ## Room amenities ### Bedroom - Down comforter - Free crib - Hypo-allergenic bedding - Pillowtop mattress - Premium bedding ### Bathroom - Bathrobes - Designer toiletries - Hair dryer - Private bathroom - Shower/bathtub combination - Towels provided ### Entertainment - 50-inch LCD TV with premium cable channels - iPod dock - Streaming services ### More - Air conditioning (climate-controlled) - Connecting rooms available - Desk - Free daily newspapers - Iron/ironing board - Laptop-compatible safe - Phone ## Policies ### Check-in Check-in start time: 4:00 PM; Check-in end time: midnight Minimum check-in age: 18 ### Check-out Check-out before noon Contactless check-out available Express check-out available ### Special check-in instructions Front desk staff will greet guests on arrival at the property This property doesn't offer after-hours check-in Information provided by the property may be translated using automated translation tools ### Access methods Staffed front desk ### Pets Pets allowed for an extra charge of USD 29.95 per accommodation, per night Service animals are welcome, and are exempt from fees Welcoming dogs only Food and water bowls are available ### Children and extra beds Children are welcome Rollaway/extra beds are not available Free cribs are available on request at the property ### Property payment types ## Important information ### Fees You'll be asked to pay the following charges at the property. Fees may include applicable taxes: - Resort fee: USD 29.29 per accommodation, per night The resort fee includes: - Fitness center access - In-room bottled water - In-room coffee - In-room safe - Internet access - Sporting facilities or equipment We have included all charges provided to us by the property. ### Optional extras - Valet parking fee: USD 75 per night - Pet fee: USD 29.95 per accommodation, per night - Service animals are exempt from fees The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Special cancellation policies or charges may apply for group reservations (more than 8 rooms for the same property / stay dates) This property accepts credit cards; cash is not accepted Cashless transactions are available Safety features at this property include a smoke detector ### We should mention Only registered guests are allowed in the guestrooms The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly) ### Property is also known as Burnham Chicago Burnham Hotel Hotel Burnham Kimpton Burnham Hotel Chicago Staypineapple Alise Chicago Hotel Staypineapple Alise Hotel Staypineapple Alise Chicago Staypineapple Alise Staypineapple Iconic Hotel Loop Chicago Staypineapple Iconic Hotel Loop Staypineapple Iconic Loop Chicago Staypineapple Iconic Loop Hotel Burnham Kimpton Hotel Burnham a Kimpton Hotel Kimpton Burnham Hotel Staypineapple at The Alise Chicago Staypineapple, An Iconic Hotel, The Loop Hotel Staypineapple, An Iconic Hotel, The Loop Chicago Staypineapple, An Iconic Hotel, The Loop Hotel Chicago ## Frequently asked questions ### Is Staypineapple, An Iconic Hotel, The Loop pet-friendly? ### How much does it cost to stay at Staypineapple, An Iconic Hotel, The Loop? ### How much is parking? ### What time is check-in at Staypineapple, An Iconic Hotel, The Loop? ### What time is check-out at Staypineapple, An Iconic Hotel, The Loop? ### Where is Staypineapple, An Iconic Hotel, The Loop located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## Staypineapple, An Iconic Hotel, The Loop Reviews 9.4 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 9.6 Cleanliness ### 10 Location ### 9.6 Staff & service ### 9.4 Property conditions & facilities 10 - Excellent 781 8 - Good 150 6 - Okay 49 4 - Poor 15 2 - Terrible 16 ## Reviews ### 10/10 Excellent #### Lori Dec 27, 2025 Liked: Cleanliness, amenities, property conditions & facilities Location was great, staff was very friendly, and the rooms were clean. ##### Lori Stayed 3 nights in Dec 2025 ### 10/10 Excellent #### Kathleen Dec 8, 2025 Liked: Cleanliness, amenities, property conditions & facilities Great hotel location and friendly staff! ##### Kathleen Stayed 1 night in Dec 2025 ### 10/10 Excellent #### Aidee Jan 31, 2026 Liked: Cleanliness, amenities, property conditions & facilities This is my favorite hotel downtown. I book here when I can. The hotel is clean and the architecture is so beautiful. Stay is always welcoming and you get a free drink from the bar as well as cookies! ##### Aidee Stayed 1 night in Dec 2025 ### 10/10 Excellent #### Christiano Jan 11, 2026 Liked: Cleanliness Clean room, helpful staff ##### Christiano Stayed 3 nights in Jan 2026 ### 10/10 Excellent #### MICHELE Dec 27, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Very clean and staff was very friendly. ##### MICHELE Stayed 1 night in Nov 2025 ### 10/10 Excellent #### cheryl Dec 27, 2025 Liked: Cleanliness, amenities, property conditions & facilities Friendly, helpful staff, great bedding, perfect location especially if you're visiting the Christkindlmarket ![](https://a.travel-assets.com/ugc/hotel-reviews/f364ef8e-b292-487c-8eea-ca0d8a4547f6-1766832351123.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/eacb6c51-2b55-4e54-9db4-212b4f7c5685-1766832409838.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### cheryl Stayed 3 nights in Dec 2025 ### 10/10 Excellent #### Richard Dec 19, 2025 Liked: Cleanliness, property conditions & facilities Great location, clean, and very helpful and friendly staff ##### Richard Stayed 2 nights in Nov 2025 ### 10/10 Excellent #### Angie Dec 20, 2025 Liked: Cleanliness, amenities, property conditions & facilities The room was clean, the stuff was kind, the location was was great . I would recommend Staypineapple Hotel. ##### Angie Stayed 1 night in Dec 2025 ### 10/10 Excellent #### joseph Jan 18, 2026 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Clean shopping near by ##### joseph Stayed 2 nights in Jan 2026 ### 10/10 Excellent #### James Dec 3, 2025 Liked: Cleanliness, amenities, property conditions & facilities Perfect stay. Great location, lovely room with view of Marshall Fields State Street Christmas display. The people were just great. ##### James Stayed 2 nights in Nov 2025 ### 10/10 Excellent #### Sandra Dec 14, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Staff were amazing ##### Sandra Stayed 2 nights in Dec 2025 ### 10/10 Excellent #### Mark Oct 23, 2025 Liked: Cleanliness, staff & service Super friendly staff and great central location. ##### Mark Stayed 4 nights in Oct 2025 ### 8/10 Good #### Jean Nov 10, 2025 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort Awesome location! Great bar and food! Best value in this area for sure! ##### Jean Stayed 2 nights in Nov 2025 ### 10/10 Excellent #### Mi Dec 18, 2025 Liked: Cleanliness, amenities, property conditions & facilities The mattress is comfortable. And the room has a perfect and very impressive street view. And the hotel location is convenient to reach Millennium Park and Magnificent Mile. ##### Mi Stayed 3 nights in Dec 2025 ### 10/10 Excellent #### James Nov 8, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Nice friend staff, great atmosphere. ##### James Stayed 1 night in Nov 2025 ### 10/10 Excellent #### Danielle Nov 30, 2025 Liked: Cleanliness, amenities, property conditions & facilities Clean room and kind staff. First hotel I’ve been to that actually had a key to open the door, very cool. Would stay again. ##### Danielle Stayed 1 night in Nov 2025 ### 10/10 Excellent #### Masashi Jan 24, 2026 Liked: Cleanliness, amenities, property conditions & facilities Clean room ##### Masashi Stayed 1 night in Jan 2026 ### 10/10 Excellent #### Kevin Nov 2, 2025 Liked: Cleanliness, amenities, property conditions & facilities Amazing location. Room was great, and staff were excellent. The food in the hotel restaurant was fantastic. Would stay again the next time we visit Chicago. ##### Kevin Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### Brian Dec 15, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Gem near Millennium Park. ##### Brian Stayed 2 nights in Nov 2025 ### 10/10 Excellent #### Eric Oct 14, 2025 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort Clean room, restaurant food was good, staff polite. Appreciated the historical feel and visually appealing interior of the hotel. ##### Eric Stayed 1 night in Sep 2025 ### 10/10 Excellent #### Keith Nov 10, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Great location and room for the price. Restaurant downstairs is also very nice if you wanted to grab a meal without leaving. Only a few hundred yards from Blue Line stop which goes right to the airport, and the welcome drink was a nice touch. Staff was also super friendly and accommodating. ##### Keith Stayed 2 nights in Nov 2025 ### 10/10 Excellent #### Kelly Nov 3, 2025 Liked: Cleanliness, staff & service, amenities Incredibly friendly front desk staff! Hotel was very clean and comfortable. Wish the bar was open later on a Saturday night ##### Kelly Stayed 1 night in Nov 2025 ### 10/10 Excellent #### Kyra Jun 13, 2025 Liked: Cleanliness, amenities, property conditions & facilities Beautiful hotel in a great location. ##### Kyra Stayed 3 nights in Jun 2025 ### 10/10 Excellent #### Lilly May 16, 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Great location and super comfy beds! ##### Lilly Stayed 2 nights in May 2025 ### 10/10 Excellent #### Ashley Aug 27, 2025 #### Great hotel! Quaint hotel in an amazing location! Staff was friendly hotel and rooms were clean and perhaps the most comfortable bedding I’ve ever experienced! ##### Ashley Stayed 1 night in Aug 2025 ## Expedia's Latest Trends ### Hotels > [Hotels in Venise-en-Quebec](https://www.expedia.ca/Venise-En-Quebec-Hotels.d6338945.Travel-Guide-Hotels) > > [Spring into Cozy @ Green View - Dog Friendly & Access to Indoor Pool](https://www.expedia.ca/Galena-Hotels-Dog-Friendly-Home-Walk-To-Golf-Trails-GTA-Owners-Club-Access.h71437604.Hotel-Information) > > [Hotel Vibra Algarb](https://www.expedia.ca/Ibiza-Town-Hotels-Hotel-Playasol-The-New-Algarb.h909355.Hotel-Information) > > [Travelodge by Wyndham Peoria](https://www.expedia.ca/Peoria-Hotels-Red-Roof-Inn-Peoria.h103796671.Hotel-Information) > > [Hotels in Spokane](https://www.expedia.ca/Spokane-Hotels.d602959.Travel-Guide-Hotels) > > [Hyatt House Chicago Medical/University District](https://www.expedia.ca/Chicago-Hotels-Hyatt-House-Chicago-MedicalUniversity-District.h49315022.Hotel-Information) > > [Hotels in Petoskey](https://www.expedia.ca/Petoskey-Hotels.d6059162.Travel-Guide-Hotels) > > [Hotels near Alhambra](https://www.expedia.ca/Alhambra-Hotels.0-l6067119-0.Travel-Guide-Filter-Hotels) > > [Parkview Apartments](https://www.expedia.ca/High-Wycombe-Hotels-Parkview-Apartments.h32463857.Hotel-Information) > > [Hotel Zachary Chicago, a Tribute Portfolio Hotel](https://www.expedia.ca/Chicago-Hotels-Hotel-Zachary-Chicago.h23055991.Hotel-Information) > > [Candlewood Suites Grand Prairie by IHG](https://www.expedia.ca/Peoria-Hotels-Candlewood-Suites-Grand-Prairie.h1772206.Hotel-Information) > > [Luxury 1-Bedroom Home with Themed Rooms & Private Party Space](https://www.expedia.ca/Chicago-Hotels-Luxury-1-Bedroom-Home-With-Themed-Rooms-Private-Party-Space.h110972438.Hotel-Information) > > [Condo Rentals Cocoa Beach](https://www.expedia.ca/Cocoa-Beach-Condos.d6549-aaCondos.Travel-Guide-Accommodation) > > [Hotels in San José del Cabo](https://www.expedia.ca/San-Jose-Del-Cabo-Hotels.d8650.Travel-Guide-Hotels) > > [The Neighborhood Hotel-Little Italy](https://www.expedia.ca/Chicago-Hotels-The-Neighborhood-Hotel-Little-Italy.h96299486.Hotel-Information) > > [Chicago Third Floor Studio by 747 Lofts](https://www.expedia.ca/Chicago-Hotels-Walk-To-Local-Hot-Spots-Or-Public-Transit-Prime-Location-In-The-Heart-Of-The-Windy-City-747-Lofts-Cabin-301-Hotel-Room.h88902334.Hotel-Information) ### Flights > [Flights from Faaa (PPT) to San Diego (SAN)](https://www.expedia.ca/lp/flights/ppt/san/papeete-to-san-diego) > > [Flights from Parañaque (MNL) to Perth (PER)](https://www.expedia.ca/lp/flights/mnl/per/manila-to-perth) > > [Flights from Calgary (YYC) to Whistler (YWS)](https://www.expedia.ca/lp/flights/yyc/yws/calgary-to-whistler) > > [Flights from Davao (DVO) to Singapore (SIN)](https://www.expedia.ca/lp/flights/dvo/sin/davao-to-singapore) > > [Flights from Ontario (ONT) to Orlando (MCO)](https://www.expedia.ca/lp/flights/ont/mco/ontario-to-orlando) > > [Flights from Tremblay-en-France (CDG) to Schoenefeld (BER)](https://www.expedia.ca/lp/flights/cdg/ber/paris-to-berlin) ### Cars > [Car rentals in Malta](https://www.expedia.ca/Destinations-In-Malta.d111.Car-Rental-Destinations) ### Activities ### Packages > [Amsterdam](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/178229/Amsterdam) > > [Quinta Alegría Shopping Mall](https://www.expedia.ca/Quinta-Alegria-Shopping-Mall-Downtown-Playa-del-Carmen.d553248621562507152.Vacation-Attraction)