--- title: "Staypineapple, An Iconic Hotel, The Loop prices by month (2026–27)" description: "Staypineapple, An Iconic Hotel, The Loop: price per night for every month. Cheapest in January (about €149), dearest in June (about €435)." url: https://stayversus.com/en/hotel/staypineapple-an-iconic-hotel-the-loop-chicago-il/prices/ language: en source: StayVersus (https://stayversus.com) retrieved: 2026-11-02 --- # Staypineapple, An Iconic Hotel, The Loop prices, month by month Across the next twelve months, a night at Staypineapple, An Iconic Hotel, The Loop costs from about €149 in January to €435 in June. A 192% swing makes timing the biggest factor in what you pay. Over the year a night here averages €263, about 39% more than the typical hotel in Chicago (IL). Of the 148 hotels we track in Chicago (IL), only 20% cost more. - **Cheapest month:** [January](https://stayversus.com/en/hotel-prices/january/) €149 - **Most expensive month:** [June](https://stayversus.com/en/hotel-prices/june/) €435 - **Average night (12 months):** €263 - **Cheapest night found:** €149 (15 December) - **vs. typical hotel in Chicago (IL):** +39% ## Staypineapple, An Iconic Hotel, The Loop: nightly price by month - Cheapest month: January, about €149 a night on average - Most expensive month: June, about €435 a night on average - Lowest price we found: €149 for the night of 15 December - Saturday nights cost about 13% more than Tuesday nights Pick a month to check today's price for its cheapest date. Averages of real one-night prices for two adults on Agoda, a Tuesday and a Saturday in each month, last checked 21 October 2026. In euros; the final price is shown before you book. ## Month by month | Month | Average | Tuesday | Saturday | Lowest | Typical hotel in Chicago (IL) | Difference | | --- | --- | --- | --- | --- | --- | --- | | [November](https://stayversus.com/en/hotel-prices/november/) | €244 | €181 | €307 | €181 (10 November) | €179 | +36% | | [December](https://stayversus.com/en/hotel-prices/december/) | €160 | €149 | €171 | €149 (15 December) | €137 | +17% | | [January](https://stayversus.com/en/hotel-prices/january/) | €149 | €149 | €149 | €149 (12 January 2027) | €130 | +15% | | [February](https://stayversus.com/en/hotel-prices/february/) | €175 | €149 | €201 | €149 (9 February 2027) | €137 | +28% | | [March](https://stayversus.com/en/hotel-prices/march/) | €223 | €163 | €282 | €163 (9 March 2027) | €166 | +34% | | [April](https://stayversus.com/en/hotel-prices/april/) | €230 | €216 | €245 | €216 (13 April 2027) | €182 | +26% | | [May](https://stayversus.com/en/hotel-prices/may/) | €270 | €273 | €267 | €267 (15 May 2027) | €204 | +32% | | [June](https://stayversus.com/en/hotel-prices/june/) | €435 | €443 | €428 | €428 (19 June 2027) | €252 | +73% | | [July](https://stayversus.com/en/hotel-prices/july/) | €370 | €393 | €348 | €348 (17 July 2027) | €243 | +52% | | [August](https://stayversus.com/en/hotel-prices/august/) | €414 | €381 | €447 | €381 (10 August 2027) | €228 | +82% | | [September](https://stayversus.com/en/hotel-prices/september/) | €234 | €234 | – | €234 (14 September 2027) | €232 | +1% | | [October](https://stayversus.com/en/hotel-prices/october/) | €246 | €238 | €254 | €238 (12 October 2027) | – | – | Average of one-night stays for two adults, in euros. Difference: this hotel against the typical hotel in Chicago (IL) in the same month. –: no price found for that day in that month. ## Cheapest dates to stay The cheapest night we found was €149, checking in on 15 December. Against other hotels in Chicago (IL), September is the best-value month here: it costs only 1% more than the typical hotel. ## Weekend or weekday? Saturday nights cost about 13% more than Tuesdays here, so staying midweek is the easiest way to save. ## Prices at hotels nearby Hotels within 2.5 km whose prices we also check: what they cost in January and on average across the year. - **Staypineapple, An Iconic Hotel, The Loop** ★★★★ **€149**year avg €263 - [Hyatt Centric The Loop Chicago prices by month](https://stayversus.com/en/hotel/hyatt-centric-the-loop-chicago-chicago-il/prices/) ★★★★ · 8.8 · 340 m · cheapest in December **€128**year avg €276 - [Palmer House a Hilton Hotel prices by month](https://stayversus.com/en/hotel/palmer-house-a-hilton-hotel-chicago-il/prices/) ★★★★ · 8.3 · 350 m · cheapest in December **€132**year avg €257 - [Arlo Chicago prices by month](https://stayversus.com/en/hotel/arlo-chicago-chicago-il/prices/) ★★★★ · 9.0 · 360 m · cheapest in January **€130**year avg €308 - [Sports Illustrated Resorts Chicago prices by month](https://stayversus.com/en/hotel/sports-illustrated-resorts-chicago-chicago-il/prices/) ★★★★½ · 8.9 · 380 m · cheapest in January **€119**year avg €268 - [The Allegro Royal Sonesta Hotel Chicago Loop prices by month](https://stayversus.com/en/hotel/the-allegro-royal-sonesta-hotel-chicago-loop-chicago-il/prices/) ★★★★ · 8.6 · 440 m · cheapest in January **€117**year avg €255 - [Hampton Inn Chicago Downtown/N Loop/Michigan Ave prices by month](https://stayversus.com/en/hotel/hampton-inn-chicago-downtown-n-loop-michigan-ave-chicago-il/prices/) ★★★ · 8.4 · 490 m · cheapest in January **€92**year avg €260 ## Staypineapple, An Iconic Hotel, The Loop prices: FAQs ### When is Staypineapple, An Iconic Hotel, The Loop cheapest? In January, at about €149 a night on average. ### What is the most expensive month at Staypineapple, An Iconic Hotel, The Loop? June, at around €435 a night. ### What is the price per night at Staypineapple, An Iconic Hotel, The Loop? About €263 on average over the year, from €149 to €435 depending on the month. The lowest we found was €149. ### Is Staypineapple, An Iconic Hotel, The Loop more expensive at weekends? Yes. A Saturday night costs about 13% more than a Tuesday. ### Is Staypineapple, An Iconic Hotel, The Loop expensive for Chicago (IL)? Yes, it is above the local average: €263 a night over the year, about 39% more than the typical hotel in Chicago (IL). ### Where do these prices come from? We ask Agoda for the price of a one-night stay for two adults on a Tuesday and a Saturday in each of the next twelve months, and repeat the check every two to three weeks. Monthly figures are averages of those nights, in euros, last checked 21 October 2026. Taxes and fees can differ between booking sites; the final price is always shown before you book. [Back to Staypineapple, An Iconic Hotel, The Loop](https://stayversus.com/en/hotel/staypineapple-an-iconic-hotel-the-loop-chicago-il/) [Hotel prices in Chicago (IL) by month](https://stayversus.com/en/united-states/chicago-il/prices/) [All hotels in Chicago (IL)](https://stayversus.com/en/united-states/chicago-il/) [Hotel prices by month](https://stayversus.com/en/hotel-prices/) --- Source: https://stayversus.com/en/hotel/staypineapple-an-iconic-hotel-the-loop-chicago-il/prices/. Facts are compiled by StayVersus from partner data (Agoda), Overture Maps, OpenStreetMap, OurAirports, public Google Maps listings and hotels' own websites. Scores use one formula for every hotel. Methodology: https://stayversus.com/en/about/