Staypineapple, An Iconic Hotel, The Loop
· Chicago
Tonight’s prices for this room
one row per question we ask nightly — stay length, booking lead, rate class- 1 night from 14 Oct 2026, non-refundable$441
- 1 night from 14 Oct 2026, refundable$452
- 1 night from 13 Nov 2026, non-refundable$324
- 1 night from 13 Nov 2026, refundable$340
- 1 night from 13 Dec 2026, non-refundable$187
- 1 night from 13 Dec 2026, refundable$193
- 7 nights from 14 Oct 2026, non-refundable$4,626
- 7 nights from 14 Oct 2026, refundable$4,515
- 7 nights from 13 Nov 2026, non-refundable$2,212
- 7 nights from 13 Nov 2026, refundable$2,162
- 7 nights from 13 Dec 2026, non-refundable$1,678
- 7 nights from 13 Dec 2026, refundable$1,640
Prices we recorded on the last sweep, not offers — the whole stay as quoted, two adults. Book opens our checkout, which re-prices that stay with the supplier first; the live rate may differ from the one we recorded. The twelve-month picture for this room appears once the weekly planning sweep has priced it across the year.
About this hotel
what our rates supplier lists for itPrice history
1 night, 30 days ahead, refundable, 2 adultsWe have started measuring this room but do not yet have enough nights to chart.
- Now
- $452
- Median
- $452
- All-time floor
- $452
- Nights measured
- 1
- Among comparable hotels, last sweep
- 29th of 64
We have 1 night of prices for this room so far. Percentile, volatility and the refundable spread need at least 10 before they mean anything, so they are not shown yet.
Every way we price this room
| Stay | Now | Median | Low | High | Nights |
|---|---|---|---|---|---|
| 1 night, 30 days ahead, non-refundable | $441 | $441 | $441 | $441 | 1 |
| 1 night, 30 days ahead, refundable | $452 | $452 | $452 | $452 | 1 |
| 1 night, 60 days ahead, non-refundable | $324 | $324 | $324 | $324 | 1 |
| 1 night, 60 days ahead, refundable | $340 | $340 | $340 | $340 | 1 |
| 1 night, 90 days ahead, non-refundable | $187 | $187 | $187 | $187 | 1 |
| 1 night, 90 days ahead, refundable | $193 | $193 | $193 | $193 | 1 |
| 7 nights, 30 days ahead, non-refundable | $4,626 | $4,626 | $4,626 | $4,626 | 1 |
| 7 nights, 30 days ahead, refundable | $4,515 | $4,515 | $4,515 | $4,515 | 1 |
| 7 nights, 60 days ahead, non-refundable | $2,212 | $2,212 | $2,212 | $2,212 | 1 |
| 7 nights, 60 days ahead, refundable | $2,162 | $2,162 | $2,162 | $2,162 | 1 |
| 7 nights, 90 days ahead, non-refundable | $1,678 | $1,678 | $1,678 | $1,678 | 1 |
| 7 nights, 90 days ahead, refundable | $1,640 | $1,640 | $1,640 | $1,640 | 1 |
Other hotels we track in Chicago
priced nearest to this one tonight- Fairfield Inn and Suites Chicago Downtown/ Magnificent Mile3★$433
- Hyatt Place Chicago Wicker Park3★$437
- DoubleTree by Hilton Chicago Magnificent Mile4★$444
- Hilton Garden Inn Chicago Downtown Riverwalk3★$450
- Marriott Marquis Chicago4★$454
- AC Hotel Chicago Downtown4★$455
- The Westin Michigan Avenue Chicago4★$459
- La Quinta Inn & Suites by Wyndham Chicago Downtown3★$462
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