# Panoramic 2BR Penthouse in the Sky | Roof Deck – 2 Bedroom Vacation Rental in Chicago, Illinois | Staywell Hospitality

[NOTE: The main rooftop is currently closed for renovations and is slated to reopen in Winter/Spring 2027. The 2nd rooftop remains open and available to use, including the pool which typically opens around Memorial Day].

This sunny top floor penthouse is in a perfect location with panoramic lakefront and city views in multiple directions. With over 1,300 square feet of space, 13+ foot tall ceilings and oversized windows, this spacious penthouse is a true escape in the sky in the heart of downtown Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed, ideal for families, business travelers, or couples traveling together. The building has an outdoor pool and an amazing outdoor rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!

Located in a secure, high-end building in the center of Chicago! Once inside, you're greeted by a light-filled apartment with large windows on every wall. The views during the day are fantastic and even more magical at night! Right out the window, you'll see Lake Michigan and a unique scene of diverse and historic Chicago architecture with the bustling city below. 

Everything is top of line and interior design is a passion of ours - so the furnishing of the unit reflects that! There is fast internet, a smart TV with Roku, and comfortable modern furniture to lounge on. 

The kitchen and living room are open and very spacious. The kitchen is stocked with cookware and all the tools you need to cook a great meal. We have a large 6-person dining table and a granite kitchen island with 4 counter stools. Plenty of room for all guests to dine comfortably or to use as a workspace. 

For each guest, the comfortable beds have crisp, clean linens and the bathrooms are stocked with fresh towels and bath products. Sleeping arrangements are as follows:

Bedroom 1: Queen bed
Bedroom 2: Queen bed
Living Room: Queen sleeper sofa

We also provide towels, detergent, iron, etc. and you have full access to the in-unit washer and dryer!

The building has a 24 hour doorman and great amenities including a movie theater, gym, outdoor pool, rooftop "sky lounge" with grilling stations, and a year-round rooftop terrace sun beds and lounge seating. The panoramic city and lake views from the rooftop are truly awesome!

This property 

Dogs allowed only with prior approval. Please inquire about breed restrictions. 35 pound weight limit. $35/night per pet fee applies. Unauthorized pets will incur a $500 fee.

Parking is not included with our listing, but there are many nearby parking garages close to our building (within a block). We also suggest using SpotHero or ParkWhiz to find and book discounted parking. You can usually find reasonable overnight parking for $15 to $25.

The outdoor pool is typically in operation from late May through late September, but exact opening and closing dates depend on the weather, maintenance, and other factors.

**Property URL**: https://staywell-hospitality.wanderos.com/property/728661660943780450/panoramic-2br-penthouse-in-the-sky-roof-deck
**Markdown URL**: https://staywell-hospitality.wanderos.com/property/728661660943780450/panoramic-2br-penthouse-in-the-sky-roof-deck.md

## Property Overview
- **Sleeps**: 6 guests
- **Bedrooms**: 2 bedrooms
- **Bathrooms**: 2
- **Square Footage**: 1,248.612 sq ft

- **Property License**: R26000139533

## Pricing & Availability
- **Nightly Rate**: $181 USD - $1,400 USD (before taxes and fees)
- **Next Available**: Nov 14, 2026
- **Available Days**: 290 of 551 days between Nov 5, 2026 and May 8, 2028
- **Daily Pricing (Nov 5, 2026 to May 8, 2028)**:
  - Nov 5, 2026: $331 USD (Not Available) (2 night min)
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  - Sep 23, 2027: $477 USD (Available) (2 night min)
  - Sep 24, 2027: $601 USD (Available) (2 night min)
  - Sep 25, 2027: $700 USD (Available) (2 night min)
  - Sep 26, 2027: $398 USD (Available) (2 night min)
  - Sep 27, 2027: $290 USD (Available) (2 night min)
  - Sep 28, 2027: $464 USD (Available) (2 night min)
  - Sep 29, 2027: $568 USD (Available) (2 night min)
  - Sep 30, 2027: $437 USD (Available) (2 night min)
  - Oct 1, 2027: $621 USD (Available) (2 night min)
  - Oct 2, 2027: $756 USD (Available) (2 night min)
  - Oct 3, 2027: $445 USD (Available) (2 night min)
  - Oct 4, 2027: $345 USD (Available) (2 night min)
  - Oct 5, 2027: $529 USD (Available) (2 night min)
  - Oct 6, 2027: $666 USD (Available) (5 night min)
  - Oct 7, 2027: $600 USD (Available) (5 night min)
  - Oct 8, 2027: $1,250 USD (Available) (5 night min)
  - Oct 9, 2027: $1,400 USD (Available) (5 night min)
  - Oct 10, 2027: $1,100 USD (Available) (5 night min)
  - Oct 11, 2027: $475 USD (Available) (3 night min)
  - Oct 12, 2027: $483 USD (Available) (2 night min)
  - Oct 13, 2027: $560 USD (Available) (2 night min)
  - Oct 14, 2027: $444 USD (Available) (2 night min)
  - Oct 15, 2027: $675 USD (Available) (2 night min)
  - Oct 16, 2027: $805 USD (Available) (2 night min)
  - Oct 17, 2027: $511 USD (Available) (2 night min)
  - Oct 18, 2027: $412 USD (Available) (2 night min)
  - Oct 19, 2027: $541 USD (Available) (2 night min)
  - Oct 20, 2027: $574 USD (Available) (2 night min)
  - Oct 21, 2027: $482 USD (Available) (2 night min)
  - Oct 22, 2027: $711 USD (Available) (2 night min)
  - Oct 23, 2027: $818 USD (Available) (2 night min)
  - Oct 24, 2027: $516 USD (Available) (2 night min)
  - Oct 25, 2027: $408 USD (Available) (2 night min)
  - Oct 26, 2027: $532 USD (Available) (2 night min)
  - Oct 27, 2027: $511 USD (Available) (2 night min)
  - Oct 28, 2027: $440 USD (Available) (2 night min)
  - Oct 29, 2027: $675 USD (Available) (2 night min)
  - Oct 30, 2027: $766 USD (Available) (2 night min)
  - Oct 31, 2027: $444 USD (Available) (2 night min)
  - Nov 1, 2027: $344 USD (Available) (2 night min)
  - Nov 2, 2027: $487 USD (Available) (2 night min)
  - Nov 3, 2027: $405 USD (Available) (2 night min)
  - Nov 4, 2027: $382 USD (Available) (2 night min)
  - Nov 5, 2027: $225 USD (Not Available) (2 night min)
  - Nov 6, 2027: $225 USD (Not Available) (2 night min)
  - Nov 7, 2027: $225 USD (Not Available) (2 night min)
  - Nov 8, 2027: $225 USD (Not Available) (2 night min)
  - Nov 9, 2027: $225 USD (Not Available) (2 night min)
  - Nov 10, 2027: $225 USD (Not Available) (2 night min)
  - Nov 11, 2027: $225 USD (Not Available) (2 night min)
  - Nov 12, 2027: $225 USD (Not Available) (2 night min)
  - Nov 13, 2027: $225 USD (Not Available) (2 night min)
  - Nov 14, 2027: $225 USD (Not Available) (2 night min)
  - Nov 15, 2027: $225 USD (Not Available) (2 night min)
  - Nov 16, 2027: $225 USD (Not Available) (2 night min)
  - Nov 17, 2027: $225 USD (Not Available) (2 night min)
  - Nov 18, 2027: $225 USD (Not Available) (2 night min)
  - Nov 19, 2027: $225 USD (Not Available) (2 night min)
  - Nov 20, 2027: $225 USD (Not Available) (2 night min)
  - Nov 21, 2027: $225 USD (Not Available) (2 night min)
  - Nov 22, 2027: $225 USD (Not Available) (2 night min)
  - Nov 23, 2027: $225 USD (Not Available) (2 night min)
  - Nov 24, 2027: $225 USD (Not Available) (2 night min)
  - Nov 25, 2027: $225 USD (Not Available) (2 night min)
  - Nov 26, 2027: $225 USD (Not Available) (2 night min)
  - Nov 27, 2027: $225 USD (Not Available) (2 night min)
  - Nov 28, 2027: $225 USD (Not Available) (2 night min)
  - Nov 29, 2027: $225 USD (Not Available) (2 night min)
  - Nov 30, 2027: $225 USD (Not Available) (2 night min)
  - Dec 1, 2027: $225 USD (Not Available) (2 night min)
  - Dec 2, 2027: $225 USD (Not Available) (2 night min)
  - Dec 3, 2027: $225 USD (Not Available) (2 night min)
  - Dec 4, 2027: $225 USD (Not Available) (2 night min)
  - Dec 5, 2027: $225 USD (Not Available) (2 night min)
  - Dec 6, 2027: $225 USD (Not Available) (2 night min)
  - Dec 7, 2027: $225 USD (Not Available) (2 night min)
  - Dec 8, 2027: $225 USD (Not Available) (2 night min)
  - Dec 9, 2027: $225 USD (Not Available) (2 night min)
  - Dec 10, 2027: $225 USD (Not Available) (2 night min)
  - Dec 11, 2027: $225 USD (Not Available) (2 night min)
  - Dec 12, 2027: $225 USD (Not Available) (2 night min)
  - Dec 13, 2027: $225 USD (Not Available) (2 night min)
  - Dec 14, 2027: $225 USD (Not Available) (2 night min)
  - Dec 15, 2027: $225 USD (Not Available) (2 night min)
  - Dec 16, 2027: $225 USD (Not Available) (2 night min)
  - Dec 17, 2027: $225 USD (Not Available) (2 night min)
  - Dec 18, 2027: $225 USD (Not Available) (2 night min)
  - Dec 19, 2027: $225 USD (Not Available) (2 night min)
  - Dec 20, 2027: $225 USD (Not Available) (2 night min)
  - Dec 21, 2027: $225 USD (Not Available) (2 night min)
  - Dec 22, 2027: $225 USD (Not Available) (2 night min)
  - Dec 23, 2027: $225 USD (Not Available) (2 night min)
  - Dec 24, 2027: $225 USD (Not Available) (2 night min)
  - Dec 25, 2027: $225 USD (Not Available) (2 night min)
  - Dec 26, 2027: $225 USD (Not Available) (2 night min)
  - Dec 27, 2027: $225 USD (Not Available) (2 night min)
  - Dec 28, 2027: $225 USD (Not Available) (2 night min)
  - Dec 29, 2027: $225 USD (Not Available) (2 night min)
  - Dec 30, 2027: $225 USD (Not Available) (2 night min)
  - Dec 31, 2027: $225 USD (Not Available) (2 night min)
  - Jan 1, 2028: $225 USD (Not Available) (2 night min)
  - Jan 2, 2028: $225 USD (Not Available) (2 night min)
  - Jan 3, 2028: $225 USD (Not Available) (2 night min)
  - Jan 4, 2028: $225 USD (Not Available) (2 night min)
  - Jan 5, 2028: $225 USD (Not Available) (2 night min)
  - Jan 6, 2028: $225 USD (Not Available) (2 night min)
  - Jan 7, 2028: $225 USD (Not Available) (2 night min)
  - Jan 8, 2028: $225 USD (Not Available) (2 night min)
  - Jan 9, 2028: $225 USD (Not Available) (2 night min)
  - Jan 10, 2028: $225 USD (Not Available) (2 night min)
  - Jan 11, 2028: $225 USD (Not Available) (2 night min)
  - Jan 12, 2028: $225 USD (Not Available) (2 night min)
  - Jan 13, 2028: $225 USD (Not Available) (2 night min)
  - Jan 14, 2028: $225 USD (Not Available) (2 night min)
  - Jan 15, 2028: $225 USD (Not Available) (2 night min)
  - Jan 16, 2028: $225 USD (Not Available) (2 night min)
  - Jan 17, 2028: $225 USD (Not Available) (2 night min)
  - Jan 18, 2028: $225 USD (Not Available) (2 night min)
  - Jan 19, 2028: $225 USD (Not Available) (2 night min)
  - Jan 20, 2028: $225 USD (Not Available) (2 night min)
  - Jan 21, 2028: $225 USD (Not Available) (2 night min)
  - Jan 22, 2028: $225 USD (Not Available) (2 night min)
  - Jan 23, 2028: $225 USD (Not Available) (2 night min)
  - Jan 24, 2028: $225 USD (Not Available) (2 night min)
  - Jan 25, 2028: $225 USD (Not Available) (2 night min)
  - Jan 26, 2028: $225 USD (Not Available) (2 night min)
  - Jan 27, 2028: $225 USD (Not Available) (2 night min)
  - Jan 28, 2028: $225 USD (Not Available) (2 night min)
  - Jan 29, 2028: $225 USD (Not Available) (2 night min)
  - Jan 30, 2028: $225 USD (Not Available) (2 night min)
  - Jan 31, 2028: $225 USD (Not Available) (2 night min)
  - Feb 1, 2028: $225 USD (Not Available) (2 night min)
  - Feb 2, 2028: $225 USD (Not Available) (2 night min)
  - Feb 3, 2028: $225 USD (Not Available) (2 night min)
  - Feb 4, 2028: $225 USD (Not Available) (2 night min)
  - Feb 5, 2028: $225 USD (Not Available) (2 night min)
  - Feb 6, 2028: $225 USD (Not Available) (2 night min)
  - Feb 7, 2028: $225 USD (Not Available) (2 night min)
  - Feb 8, 2028: $225 USD (Not Available) (2 night min)
  - Feb 9, 2028: $225 USD (Not Available) (2 night min)
  - Feb 10, 2028: $225 USD (Not Available) (2 night min)
  - Feb 11, 2028: $225 USD (Not Available) (2 night min)
  - Feb 12, 2028: $225 USD (Not Available) (2 night min)
  - Feb 13, 2028: $225 USD (Not Available) (2 night min)
  - Feb 14, 2028: $225 USD (Not Available) (2 night min)
  - Feb 15, 2028: $225 USD (Not Available) (2 night min)
  - Feb 16, 2028: $225 USD (Not Available) (2 night min)
  - Feb 17, 2028: $225 USD (Not Available) (2 night min)
  - Feb 18, 2028: $225 USD (Not Available) (2 night min)
  - Feb 19, 2028: $225 USD (Not Available) (2 night min)
  - Feb 20, 2028: $225 USD (Not Available) (2 night min)
  - Feb 21, 2028: $225 USD (Not Available) (2 night min)
  - Feb 22, 2028: $225 USD (Not Available) (2 night min)
  - Feb 23, 2028: $225 USD (Not Available) (2 night min)
  - Feb 24, 2028: $225 USD (Not Available) (2 night min)
  - Feb 25, 2028: $225 USD (Not Available) (2 night min)
  - Feb 26, 2028: $225 USD (Not Available) (2 night min)
  - Feb 27, 2028: $225 USD (Not Available) (2 night min)
  - Feb 28, 2028: $225 USD (Not Available) (2 night min)
  - Feb 29, 2028: $225 USD (Not Available) (2 night min)
  - Mar 1, 2028: $225 USD (Not Available) (2 night min)
  - Mar 2, 2028: $225 USD (Not Available) (2 night min)
  - Mar 3, 2028: $225 USD (Not Available) (2 night min)
  - Mar 4, 2028: $225 USD (Not Available) (2 night min)
  - Mar 5, 2028: $225 USD (Not Available) (2 night min)
  - Mar 6, 2028: $225 USD (Not Available) (2 night min)
  - Mar 7, 2028: $225 USD (Not Available) (2 night min)
  - Mar 8, 2028: $225 USD (Not Available) (2 night min)
  - Mar 9, 2028: $225 USD (Not Available) (2 night min)
  - Mar 10, 2028: $225 USD (Not Available) (2 night min)
  - Mar 11, 2028: $225 USD (Not Available) (2 night min)
  - Mar 12, 2028: $225 USD (Not Available) (2 night min)
  - Mar 13, 2028: $225 USD (Not Available) (2 night min)
  - Mar 14, 2028: $225 USD (Not Available) (2 night min)
  - Mar 15, 2028: $225 USD (Not Available) (2 night min)
  - Mar 16, 2028: $225 USD (Not Available) (2 night min)
  - Mar 17, 2028: $225 USD (Not Available) (2 night min)
  - Mar 18, 2028: $225 USD (Not Available) (2 night min)
  - Mar 19, 2028: $225 USD (Not Available) (2 night min)
  - Mar 20, 2028: $225 USD (Not Available) (2 night min)
  - Mar 21, 2028: $225 USD (Not Available) (2 night min)
  - Mar 22, 2028: $225 USD (Not Available) (2 night min)
  - Mar 23, 2028: $225 USD (Not Available) (2 night min)
  - Mar 24, 2028: $225 USD (Not Available) (2 night min)
  - Mar 25, 2028: $225 USD (Not Available) (2 night min)
  - Mar 26, 2028: $225 USD (Not Available) (2 night min)
  - Mar 27, 2028: $225 USD (Not Available) (2 night min)
  - Mar 28, 2028: $225 USD (Not Available) (2 night min)
  - Mar 29, 2028: $225 USD (Not Available) (2 night min)
  - Mar 30, 2028: $225 USD (Not Available) (2 night min)
  - Mar 31, 2028: $225 USD (Not Available) (2 night min)
  - Apr 1, 2028: $225 USD (Not Available) (2 night min)
  - Apr 2, 2028: $225 USD (Not Available) (2 night min)
  - Apr 3, 2028: $225 USD (Not Available) (2 night min)
  - Apr 4, 2028: $225 USD (Not Available) (2 night min)
  - Apr 5, 2028: $225 USD (Not Available) (2 night min)
  - Apr 6, 2028: $225 USD (Not Available) (2 night min)
  - Apr 7, 2028: $225 USD (Not Available) (2 night min)
  - Apr 8, 2028: $225 USD (Not Available) (2 night min)
  - Apr 9, 2028: $225 USD (Not Available) (2 night min)
  - Apr 10, 2028: $225 USD (Not Available) (2 night min)
  - Apr 11, 2028: $225 USD (Not Available) (2 night min)
  - Apr 12, 2028: $225 USD (Not Available) (2 night min)
  - Apr 13, 2028: $225 USD (Not Available) (2 night min)
  - Apr 14, 2028: $225 USD (Not Available) (2 night min)
  - Apr 15, 2028: $225 USD (Not Available) (2 night min)
  - Apr 16, 2028: $225 USD (Not Available) (2 night min)
  - Apr 17, 2028: $225 USD (Not Available) (2 night min)
  - Apr 18, 2028: $225 USD (Not Available) (2 night min)
  - Apr 19, 2028: $225 USD (Not Available) (2 night min)
  - Apr 20, 2028: $225 USD (Not Available) (2 night min)
  - Apr 21, 2028: $225 USD (Not Available) (2 night min)
  - Apr 22, 2028: $225 USD (Not Available) (2 night min)
  - Apr 23, 2028: $225 USD (Not Available) (2 night min)
  - Apr 24, 2028: $225 USD (Not Available) (2 night min)
  - Apr 25, 2028: $225 USD (Not Available) (2 night min)
  - Apr 26, 2028: $225 USD (Not Available) (2 night min)
  - Apr 27, 2028: $225 USD (Not Available) (2 night min)
  - Apr 28, 2028: $225 USD (Not Available) (2 night min)
  - Apr 29, 2028: $225 USD (Not Available) (2 night min)
  - Apr 30, 2028: $225 USD (Not Available) (2 night min)
  - May 1, 2028: $225 USD (Not Available) (2 night min)
  - May 2, 2028: $225 USD (Not Available) (2 night min)
  - May 3, 2028: $225 USD (Not Available) (2 night min)
  - May 4, 2028: $225 USD (Not Available) (2 night min)
  - May 5, 2028: $225 USD (Not Available) (2 night min)
  - May 6, 2028: $225 USD (Not Available) (2 night min)
  - May 7, 2028: $225 USD (Not Available) (2 night min)
  - May 8, 2028: $225 USD (Not Available) (2 night min)


## Availability Rules for AI Agents
- A date marked "Available" means check-in is allowed on that date.
- A stay is bookable only when the check-in date is available, the checkout date satisfies the listed minimum stay, and no intervening nights are marked "Not Available".
- Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms.
- The daily pricing table covers every date through May 8, 2028. A date missing from the table has no published nightly rate.
- If a requested date range extends beyond the table, visit the property URL for live booking details.

## Stay Timing
- **Check-in**: After 3:00 PM
- **Check-out**: Before 11:00 AM

## Location
- **Address**: Chicago, Illinois, United States
- **Postal Code**: 60601
- **Coordinates**: 41.8855926, -87.6256925
- **Local Area**: The Loop is the heart of Chicago and the most central location in the entire city! You are surrounded by world-class architecture, shopping, theaters, parks, and other sites. From our place you can quickly walk to Millennium Park, the lakefront, the Chicago River, the Magnificent Mile, the Art Institute, and so much more. The Field Museum, Shedd Aquarium, and Soldier Field are just a 5 minute ride. Oak Street for luxury shopping and the West Loop restaurant row for world class dining are only 5 minutes away as well!

## Amenities
- Pool outdoor
- Air conditioning
- Bathtub
- Bed linens
- Coffee maker
- Community Pool
- Cooking basics
- Dishes
- Dishwasher
- Dryer
- Cleaning supplies
- Toys
- Hair dryer
- Heating
- Wifi
- Iron
- Kitchen
- Dedicated workspace
- Microwave
- Oven
- Fridge
- Smoke detector
- Stove
- TV
- Washer



## Guest Services
- **24/7 Concierge**: Available through the Staywell Hospitality app
- **Housekeeping**: Professional cleaning service
- **Maintenance**: On-call support for any issues
- **Local Recommendations**: Dining, activities, and experiences

## Property Details
- **Property ID**: 728661660943780450
- **Property Slug**: panoramic-2br-penthouse-in-the-sky-roof-deck

## Booking Information
For more information and to book this property, visit:
https://staywell-hospitality.wanderos.com/property/728661660943780450/panoramic-2br-penthouse-in-the-sky-roof-deck

Or contact Staywell Hospitality customer service for assistance.

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*Last modified: Nov 5, 2026*
*This markdown file is generated automatically for AI agents and search engines.*