Apartment

Penthouse with Private Rooftop and Skyline Views

Photo gallery for Penthouse with Private Rooftop and Skyline Views

Take in the stunning Chicago skyline from your private roof deck—the perfect backdrop for sunset drinks
Sun-filled afternoons on the sectional—the perfect spot to recharge after a day in the West Loop
The sofa bed adapts to your schedule, transitioning seamlessly from a midday lounge spot to a restful queen-sized bed
Sun-filled afternoons on the sectional—the perfect spot to recharge after a day in the West Loop
Sun-filled afternoons on the sectional—the perfect spot to recharge after a day in the West Loop
2 bedrooms2 bathroomsSleeps 660 sq m

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Firepit
  • Deck or patio

Explore the area

View map
Chicago, IL
  • Place, Milwaukee Avenue
    ‪3 min walk‬
  • Place, St. John Cantius Church
    ‪8 min walk‬
  • Place, The Salt Shed
    ‪19 min walk‬
  • Airport, Chicago, IL (ORD-O'Hare Intl.)
    ‪31 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Common Spaces

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Office

About this property

Penthouse with Private Rooftop and Skyline Views

Step into a sun-drenched, top-floor sanctuary with a private roof deck and sweeping skyline views. Whether you`re here for a work trip or a Chicago food tour, this classic Chicago walk-up offers a quiet escape above the city bustle.

The space comfortably sleeps six with a queen bed in each of the two bedrooms and a sofa bed in the living room. The sofa bed conveniently pulls out into a queen size bed and extra pillows and sheets are stocked in the closet.

The home features two full bathrooms: a communal guest bathroom with a standard-size soaking tub and a private en-suite in the second bedroom equipped with a modern shower stall.

Sleeping arrangements:
- Bedroom #1: queen size bed with en-suite bathroom
- Bedroom #2: queen size bed
- Living room: queen size sofa bed

Amenities:
Private roof deck accessed directly from the apartment, self check-in, high-speed Wifi, dedicated workspace, kitchen island with bar stool seating, smart TV with Airplay, and in-unit laundry

Location:
You’re perfectly positioned at the intersection of Chicago’s best vibes.
- All within walking distance: coffee shops, multiple parks, BYOB Mexican, Mediterranean, and Sushi, grocery & convenience stores, and countless bars & restaurants
- Short rides: less than 5 minutes from the trendy West Loop and Wicker Park neighborhoods, and less than 10 minutes from the United Center

Stress-Free Parking:
Rare for the city! We provide free daily street parking permits for up to two weeks, or enjoy free non-permit parking just a block away on Huron St.

Other things to note:
The apartment is on the 4th floor of a walk-up building which does not have an elevator.

Early check-in:
- Enjoy free early check-in for booking direct on flexhome.com
- Accommodations will be made for self check-in anytime after 1pm
- All requests are subject to availability

Requirements:
1. Agree to our House Rules
2. Verify your identity by uploading a government-issued ID and selfie through our ID verification partner
3. Pay a $200 refundable security deposit. Deposit is payable online only and refund is issued after check-out assuming no damage, missing items, or broken House Rules. Refunds take 5-10 business days to appear on your statement

House rules:
1. Ages 21+ to book.
2. Authorized guests only, and no booking on behalf of others.
3. No parties, gatherings, or commercial uses.
4. No smoking of any kind anywhere on the premises including outdoor spaces ($150 fine will be assessed and additional fees for remediation may apply).
5. Quiet time after 10pm.
6. Guests must cover the cost to replace unreturned access devices such as keys, key cards, fobs, or parking passes.
7. Rental agreement required for all stays of 28+ days, all direct bookings, and otherwise at our sole discretion.
8. Guests take full responsibility for loss, injury, or damages that occur on the premises and its facilities.
9. Bookings by local guests are prohibited at this property. Please contact us with any questions.
*Booking a reservation constitutes an agreement to comply with the House Rules. Guests who violate these rules are liable for any associated damages, fees, or expenses and may be removed from the property without refund.

#R26000139446
1. Ages 21+ to book.
2. Authorized guests only, and no booking on behalf of others.
3. No parties, gatherings, or commercial uses.
4. No smoking of any kind anywhere on the premises including outdoor spaces ($150 fine will be assessed and additional fees for remediation may apply).
5. Quiet time after 10pm.
6. Guests must cover the cost to replace unreturned access devices such as keys, key cards, fobs, or parking passes.
7. Rental agreement required for all stays of 28+ days, all direct bookings, and otherwise at our sole discretion.
8. Guests take full responsibility for loss, injury, or damages that occur on the premises and its facilities.
9. Bookings by local guests are prohibited at this property. Please contact us with any questions.
*Booking a reservation constitutes an agreement to comply with the House Rules. Guests who violate these rules are liable for any associated damages, fees, or expenses and may be removed from the property without refund.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
1. Ages 21+ to book. 2. Authorized guests only, and no booking on behalf of others. 3. No parties, gatherings, or commercial uses. 4.

Important information

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number R26000139446

About the area

Chicago

West Town, a neighbourhood in Chicago, is home to this apartment. Michigan Avenue and Navy Pier are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Lincoln Park Zoo and Field Museum of Natural History. Check out an event or a game at United Center, and consider making time for Griffin Museum of Science and Industry, a top attraction not to be missed.
Map
Chicago, IL

What's nearby

  • Milwaukee Avenue - 3 min walk - 0.3 km
  • St. John Cantius Church - 8 min walk - 0.7 km
  • Union Park - 17 min walk - 1.5 km
  • The Salt Shed - 19 min walk - 1.6 km
  • United Center - 3 min drive - 2.1 km

Getting around

  • Chicago Clybourn Station - 3 min drive
  • Chicago Station (Blue Line) - 6 min walk
  • Chicago Midway Airport (MDW) - 40 min drive

Restaurants

  • ‪Fry the Coop - ‬6 min walk
  • ‪Pie-Eyed Pizzeria - ‬6 min walk
  • ‪Burger Baron Restaurant - ‬8 min walk
  • ‪Wax Vinyl Bar - ‬7 min walk
  • ‪Provaré - ‬4 min walk

Frequently asked questions

Is Penthouse with Private Rooftop and Skyline Views pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Penthouse with Private Rooftop and Skyline Views?

As of 23 Apr 2026, prices found for a 1-night stay for 2 adults at Penthouse with Private Rooftop and Skyline Views on 3 July 2026 start from AU$856, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Penthouse with Private Rooftop and Skyline Views?

On-site parking is available at the property.

What time is check-in at Penthouse with Private Rooftop and Skyline Views?

Check-in begins at 4:00 PM.

What time is check-out at Penthouse with Private Rooftop and Skyline Views?

Checkout is at 11:00 AM.

Where is Penthouse with Private Rooftop and Skyline Views located?

Located in West Town, this apartment building is 0.3 mi (0.6 km) from Milwaukee Avenue and within 3 miles (5 km) of United Center and Michigan Avenue. Chicago Riverwalk and Willis Tower are also within 3 miles (5 km). Chicago Station (Blue Line) is 6 minutes by foot and Division Station is 15 minutes.

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