Home in Chicago
Chicago Sky
5 bedrooms
7 beds
4 bathrooms
16 guests
4500 sq. ft.
Saved to wishlist
About the property
Where you’ll sleep
Amenities
Common Amenities
- Game Room
- Ping pong table
- City view
- Wifi
- Free parking
- Hot water
- Carbon monoxide detector
- Air conditioning
- Patio
- Smoke detector
- First aid kit
- Fire extinguisher
- Balcony
Rooftop
- BBQ Area
- BBQ Utensils
- Outdoor seating
- Sauna
- Hot tub
- Outdoor dining area
Common Area
- TV
- Desk
Living Room
- TV
Dining Room
- Dining table
Kitchen
- Oven
- Cooking basics
- Stove
- Microwave
- Freezer
- Fridge
- Dishwasher
- Dishes
- Coffee maker
- Coffee
- Kettle
- Tea
- Spices
- Silverware
- Cleaning supplies
- Wine glasses
Bedroom 1
- Ceiling fan
- TV
- Closet
- Hangers
- Bed linens
Ensuite Bathroom 1
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
Bedroom 2
- TV
- Closet
- Hangers
- Ceiling fan
- Bed linens
Ensuite Bathroom 2
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
Bedroom 3
- TV
- Closet
- Hangers
- Ceiling fan
- Bed linens
Ensuite Bathroom 3
- Ensuite bathroom
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 4
- Hammock
- Bed linens
Bedroom 5
- Desk
- Bed linens
Bathroom 1
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Laundry Room
- Washer
- Dryer
- Cleaning supplies
Gym
- Mini golf
- Gym
- Exercise equipment
Theater
- Movie Theater
- TV
Game Room
- Pool table
- Poker Table
- Arcade machine
- Air hockey
- Shuffleboard
Guests love this place
4.83
based on 71 reviews
Overall rating
Where you’ll be
Chicago, Illinois 60647, United States
Chicago, Illinois, United StatesRestaurants
Eataly
Eataly is a vibrant Italian food hall where you can enjoy authentic regional dishes, shop for high-quality Italian ingredients, and learn cooking techniques in an energetic, market-style setting. Its open kitchens and diverse eateries create a lively, immersive Italian culinary experience.
Giordano's
Giordano’s is a Chicago institution famous for its legendary deep-dish, double-crust stuffed pizza, crafted with fresh ingredients and served in a lively, family-friendly atmosphere—perfect for sharing hearty Italian classics with friends or savoring a slice of authentic Windy City tradition.
Kasama
Kasama is Chicago’s first Michelin-starred Filipino restaurant, offering a warm, inviting atmosphere where traditional flavors meet modern fine dining through a creative tasting menu and casual daytime bakery fare. It’s a celebration of Filipino culture and cuisine in a cozy, café-style setting.
Wildberry Pancakes & Cafe
Wildberry Pancakes & Cafe offers a warm, welcoming atmosphere where you can enjoy perfectly fluffy pancakes, flavorful omelets, and classic breakfast favorites made with fresh, seasonal ingredients. It's a beloved spot for a memorable breakfast or brunch in Chicago.
Cindy's Rooftop
Cindy's Rooftop offers stunning views of Millennium Park and Lake Michigan, serving seasonal comfort food and inventive cocktails in a vibrant, stylish setting. Its open-air terrace and glass atrium create a memorable dining experience.
Pequod's Pizza
Pequod's Pizza offers a unique Chicago pan-style deep-dish experience with its signature caramelized crust, rich cheese pull, and flavorful tomato sauce, all served in a cozy, lively atmosphere perfect for savoring hearty, award-winning pies.
Lou Malnati's Pizzeria
Lou Malnati's Pizzeria serves authentic Chicago-style deep dish pizza with a flaky, buttery crust, fresh Wisconsin mozzarella, and a signature sausage blend, all crafted from a family recipe dating back to 1943. Its warm, family-friendly atmosphere celebrates Chicago’s pizza heritage.
Swissotel Chicago
The Palm at Swissotel Chicago offers a vibrant blend of prime aged steaks, fresh seafood, and Italian classics in an elegant setting with stunning views of the Chicago River and city skyline. Guests enjoy a refined yet inviting atmosphere perfect for any occasion.
Au Cheval
Au Cheval in Chicago’s Fulton Market is renowned for its legendary double cheeseburger topped with thick-cut bacon and a fried egg, served in a lively, bustling diner setting that offers a true comfort food experience. Its vibrant atmosphere and open kitchen make every visit memorable.
The Dearborn
The Dearborn is a vibrant urban American tavern in the heart of Chicago’s Loop, where classic comfort food meets creative twists and a welcoming, lively atmosphere—think tufted leather booths, vintage-inspired decor, and heartfelt service rooted in decades of Irish hospitality.
Attractions
Millennium Park
Millennium Park offers a unique blend of art, architecture, and entertainment, featuring iconic landmarks like "The Bean" and the Jay Pritzker Pavilion. It's perfect for anyone interested in culture, photography, and scenic city views.
Wrigley Field
Wrigley Field offers an unforgettable baseball experience with its historic charm, iconic ivy-covered outfield walls, and lively Wrigleyville atmosphere, perfect for sports fans and anyone who loves classic American culture and vibrant game-day traditions.
Field Museum
Explore the Field Museum, home to over 30 million artifacts, including Sue the T. Rex, and discover a world of natural history and culture. This iconic museum is perfect for families and anyone curious about the wonders of the past.
Lincoln Park Zoo
Discover the wonders of wildlife right in the heart of Chicago at Lincoln Park Zoo, where you can meet nearly 200 species, explore lush gardens, and enjoy free daily animal encounters—perfect for families, animal lovers, and anyone seeking a fun, accessible escape into nature.
Starbucks Reserve Roastery
Step inside the world’s largest Starbucks, where every floor brings a new coffee adventure—from rare brews and artisan Italian bites to rooftop city views. Coffee lovers and curious explorers alike will find something to savor in this immersive, multi-sensory destination on Chicago’s Magnificent Mile.
Navy Pier
Soaring above Lake Michigan on the Centennial Wheel, Navy Pier offers breathtaking skyline views, lively entertainment, and a vibrant mix of dining and shopping—perfect for families, thrill-seekers, and anyone looking to experience Chicago’s iconic waterfront charm.
Willis Tower
Experience breathtaking views from the Skydeck atop Willis Tower, the highest observation deck in the U.S., where thrill-seekers can step onto The Ledge—a glass balcony extending 4.3 feet over Chicago’s skyline. Perfect for anyone who loves spectacular cityscapes and unforgettable photo moments.
Shedd Aquarium
Discover a mesmerizing underwater world at Shedd Aquarium, where you can marvel at beluga whales, vibrant coral reefs, and Amazonian creatures—all under one roof. Perfect for families, animal lovers, and curious explorers of all ages who want to get up close with aquatic life in the heart of Chicago.
The Art Institute of Chicago
The Art Institute of Chicago offers an extraordinary journey through centuries of art, featuring iconic masterpieces like American Gothic and The Old Guitarist, perfect for art lovers and curious explorers alike seeking inspiration and cultural discovery.
Cloud Gate
Cloud Gate, or "The Bean," is a stunning, mirror-like sculpture in Chicago’s Millennium Park that reflects and distorts the city skyline, offering a unique interactive experience perfect for art lovers, photographers, and visitors seeking a memorable urban landmark.
Things to know
Cancellation policy
Cancel within 24 hours for a full refund.
Property rules
No pets allowed
No smoking - fees will apply
Events require approval
Safety & security
Check-in after 4:00 pm
Check-out before 10:00 am
16 guests maximum
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Mar 15, 2026 | $350 | Not Available |
| Mar 16, 2026 | $334 | Not Available |
| Mar 17, 2026 | $197 | Not Available |
| Mar 18, 2026 | $221 | Not Available |
| Mar 19, 2026 | $364 | Not Available |
| Mar 20, 2026 | $751 | Not Available |
| Mar 21, 2026 | $719 | Not Available |
| Mar 22, 2026 | $296 | Not Available |
| Mar 23, 2026 | $263 | Not Available |
| Mar 24, 2026 | $250 | Available |
| Mar 25, 2026 | $293 | Available |
| Mar 26, 2026 | $430 | Available |
| Mar 27, 2026 | $977 | Available |
| Mar 28, 2026 | $995 | Not Available |
| Mar 29, 2026 | $435 | Not Available |
| Mar 30, 2026 | $390 | Not Available |
| Mar 31, 2026 | $403 | Not Available |
| Apr 1, 2026 | $443 | Not Available |
| Apr 2, 2026 | $511 | Not Available |
| Apr 3, 2026 | $1026 | Not Available |
| Apr 4, 2026 | $1008 | Not Available |
| Apr 5, 2026 | $393 | Not Available |
| Apr 6, 2026 | $336 | Not Available |
| Apr 7, 2026 | $330 | Not Available |
| Apr 8, 2026 | $377 | Not Available |
| Apr 9, 2026 | $548 | Not Available |
| Apr 10, 2026 | $1185 | Not Available |
| Apr 11, 2026 | $1193 | Not Available |
| Apr 12, 2026 | $296 | Available |
| Apr 13, 2026 | $249 | Available |
| Apr 14, 2026 | $243 | Available |
| Apr 15, 2026 | $301 | Available |
| Apr 16, 2026 | $538 | Available |
| Apr 17, 2026 | $1222 | Not Available |
| Apr 18, 2026 | $1246 | Not Available |
| Apr 19, 2026 | $355 | Available |
| Apr 20, 2026 | $374 | Available |
| Apr 21, 2026 | $322 | Available |
| Apr 22, 2026 | $420 | Available |
| Apr 23, 2026 | $531 | Available |
| Apr 24, 2026 | $1151 | Available |
| Apr 25, 2026 | $1108 | Available |
| Apr 26, 2026 | $358 | Available |
| Apr 27, 2026 | $297 | Available |
| Apr 28, 2026 | $292 | Available |
| Apr 29, 2026 | $350 | Available |
| Apr 30, 2026 | $527 | Available |
| May 1, 2026 | $1209 | Available |
| May 2, 2026 | $1220 | Not Available |
| May 3, 2026 | $519 | Not Available |
| May 4, 2026 | $599 | Not Available |
| May 5, 2026 | $698 | Not Available |
| May 6, 2026 | $827 | Not Available |
| May 7, 2026 | $859 | Available |
| May 8, 2026 | $1494 | Available |
| May 9, 2026 | $1496 | Available |
| May 10, 2026 | $555 | Available |
| May 11, 2026 | $471 | Available |
| May 12, 2026 | $429 | Available |
| May 13, 2026 | $534 | Available |
| May 14, 2026 | $840 | Available |
| May 15, 2026 | $1966 | Available |
| May 16, 2026 | $2007 | Not Available |
| May 17, 2026 | $1070 | Available |
| May 18, 2026 | $790 | Available |
| May 19, 2026 | $804 | Available |
| May 20, 2026 | $563 | Available |
| May 21, 2026 | $860 | Available |
| May 22, 2026 | $2201 | Available |
| May 23, 2026 | $2270 | Not Available |
| May 24, 2026 | $1035 | Available |
| May 25, 2026 | $512 | Available |
| May 26, 2026 | $511 | Available |
| May 27, 2026 | $580 | Available |
| May 28, 2026 | $1245 | Available |
| May 29, 2026 | $2052 | Available |
| May 30, 2026 | $2185 | Available |
| May 31, 2026 | $969 | Not Available |
| Jun 1, 2026 | $979 | Not Available |
| Jun 2, 2026 | $946 | Not Available |
| Jun 3, 2026 | $1136 | Not Available |
| Jun 4, 2026 | $1264 | Not Available |
| Jun 5, 2026 | $2217 | Not Available |
| Jun 6, 2026 | $2212 | Not Available |
| Jun 7, 2026 | $936 | Available |
| Jun 8, 2026 | $956 | Available |
| Jun 9, 2026 | $630 | Available |
| Jun 10, 2026 | $1059 | Available |
| Jun 11, 2026 | $1029 | Available |
| Jun 12, 2026 | $1922 | Available |
| Jun 13, 2026 | $1951 | Not Available |