This one-bedroom suite, the "Level River North - Chic One Bedroom Suite," is situated in Chicago's River North district, offering a modern sanctuary with city views. This accommodation for four guests boasts a private balcony, a fully-equipped gourmet kitchen, an outdoor heated pool, a hot tub, a state-of-the-art fitness centre with a Peloton room, and 24/7 concierge services.
9.7 794 reviews
Chicago, IL
22/12 – 26/12
SG$3956/nighttotal: SG$15824 (4 )
Downtown Guild #3 | Mag Mile Gold Coast The Lake!
6 3
apartment , Chicago
This apartment is situated in a quiet part of Chicago, just a short walk from the lakefront, Magnificent Mile and John Hancock building. The accommodation has excellent user, location and cleanliness ratings. The flat has two king-size beds, a queen-size sofa bed and a full dining room. Amenities include a fully equipped kitchen, a 50-inch smart TV, a gym, laundry facilities and a rooftop terrace.
9.8 327 reviews
Chicago, IL
17/09 – 19/09
SG$393/nighttotal: SG$786 (2 )
A+chicago Roscoe Village Entire Home Wrigley+ More
1 2
resort , Chicago
This Roscoe Village flat is a short walk from Wrigley Field and offers easy access to public transport for exploring downtown Chicago, Lakeview, and Lincoln Square. The 102-square-metre, one-bedroom apartment sleeps two, features a fully equipped kitchen, free on-site parking, and a private entrance; a caretaker ensures guest satisfaction.
Chicago, IL
23/06 – 25/07
SG$274/nighttotal: SG$8768 (32 )
Level River North Studio With Luxury Amenities
1 1
resort , Chicago
The Level River North Studio with Luxury Amenities is situated in Chicago's River North district, offering easy access to the city's attractions. This modern suite accommodates up to four guests and features a fully-equipped gourmet kitchen, floor-to-ceiling windows with city views, a state-of-the-art fitness centre with a Peloton room, and a seasonal outdoor heated swimming pool and hot tub.
9.8 85 reviews
Chicago, IL
12/08 – 15/08
SG$380/nighttotal: SG$1140 (3 )
Retro Lovers Dream In The Heart Of West Town
1 4
resort , Chicago
This Chicago apartment, centrally located near the West Loop, offers convenient access to the United Centre and the University of Illinois at Chicago. The two-bedroom, one-bathroom flat sleeps four guests and boasts 1970s décor, modern amenities including WiFi and air conditioning, a shared patio, and unique historical features linked to Joey 'The Clown' Lombardo.
9.2 1471 reviews
Chicago, IL
10/07 – 14/07
SG$1554/nighttotal: SG$6216 (4 )
Level Chicago - Old Town
2 4
hotel , Chicago
Level Chicago - Old Town is situated in the trendy Old Town neighbourhood, a short walk from Oak Street and North Avenue beaches and known for its historic architecture and lively nightlife. The hotel has excellent user, location, and cleanliness ratings, making it a popular choice for travellers. The hotel offers a range of accommodation options, including rooms with balconies. Guests have access to a swimming pool, fitness centre, spa, sauna, hot tub, shared kitchen, terrace, lounge, ping pong and darts, a business centre, and a restaurant.
9.8 83 reviews
Chicago, IL
01/07 – 31/07
SG$159/nighttotal: SG$4770 (30 )
Washington Estate Minutes From University Of Chi
1 1
resort , Chicago
This Hyde Park flat is situated close to the University of Chicago and Hyde Park, approximately 1.3 km from Lake Shore Drive, with public transport easily accessible. The one-bedroom, two-bathroom apartment sleeps four, offering a full kitchen, in-unit laundry, a patio, gated parking (on request), and is near the historic Hyde Park district.
10 2 reviews
Chicago, IL
28/06 – 31/07
SG$282/nighttotal: SG$9306 (33 )
Level - Deluxe Studio Fulton Market
1 1
resort , Chicago
This West Loop studio, one, two, or three-bedroom apartment is situated in Chicago's Fulton Market district, offering convenient access to the city's many attractions. The luxury flat boasts a fully equipped gourmet kitchen, in-suite laundry, high-speed Wi-Fi, a private balcony with city views, and access to a fitness centre with a Peloton® room, a heated pool, and a hot tub; it sleeps up to two guests.
9.9 150 reviews
Chicago, IL
25/07 – 27/07
SG$391/nighttotal: SG$782 (2 )
English Garden Apt. In The Heart Of Lincoln Park
1 2
resort , Chicago
This stylish East Lincoln Park flat is a three-minute walk (less than 0.5 km) from Lincoln Park Zoo, offering easy access to other Chicago attractions. The one-bedroom apartment sleeps three, features a fully equipped gourmet kitchen with granite worktops, in-unit laundry, and a queen-size sofa bed, plus a 50" television with Dish TV and internet access.
9.2 2447 reviews
Chicago, IL
19/08 – 24/08
SG$311/nighttotal: SG$1555 (5 )
Level Chicago - River North
1 2
hotel , Chicago
Level Chicago - River North, situated in Chicago's River North district, is 2.3 kilometres from Ohio Street Beach and near the Shops at Northbridge. This hotel boasts a seasonal outdoor pool, fitness centre, sauna, hot tub, barbecue facilities, free Wi-Fi, and private parking, offering guests a range of amenities.
10 1 review
Chicago, IL
23/06 – 25/07
SG$327/nighttotal: SG$10464 (32 )
Level- One Bedroom Suite Located In River North
1 1
resort , Chicago
The Level- One Bedroom Suite Located In River North is situated in Chicago's River North district, offering convenient access to the city's attractions. This sophisticated executive suite accommodates up to four guests, featuring a fully-equipped gourmet kitchen, private balcony, access to a seasonal outdoor heated pool and hot tub, a state-of-the-art fitness centre with a Peloton® room, and 24/7 concierge services.
9.9 74 reviews
Chicago, IL
05/07 – 11/07
SG$887/nighttotal: SG$5322 (6 )
Dtown Penthouse 3bd Views+parking +Gym+pool
1 5
resort , Chicago
This three-bedroom, two-bathroom penthouse apartment in Chicago's Loop district is situated two blocks from Grant Park and the lakefront, offering immediate access to the Red Line and many attractions. The 28th-floor dwelling boasts a private rooftop deck, city views, two king-size and one queen-size bed, accommodating up to eight guests, and includes access to a fitness centre, swimming pool, and secure parking.
Best Chicago, IL resorts with a jacuzzi
Among the 58 accommodations in Chicago, IL, here are the 4 best resorts with a jacuzzi
10 1 review
Chicago, IL
22/06 – 22/08
SG$322/nighttotal: SG$19642 (61 )
Modern Studio On The Riverwalk! - 32 Night Min
1 2
resort , Chicago
The "Modern Studio On The Riverwalk!" accommodation is situated mere metres from the Loop and River North districts, placing guests at the core of Chicago's business and cultural hubs, with immediate access to the city's Riverwalk. This stylish studio apartment, designed for two guests, offers a fully equipped kitchen, in-unit laundry, high-speed internet, and access to building amenities including an indoor swimming pool and fitness centre.
10 1 review
Chicago, IL
30/06 – 01/10
SG$314/nighttotal: SG$29202 (93 )
Great Studio Space In Amenity Packed Loop Building
1 1
resort , Chicago
The "Great Studio Space In Amenity Packed Loop Building" apartment is located in Chicago's theatre district, offering easy walking access to The Loop and River North, with public transport just steps away. This spacious studio apartment, designed for two guests, features floor-to-ceiling windows, in-unit laundry, high-speed internet, and access to a rooftop pool, game room, and fitness centre.
10 1 review
Chicago, IL
01/09 – 31/10
SG$236/nighttotal: SG$14160 (60 )
Level-stunning One Bedroom Suite In River North
1 2
resort , Chicago
The "Level-stunning One Bedroom Suite In River North" is a sophisticated serviced apartment situated in Chicago's River North district, offering impressive city views and easy access to downtown attractions. This pet-friendly accommodation for up to four guests features a fully-equipped gourmet kitchen, a private balcony, and access to amenities including an outdoor heated pool, hot tub, and a state-of-the-art fitness centre with a Peloton room.
10 1 review
Chicago, IL
10/08 – 10/10
SG$397/nighttotal: SG$24217 (61 )
Level- A City Escape. Junior Two Bedroom Suite
1 2
resort , Chicago
Located in Chicago, the Level – A City Escape. Junior Two Bedroom Suite offers a sophisticated urban living experience with convenient access to city views, situated just outside the busiest downtown core. This spacious 76 square meter suite accommodates up to four guests and features two spa-inspired bathrooms, a fully-equipped gourmet kitchen, and access to over 2,787 square meters of indoor and outdoor amenities including a seasonal heated pool, hot tub, fitness centre, steam room, dry sauna, media room, grill stations, and a bocce court.
Best Chicago, IL resorts with a pool
Among the 58 accommodations in Chicago, IL, here are the 4 best resorts with a pool
9.0 1119 reviews
Chicago, IL
24/07 – 28/07
SG$513/nighttotal: SG$2052 (4 )
The Hotel & Athletic Club At Midtown
1 2
resort , Chicago
The Hotel & Athletic Club at Midtown is conveniently located in Chicago's Midtown neighbourhood, just a short distance from popular attractions like Wrigley Field, Lincoln Park Zoo, and United Center. The hotel consistently receives high ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers. The hotel offers a range of comfortable and modern rooms, each equipped with amenities such as air conditioning, flat-screen TVs, and private bathrooms. Guests have access to a wide array of facilities including indoor and outdoor swimming pools, a spa, a fitness centre, tennis courts, and a variety of fitness classes, making it a great choice for those seeking a wellness-focused getaway.
10 13 reviews
Chicago, IL
13/10 – 20/12
SG$278/nighttotal: SG$18904 (68 )
Corner 2 Bed With Lake Views
1 2
resort , Chicago
This Chicago apartment boasts a prime location between Lake Michigan and the Magnificent Mile, within easy walking distance of Navy Pier, Oak Street Beach, and Millennium Park. The one-bedroom, two-bathroom flat sleeps five guests and features a fully equipped kitchen, balcony, hardwood floors, and all utilities included, plus access to a swimming pool, jacuzzi and fitness centre.
10 1 review
Chicago, IL
01/07 – 31/08
SG$365/nighttotal: SG$22265 (61 )
Amazing 1br 1ba Great Location Awesome Views +Pool
1 1
resort , Chicago
The "Amazing 1br 1ba Great Location Awesome Views +Pool" is a one-bedroom apartment located in Chicago's West Loop, a district known for its restaurants and nightlife, offering immediate access to these amenities. This aparthotel provides accommodation for two guests, featuring a modern kitchen, in-unit laundry, a shared outdoor kitchen, a fitness centre, and a swimming pool, with a minimum stay of 32 days suitable for extended visits.
10 7 reviews
Chicago, IL
01/08 – 30/09
SG$394/nighttotal: SG$23640 (60 )
Corner King 2br/2ba Tower+ Private Balcony!
1 2
resort , Chicago
This Lake Shore East condo boasts spectacular views of Lake Michigan, Navy Pier, and Chicago's city centre, offering easy access to numerous restaurants and shops. The two-bedroom, two-bathroom apartment sleeps six guests, featuring a king-size bed, a queen-size bed, and a sofa bed, and includes access to a swimming pool, jacuzzi, and fitness centre.
Frequently asked questions about resorts in Chicago, IL
What are the top attractions in Chicago, IL?
Chicago is packed with iconic attractions! You can't miss the Willis Tower, formerly known as the Sears Tower, for stunning city views. The Art Institute of Chicago is a must-see for art lovers, and Millennium Park is great for a stroll and to see the iconic Cloud Gate sculpture, nicknamed 'The Bean'.
What are the best resorts with a swimming pool in Chicago, IL?
Which area in Chicago, IL is good for staying in a resort?
Chicago doesn't really have traditional resorts like you might find in beach destinations. However, if you're looking for a luxurious hotel experience with amenities, the Gold Coast area is a good choice. You'll find upscale hotels and plenty of shopping and dining.
What are the best resorts with jacuzzi in Chicago, IL?
What time of the year is the best to stay in a resort Chicago, IL?
The best time to visit Chicago is during the shoulder seasons, spring (April-May) or autumn (September-October). You'll enjoy pleasant weather, fewer crowds, and potentially better prices on accommodation.
What are the best family friendly resorts in Chicago, IL?
Chicago is very accessible! It has two major international airports, O'Hare International Airport (ORD) and Midway International Airport (MDW), with flights from all over the world. You can also get to Chicago by train, with Amtrak offering services from various US cities.
What are the best pet friendly resorts in Chicago, IL?
Chicago has a great market scene! For fresh produce and local goods, the Green City Market in Lincoln Park is a favourite. If you're looking for antiques and vintage finds, browse the stalls at the Maxwell Street Market.
What are the best sports events or competitions happening in and around Chicago, IL?
Chicago is a huge sports city! You can catch a Chicago Cubs baseball game at Wrigley Field, see the Chicago White Sox play at Guaranteed Rate Field, or cheer on the Chicago Bulls basketball team at the United Center.
What are the most requested amenities in resorts in Chicago, IL?
While Chicago doesn't have traditional resorts, upscale hotels in the city often offer amenities like swimming pools, fitness centres, spas, and restaurants. Some even have rooftop bars or lounges with great city views.
Destinations nearby
Best Chicago, IL resorts with air conditioning
10 5 reviews
Chicago, IL
01/09 – 31/10
SG$174/nighttotal: SG$10440 (60 )
Stunning Suite 2 @ Hotel Nemo Downtown
1 2
resort , Chicago
This one-bedroom Chicago apartment, located near Hotel Nemo in a trendy neighbourhood close to award-winning restaurants and fashionable shops, offers a convenient base for exploring the city. The 1-bathroom flat sleeps two guests and includes amenities such as a fully equipped kitchen with fridge, in-unit washer/dryer, high-speed Wi-Fi, a Keurig coffee maker, and access to premium food delivery services; garage parking is available for an additional £140 per month.
9.5 972 reviews
Chicago, IL
19/08 – 24/08
SG$515/nighttotal: SG$2575 (5 )
The Neighborhood Hotel - Lincoln Park 501 - Three Bedroom Penthouse
1 2
hotel , Chicago
This apartment is located in the popular Lincoln Park neighbourhood, just a short walk from Fullerton Beach, North Avenue Beach, and Lincoln Park Zoo. It has received excellent ratings for its location, cleanliness and user experience. The apartment is comfortable and modern, with a fully equipped kitchen and a private bathroom. It offers a range of amenities including free Wi-Fi, air conditioning, and a terrace, making it an ideal choice for travellers looking to explore Chicago.
9.7 379 reviews
Chicago, IL
08/07 – 13/07
SG$758/nighttotal: SG$3790 (5 )
Hear The Crowd Roar From A Condo Moments Away From Wrigley
1 10
resort , Chicago
This three-bedroom Chicago apartment, located in Wrigleyville, is steps from Wrigley Field, offering unparalleled views and sounds of Cubs games. Sleeping up to 10 guests, this recently renovated condo boasts a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, parking (on non-event days), and access to a shared patio and potential rooftop access overlooking Wrigley Field and downtown Chicago.
9.7 946 reviews
Chicago, IL
17/07 – 21/07
SG$184/nighttotal: SG$736 (4 )
Bohemian Lodge #3 ( Clean & Affordable Travel)
1 1
resort , Chicago
This Pilsen, Chicago flat is conveniently located in the Mexican-American cultural heartland, offering easy access to local restaurants and shops. The self-contained apartment comprises one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, laundry facilities, and free on-street parking within a short walking distance.
Neighborhoods and points of interest in Chicago, IL
Best Chicago, IL resorts with a gym
10 1 review
Chicago, IL
30/06 – 01/10
SG$314/nighttotal: SG$29202 (93 )
Great Studio Space In Amenity Packed Loop Building
1 1
resort , Chicago
The "Great Studio Space In Amenity Packed Loop Building" apartment is located in Chicago's theatre district, offering easy walking access to The Loop and River North, with public transport just steps away. This spacious studio apartment, designed for two guests, features floor-to-ceiling windows, in-unit laundry, high-speed internet, and access to a rooftop pool, game room, and fitness centre.
10 1 review
Chicago, IL
01/07 – 31/08
SG$365/nighttotal: SG$22265 (61 )
Amazing 1br 1ba Great Location Awesome Views +Pool
1 1
resort , Chicago
The "Amazing 1br 1ba Great Location Awesome Views +Pool" is a one-bedroom apartment located in Chicago's West Loop, a district known for its restaurants and nightlife, offering immediate access to these amenities. This aparthotel provides accommodation for two guests, featuring a modern kitchen, in-unit laundry, a shared outdoor kitchen, a fitness centre, and a swimming pool, with a minimum stay of 32 days suitable for extended visits.
9.5 972 reviews
Chicago, IL
19/08 – 24/08
SG$515/nighttotal: SG$2575 (5 )
The Neighborhood Hotel - Lincoln Park 501 - Three Bedroom Penthouse
1 2
hotel , Chicago
This apartment is located in the popular Lincoln Park neighbourhood, just a short walk from Fullerton Beach, North Avenue Beach, and Lincoln Park Zoo. It has received excellent ratings for its location, cleanliness and user experience. The apartment is comfortable and modern, with a fully equipped kitchen and a private bathroom. It offers a range of amenities including free Wi-Fi, air conditioning, and a terrace, making it an ideal choice for travellers looking to explore Chicago.
Chicago, IL
23/06 – 25/07
SG$274/nighttotal: SG$8768 (32 )
Level River North Studio With Luxury Amenities
1 1
resort , Chicago
The Level River North Studio with Luxury Amenities is situated in Chicago's River North district, offering easy access to the city's attractions. This modern suite accommodates up to four guests and features a fully-equipped gourmet kitchen, floor-to-ceiling windows with city views, a state-of-the-art fitness centre with a Peloton room, and a seasonal outdoor heated swimming pool and hot tub.