All Inclusive Resorts in Chicago, IL at the best prices

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Chicago, IL resorts
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58 Best resorts in Chicago, IL

Best Chicago, IL resorts with a jacuzzi

Among the 58 accommodations in Chicago, IL, here are the 4 best resorts with a jacuzzi

“The Marlowe” A Couples Getaway - Chicago, IL
9.7 33 reviews
Chicago, IL
03/08 – 05/08
$421/nighttotal: $842 (2 )

“The Marlowe” A Couples Getaway

1 2
resort , Chicago
"The Marlowe" A Couples Getaway offers a private, one-bedroom lodging for two in Chicago, featuring a luxurious six-person hot tub, an 80-inch smart TV with surround sound, a private rear deck with a barbecue, and a pool table, all situated on the exclusive first floor for ultimate privacy. This secluded retreat provides a spa-like experience with Bluetooth ceiling speakers and optional hibachi grill and chef services available at an additional cost.
Corner 2 Bed With Lake Views - Chicago, IL
10 13 reviews
Chicago, IL
14/10 – 14/12
$303/nighttotal: $18483 (61 )

Corner 2 Bed With Lake Views

1 1
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.
Level- A Dream Extended Stay One Bedroom Suite - Chicago, IL
9.0 2 reviews
Chicago, IL
21/08 – 02/10
$288/nighttotal: $12096 (42 )

Level- A Dream Extended Stay One Bedroom Suite

1 1
resort , Chicago
The Level- A Dream Extended Stay One Bedroom Suite is situated in Chicago's River North district, offering convenient access to city landmarks, with the Magnificent Mile approximately 800 meters away.
This pet-friendly luxury suite accommodates up to four guests, featuring a private balcony with city views, a fully-equipped gourmet kitchen, an outdoor heated pool, a hot tub, and a state-of-the-art fitness centre, all with GBAC STAR™ facility accreditation.
Level-  A City Escape. Junior Two Bedroom Suite - Chicago, IL
10 1 review
Chicago, IL
10/08 – 10/10
$432/nighttotal: $26352 (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

Amazing 1br 1ba Great Location Awesome Views +Pool - Chicago, IL
10 1 review
Chicago, IL
20/06 – 31/08
$390/nighttotal: $28080 (72 )

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.
The Hotel & Athletic Club At Midtown - Chicago, IL
9.0 1119 reviews
Chicago, IL
25/06 – 26/06
$538/nightfor 1 night

The Hotel & Athletic Club At Midtown

1 1
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.
Level - Deluxe Studio Fulton Market - Chicago, IL
10 2 reviews
Chicago, IL
24/06 – 31/07
$304/nighttotal: $11248 (37 )

Level - Deluxe Studio Fulton Market

1 2
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.
Modern Studio On The Riverwalk! - 32 Night Min - Chicago, IL
10 1 review
Chicago, IL
18/06 – 31/08
$363/nighttotal: $26862 (74 )

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.

Frequently Asked Questions about resorts in Chicago, IL

  • What are the top attractions in Chicago, IL?

    Chicago's got something for everyone. You can't miss the iconic Willis Tower, the Art Institute of Chicago, Millennium Park with Cloud Gate, and Navy Pier. Don't forget to check out the Magnificent Mile for some shopping and dining.
  • 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 isn't really known for resorts, it's more of a city break destination. You'll find most hotels in the downtown area, with the best options around the Magnificent Mile and River North. If you're looking for something more relaxed, you could try the North Shore suburbs, but they're a bit further out.
  • What are the best resorts with jacuzzi in Chicago, IL?

    The Hotel & Athletic Club At Midtown is the best resort with a jacuzzi in Chicago, IL.

  • What time of the year is the best to stay in a resort Chicago, IL?

    Chicago's weather is pretty variable, but summer's the best time to enjoy the city. You'll have warm weather, lots of outdoor activities, and festivals happening. If you're looking for a quieter time, spring or autumn can be nice too.
  • What are the best family friendly resorts in Chicago, IL?

    The best family friendly resort in Chicago, IL is The Hotel & Athletic Club At Midtown.

  • How easy is it to get to Chicago, IL?

    Chicago's a major hub, so it's easy to get to. You can fly directly into O'Hare International Airport (ORD) or Midway International Airport (MDW), or take a train or bus from other cities. Getting around the city is also easy with the public transport system.
  • What are the best pet friendly resorts in Chicago, IL?

  • Where are the best markets in Chicago, IL?

    For fresh produce and local goods, check out the Green City Market in Lincoln Park. If you're looking for a more diverse selection, try the Maxwell Street Market, which is a great spot for souvenirs and street food. And for vintage finds and antiques, you can't beat the Randolph Street Market.
  • What are the best sports events or competitions happening in and around Chicago, IL?

    Chicago is a real sports city! You can catch a Chicago Cubs baseball game at Wrigley Field, a Chicago White Sox game at Guaranteed Rate Field, a Chicago Bulls basketball game at the United Center, or a Chicago Blackhawks ice hockey game at the United Center.
  • What are the most requested amenities in resorts in Chicago, IL?

    While Chicago doesn't have many resorts, the most common amenities in hotels are pools, fitness centres, and restaurants. Some hotels also have spas, business centres, and parking.
  • What are the most romantic attractions in Chicago, IL's?

    For a romantic evening in Chicago, take a boat tour on the Chicago River, enjoy a dinner cruise on Lake Michigan, or visit the Lincoln Park Zoo. If you're feeling adventurous, you could even take a ride on the Ferris wheel at Navy Pier.

Destinations nearby

Best Chicago, IL resorts with air conditioning

Great Studio Space In Amenity Packed Loop Building - Chicago, IL
10 1 review
Chicago, IL
20/06 – 22/08
$387/nighttotal: $24381 (63 )

Great Studio Space In Amenity Packed Loop Building

1 2
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.
A+chicago Roscoe Village Entire Home Wrigley+ More - Chicago, IL
9.8 327 reviews
Chicago, IL
10/07 – 12/07
$381/nighttotal: $762 (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.
Level- Beautiful Two Bedroom Junior Suite - Chicago, IL
Chicago, IL
24/06 – 31/07
$499/nighttotal: $18463 (37 )

Level- Beautiful Two Bedroom Junior Suite

1 2
resort , Chicago
This luxury hotel, offering the "Level- Beautiful Two Bedroom Junior Suite", is located in a prime Chicago district, providing easy access to downtown attractions.
This accommodation boasts sophisticated suites with modern design, floor-to-ceiling windows offering city views, a fully-equipped gourmet kitchen, private balconies, and over 3,000 square metres of indoor and outdoor amenities including an outdoor heated pool, hot tub, and a state-of-the-art fitness centre with a Peloton room.
Level Chicago - River North - Chicago, IL
9.2 2425 reviews
Chicago, IL
19/08 – 24/08
$338/nighttotal: $1690 (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.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL resorts with a gym

Level Chicago - Old Town - Chicago, IL
9.2 1473 reviews
Chicago, IL
15/07 – 22/07
$726/nighttotal: $5082 (7 )

Level Chicago - Old Town

1 2
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.
Level River North - Chic One Bedroom Suite - Chicago, IL
10 3 reviews
Chicago, IL
09/09 – 22/12
$229/nighttotal: $23816 (104 )

Level River North - Chic One Bedroom Suite

1 2
resort , Chicago
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.
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