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Chicago, IL resorts
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136 Best resorts in Chicago, IL

Best Chicago, IL resorts with a jacuzzi

Among the 136 accommodations in Chicago, IL, here are the 4 best resorts with a jacuzzi

1br In Luxury Building W/ Rooftop Pool - Chicago, IL
No reviews

1br In Luxury Building W/ Rooftop Pool

resort, Chicago
This luxury apartment is located in Chicago's Streeterville district, offering excellent access to the city's attractions and a prime position near the lakefront.
The "View Of The Lake In Luxury Building" offer features a one-bedroom, one-bathroom apartment for up to three guests, complete with air conditioning, internet, a swimming pool, fitness centre, and parking, ideal for extended stays of 32 nights or more.
Level Chicago - River North - Chicago, IL
9.3 2108 reviews

Level Chicago - River North

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.
Incredible Amenity-packed Studio In The West Loop! - Chicago, IL
10 1 review

Incredible Amenity-packed Studio In The West Loop!

resort, Chicago
This West Loop studio apartment is conveniently located near Union Station, offering easy access to Chicago's transport links.
The self-contained apartment, sleeping two guests, boasts a fully equipped kitchen, in-unit laundry, and access to a swimming pool, Jacuzzi, fitness centre, and garden within a LEED-certified building; a minimum 32-night stay is required.
Luxurious One Bed In Amazing Full Amenity Building - Chicago, IL
9.5 4 reviews

Luxurious One Bed In Amazing Full Amenity Building

resort, Chicago
This stylish one-bedroom apartment is ideally located between the Loop and River North in Chicago, offering easy access to the city's major attractions.
The 1-bedroom flat sleeps 3 guests, boasts a contemporary kitchen, in-unit laundry, a balcony with city views, and access to a building fitness centre, swimming pool, and jacuzzi; a minimum 32-night stay is required.

Best Chicago, IL resorts with a pool

Among the 136 accommodations in Chicago, IL, here are the 4 best resorts with a pool

Dtown Penthouse 3bd Views+parking +Gym+pool - Chicago, IL
9.9 76 reviews

Dtown Penthouse 3bd Views+parking +Gym+pool

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.
Modern Studio Overlooking The River - 32 Night Min - Chicago, IL
No reviews

Modern Studio Overlooking The River - 32 Night Min

resort, Chicago
This modern studio apartment, offered as 'Modern Studio Overlooking The River', is ideally located in Chicago's Loop and River North districts, a short distance from the city's major attractions.
The self-contained apartment sleeps two guests, features a contemporary kitchen and in-unit laundry, and benefits from building amenities including an indoor pool and fitness centre; a minimum 32-night stay is required.
Corner 2 Bedroom In West Loop By Fulton Market - Chicago, IL
10 1 review

Corner 2 Bedroom In West Loop By Fulton Market

resort, Chicago
The "Corner 2 Bed, 2 Bath In West Loop" apartment is situated in Chicago's West Loop district, a short walk from Restaurant Row on Randolph Street and 200 metres from Whole Foods and Marianos supermarkets, with a nearby park for recreation.
This professionally managed accommodation offers 2 bedrooms, 2 bathrooms, and a guest capacity of 5, featuring air conditioning, Wi-Fi, a swimming pool, garden, fitness centre, and parking, making it suitable for families and pet owners.
Chic And Modern One Bedroom Downtown! 32 Night Min - Chicago, IL
10 1 review

Chic And Modern One Bedroom Downtown! 32 Night Min

resort, Chicago
The "Chic And Modern One Bedroom Downtown!" apartment is located a mere 200 metres from Chicago's Loop and River North districts, offering direct access to the city centre. This accommodation for up to three guests features air conditioning, Wi-Fi, an indoor swimming pool, a fitness centre, and in-unit laundry facilities, with a minimum 32-night stay requirement.

Frequently Asked Questions about resorts in Chicago, IL

  • What are the top attractions in Chicago, IL?

    Chicago has a ton of famous places to see, like the iconic Willis Tower (formerly Sears Tower) with its incredible views, the Art Institute of Chicago with its impressive collection, and Millennium Park with its famous 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 resorts in the traditional sense. Most hotels are located in the city centre, with some excellent options in the Gold Coast, River North, and Streeterville neighbourhoods. These areas offer a mix of luxury hotels, boutique stays, and more budget-friendly choices.
  • What are the best resorts with jacuzzi in Chicago, IL?

    Bluegreen Vacations Hotel Blake - Ascend Resort Collection 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 is a great city to visit year-round, but if you're looking for warm weather and outdoor activities, spring and summer are ideal. You can enjoy the lakefront, parks, and festivals during these months. Autumn is also beautiful with its changing leaves, but it can get chilly.
  • What are the best pet friendly resorts in Chicago, IL?

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

    Getting to Chicago is a breeze! It has two major international airports, O'Hare International Airport (ORD) and Midway International Airport (MDW), with flights from all over the world. Chicago also has a well-developed public transport system, with buses, trains, and the 'L' (elevated train) making it easy to get around the city.
  • Where are the best markets in Chicago, IL?

    For a taste of local produce and crafts, head to the Green City Market in Lincoln Park or the Maxwell Street Market on Sundays. These markets offer a vibrant atmosphere and a chance to sample Chicago's culinary delights. Don't miss the chance to try some local specialties!
  • What are the best sports events or competitions happening in and around Chicago, IL?

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

    While Chicago doesn't have traditional resorts, hotels in the city often offer amenities like swimming pools, fitness centres, and spa services. Some also have rooftop bars or restaurants with stunning views of the city.
  • What are the most romantic attractions in Chicago, IL's?

    For a romantic evening, take a stroll along the Chicago Riverwalk, enjoy a sunset cruise on Lake Michigan, or dine at a restaurant with a view of the city skyline. You could also visit the Lincoln Park Zoo for a picnic and admire the beautiful gardens.

Popular destinations

Best Chicago, IL resorts with air conditioning

Mich Ave Downtown, Park, Museums 2bd #4 - Chicago, IL
9.7 108 reviews

Mich Ave Downtown, Park, Museums 2bd #4

resort, Chicago
This two-bedroom, two-bathroom apartment in Chicago's South Loop is ideally located a short distance (approximately 0.16 km) from the Red, Orange, and Green Line 'L' train stations, offering easy access to Grant Park, Soldier Field, and the Museum Campus.
The 6-guest property boasts a fully equipped kitchen including dishwasher, king-sized beds, in-building laundry facilities, and secure parking, all within a building featuring a rooftop deck, business centre, and lounge.
Mich Ave Downtown 2bd, Grant Park Museums #25 - Chicago, IL
9.7 94 reviews

Mich Ave Downtown 2bd, Grant Park Museums #25

resort, Chicago
This two-bedroom, two-bathroom apartment in Chicago's South Loop neighbourhood is situated just 0.16 km from the Red Line 'L' train, offering easy access to Grant Park and Soldier Field.
The 6-guest dwelling boasts a king-size bed, fully equipped kitchen with dishwasher, attached parking (charges apply), shared rooftop deck with grills, and building amenities including 24/7 security and a laundry room.
Bohemian Lodge #2 (Clean & Affordable Travel) - Chicago, IL
9.7 962 reviews

Bohemian Lodge #2 (Clean & Affordable Travel)

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.
Amazing Studio! Excellent Amenities In The Loop - Chicago, IL
10 2 reviews

Amazing Studio! Excellent Amenities In The Loop

resort, Chicago
This Chicago Loop studio apartment offers easy access to the Theatre District, River North, Millennium Park, and the Magnificent Mile, all within comfortable walking distance.
The self-contained apartment, sleeping two guests, features a contemporary kitchen, in-unit laundry, high-speed internet, and access to a rooftop pool, games room, and fitness centre; a 32-night minimum stay applies.

Best Chicago, IL resorts with a gym

Level - Deluxe Studio Fulton Market - Chicago, IL
10 2 reviews

Level - Deluxe Studio Fulton Market

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.
Great Studio Space In Amenity Packed Loop Building - Chicago, IL
10 1 review

Great Studio Space In Amenity Packed Loop Building

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.
Downtown Mag Mile Sleep 20 | 6bd/6ba - Chicago, IL
9.7 804 reviews

Downtown Mag Mile Sleep 20 | 6bd/6ba

resort, 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.
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