Hotels in Chicago, IL

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Chicago, IL hotels
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1293 Cheap hotels in Chicago, IL

Best Chicago, IL luxury hotels (4 and 5 stars)

Among the 1293 accommodations in Chicago, IL, here are the 4 best luxury hotels

The Peninsula Chicago - Chicago, IL
9.7 1419 reviews
Chicago, IL
27/06 – 30/06
SG$1413/nighttotal: SG$4239 (3 )

The Peninsula Chicago

1 5
hotel , Chicago
The Peninsula Chicago is situated on the prestigious Magnificent Mile, a short walk from the Museum of Contemporary Art and a 15-minute walk from Navy Pier, offering easy access to Chicago's attractions. The hotel is a five-star establishment with excellent user ratings across location, cleanliness, and overall experience.
The rooms are spacious and feature 42-inch flat-screen TVs, free Wi-Fi, and private bathrooms with soaking tubs. Guests can enjoy contemporary American cuisine at the hotel's restaurant, relax in the Asian-inspired spa, or stay active in the modern fitness centre.
Nobu Hotel Chicago - Chicago, IL
9.3 1866 reviews
Chicago, IL
25/08 – 30/08
SG$677/nighttotal: SG$3385 (5 )

Nobu Hotel Chicago

1 2
hotel , Chicago
Nobu Hotel Chicago enjoys a convenient location near Union Station, approximately 2.7 kilometres from Willis Tower and 2.3 kilometres from the United Centre.
This 5-star establishment offers guests a range of amenities including a fitness centre, indoor pool, sauna, and on-site restaurant serving American and Asian breakfast options, alongside valet parking and free Wi-Fi.
Hyatt Centric Chicago Magnificent Mile - Chicago, IL
8.9 1609 reviews
Chicago, IL
18/07 – 20/07
SG$496/nighttotal: SG$992 (2 )

Hyatt Centric Chicago Magnificent Mile

1 2
hotel , Chicago
The Hyatt Centric Chicago Magnificent Mile hotel is situated on Michigan Avenue's Magnificent Mile, just one block from the famed shopping, dining, and entertainment district, within walking distance of Navy Pier and Millennium Park. This 4-star hotel has received very good user ratings for its cleanliness and overall experience.
The hotel has a contemporary design and offers a range of amenities, including a swimming pool, a hot tub, a fitness centre, and a restaurant with live entertainment. Guests can also enjoy a Starbucks on-site and room service.
Marriott Marquis Chicago - Chicago, IL
8.9 1981 reviews
Chicago, IL
31/07 – 03/08
SG$488/nighttotal: SG$1464 (3 )

Marriott Marquis Chicago

1 2
hotel , Chicago
The Marriott Marquis Chicago is situated in the South Loop, close to McCormick Place and within easy reach of downtown Chicago's attractions. This 4-star hotel receives very good user ratings across the board.
The hotel features 93,000 square feet of meeting space, making it ideal for conferences and events. Guests can enjoy a range of amenities, including a swimming pool, spa, fitness centre, and multiple dining options.

Best Chicago, IL hotels with parking

Embassy Suites By Hilton Chicago Downtown Magnificent Mile - Chicago, IL
8.0 4685 reviews
Chicago, IL
02/07 – 03/07
SG$384/nightfor 1 night

Embassy Suites By Hilton Chicago Downtown Magnificent Mile

1 5
hotel , Chicago
The Embassy Suites by Hilton Chicago Downtown Magnificent Mile is located just two blocks from the shops and restaurants of the Magnificent Mile, putting you within easy walking distance of Chicago's top attractions. This 4-star hotel consistently receives very good user ratings for its comfortable accommodation and friendly service.
The suites offer separate living and sleeping areas, providing ample space for families or groups. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, restaurant, and bar, as well as complimentary breakfast and an evening reception.
Modern 3br City Retreat - Near Old Town - Chicago, IL
9.6 10 reviews
Chicago, IL
01/09 – 31/10
SG$623/nighttotal: SG$37380 (60 )

Modern 3br City Retreat - Near Old Town

3 2
hotel , Chicago
This luxurious three-bedroom apartment is situated in Chicago's Near North Side, a short distance from Millennium Park and the Magnificent Mile.
The 112-square-metre flat boasts three king-size beds and a queen-size floor mattress, accommodating up to eight guests, and includes amenities such as a fully equipped kitchen, two en-suite bathrooms, and high-speed internet.
Ivy Boutique Hotel - Chicago, IL
8.8 1361 reviews
Chicago, IL
16/09 – 17/09
SG$566/nightfor 1 night

Ivy Boutique Hotel

1 2
hotel , Chicago
The Ivy Boutique Hotel, a 4.5-star establishment, enjoys a prime Downtown Chicago location, less than 1.6km from Millennium Park and Navy Pier, and within a 1km walk of Northwestern Memorial Hospital and Lurie Children's Hospital.
This luxury hotel offers guests a rooftop terrace, two restaurants, two bars, a fitness centre, spa, and parking, alongside convenient access to the Grand and Chicago Red Line stations.
24th Floor 2br Luxury Skyline Grant Park - Chicago, IL
Chicago, IL
01/09 – 31/10
SG$887/nighttotal: SG$53220 (60 )

24th Floor 2br Luxury Skyline Grant Park

2 2
hotel , Chicago
The "24th Floor 2br Luxury Skyline Grant Park" apartment is located in downtown Chicago, a 4-minute drive from Grant Park and the Field Museum, and close to CTA trains and dining options.
This 2-bedroom, 2-bathroom apartment accommodates up to 8 guests, featuring a private balcony with skyline views, a fully equipped kitchen, high-speed Wi-Fi, and on-site parking.

Frequently asked questions about hotels in Chicago, IL

  • What are the best landmarks to visit in Chicago, IL and around?

    Chicago is packed with iconic landmarks! You've got to see the Willis Tower, formerly known as the Sears Tower, for incredible views of the city. The Art Institute of Chicago is a must-visit for art lovers, with masterpieces like Edward Hopper's 'Nighthawks'. And don't miss the Magnificent Mile, a stretch of Michigan Avenue lined with luxury shops and skyscrapers.
  • What are the best hotels with a swimming pool in Chicago, IL?

    The Peninsula Chicago, The Langham Chicago and Park Hyatt Chicago are among the best hotels with a swimming pool in Chicago, IL.

  • What kind of hotels are available in Chicago?

    There are plenty of hotels to choose from in Chicago. You've got classic hotels in all different categories, from five-star to budget options, like motels or even hostels. If you're a business traveler, you might want to book into corporate housing. For something cozier, try an inn or bed and breakfast.
  • Which area in Chicago, IL is a good option for staying in a hotel?

    It depends on what you're looking for! For a vibrant, bustling atmosphere, check out River North or the Gold Coast. If you prefer a more relaxed vibe, consider the Lincoln Park neighbourhood. For a taste of history and culture, the Loop is a good choice.
  • What are the most popular 2, 3 and 4-star hotels in Chicago, IL?

  • What are the best neighborhoods to stay in Chicago?

    If it's your first time in Chicago, then you may want to stay in Chicago Downtown or the area known as the Chicago Loop. However, for those of you looking to explore the city's vibrant nightlife, you may want to stay in the River North close to the "Magnificent Mile" (Michigan Avenue), while foodies should head over to West Loop. For somewhere to stay on a budget, your best bet is to look around Lincoln Park for a good deal.
  • What are the most affordable attractions in Chicago, IL?

    You can have a great time in Chicago without breaking the bank! Check out the free walking tours offered by Chicago Greeter, explore Millennium Park with its iconic Cloud Gate sculpture, or wander through the Lincoln Park Zoo, which is completely free.
  • What are the best luxury hotels in Chicago, IL?

    The Peninsula Chicago, Kasa Magnificent Mile Chicago and The Langham Chicago are among the best luxury hotels in Chicago, IL.

  • How can you get around in Chicago?

    Chicago has decent public transport, most notably the L train, operated by the Chicago Transit Authority (CTA), and is cheap and easy to use. There is also an extensive bus system run by CTA, which serves nearly every attraction. You can also use the Metra Rail regional train, which has many stops Downtown.
  • How can travelers relax during a week in Chicago, IL?

    Chicago offers plenty of ways to unwind! Take a stroll along the scenic Lakefront Trail, enjoy a picnic in Lincoln Park, or escape the city buzz with a boat trip on the Chicago River. For a truly relaxing experience, visit the Garfield Park Conservatory, a beautiful indoor garden.
  • What are the best family friendly hotels in Chicago, IL?

    The best family friendly hotels in Chicago, IL are The Peninsula Chicago, Kasa Magnificent Mile Chicago and The Langham Chicago.

  • What is there to do in Chicago?

    You are spoiled for choice with things you can see and do in Chicago. Firstly, it's a city with an exciting dining and nightlife scene, plus you've got plenty of shopping from boutiques and artisanal shops to markets and luxury. Then you've got amazing museums, like the Art Institute of Chicago, and of course, performing arts like the iconic Chicago Theatre.
  • What hotel chains can you find in Chicago, IL?

    Chicago has a wide range of hotel chains to choose from, including popular options like Hilton, Marriott, Hyatt, and InterContinental. You'll also find boutique hotels and independent properties throughout the city.
  • What are the best pet friendly hotels in Chicago, IL?

    The best pet friendly hotels in Chicago, IL are The Peninsula Chicago, Kasa Magnificent Mile Chicago and The Langham Chicago.

  • Where to sleep during Blues Fest?

    If you book early, you might want to get a room at the Essex Inn on South Michigan Avenue, which is the official Blues Fest Hotel. However, you can't get a room here, then consider the area surrounding Millennium Park (where the festival takes place) so you can be sure you'll be walking distance for all that jazz.
  • What type of hotels can you find in Chicago, IL?

    Chicago offers a variety of hotels to suit every budget and preference. From luxury hotels with stunning views and top-notch amenities to budget-friendly options, you'll find everything from historic hotels in the Loop to modern hotels in the trendy River North neighbourhood.
  • What are the best hotels with jacuzzi in Chicago, IL?

    The Langham Chicago, Park Hyatt Chicago and Four Seasons Chicago are the best hotels with a jacuzzi in Chicago, IL.

  • When is the best time to book a hotel in Chicago, IL?

    To secure the best deals, it's generally recommended to book your hotel in advance, especially during peak season, which runs from late spring to early autumn. However, you might find better prices if you book during the shoulder seasons, like spring or autumn, when the weather is still pleasant but crowds are smaller.
  • What amenities do hotel rooms typically offer in Chicago, IL?

    Most hotels in Chicago offer standard amenities like Wi-Fi, air conditioning, and a TV. Many also have additional features like fitness centres, swimming pools, and business centres. Some hotels even offer unique amenities like rooftop bars or restaurants, depending on their location and category.
  • What pet-friendly activities are available in Chicago, IL?

    Chicago is a very dog-friendly city! You can take your furry friend for a walk along the Lakefront Trail, enjoy a picnic in Lincoln Park, or visit the dog-friendly patios at many restaurants and bars. The city even has a few dog parks, like Montrose Dog Beach, where your pet can run free.

Destinations nearby

Best Chicago, IL hotels with a pool

Among the 1293 accommodations in Chicago, IL, here are the 4 best hotels with a pool

Renaissance Chicago Downtown Hotel - Chicago, IL
9.1 1405 reviews
Chicago, IL
15/08 – 17/08
SG$537/nighttotal: SG$1074 (2 )

Renaissance Chicago Downtown Hotel

1 3
hotel , Chicago
The Renaissance Chicago Downtown Hotel enjoys a prime location in Chicago's Theatre District, directly opposite the Chicago River, less than 1.6km from Millennium Park and a 10-minute walk from Michigan Avenue and Navy Pier.
This 4-star establishment offers guests an indoor swimming pool, a rooftop bar with city views, a fitness centre, and various other amenities including valet parking, all within its stylish, contemporary accommodation.
Kasa Chicago Old Town - Chicago, IL
Chicago, IL
22/06 – 26/06
SG$1434/nighttotal: SG$5736 (4 )

Kasa Chicago Old Town

3 4
hotel , Chicago
Book a hotel room in a 2* hotel. You will be based in Chicago.
Services and facilities include a concierge, a fitness center and a room service. This hotel in Chicago has a swimming pool!
Prime Location! Near Millennium Park, Shedd Aquarium, Willis Tower - Chicago, IL
8.0 5 reviews
Chicago, IL
20/07 – 23/07
SG$374/nighttotal: SG$1122 (3 )

Prime Location! Near Millennium Park, Shedd Aquarium, Willis Tower

1 2
hotel , Chicago
This Chicago hotel is situated in the downtown district, offering an 8-minute walk to Michigan Avenue for shopping and sightseeing, and close proximity to landmarks such as the Chicago Theatre and the Art Institute of Chicago.
The "Prime Location! Indoor Pool, Near Millennium Park, Shedd Aquarium, Willis Tower" offer at this establishment includes complimentary wireless internet, air-conditioned rooms with hairdryers, a fitness centre, and concierge services, with easy access to outdoor pursuits.
Come Create Memories W/ Fun-filled Adventures At This Paradise! Indoor Pool! - Chicago, IL
8.8 9 reviews
Chicago, IL
14/11 – 05/12
SG$357/nighttotal: SG$7497 (21 )

Come Create Memories W/ Fun-filled Adventures At This Paradise! Indoor Pool!

1 2
hotel , Chicago
This one-bedroom flat is in downtown Chicago, just a short walk from Millennium Park and Michigan Avenue, and a quick drive from Grant Park. This apartment has excellent user ratings and is perfect for exploring the city.
The property is 30 square metres and comfortably sleeps two guests. The flat has a swimming pool, parking, and free Wi-Fi, plus a fully equipped kitchen and a range of other amenities.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL hotels with a restaurant

Crowne Plaza Chicago Sw - Burr Ridge By Ihg - Chicago, IL
8.5 1852 reviews
Chicago, IL
08/10 – 12/10
SG$1054/nighttotal: SG$4216 (4 )

Crowne Plaza Chicago Sw - Burr Ridge By Ihg

6 11
hotel , Burr Ridge
The Crowne Plaza Chicago SW - Burr Ridge is located just off Interstate 55, a 30-minute drive from downtown Chicago and 14 miles from Midway International Airport. This 3-star hotel has consistently received very good ratings from guests for its location, cleanliness, and overall experience.
The hotel offers a range of facilities, including an indoor swimming pool, a fitness centre, and a restaurant serving breakfast, lunch, and dinner. Guests can also enjoy the on-site garden, sauna, and tennis court, ensuring plenty of options for relaxation and recreation.
Hyatt Regency Chicago - Chicago, IL
8.9 15498 reviews
Chicago, IL
17/07 – 19/07
SG$660/nighttotal: SG$1320 (2 )

Hyatt Regency Chicago

1 4
hotel , Chicago
The Hyatt Regency Chicago is situated in downtown Chicago, just a short walk from the Magnificent Mile and Millennium Park. This 4-star hotel has received very good user ratings, making it a popular choice for travellers.
The accommodation offers a range of facilities including a fitness centre, spa, and multiple dining options. Guests can enjoy a comfortable stay with spacious rooms, a terrace or balcony, and convenient amenities like room service and valet parking.
Four Seasons Chicago - Chicago, IL
9.3 1253 reviews
Chicago, IL
09/10 – 11/10
SG$3412/nighttotal: SG$6824 (2 )

Four Seasons Chicago

2 6
hotel , Chicago
The Four Seasons Chicago is located on Michigan Avenue's Magnificent Mile in downtown Chicago, just steps away from luxury shopping and dining and within walking distance of Millennium Park and the Art Institute of Chicago. It is a five-star hotel that consistently receives excellent user ratings for its location, cleanliness, and overall experience.
The accommodation features modern and luxurious design with marble bathrooms and Le Labo toiletries. Guests can enjoy a range of amenities, including a swimming pool, a spa, a fitness centre, and a restaurant with stunning city views.
Marriott Chicago O’hare - Chicago, IL
8.5 1535 reviews
Chicago, IL
18/10 – 24/10
SG$347/nighttotal: SG$2082 (6 )

Marriott Chicago O’hare

1 4
hotel , Chicago
The Marriott Chicago O'Hare hotel is conveniently located near O'Hare International Airport, approximately 5 kilometres from Allstate Arena and under 18 kilometres from Brookfield Zoo.
This 3-star family-friendly lodging boasts an indoor and outdoor pool, a fitness centre, a spa, and the Brickton Bar and Lounge, serving classic American cuisine; guests also benefit from a free scheduled shuttle to and from Chicago O'Hare International Airport.
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