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Hotels in Downtown, Chicago

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Popular hotels in Downtown, Chicago

Discover well-known properties in Downtown that are favoured by visitors more than others. There are 321 hotels in Downtown and price data was last updated on 11 June 2025. The average price for a hotel in Downtown is S$ 519/night.
These hotels in Downtown see the most activity from our users at the moment. Change the dates at the top of the page to see more options in Downtown.
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151 East Wacker Drive, Chicago, IL, United States
Riverwalk hotel with 4 restaurants and bars 4 restaurants, 2 bars/lounges, and a health club are available at this smoke-free hotel. WiFi in public areas is free. Other amenities include 2 coffee shops/cafes, a snack bar/deli, and valet parking. Hyatt Regency Chicago offers 2032 accommodations with iPod docking stations and laptop-compatible safes. Pillowtop beds feature premium bedding. 65-inch flat-screen televisions come with premium digital channels and pay movies. Bathrooms include designer toiletries, complimentary toiletries, and hair dryers. This Chicago hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and complimentary newspapers, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include coffee/tea makers and irons/ironing boards. Housekeeping is provided daily. Recreational amenities at the hotel include a health club. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
8.7
Excellent
5899 reviews
Location
1.4 km from city centre
S$ 365
171 West Randolph Street, Chicago, IL, United States
Just 0.6 mi away from the luxury shopping, dining and entertainment of the famed Magnificent Mile, this eco-friendly boutique hotel is located in the heart of downtown Chicago and offers state-of-the-art fitness facilities and comfortable guestrooms with contemporary amenities, such as the 37-inch flat-screen LCD TV. Guests can relax while watching the 37-inch flat-screen LCD TV. The Allegro Royal Sonesta Hotel Chicago Loop features a fully-equipped fitness center with contemporary equipment, including a full selection of free weights, balance balls, and yoga mats. The property also offers full-service concierge and personal assistance services. 312 Chicago offers true Italian traditional cooking paired with an array of thoughtfully selected wine options. Bar Allegro, the hotel lobby bar, provides a chic place to grab a cocktail or glass of wine. Centrally located in Chicagos Theater District, this hotel is within 5 minutes walk of the luxury shops and entertainment of State Street and Grant Park. O'Hare International Airport and Midway Airport are within 27 miles of this hotel.
8.3
Excellent
1039 reviews
Location
1.1 km from city centre
S$ 282
122 West Monroe Street, Chicago, IL, United States
Luxury hotel with a 24-hour fitness center and a 24-hour front desk A restaurant, a 24-hour fitness center, and a bar/lounge are available at this smoke-free hotel. Other amenities include a conference center, WiFi in public areas, and valet parking. Kimpton Gray Hotel by IHG offers 293 accommodations with minibars and safes. Beds feature Egyptian cotton sheets, down comforters, and premium bedding. Flat-screen televisions come with premium cable channels and pay movies. Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. In-room wireless Internet access (speed: 25+ Mbps) is available for a surcharge. Business-friendly amenities include desks and phones. Additionally, rooms include coffee/tea makers and irons/ironing boards. Microwaves and hypo-allergenic bedding can be requested. A nightly turndown service is provided. Recreational amenities at the hotel include a 24-hour fitness center and complimentary bicycles. The recreational activities listed below are available either on site or nearby; fees may apply.
8.9
Excellent
659 reviews
Location
0.7 km from city centre
S$ 341
720 South Michigan Avenue, Chicago, IL, United States
Welcome to the Hilton Chicago, Chicago’s best address for business or leisure, where a $50 million rejuvenation provides you an environment where Classic meets Cool. The Hilton Chicago is located in the South Loop district of downtown Chicago, within walking distance of State Street and Magnificent Mile shopping, Financial District, Millennium Park, The Field Museum, Buckingham Fountain, Shedd Aquarium, Adler Planetarium and Soldier Field. Overlooking Grant Park, Lake Michigan and Museum Campus, Hilton Chicago is in walking distance of Soldier Field’s games and concerts, and near Pilsen neighborhood’s bar and restaurant scene. Hop on the 'L' to Chinatown or simply absorb the arts featured in Wabash Arts Corridor. Enjoy a soulful evening at Buddy Guy’s Legends. The Hilton Chicago is also convenient to noted learning institutions such as University of Chicago, Columbia College, Roosevelt University and DePaul University. The Hilton Chicago provides easy access steps from its doors to local transportation by taxi, public bus or train which takes you directly to the numerous dining and shopping options, a multitude of surrounding corporate or association based offices, or a day out at Wrigley Field - Cubs, Guaranteed Rate Field -White Sox and United Center - Bulls and Blackhawks. Business travelers enjoy the modern business conveniences of the Hilton Chicago. Those attending conventions and tradeshows will want to take advantage of the Hilton Chicago by being the closest downtown hotel to McCormick Place.
Pool
Free Wi-Fi
7.8
Good
2535 reviews
Location
0.4 km from city centre
S$ 303
100 West Monroe Street, Chicago, IL, United States
Hotel with a 24-hour fitness center, a quick walk to Millennium Park Along with a restaurant, this smoke-free hotel has a 24-hour fitness center and a bar/lounge. WiFi in public areas is free. Other amenities include a rooftop terrace, a coffee shop/cafe, and valet parking. Housekeeping is available once per stay. Hyatt Centric The Loop Chicago offers 257 accommodations with iPod docking stations and safes. Beds feature Egyptian cotton sheets and premium bedding. 42-inch flat-screen televisions come with digital channels and Netflix. Refrigerators and coffee/tea makers are provided. Bathrooms include bathtubs or showers, bathrobes, and hair dryers. This Chicago hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and phones. Housekeeping is provided daily. Recreational amenities at the hotel include a 24-hour fitness center.
Free Wi-Fi
8.5
Excellent
1994 reviews
Location
0.6 km from city centre
S$ 275
201 North State Street, Chicago, IL, United States
Daily Mandatory Destination Charge includes: Premium guest internet access; daily $25 food and beverage credit for use in all hotel outlets (excluding in-room dining); $25 spa credit for any service over $100 Thursday-Sunday or spa gift basket Monday-Wednesday. Unlike any other hotel, theWit Chicago, a Hilton Hotel is more than exceptional location and service. Our hotel, theWit, embodies all that is unique about Chicago featuring a bold design, unique charm and excellent amenities. Create a memorable experience for our guests whether you're relaxing in your room or enjoying a cocktail at one of our two award-winning dining outlets. Explore countless nearby attractions including Chicago Riverwalk, the Chicago Theatre District, Millennium Park or the Magnificent Mile. Our stylish 310 guest rooms and suites are designed with a boutique feel, including a 42-inch HDTV, music docking station, touchscreen phones and our Doubletree Sweet Dreams beds. Named after the iconic intersection, our gastropub State and Lake Chicago Tavern prides itself on using the finest locally sourced ingredients, a diverse rotating selection of Chicago craft brews on tap and artisanal American cuisine serving up new and exciting twists on bistro fare. Our hotel is home to one of Chicago's most popular rooftop bars, ROOF, with sweeping views of Chicago and handcrafted signature cocktails. Keep up your workout routine with our modern cardio equipment in the newly renovated fitness center featuring modern amenities while enjoying views of the city skyline. Escape to our ultimate urban retreat, Spa@theWit, with treatments to de-stress and unwind both your body and your mind. Plan an event customized for you. SCREEN, our multimedia theater, has seating for 40. Along with our creative staff, our 14,000 sq. ft. facility offers spaces unlike any other hotels in downtown Chicago. For your convenience, our complimentary business center is open 24 hours a day and offers computer, fax and copy services.
8.7
Excellent
940 reviews
Location
1.1 km from city centre
S$ 376
200 North Columbus Drive, Chicago, IL, United States
Located between the Magnificent Mile and Grant Park, Fairmont Chicago Millennium Park is urban, stylish and at the heart of everything. Its rooms and suites are some of the city's most spacious, with stunning lake and skyline views. Enjoy local bites and drinks in the Lobby Bar, attend an event in one of 15 meeting rooms, or indulge at the Leaf Spa. When you want to explore beyond our luxury Chicago hotel, the concierge can help with tickets and reservations to the city's most beloved attractions.
8.1
Excellent
973 reviews
Location
1.3 km from city centre
S$ 289

Travel insights for hotels in Downtown

Use these up-to-date, data-driven insights about booking a hotel in Downtown including ideal times to book, pricing trends, and more.

What is the cheapest month to book a hotel in Downtown?

The cheapest month to book a hotel in Downtown is October (S$ 133). Conversely, the most expensive month to stay in Downtown is May (S$ 1,770).

What is the cheapest day to stay in a hotel in Downtown?

The cheapest day to stay in Downtown is Thursday (S$ 278). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is S$ 584.

How much is a hotel in Downtown tonight?

Users have found prices for hotels in Downtown tonight starting as low as S$ 53, rising to an average cost of S$ 163, based on searches in the last 72 hours. Prices start from S$ 166 for a 4-star hotel in Downtown for tonight.

How much is a Downtown hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Downtown this weekend for as little as S$ 232/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as S$ 232/night. For a 4-star hotel in Downtown, the cheapest rate recently found was S$ 267/night for this weekend.

Top-rated Downtown, Chicago hotels

Browse through properties in Downtown that have received the highest ratings from guests. There are currently 321 properties in Downtown and data was last updated on 11 June 2025.
These Downtown properties are among the highest rated by our users. Be sure to read user reviews to learn why these hotels are among the highest rated.
Show all 321 hotels
65 West Jackson Boulevard, Chicago, IL, United States
0.3 km from city centre
Air conditioning
S$ 396
Avg. per night
226 West Jackson Boulevard, Chicago, IL, United States
0.7 km from city centre
Free Wi-Fi
S$ 325
Avg. per night
425 South Financial Place, Chicago, IL, United States
0.5 km from city centre
S$ 295
Avg. per night
203 North Wabash Avenue, Chicago, IL, United States
1.2 km from city centre
Free Wi-Fi
S$ 320
Avg. per night
225 North Wabash Avenue, Chicago, IL, United States
1.2 km from city centre
Free Wi-Fi
S$ 298
Avg. per night
28 North Franklin Street, Chicago, IL, United States
1.0 km from city centre
Pool
Free Wi-Fi
S$ 300
Avg. per night
11 South LaSalle Street, Chicago, IL, United States
0.8 km from city centre
Free Wi-Fi
S$ 315
Avg. per night
636 South Michigan Avenue, Chicago, IL, United States
0.4 km from city centre
S$ 323
Avg. per night
221 North Columbus Drive, Chicago, IL, United States
1.3 km from city centre
Pool
Free Wi-Fi
S$ 317
Avg. per night
1 West Wacker Drive, Chicago, IL, United States
1.2 km from city centre
Pool
Free Wi-Fi
S$ 344
Avg. per night
172 West Adams Street, Chicago, IL, United States
0.6 km from city centre
S$ 304
Avg. per night

Cheapest hotels in Downtown, Chicago

Discover affordable stays in Downtown that provide a quality experience without breaking the bank. Hotels in Downtown can be found for as low as S$ 143 per night. There is currently one property in Downtown that can be booked for this price. Travelodge by Wyndham Downtown Chicago is one of the hotels that can be booked for the lowest price in Downtown. Price data was last updated on 11 June 2025
These Downtown properties charge the lowest price per night of those we've come across. As prices can vary by date, change the dates if you're flexible to compare rates.
Show all 321 hotels
65 East Harrison Street, Chicago, IL, United States
0.2 km from city centre
Free Wi-Fi
Airport shuttle
S$ 143
Avg. per night
1100 South Michigan Avenue, Chicago, IL, United States
0.8 km from city centre
Free Wi-Fi
S$ 147
Avg. per night
111 West Adams Street, Chicago, IL, United States
0.5 km from city centre
Free Wi-Fi
S$ 169
Avg. per night
520 South Michigan Avenue, Chicago, IL, United States
0.3 km from city centre
Free Wi-Fi
S$ 176
Avg. per night
75 East Wacker Drive, Chicago, IL, United States
1.4 km from city centre
Free Wi-Fi
S$ 179
Avg. per night
10 East Grand Avenue, Chicago, IL, United States
1.8 km from city centre
Pool
Free Wi-Fi
S$ 195
Avg. per night
500 South Dearborn Street, Chicago, IL, United States
0.2 km from city centre
Free Wi-Fi
S$ 217
Avg. per night
1 South Franklin Street, Chicago, IL, United States
0.9 km from city centre
Free Wi-Fi
S$ 223
Avg. per night
32 West Randolph Street, Chicago, IL, United States
1.0 km from city centre
Free Wi-Fi
S$ 244
Avg. per night
410 North Dearborn Street, Chicago, IL, United States
1.5 km from city centre
Free Wi-Fi
S$ 257
Avg. per night
168 North Michigan Avenue, Chicago, IL, United States
1.1 km from city centre
Free Wi-Fi
S$ 262
Avg. per night
323 East Wacker Drive, Chicago, IL, United States
1.4 km from city centre
S$ 271
Avg. per night

Hotel prices in Downtown

Get a sense of the average price and most popular properties to stay in Downtown to help you budget for your trip accordingly. Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” badge are the most popular hotels in Downtown at attractive prices. Price data was last updated on 11 June 2025.
Some of the best options for booking a hotel in Downtown categorized by hotel class. For added insight, we've also noted the most popular and best value hotels within each hotel class.
4 stars +
75 East Wacker Drive, Chicago, IL, United States
S$ 179
151 East Wacker Drive, Chicago, IL, United States
S$ 365
720 South Michigan Avenue, Chicago, IL, United States
S$ 303
100 West Monroe Street, Chicago, IL, United States
S$ 275
111 West Adams Street, Chicago, IL, United States
S$ 169
2 stars and under
1100 South Michigan Avenue, Chicago, IL, United States
S$ 147
65 East Harrison Street, Chicago, IL, United States
S$ 143

Other accommodations in Downtown

Find the perfect hostel, theme hotel, or holiday rental for your stay in Downtown.
Show all 321 stays
24 East Ida B. Wells Drive, Chicago, IL, United States
0.1 km from city centre
Free Wi-Fi
S$ 54
Avg. per night

Where to stay in Downtown

Explore different neighbourhoods and areas within Downtown to find the perfect location for your stay. Map data was last updated on 11 June 2025.
Whether you're visiting Downtown for leisure or business, utilize the map to find hotels close to your ideal location. Clicking on a hotel name will take you to a page with pricing, reviews, and more useful information.

About Downtown

Commonly referred to as “The Loop”, Downtown Chicago lies at the heart of one of the largest cities in the United States. It’s home to huge parks, riverside walking trails and iconic museums, as well as architectural icons such as the Tribune Tower, the John Hancock Center and the Willis Tower.

Things to do in Downtown

Downtown Chicago is home to one of the world’s oldest art museums, The Art Institute of Chicago, which houses a permanent collection of around 300,000 works. It’s here that you can see iconic masterpieces such as Pablo Picasso’s “The Old Guitarists” and Grant Wood’s “American Gothic”. In addition, it displays Native American artwork, ancient mosaics and architectural works by Frank Lloyd Wright.

Hugging the shores of Lake Michigan is Grant Park, an immense green space that boasts wide boulevards, seasonal flower beds and a skate park. At its heart is the Rococo-style Buckingham Fountain while the Petrillo Music Shell hosts live music concerts during the Chicago Jazz Festival, Lollapalooza and the Taste of Chicago. A section of the 28-kilometre-long Chicago Lakefront Trail traverses the park, connecting the South Shore Cultural Center with Kathy Osterman Beach.

For a vertigo-inducing experience, head to the 103rd floor of the Willis Tower, otherwise known as the Skydeck. It offers incredible views that extend across four states on a clear day. If you’re feeling brave, you can step onto The Ledge - a glass-floored box that protrudes from the skyscraper, more than 400 metres above the ground below.

Getting around Downtown

Downtown Chicago is around 20 minutes’ drive from both Chicago Midway International Airport and O'Hare International Airport, which have flights to destinations across the globe. Long-distance trains connect to the Chicago Union railway station while subway services travel throughout the Downtown area.

Facts about staying in Downtown, Chicago

Find useful tips and insights about staying in Downtown to help you make the most of your experience. FAQs were last updated on 11 June 2025.
  • What are the best hotels in Downtown?

    The Westin Michigan Avenue Chicago, rated with a score of 8.3 from 1,075 reviewers, is one of the most popular hotels in Downtown. Other top stays include Best Western Grant Park Hotel, with an average rating of 7.6 from 2,433 reviewers, and Hyatt Regency Mccormick Place, with a score of 8.5 from 2,834 reviewers.

  • What is a good hotel near The Westin Michigan Avenue Chicago?

    Hotel Lincoln is a good hotel close to The Westin Michigan Avenue Chicago - it has scored 7.1 over 1,193 reviews from HotelsCombined users.

  • What is a good hotel in Downtown near The Arc at Old Colony?

    Hilton Garden Inn Chicago Downtown Magnificent Mile is the most recommended hotel near The Arc at Old Colony on HotelsCombined (scoring 7.9 over 3,029 reviews).

  • Is there a good hotel near Union Station?

    7,710 HotelsCombined reviews of Congress Plaza Hotel score it 7.4/10, making it a highly recommended hotel near Union Station.

  • How much is a cheap hotel in Downtown?

    Prices for Downtown hotels have been found for as low as S$ 48/night over the last 3 days.

  • What are the most popular landmarks to visit in Downtown?

    The most popular landmarks in Downtown are The Westin Michigan Avenue Chicago (in Chicago), The Arc at Old Colony (in Chicago), and Union Station (in Chicago) according to our user data. If you plan to visit any of these, we recommend finding a hotel nearby to cut down on travel time.

See more FAQs

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