Hotels in Downtown, Chicago

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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 November (S$ 78). Conversely, the most expensive month to stay in Downtown is May (S$ 1,745).

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

The cheapest day to stay in Downtown is Thursday (S$ 274). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 609.

How much is a hotel in Downtown tonight?

Users have found prices for hotels in Downtown tonight starting as low as S$ 133, rising to an average cost of S$ 227, based on searches in the last 72 hours. Prices start from S$ 239 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$ 222/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as S$ 222/night. For a 4-star hotel in Downtown, the cheapest rate recently found was S$ 263/night for this weekend.

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$ 222 per night. There is currently one property in Downtown that can be booked for this price. La Quinta Inn & Suites by Wyndham Chicago Downtown is one of the hotels that can be booked for the lowest price in Downtown. Price data was last updated on 17 September 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.
1 South Franklin Street, Chicago, IL, United States
0.9 km from city centre
Free Wi-Fi
S$ 222
Avg. per night
65 West Jackson Boulevard, Chicago, IL, United States
0.3 km from city centre
Air conditioning
S$ 272
Avg. per night

Other accommodations in Downtown

Find the perfect hostel, theme hotel, or holiday rental for your stay in Downtown.
24 East Ida B. Wells Drive, Chicago, IL, United States
0.1 km from city centre
Free Wi-Fi
S$ 73
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 17 September 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 17 September 2025.
  • What are the best hotels in Downtown?

    Best Western Grant Park Hotel, rated with a score of 7.4 from 2,527 reviewers, is one of the most popular hotels in Downtown. Other top stays include Loews Chicago Hotel, with an average rating of 9.0 from 2,120 reviewers, and Kasa | See the Sites from Your Balcony | Chicago, with a score of 9.8 from 10 reviewers.

  • What is a good hotel near Magnificent Mile?

    Hilton Chicago/Magnificent Mile Suites is a good hotel close to Magnificent Mile - it has scored 8.5 over 1,978 reviews from HotelsCombined users.

  • What is a good hotel in Downtown near River North?

    Hilton Chicago/Magnificent Mile Suites is the most recommended hotel near River North on HotelsCombined (scoring 8.5 over 1,978 reviews).

  • Is there a good hotel near Grant Park?

    1,329 HotelsCombined reviews of Chicago Marriott Downtown Magnificent Mile score it 8.2/10, making it a highly recommended hotel near Grant Park.

  • How much is a cheap hotel in Downtown?

    Prices for Downtown hotels have been found for as low as S$ 66/night over the last 3 days.

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

    The most popular landmarks in Downtown are Magnificent Mile (in Chicago), River North (in Chicago), and Grant Park (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

Find better results for your stay in Downtown

Consider these popular 3-star hotels in Downtown

Stay at one of these Downtown 3-star hotels that users have found on HotelsCombined.

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