Chicago hotels

Chicago hotels

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Chicago, IL, United States
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Good to know

Low season September
High season May
  Average price (weeknight): S$ 271
  Average price (weekend night): S$ 344

cheapest month to stay


expected price decrease

most expensive time to stay


expected price increase

(avg. price over the last 2 weeks)

Sun - Thu


(avg. price over the last 2 weeks)

Fri & Sat

(weekend night)

Top tips for finding the perfect Chicago hotel

To be near Chicago’s best upscale shopping, stay near Magnificent Mile, a strip of Michigan Avenue that runs through the commercial heart of the city.
From mid-range hotels like the Warwick Allerton - Chicago to the upscale Sofitel Chicago, guests can find a range of hotel options in the Magnificent Mile area.
The Loop is Chicago’s business district. Home to both The Art Institute of Chicago as well as Grant Park, it boasts a variety of hotels for all budgets.
One of The Loop’s best business hotels is The Silversmith Hotel, which features four meeting rooms and a conference space. Kimpton the Gray is another exceptional option in this region.
For places to stay by Chicago Midway Airport, Skylark Motel is a decent option for those travelling on a budget. For mid-range accommodation, Holiday Inn Chicago Midway Airport and Hyatt Place Chicago Midway Airport are both good choices.
Chicago’s metro system, known as the L, connects Chicago O’Hare International Airport to the city centre via the Blue Line, reaching the city in just under an hour. Those seeking a convenient transfer to the airport should look for hotels along this line.
For a picturesque stay on Michigan Avenue consider Congress Plaza Hotel or Chicago’s Essex Inn. Both hotels offer views of Lake Michigan and Grant Park.
Families may enjoy staying at the Sheraton Grand Chicago, just a short walk from the amusement park rides and restaurants of Navy Pier, the Children’s Museum, and Ohio Street Beach.

FAQs when booking a hotel in Chicago

How much is a cheap hotel in Chicago?
KAYAK users have found double rooms in Chicago for as cheap as S$ 13 in the last 3 days. The average price is S$ 322.
How much is a hotel in Chicago for tonight?
In the last 72 hours, users have found Chicago hotels for tonight for as low as S$ 20. Users have also found 3-star hotels from S$ 42 and 4-star hotels from S$ 155.
How much is a hotel in Chicago for this weekend?
In the last 72 hours, users have found Chicago hotels for this weekend for as low as S$ 25 per night. Users have also found 3-star hotels from S$ 224 and 4-star hotels from S$ 256.
Which are the most popular neighbourhoods to stay in Chicago?
Hotels in Lake View, West Town and Lincoln Park have the most searches on KAYAK. For more information about Chicago's different neighborhoods, check out our Chicago's City Guide.
How can I find hotels near me?
Take a look at our extensive hotel Heatmaps to find the best hotels near you.
Where can I find cheap hotels in Chicago?
More affordable accommodation can be found in the southern part of the Loop, known as Painter’s Row, as well as in the northern parts of the city like Old Town and Gold Coast. Across the river, Chicago Parthenon Hostel is a good option for budget travellers as is Chicago Getaway Hostel near Lincoln Park.
Are there pet-friendly hotels in Chicago?
Yes, many hotels on Chicago’s North Side accept dogs and other pets, including Waldorf Astoria Chicago on the Magnificent Mile, and the nearby Dana Hotel and Spa. Guests staying at Hotel Lincoln can take their dogs for a walk in Lincoln Park, a vast city park on the edge of Lake Michigan.
What hotels in Chicago offer an especially good breakfast?
The Peninsula Chicago is renowned for its Sunday brunch, but also offers an excellent daily breakfast. For a very good breakfast buffet, included with the price of your room, book a stay at Embassy Suites Chicago Downtown. Made-to-order omelettes, french toast, pancakes, bacon, sausage, and a variety of fresh fruits round out the package.
Are there hotels in Chicago with free parking?
Yes, however, hotels in Chicago that offer free parking are located in the outskirts of the city. About 4 mi outside the city centre, The Hotel at Midtown in the Bucktown neighbourhood is a good option. Those flying out of Chicago Midway Airport will enjoy the convenience of Carlton Inn Midway or Chicago Lake Shore Hotel.

Where to stay in Chicago?

Our Heatmaps tool will help you find the perfect place to stay in Chicago by showing you how close hotel options are to major activities

Best Chicago hotels

Show all
The Langham, Chicago - Chicago - Building
9.6 Excellent (2,402 reviews)
S$ 585+
The Peninsula Chicago - Chicago - Building
9.5 Excellent (2,054 reviews)
S$ 640+
Hotel Emc2, Autograph Collection - Chicago - Building
9.4 Excellent (1,468 reviews)
S$ 310+
Viceroy Chicago - Chicago - Building
9.4 Excellent (825 reviews)
S$ 336+
Loews Chicago Hotel - Chicago - Building
9.3 Excellent (2,803 reviews)
S$ 369+
Kimpton Gray Hotel - Chicago - Building
9.3 Excellent (1,963 reviews)
S$ 399+
Waldorf Astoria Chicago - Chicago - Building
9.3 Excellent (1,194 reviews)
S$ 600+
Four Seasons Hotel Chicago - Chicago - Building
9.3 Excellent (969 reviews)
S$ 615+
St. Jane Chicago - Chicago - Bedroom
9.3 Excellent (291 reviews)
S$ 264+
Virgin Hotels Chicago - Chicago - Bedroom
9.2 Excellent (3,161 reviews)
S$ 295+
The Silversmith Hotel - Chicago - Bedroom
9.2 Excellent (2,342 reviews)
S$ 301+
Acme Hotel Company Chicago - Chicago - Building
9.2 Excellent (2,074 reviews)
S$ 234+
Thompson Chicago - Chicago - Building
9.2 Excellent (1,496 reviews)
S$ 321+
The Ritz-Carlton Chicago - Chicago - Building
9.2 Excellent (1,267 reviews)
S$ 558+
Park Hyatt Chicago - Chicago - Bedroom
9.2 Excellent (812 reviews)
S$ 433+

Best Chicago hotels near Magnificent Mile

Show all
Ivy Boutique Hotel - Chicago - Bedroom
9.1 Excellent (1,232 reviews)
S$ 317+
Sofitel Chicago Magnificent Mile - Chicago - Lobby
8.8 Excellent (11,480 reviews)
S$ 311+
Cambria Hotel Chicago Mag Mile - Chicago - Bedroom
8.3 Excellent (2,869 reviews)
S$ 256+