Mar 2, 2020 - Mar 3, 2020

2 adults - 1 room

Total price for 1 night, 2 adults, 1 room
Taxes and fees not included.

Chicago is sometimes called the Windy City and is well known for its classic foods including deep-dish pizza, hot dogs and Polish sausage. Many people visit Chicago because of its gangster history and interesting architecture including the Sears Tower, as well as its many museums. You can always find the cheapest hotels in Chicago by using the hotel search feature from Skyscanner. All you need to do is tell it when you want to go.

5-Star Hotels in Chicage

A large city like Chicago has many luxurious hotels. The Four Seasons Chicago is a 5-star hotel near the Magnificent Mile. The hotel features an indoor swimming pool, sauna, steam room, and whirlpool as well as a spa. The Waldorf Astoria Chicago has free wi-fi, luxurious rooms, and a swimming pool, fitness center, and whirlpool as well as a full-service spa. The on-site restaurant and bar are warm and sophisticated, with rich menus and modern cocktails. It is a short walk to the Museum of Contemporary Art. Chicago does have a public transit system, but you may prefer to rent a car to explore the city and follow your own itinerary.

4-Star Hotels in Chicago

The 4-star Hotel Lincoln has a rooftop terrace with sweeping views and is located in the Lincoln Park neighbourhood near the Lincoln Park Zoo. The on-site restaurant has a changing seasonal menu based around locally-sourced ingredients. The Hyatt Chicago Magnificent Mile is a 4-star hotel located close to many area attractions and has some suites with city skyline views. The hotel also has a swimming pool, whirlpool, and health and fitness club. The restaurant and bar serve local food as well as craft beer and fine wines. Cambria Hotels and Suites Magnificent Mile is a pet-friendly 4-star hotel with modern tech-focussed amenities. The relaxed rooftop bar and grill has a menu of burgers and seafood as well as views of the city skyline.

Top-Rated Hotels in Chicago

Excellent accommodation can be found in all of the star classes for hotels and hostels. Holiday Jones is a high-rated 2-star hostel promising a true Chicago experience. Rooms are decorated with work from local artists and bagels are provided every morning. The on-site restaurant serves South American cuisine. Bishop’s Hall is a high-rated bed and breakfast situated in a historic 1916 Georgian building. It has free wi-fi and parking and serves a varied breakfast each morning. The 4-star Virgin Hotels Chicago is a high-rated hotel with two on-site restaurants and is just a short walk from the Magnificent Mile. It has pet-friendly rooms and hosts evening social hours.

Average Hotel Prices in Chicago

An average 2 or 3-star hotel in Chicago can be found for around $100-$150 a night with a few hostels or motels falling under the $100 a night mark and some nicer hotels or bed and breakfast coming nearer $200. 4-star hotels tend to come in at the $400 range, and a 5-star can be anywhere from $300-$700 a night. No matter your taste in hotels, you can always find the best deals on hotels in Chicago with Skyscanner.

Top rated hotels in Chicago

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What are travelers saying about Chicago?

Family Travelers
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Member reviews (1222)
Ayo Oweke
Ayo Oweke

Chicago night life is awesome I really enjoyed the beach the high park area amazing

John Wright
John Wright

So much to do in my favourite city. Navy point makes a lovely family day. The untouchables tour was so funny, very educational, see where the tin man got valentines and Dillinger sites. Night cruise was mind blowing. Totally unforgettable!

Allan Wong
Allan WongSan Francisco, California, USA

It's easy to travel in Chicago. Hop on the subway. It will take you to the loop and places you've never been to

Anna Clarisse
Anna ClarisseMinneapolis

I live in the twin cities so I'm a custom to the concrete jungle. I was so blown away with Chicago's architecture! Beautiful, bold and busy.


The least expensive month is February, with an average of C$195 per night. The most expensive month to stay in Chicago is September, with an average price of C$435 per night.
The average price of a hotel in February last year was C$356 per night. This is 3% more than the average nightly price of C$346 seen over the previous 12 months.
In Chicago, the expected average temperature in February is -0.4°C/31.3°F. The warmest month is typically July, which averages 29.0°C/84.2°F. The coolest month is January, with temperatures averaging -6.4°C/20.5°F.
The nearest airport to Chicago is Chicago Midway (MDW) (14.48km). Other nearby airports include: Chicago O'Hare International (25.42km) Chicago Dupage County (51.19km) Aurora (58.68km) Michigan City (69.56km) Valparaiso (70.22km)

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