momondo compares 3M+ hotel and accommodation options.
Luxurious New Remodeled
Chicago, IL, United States
Personal Gym Luxury Balcony Condo
Chicago, IL, United States
Hampton Inn Chicago North/Loyola Station
1209 West Albion Avenue, Chicago, IL, United States
Urban Chicago Vacation Rental Condo Near Beach!
Chicago, IL, United States
Historic Old Town One Bedroom Suite
Chicago, IL, United States
The Royal Sonesta Chicago River North
505 North State Street, Chicago, IL, United States
Stay 424 Hostel
1415 North Ashland Avenue #2, Chicago, IL, United States
Pill Hill Mansion
9125 South Bennett Avenue, Chicago, IL, United States
Homestay - Here's a clean and peaceful room.
Chicago, IL, United States
Stay 424 Hostel
1415 North Ashland Avenue #2, Chicago, IL, United States
Lowest Hotel Price | $48 |
|---|---|
Most Popular Hotel (5-star) | Trump International Hotel & Tower Chicago |
Hotels Near Airport | 2570 |
Average Length of Stay | 4 days |
Price | $138 - $272 |
|---|
| CHEAPEST NEIGHBORHOOD IN CHICAGO | Loop | 17% cheaper | Hotels in Loop are the cheapest in Chicago at just $138 per night on average |
| MOST EXPENSIVE NEIGHBORHOOD IN CHICAGO | Near West Side | 39% more expensive | Near West Side has the highest priced hotels in Chicago with rooms averaging $272 per night |
| MOST POPULAR NEIGHBORHOOD IN CHICAGO | Near North Side | 55% more users visited | More momondo users search for hotels in Near North Side than any other neighborhood in Chicago |
When visiting Chicago the average booking length is 4 nights.
$258 per night is the average rate for a room when booking a hotel in Chicago. Prices will differ depending on factors such as star rating, time of year and location.
Chicago hotels are at their most economical to book in the month of January. The rates you are charged may be 35% lower than in the high season and is the best time to get a great deal.
Room prices for hotels in Chicago will be at their lowest on Saturday and peak on Monday.
$452 per person, per night, is on average, what you can expect to pay for luxury hotels in Chicago. To put this in perspective, $258 per person, per night is the average price of a hotel in Chicago, which is a price difference of around 44%% to stay at a luxury hotel.
Chicago hostels and hotels with a 2 star rating and below charge around $97 for a bed per person. This will be around $159 under the cost of a typical Chicago hotel.
Booking hotels in Downtown, O'Hare, Rogers Park and Lincoln Park is common when visiting Chicago.
The average temperature in Chicago during August is around 71.6 °F which makes it the perfect time to spend time having fun and seeing something new outside at popular area attractions such as Lincoln Park Zoo, Six Flags Great America, and Legoland Discovery Center Chicago.
There are currently 4,758 vacation rentals available in Chicago. Most of our users opt to stay at Nice 2bedroom apartment steps away from UofChicago, which is the most popular vacation rental in Chicago. Compare vacation rentals in Chicago.
Chicago has 19 hostels if you aren’t interested in staying at a hotel. Pill Hill Mansion is the most popular based on our user data. Compare hostels in Chicago.
The number of operators available for hotels in Chicago is 4,252 as of August 2025.
Prices for hotels in Chicago refresh daily.
momondo users have recommended 10 hotels to users looking to stay near River North. Hotels in this area have an average price of $193 per night. These prices may change based on several factors, such as time of year. Hotels near River North are typically 40% more expensive than the average hotel in Chicago, which is $115.
The average price for hotels near Magnificent Mile is $193 per night. Of those hotels, momondo users recommend the 10 hotels below for those looking to stay in the area. Since Magnificent Mile is more popular at some times of year than others, prices may vary depending on when you plan your trip. Hotels near Magnificent Mile are typically 40% more expensive than the average hotel in Chicago, which is $115.
momondo users have recommended 10 hotels to users looking to stay near Grant Park. Hotels in this area have an average price of $224 per night. These prices may change based on several factors, such as time of year. Hotels near Grant Park are typically 48% more expensive than the average hotel in Chicago, which is $115.
Some of the tallest buildings in North America, the starting point of the historic Route 66, the home of the Chicago Cubs (Wrigley Field), a Broadway in Chicago show, or simply to take a selfie with The Bean—no matter why you come to visit and what you want to see and do, Chicago promises to be a trip like none other. It is by no means a small city, however. In fact, the United States Census Bureau ranks it the third largest city in the U.S. housing more than 2.5 million residents. Chicago has branched out into 77 separate community areas and spans more than 200 square miles. On your visit to what is popularly known as the “Windy City”, you will find it useful to be aware of the essential six “sides” and then decide on the perfect place to stay.
North Side
The North Side is the most popular for newcomers to the city. This part of Chicago has the River North region, trendy restaurants and clubs, and an upscale area for nightlife. It is also home to the LGBTQ community and the Lincoln Park neighborhood. Hotels on the North Side worth considering include Loews Chicago Hotel, Kimpton Hotel Palomar, and the AC hotel by Marriott Chicago Downtown.
South Side
The South Side is the adopted home of former US president, Barack Obama. It is also home to the Chicago White Sox baseball team, the historic areas of Chicago’s downtown, and colorful Chinatown. Here you find more upscale hotels, including Hyatt Regency McCormick Place and the Chicago South Loop Hotel.
West Side
Wicker Park is technically part of the West Side, but some North Side residents claim ownership too. Also, the infamous Humboldt Park and the Puerto Rican neighborhoods reside on the West Side. Within walking distance, you have the Garfield Park Conservatory, and you can easily walk to the Green Line L. However, most tourists tend to avoid staying on the West Side; instead, they prefer to visit during the day.
Far South Side
The Far South Side is another unique neighborhood that has the Historic Pullman Foundation. The area is known for being a utopian workers’ community, but still has some areas that are not recommended for tourists. Therefore, as a tourist, you are unlikely to find too many suitable hotels here. You are better off staying on the outskirts at hotels like The Wheeler Mansion or the Best Western Grant Park Hotel.
Northwest and Southwest Sides
These areas are predominantly residential, but you can tour the neighborhood to see beautiful, historic brick homes built in the early 1900s. The neighborhoods are a melting pot of ethnic backgrounds and home to some excellent eateries. Hotels on the Northwest side include Renaissance Chicago O’Hare Suites by Marriott Hotel, Hilton Chicago O’Hare Airport, Chicago Marriott O’Hare, Best Western Plus Hawthorne Terrace Hotel, and The Guesthouse Hotel. On the Southwest Side, you can find hotels sprinkled along the route to and from the airport, including Quality Inn Midway Airport, Hyatt Place Chicago Midway Airport, and Holiday Inn Express & Suites Chicago-Midway Airport.
Budget-friendly hotels are throughout downtown and the outskirts. When looking for the best place to stay in Chicago that will not cost too much, there are a few options available for under $100 per night. Raffaello Hotel is an upscale 4-star hotel, but extremely affordable. Also, the Hotel Felix is a chic, budget-friendly stay at a unique structure with reclaimed wood and metal used in the construction. Congress Plaza Hotel offers a comfortable stay and is conveniently located downtown.
momondo is free! We extensively search hundreds of websites, returning hotels and other accommodation options in Chicago ranging from well known hotels groups to small independent businesses. momondo then makes all these options easy to filter so you can find the perfect place to stay.
You can filter by price, location, amenities, review score and so much more on momondo. That is how we can help you find a great place to stay in Chicago.