Hotels in Chicago

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Tonight
Oct 30 - Oct 31
Tomorrow
Oct 31 - Nov 1
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Where to stay in Chicago?

2 bars/lounges
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
9.4 out of 10, Exceptional, (3373)
The price is CA $201
CA $277 total
includes taxes & fees
Nov 24 - Nov 25
Hyatt Regency Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Great weekend hotel deals in Chicago, IL

Showing deals for:Nov 7 - Nov 9

Image gallery for Sleep Inn Midway Airport Bedford Park

Reception

Sleep Inn Midway Airport Bedford Park

2.5 star property
Chicago
8.0/10Very good (1,636 reviews)
Member Price available
Price is CA $170
CA $399 total
includes taxes & fees
Sleep Inn Midway Airport Bedford Park

Check out hotels with a pool in Chicago

1 bedroom, premium bedding, down comforters, pillowtop beds
The Wade
The Wade
4.5 star property
8.4 out of 10, Very good, (1401)
The price is CA $155
CA $182 total
includes taxes & fees
Nov 23 - Nov 24
The Wade
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You may also like pet-friendly hotels in Chicago

Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2868)
The price is CA $151
CA $177 total
includes taxes & fees
Nov 23 - Nov 24
Aloft Chicago Mag Mile
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You can also stay at family-friendly hotels in Chicago

Free daily on-the-go breakfast
Hyatt Place Chicago/River North
Hyatt Place Chicago/River North
3.5 star property
9.2 out of 10, Wonderful, (1506)
The price is CA $156
CA $183 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt Place Chicago/River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for Chicago are cheapest in February

See average prices and weather for all months
Price trends for hotels in Chicago
Pricing is based on two traveller single night rates
View properties in October
Currently viewing crowd sizes and weather for October.
Weather forecast for Chicago
October
Moderate crowds
High 16°C / low 10°C. Sunny most days.
View properties in October
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October, Moderate crowds, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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November, Moderate crowds, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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December, High crowds, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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January, Low crowds, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, Low crowds, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, Low crowds, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, Low crowds, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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May, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, High crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, High crowds, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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September, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Chicago

Downtown Chicago showing a city

Downtown Chicago

Chicago's lively Downtown Chicago neighborhood is loved for its skyscrapers and museums, and visitors often enjoy its varied attractions including Michigan Avenue and Navy Pier.

Magnificent Mile - River North

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop - Downtown featuring a river or creek

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Chicago which includes modern architecture and a city

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top landmarks in Chicago

Wrigley Field showing a city and landscape views
Photo by © City of Chicago
Open Photo by © City of Chicago

Wrigley Field

4.4/5 (5,537 reviews)
Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. If you think Wrigley Field is cool, you also might like United Center and Wrigley View Rooftop, both located nearby.
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Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.6/5 (484 reviews)
If you want to give your credit card some exercise, head out to Michigan Avenue, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at Chicago Place Mall, Water Tower Place, and 900 North Michigan Shops.
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Chicago and related destinations

Chicago is well-known for its skyscrapers and theaters while top attractions include Michigan Avenue, Navy Pier, and McCormick Place. This artistic city has something for everyone including sights like Wrigley Field and Naval Base Great Lakes within a lively setting.

See all hotels in Chicago

Check out reviews of Chicago hotels guests love

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"i have been visiting chicago frequently over the last few months and this hotel thus far has exceeded any hotel stay that ive had. the staff was amazing and the location and room was great for the money spent. i will return "
Constance 1-night trip
Posted 2 days ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

Can I book a refundable accommodation in Chicago?
If you're looking for the flexibility to change your plans to Chicago, most hotels offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Chicago if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 402 vacation homes. In addition, there are 2459 apartments and 262 condos.
What will the weather in Chicago be like during my trip?
July and August are typically the warmest months in Chicago when the average temp is 70°F. January and February are the coldest months when the average temperature is 31°F. June and May are the months with the most rain.
Why should I book my Chicago hotel through Hotels.com?
There are lots of reasons to book your Chicago trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Chicago

Chicago: Where Architectural Marvels Embrace the Rhythm of the River

Nestled on the shores of Lake Michigan, Chicago is a vibrant urban oasis renowned for its stunning skyline and rich cultural tapestry. Explore the architectural marvels that define downtown, from the iconic Willis Tower Skydeck to the historic Chicago Theatre. Stroll along the picturesque Chicago River, where scenic boat tours unveil the city’s beauty. Immerse yourself in world-class museums, indulge in famous deep-dish pizza, and experience the lively arts scene that makes this city a cultural gem. Whether it’s a romantic getaway or an adventurous city break, Chicago promises unforgettable memories at every turn. For great hotel rates in Chicago, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Chicago

Chicago offers a diverse range of hotel accommodations, from luxury hotels with stunning city views to charming boutique options that capture the city's unique vibe. Whether you prefer spacious suites or cozy hotel rooms, you're sure to find the perfect stay in this vibrant metropolis. Here are some of the most popular hotels with our travelers in Chicago:

  1. The ShamrockOpens in a new window: The Shamrock is a charming 2.5-star motel that offers a cozy atmosphere for leisure travelers seeking a comfortable stay. With entertainment options like satellite television and streaming services, guests can unwind after a day of exploring the city. The property is conveniently located near various attractions, making it easy to enjoy local experiences. Positive sentiments highlight the friendly ambiance and accessibility to nearby amenities, ensuring a pleasant and enjoyable trip.
  2. Harvey House Bed & BreakfastOpens in a new window: Harvey House Bed & Breakfast is a delightful 4.0-star bed and breakfast that caters to leisure travelers looking for a relaxing getaway. With complimentary breakfast and a snack bar, guests can start their day right before embarking on adventures in the city. The inviting atmosphere and proximity to a metro station enhance the overall experience. Reviews emphasize the warm hospitality and charming setting, making it a perfect choice for those seeking comfort and convenience.
  3. Carleton of Oak ParkOpens in a new window: Carleton of Oak Park is a stylish 3.0-star hotel designed for business travelers who appreciate a boutique experience. The property features uniquely designed decor and a variety of business amenities, including conference spaces and meeting rooms. This hotel stands out for its artistic touches and thoughtful design, creating an inspiring environment for productive stays. Positive reviews reflect the seamless experience and sophisticated ambiance, making it an ideal choice for those seeking a refined atmosphere.

Top locations to stay in Chicago

Some great areas to stay in Chicago, Illinois, are Elmwood Park, Magnificent Mile, and The Loop. Elmwood Park is family-friendly with a suburban vibe, Magnificent Mile offers shopping and dining experiences, and The Loop is the urban heart of the city, rich in architecture and culture. For first-time visitors, The Loop is the best choice to fully experience downtown Chicago.

  1. Magnificent MileOpens in a new window: If you’re looking for a vibrant and dynamic stay in Chicago, the Magnificent Mile is a fantastic choice. This iconic stretch is famed for its upscale shopping and stunning architecture. You’ll find a range of high-end boutiques, popular department stores, and charming cafes, making it a shopper’s paradise. Don’t miss the cultural attractions nearby, including the Art Institute of Chicago and the Museum of Contemporary Art. With its lively atmosphere and central location, the Magnificent Mile also offers easy access to the city's best dining and entertainment options.
  2. The LoopOpens in a new window: Staying in The Loop puts you right in the heart of Chicago’s bustling business district, surrounded by historic skyscrapers and cultural landmarks. This area is perfect for those who want to immerse themselves in the urban vibe of the city. You can explore notable sites like the Chicago Theatre and the iconic Cloud Gate sculpture at Millennium Park. With an array of dining choices and a vibrant arts scene, The Loop is ideal for both business and leisure travelers looking to experience the city’s culture.
  3. Elmwood ParkOpens in a new window: Elmwood Park offers a charming suburban feel with a family-friendly atmosphere, making it a great spot for those traveling with kids. This quaint area features beautiful parks and recreational spaces, perfect for outdoor activities. It’s a short commute to downtown Chicago, allowing for easy access to the city's attractions while providing a quieter retreat after a day of exploration. Elmwood Park also has local shops and cozy cafes that contribute to its small-town charm.

Things to do in Chicago

Chicago beckons with its stunning skyline and vibrant riverfront, where visitors can enjoy leisurely boat rides and riverside strolls. With lush parks perfect for picnics and outdoor concerts, plus a thriving theater scene and art showcases, this city is a feast for the senses and a haven for creativity.

  • Navy PierOpens in a new window – Head to Navy Pier, a vibrant jetty that stretches into Lake Michigan. Here, you can enjoy stunning views of the Chicago skyline while exploring a variety of attractions, including restaurants, shops, and the iconic Ferris wheel. Don't miss the chance to take a leisurely boat tour on the river, where you'll see the city’s impressive architecture from a unique vantage point.
  • Michigan AvenueOpens in a new window – Stroll down Michigan Avenue, often referred to as the Magnificent Mile, where shopping meets culture. This bustling street is lined with elegant boutiques, renowned department stores, and impressive skyscrapers. Take a moment to admire the historic buildings and stop by one of the many art galleries showcasing local talent. It’s the perfect spot for a leisurely walk, a coffee break, or a bit of retail therapy.
  • Millennium ParkOpens in a new window – Visit Millennium Park, an urban oasis in the heart of the city. This park features stunning art installations, including the famous Cloud Gate sculpture, affectionately known as The Bean. Enjoy the beautifully landscaped gardens, catch a live concert at the Jay Pritzker Pavilion, or simply relax on the Great Lawn. It’s a fantastic place to soak in the vibrant atmosphere and enjoy the city’s natural beauty.

4 tips for savvy savings when booking a hotel in Chicago

  1. Book for the cheapest times: The most budget-friendly time to visit Chicago is during January, February, and December, when hotel prices are typically lower. To make the most of your trip, consider staying for at least 2 to 3 days to explore the city's iconic landmarks, rich history, and vibrant cultural scene. During your visit, you can appreciate the stunning architecture of the skyscrapers, enjoy the many museums and art galleries, and take in the beautiful river scenery. This way, you can experience the best of what Chicago has to offer while keeping your travel expenses in check.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chicago on Hotels.com, begin by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections, where you may find discounted rates on hotels as your travel date approaches. Additionally, consider enabling email alerts or push notifications from Hotels.com to stay informed about flash sales and exclusive last-minute promotions. Their Smart ShoppingOpens in a new window tool, available via the app, allows you to compare hotel prices and amenities, helping you make informed choices. If prices drop or rooms become available, you could be among the first to know, increasing your chances of scoring a great last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors such as the hotel's location, star rating, and time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Chicago. For those seeking a distinctive experience, boutique hotels often provide a more personalized touch and may offer better value. When you book through Hotels.com, we'll inform you whether the price for your selected dates is above or below the average. If the price is on the higher end, we’ll suggest more affordable dates, which could help you secure a better deal.
  4. Consider your location: Hotels near the city centre usually tend to be more expensive, but thanks to Chicago's outstanding public transit system, you might discover a more affordable independent hotel a bit further out that remains well connected. For those keen to explore alternative, less crowded neighbourhoods or even lesser-known nearby cities, there is often great value for money to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Chicago

Chicago experiences its lowest average temperature in January, at 25.7°F (-3.5°C), while July is the hottest month, with an average temperature of 73.4°F (23.0°C). June is usually the wettest month. April, June, and July are the peak travel months in Chicago, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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