Chicago Hotels

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Where to stay in Chicago?

Exterior
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (3461)
  • cleanliness
    Boutique retreat with Korean cuisine and river views in Chicago's entertainment district.
The price is S$212
includes taxes & fees
14 Jan - 15 Jan, 2026
L7 Chicago by LOTTE
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.
See more propertiesforward arrow
Showing deals for:9 Jan - 11 Jan

Image gallery for Hotel Riu Plaza Chicago

Front of property

Hotel Riu Plaza Chicago

4.0 star property
Chicago
9.4/10Exceptional (3,084 reviews)
Member Price available
Price is S$413
for 2 nights, 1 room
S$206 per night
includes taxes & fees
Hotel Riu Plaza Chicago

Budget hotels in Chicago and vicinity

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2672)
The price is S$111
includes taxes & fees
4 Jan - 5 Jan, 2026
Freehand 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.
View all budget hotels

Check out family-friendly hotels in Chicago

Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4870)
The price is S$110
includes taxes & fees
24 Jan - 25 Jan, 2026
River Hotel
View all properties

You may also like pet-friendly hotels in Chicago

Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4870)
The price is S$110
includes taxes & fees
24 Jan - 25 Jan, 2026
River Hotel
View all properties

You can also stay at hotels with a pool in Chicago

Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2990)
The price is S$124
includes taxes & fees
22 Jan - 23 Jan, 2026
Aloft Chicago Mag Mile
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.
View all properties

When is the best time to visit Chicago?

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

Top neighbourhoods in Chicago

Downtown Chicago which includes a city

Downtown Chicago

Chicago's urban Downtown Chicago neighbourhood 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

Chicago's urban Magnificent Mile neighbourhood is loved for its skyscrapers and museums, and visitors often enjoy its varied attractions, including Michigan Avenue and Chicago Water Tower.

The Loop - Downtown featuring a river or creek

The Loop

Chicago's urban The Loop neighbourhood is loved for its museums and art galleries, and visitors often enjoy its varied attractions, including Michigan Avenue and Lake Michigan.

River North

Chicago's urban River North neighbourhood is loved for its waterfront and restaurants, and visitors often enjoy its varied attractions, including Merchandise Mart and Bally's Casino Chicago.

Chicago which includes rides

Theatre District

The Theatre District neighbourhood offers attractions, such as Michigan Avenue and State Street.

Top landmarks in Chicago

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.
See properties
Wrigley Field showcases vibrant atmosphere and iconic marquee in Lakeview, Chicago during a sunny afternoon in spring

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 might also like United Center and Aragon Ballroom, both located nearby.
See properties

Chicago and related destinations

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

See all hotels in Chicago
City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

Check out reviews of Chicago hotels guests love

Swissotel - Chicago

Swissotel - Chicago

10/10 Excellent
"Clean room, friendly staff, near to downtown"
Eliu Yosafat 5-night trip
Posted 17 hours ago
Swissotel - Chicago

Frequently asked questions

How much does a hotel room cost in Chicago?
You can find top hotels in Chicago from S$110 with options to suit your budget and needs. Fairfield Inn & Suites Chicago Downtown/River North and Hampton Inn & Suites Chicago Downtown are a couple of affordable hotels popular with our travellers. If you're looking for an affordable hotel in Chicago that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How much does a hotel room cost in Chicago?
You can find top hotels in Chicago from S$110 with options to suit your budget and needs. Fairfield Inn & Suites Chicago Downtown/River North and Hampton Inn & Suites Chicago Downtown are a couple of affordable hotels popular with our travellers. If you're looking for an affordable hotel in Chicago that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Chicago hotels?
Discover great deals on Chicago hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Chicago hotels.
How can I find deals and earn rewards at Chicago hotels?
Members can save up to 20% on select hotels in Chicago. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Chicago hotels with free cancellation?
To book a refundable Chicago hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top-rated luxury hotels in Chicago?
Some of the most popular luxury hotels in Chicago are LondonHouse Chicago, Curio Collection by Hilton, Swissotel - Chicago, and InterContinental Chicago Magnificent Mile by IHG. LondonHouse Chicago, Curio Collection by Hilton is a luxury hotel with a high guest rating amongst our travellers, and it offers a full-service spa and 2 restaurants, plus turndown service in the guestrooms. Swissotel - Chicago and InterContinental Chicago Magnificent Mile by IHG are also popular luxury stays in great Chicago locations.
What are some top pet-friendly hotels in Chicago?
Our travellers' top pet-friendly hotels in Chicago include:If you're travelling with your pup, visit local dog parks like Wiggly Field Park and Grant Bark Park. You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Chicago.
What are some of the best kid-friendly hotels in Chicago?
Some of the best Chicago hotels for kids include Embassy Suites by Hilton Chicago Downtown River North, Embassy Suites by Hilton Chicago Downtown Magnificent Mile, and Chicago Guest House Wrigleyville. Embassy Suites by Hilton Chicago Downtown River North is a kid-friendly hotel in Downtown Chicago with a guest score of 8.6 out of 10, offering family-friendly amenities like an indoor pool and a free full breakfast, plus free cots in guestrooms. Check out Embassy Suites by Hilton Chicago Downtown Magnificent Mile in Downtown Chicago with a guest score of 8.2. This popular hotel has an indoor pool and a free buffet breakfast, as well as free cots in the guestrooms. Chicago Guest House Wrigleyville is another good option in Lakeview with free parking and a barbecue grill, plus free cots in the guestrooms. Find even more kid-friendly hotels in Chicago by using our "Family friendly" filter on Hotels.com when you search.
What are the top Chicago hotels with a pool?
For a little extra luxury, discover some of the best Chicago hotels with a pool. InterContinental Chicago Magnificent Mile by IHG is a great hotel in Downtown Chicago with an indoor pool and a guest rating of 9 out of 10. Homewood Suites by Hilton Chicago-Downtown is a popular hotel that features an indoor pool along with a free buffet breakfast and a shopping centre. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Chicago with a pool.
What are some of the best Chicago hotels with free parking?
If you're arriving by car, choosing a great Chicago hotel with free parking is a plus. Our travellers' favourites include:
What are the top Chicago boutique hotels?
Choose a stylish and luxurious boutique hotel in Chicago. Trump International Hotel & Tower Chicago is a popular hotel with our travellers, offering guests an indoor pool as well as climate-controlled guestrooms with 24-hour room service. You'll find it in Downtown Chicago, a great location. Another top-rated boutique property is Waldorf Astoria Chicago. Located in Downtown Chicago, this upscale property has an indoor pool along with climate-controlled guestrooms with champagne service and Hulu.
What are some popular hotels in central Chicago?
For hotels in central Chicago, check out The Westin Chicago River North and The Peninsula Chicago. Travellers love The Westin Chicago River North for its location, as well as the restaurant, terrace and wedding services this hotel offers. The Peninsula Chicago is another popular central hotel with an indoor pool, a full-service spa and 2 restaurants. Stay at one of these hotels for easy access to top sights like Michigan Avenue, Wrigley Field, and Navy Pier. Downtown Chicago and Lincoln Park are some of the most central areas for your Chicago holiday.

Find out more about Chicago

Chicago: A Tapestry of Skyward Dreams and River Reflections

Chicago, the Windy City, is a vibrant urban playground where stunning skyscrapers meet rich cultural heritage. Stroll along the picturesque Riverwalk, explore world-class museums like the Art Institute, and savour deep-dish pizza in the bustling Loop. Marvel at iconic architecture, from the Willis Tower to the historic Tribune Tower, while enjoying the city's dynamic arts scene. With its lively neighbourhoods and stunning lakeside views, Chicago offers an unforgettable blend of adventure, culinary delights, and architectural wonders, making it a must-visit destination for every traveller.

Things to do in Chicago

Chicago is a vibrant urban playground, where stunning skyscrapers meet expansive parks and the shimmering shores of a great lake. Stroll along the waterfront, enjoy leisurely boat rides, or dive into the city's dynamic theatre scene. With a rich tapestry of art and entertainment, it's a destination that promises excitement at every turn.

  • Chicago RiverwalkOpens in a new window – Stroll along the scenic Chicago Riverwalk, a bustling tourist precinct that showcases the city's stunning architecture and towering skyscrapers. Grab a coffee from one of the riverside cafes and take in the view of the river as it winds through the heart of the city. This vibrant area is perfect for leisurely walks, and you can even hop on a boat tour to see the iconic skyline from the water. Don't forget to snap some photos of the monuments and public art along the way!
  • State StreetOpens in a new window – Head to State Street, one of Chicago's most famous thoroughfares, where you can experience the energetic vibe of the city. This street is lined with impressive buildings and is a prime spot for shopping and dining. Explore the architectural wonders that frame the street, and keep your eyes peeled for museums and cultural sites nestled nearby. State Street is not just about shopping; it's a hub of activity that invites you to enjoy the lively atmosphere and discover the local charm.

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 lower. For a truly enriching experience, staying for at least 2 to 3 days allows you to explore the city’s iconic landmarks, rich history, and vibrant cultural scene. You’ll have the opportunity to admire stunning skyscrapers, visit renowned museums, and enjoy theatrical performances, all while taking in the beautiful river scenery. This timeframe offers great value for money, making it an ideal choice for those looking to soak up the essence of Chicago without breaking the bank.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chicago, begin by exploring the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special last-minute offers, helping you save on your trip. Additionally, the Smart Shopping tool available in the app allows you to compare hotel prices and amenities, ensuring you're more likely to find the best options. With these resources, you could be among the first to know about price drops or availability changes for your preferred hotels.
  3. Be flexible with dates: Prices can fluctuate based on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay in a Chicago hotel. For those in search of unique accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest alternative dates that could be more affordable, helping you to secure the best deal.
  4. Consider your location: Hotels situated near the city centre usually tend to be pricier; however, with Chicago's superb public transport links, you may 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 towns, there is often excellent value 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 typically the wettest month. If you’re looking to soak up the lively atmosphere in Chicago, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

Keep exploring