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

This weekend
Next weekend

Where to stay in Chicago?

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,430 reviews)
  • cleanliness
    Perched directly on Navy Pier with Lake Michigan views from every corner.
The price is S$337
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,349 reviews)
  • cleanliness
    Explore Chicago's historic charm minutes from parks and State Street attractions.
The price is S$282
includes taxes & fees
5 Apr - 6 Apr
Palmer House a Hilton Hotel
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,151 reviews)
  • cleanliness
    Comfortable rooms at Chicago's Mag Mile with pool and bar, steps from top attractions.
The price is S$146
includes taxes & fees
5 Apr - 6 Apr
Aloft Chicago Mag Mile
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,028 reviews)
  • cleanliness
    Lakeside elegance in historic Chicago with stunning views of Lake Michigan and easy access to attractions.
The price is S$176
includes taxes & fees
5 Apr - 6 Apr
Congress Plaza Hotel
LIVN - West Loop Chicago
LIVN - West Loop Chicago
4.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
The price is S$152
includes taxes & fees
13 Apr - 14 Apr
LIVN - West Loop Chicago
LIVN - Millennium Park Downtown Chicago
LIVN - Millennium Park Downtown Chicago
4.0 star property
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
The price is S$152
includes taxes & fees
8 Apr - 9 Apr
LIVN - Millennium Park Downtown Chicago
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,234 reviews)
  • cleanliness
    Step into Chicago's historic Art Deco gem with exquisite design and central location.
The price is S$217
includes taxes & fees
9 Apr - 10 Apr
Silversmith Hotel Chicago Downtown
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,387 reviews)
  • cleanliness
    Enjoy skyline views and stroll to Michigan Avenue from this city centre Chicago retreat.
The price is S$166
includes taxes & fees
5 Apr - 6 Apr
DoubleTree by Hilton Chicago - Magnificent Mile
Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,666 reviews)
The price is S$157
includes taxes & fees
5 Apr - 6 Apr
Best Western Grant Park Hotel
Hyatt Regency Chicago
Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,475 reviews)
  • cleanliness
    Experience the Chicago riverfront from a central hotel just minutes from Michigan Avenue.
The price is S$315
includes taxes & fees
5 Apr - 6 Apr
Hyatt Regency Chicago
The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,134 reviews)
  • cleanliness
    Upscale escape near Michigan Avenue with rooftop terrace and full-service spa.
The price is S$180
includes taxes & fees
5 Apr - 6 Apr
The Godfrey Hotel Chicago
Hilton Chicago
Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,706 reviews)
  • cleanliness
    Explore historic elegance near Millennium Park with an indoor pool and lake views.
The price is S$279
includes taxes & fees
5 Apr - 6 Apr
Hilton Chicago
Chinatown Hotel Chicago
Chinatown Hotel Chicago
1.5 star property
Chinatown
5.6 out of 10, (1,000 reviews)
  • cleanliness
    Vibrant Chicago stay with easy access to Chinatown and McCormick Place attractions.
The price is S$88
includes taxes & fees
8 Apr - 9 Apr
Chinatown Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,028 reviews)
The price is S$238
includes taxes & fees
26 Apr - 27 Apr
Staypineapple, An Iconic Hotel, The Loop
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,537 reviews)
  • cleanliness
    Perfectly located for Chicago sightseeing with quick access to public transit.
The price is S$165
includes taxes & fees
2 Apr - 3 Apr
Travelodge by Wyndham Downtown Chicago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,337 reviews)
  • cleanliness
    Stay steps from Lake Michigan in this Gold Coast gem with a 24-hour fitness centre.
The price is S$195
includes taxes & fees
5 Apr - 6 Apr
The Chicago Hotel Collection Ambassador Gold Coast
Grand House
Grand House
2.0 star property
West Town
7.6 out of 10, Good, (27 reviews)
  • cleanliness
    Charming stay just steps from Grand Station with easy access to Chicago landmarks.
The price is S$107
includes taxes & fees
5 Apr - 6 Apr
Grand House
River Hotel
River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,040 reviews)
  • cleanliness
    Stay steps from Chicago Riverwalk with easy access to Michigan Avenue and theatres.
The price is S$158
includes taxes & fees
26 Apr - 27 Apr
River Hotel
Le Méridien Essex Chicago
Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,013 reviews)
  • cleanliness
    Riverside business hotel near State Street with 24-hour fitness centre.
The price is S$165
includes taxes & fees
5 Apr - 6 Apr
Le Méridien Essex Chicago
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,690 reviews)
The price is S$221
includes taxes & fees
13 Apr - 14 Apr
Hotel Riu Plaza 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.

Get last-minute hotel deals in Chicago and save more

Sign in to unlock great savings.
Showing deals for:1 Apr - 2 Apr
Showing deals for:2 Apr - 3 Apr
Showing deals for:10 Apr - 12 Apr

Check out hotels with a pool in Chicago

You may also like pet-friendly hotels in Chicago

You can also stay at family-friendly hotels in 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.

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 April
Currently viewing crowd sizes and weather for April.
Typical weather for Chicago
April
High 11°C / low 5°C. Partly sunny.
View properties in April
11°
weather_partly_sunny
April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
17°
weather_sun
May, no crowd data, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
23°
weather_sun
June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
26°
weather_sun
July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
26°
weather_sun
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
23°
weather_sun
September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
16°
weather_sun
October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
weather_partly_sunny
November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
weather_cloudy
December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
-2°
-1°
ac_unit
January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
weather_cloudy
March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
Monthly weather averages (˚C)

Top neighbourhoods in Chicago

The Loop

The Loop electrifies with skyscraper energy and cultural powerhouses that'll make your neck hurt from looking up. Snap selfies with "The Bean" in Millennium Park or lose track of time at the Art Institute's world-class art collection. The Chicago Symphony Orchestra delivers spine-tingling performances while the rumbling "L" trains create the neighborhood's signature urban soundtrack. Getting around couldn't be easier with multiple train and metro stations connecting you to everywhere worth going. Dining options range from quick lunch spots to upscale steakhouses catering to the business crowd. Hotels tend towards the luxurious side, perfect for travellers who appreciate city centre convenience with a side of architectural wow-factor.

River North

River North buzzes with Chicago's most vibrant nightlife and foodie scene. Art lovers can explore America's largest gallery concentration outside Manhattan, with everything from contemporary pieces to photography exhibits. The Chicago River offers scenic strolls while Merchandise Mart and swanky shops keep retail therapy within reach. You won't lack things to do in this playground for grown-ups. Upscale hotels and boutique properties dominate the accommodation scene, many with rooftop bars and river views. Getting around is a breeze with three metro stations (Merchandise Mart, Chicago, and Grand) connecting you to the whole city. The neighborhood's grid layout makes walking a pleasure despite the bustling crowds.

Magnificent Mile

Magnificent Mile dazzles with its canyon of glitzy skyscrapers and luxury flagship stores that make window shopping an Olympic sport. The historic Water Tower stands proudly among modern retail palaces, while Chicago's stunning riverfront beckons just steps away. From rooftop cocktail lounges to celebrity chef restaurants, this stretch delivers big-city energy with a side of architectural wonder. Getting around couldn't be easier with frequent buses, nearby train stations, and super-walkable wide pavements. High-end hotels dominate the accommodation scene, putting you right in the heart of Chicago's shopping paradise. Expect a polished, international atmosphere where tourists and business travellers mingle amid the retail magic.

West Loop

West Loop has transformed from an industrial zone into Chicago's culinary playground. Former warehouses now house art galleries and design studios, while "Restaurant Row" sizzles with celebrity chef hotspots and craft breweries. Visitors can explore converted lofts, browse boutique shops, or relax in Mary Bartelme Park between food adventures. Getting around is a breeze with three transit stations including Racine and Clinton on the Green Line. Most attractions sit within easy walking distance along wide pavements and bike lanes. Accommodation options feature industrial-chic hotels with exposed brick and modern amenities, perfectly matching the neighborhood's creative energy.

Lincoln Park

Lincoln Park is where Chicago shows off its outdoorsy side with a splash of sophistication. The 1,200-acre park offers everything from a free zoo with 1,000 animals to serene lily pools and a tropical plant conservatory. Locals and visitors alike hit the lakefront trails for morning jogs or grab a volleyball game at North Avenue Beach. Tree-lined streets with gorgeous brownstones give you that authentic Chicago area feel. Restaurants range from upscale bistros to trendy gastropubs, with most spots requiring dinner reservations. Getting around couldn't be easier with three metro stations and plenty of bus routes criss-crossing the area. Shop the boutiques along Armitage Avenue or catch live performances at nearby theatres for the full Lincoln Park experience.

Top landmarks in Chicago

Chicago and related destinations

Towering skyscrapers create a skyline that seems to rise straight from Lake Michigan's blue waters. The Art Institute houses masterpieces while Millennium Park's reflective 'Bean' sculpture distorts the city in delightful ways. Navy Pier offers carnival-like fun with a giant Ferris wheel providing spectacular views. Wrigley Field remains gloriously old-school, where ivy-covered walls and hand-turned scoreboards transport baseball fans to another era. Deep-dish pizza at local institutions sparks fierce debates about whose crust reigns supreme. The Chicago River's architecture boat tours reveal how the city rebuilt itself after the Great Fire. Field Museum's Sue, the world's most complete T-Rex, stares down visitors with 65-million-year-old intensity.

City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

Check out reviews of Chicago hotels guests love

Frequently asked questions

Can I book a refundable accommodation option in Chicago?
If you want the flexibility to change your plans to Chicago, most hotels offer refundable* rates that you can book. 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 holiday rental instead of a hotel?
If you want a good alternative to a hotel, look over our selection of 379 holiday homes. In addition, there are 1963 apartments and 241 condos.
What will the weather in Chicago be like during my visit?
July and August are typically the warmest months in Chicago, when the average temperature is 21°C. January and February are the coldest months, when the average temperature is -1°C. June and May are the months with the most rain.
Why should I book my Chicago hotel with Hotels.com?
There are lots of reasons to book your Chicago trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

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