Chicago Hotels

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Check prices for these dates

Tonight
3 Mar - 4 Mar
Tomorrow
4 Mar - 5 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Where to stay in Chicago?

2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,616 reviews)
  • cleanliness
    Walking distance to Michigan Avenue with a full-service spa and rooftop views.
The price is S$342
includes taxes & fees
26 Mar - 27 Mar
LondonHouse Chicago, Curio Collection by Hilton
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,469 reviews)
  • cleanliness
    Experience the Chicago riverfront from a central hotel just minutes from Michigan Avenue.
The price is S$291
includes taxes & fees
1 Apr - 2 Apr
Hyatt Regency Chicago
View from property

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
Near North Side
9.6 out of 10, Exceptional, (13 reviews)
  • cleanliness
    City apartment with easy access to Lake Michigan and Michigan Avenue.
The price is S$1,721
includes taxes & fees
2 Apr - 3 Apr
ENVITAE Hotel 4 Bedroom Luxury Apartments
Restaurant

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,326 reviews)
  • cleanliness
    Elegant Chicago retreat within strolling distance of Michigan Avenue and State Street.
The price is S$328
includes taxes & fees
5 Mar - 6 Mar
Sofitel Chicago Magnificent Mile
2 bars/lounges, rooftop bar

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Modern Chicago retreat steps from Michigan Avenue and the Chicago Riverwalk.
The price is S$380
includes taxes & fees
6 Mar - 7 Mar
theWit Chicago, a Hilton Hotel
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,449 reviews)
The price is S$227
includes taxes & fees
8 Mar - 9 Mar
Hotel Riu Plaza Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,207 reviews)
  • cleanliness
    Luxurious riverside retreat with two stylish bars and rejuvenating spa treatments.
The price is S$227
includes taxes & fees
29 Mar - 30 Mar
Swissotel - Chicago
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,844 reviews)
  • cleanliness
    Luxurious oasis in the heart of Chicago with historic charm and modern amenities.
The price is S$307
includes taxes & fees
15 Mar - 16 Mar
InterContinental Chicago Magnificent Mile by IHG
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,002 reviews)
  • cleanliness
    Just steps from Michigan Avenue, this hotel places you right by Millennium Park.
The price is S$225
includes taxes & fees
23 Mar - 24 Mar
Arlo Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,072 reviews)
  • cleanliness
    Enjoy peaceful slumbers steps from Millennium Park with spa treatments and skyline views.
The price is S$298
includes taxes & fees
24 Mar - 25 Mar
Fairmont Chicago at Millennium Park
Terrace/patio

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, (2,386 reviews)
  • cleanliness
    Perched directly on Navy Pier with Lake Michigan views from every corner.
The price is S$253
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,716 reviews)
  • cleanliness
    Boutique retreat with Korean cuisine and river views in Chicago's entertainment district.
The price is S$205
includes taxes & fees
17 Mar - 18 Mar
L7 Chicago by LOTTE
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,703 reviews)
  • cleanliness
    Exceptional luxury near Michigan Avenue with Red Line transit and a 24-hour gym.
The price is S$263
includes taxes & fees
8 Mar - 9 Mar
Omni Chicago Hotel
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,016 reviews)
The price is S$236
includes taxes & fees
18 Mar - 19 Mar
Staypineapple, An Iconic Hotel, The Loop
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,660 reviews)
  • cleanliness
    Explore historic elegance near Millennium Park with an indoor pool and lake views.
The price is S$232
includes taxes & fees
1 Apr - 2 Apr
Hilton Chicago
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,391 reviews)
  • cleanliness
    Sleek urban retreat blocks from Millennium Park with stylish rooftop views.
The price is S$185
includes taxes & fees
6 Mar - 7 Mar
Hyatt Centric The Loop Chicago
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,337 reviews)
  • cleanliness
    Enjoy spectacular Chicago Riverwalk views and city centre charm in the heart of the city.
The price is S$271
includes taxes & fees
15 Mar - 16 Mar
The Royal Sonesta Chicago Downtown
Restaurant

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,293 reviews)
  • cleanliness
    City centre Chicago escape with fitness centre and 2 bars just steps from Willis Tower.
The price is S$191
includes taxes & fees
6 Mar - 7 Mar
Hilton Garden Inn Chicago Central Loop
Room service – dining

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,706 reviews)
  • cleanliness
    Lakeside luxury just steps from Michigan Avenue, with an indoor pool to refresh in.
The price is S$163
includes taxes & fees
29 Mar - 30 Mar
The Wade
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,137 reviews)
  • cleanliness
    Iconic Chicago landmark hotel with rooftop terrace steps from Michigan Avenue.
The price is S$351
includes taxes & fees
22 Mar - 23 Mar
Pendry 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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Showing deals for:4 Mar - 5 Mar
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,449 reviews)
The price is S$213
for 1 room
includes taxes & fees
MOD
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Hotel Riu Plaza Chicago
Showing deals for:13 Mar - 15 Mar
VIP Access
Restaurant
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,326 reviews)
S$227 off
The price is S$981
for 2 nights, 1 room
S$490 per night
includes taxes & fees
Sofitel Chicago Magnificent Mile

Check out pet-friendly hotels in Chicago

Lobby
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9909)
The price is S$241
includes taxes & fees
21 Mar - 22 Mar
Congress Plaza Hotel
View all properties

You may also like hotels with pools in Chicago

Lobby
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9909)
The price is S$241
includes taxes & fees
21 Mar - 22 Mar
Congress Plaza Hotel
View all properties

You can also stay at family-friendly hotels in Chicago

Lobby
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9909)
The price is S$241
includes taxes & fees
21 Mar - 22 Mar
Congress Plaza Hotel
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 March
Currently viewing crowd sizes and weather for March.
Typical weather for Chicago
March
High 6°C / low 0°C. Cloudy most days.
View properties in March
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Top neighbourhoods in Chicago

The Loop - Downtown featuring a river or creek

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 showing railway items, street scenes and a city

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.

Water Tower Place

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.

Blue Hour evening cityscape in West Loop neighborhood. Long exposure, nightscape architecture. Main street in Chicago, streets in Illinois.

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.

USA, Illinois, Chicago, Lincoln Park lagoon

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

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)
Step back in time at Wrigley Field, where ivy-covered walls and a hand-operated scoreboard create baseball's most nostalgic atmosphere. Grab a Chicago dog while watching Cubs fans belt out "Take Me Out to the Ball Game."
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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)
Stroll Michigan Avenue's Magnificent Mile for upscale shopping amid historic and modern skyscrapers. Catch street performers between luxury boutiques or visit the nearby Art Institute of Chicago for a cultural break.
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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.

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

Check out reviews of Chicago hotels guests love

Check out reviews of Chicago hotels guests love

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

10/10 Excellent
"This was a quick getaway, very clean and spacious room. Ideal location next to everything Mag Mile, Navy Pier, Shopping, Art Institute. Etc."
Maria 1-night trip
Posted 14 hours ago
Aloft Chicago Mag Mile

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 383 holiday homes. In addition, there are 1964 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.

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