Chicago Hotels

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3 Jul - 5 Jul
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10 Jul - 12 Jul

Where to stay in Chicago?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Chicago on Hotels.com. These Chicago hotels consistently deliver on comfort, location and traveller experience. Last updated on .

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Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,140 reviews)
This historic hotel offers majestic lake views and is steps from Columbia College Chicago. Enjoy meals at 2 restaurants or the café, then unwind at the bars. With train stations nearby and helpful staff, you'll experience both charm and convenience.
The price is S$210
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza Hotel
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,560 reviews)
The price is S$298
includes taxes & fees
5 Jul - 6 Jul
Hotel Riu Plaza Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,443 reviews)
Perfectly positioned near Michigan Avenue and Chicago Riverwalk, this hotel offers breathtaking city and Lake Michigan views. With 4 restaurants, including Stetsons Modern Steak, plus 2 bars, you'll enjoy comfort while staying steps from shopping and attractions.
The price is S$344
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency Chicago
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,269 reviews)
Experience city centre Chicago from this centrally located hotel near Millennium Park. Just a 5-minute walk to Michigan Avenue with quick access to Chicago Theatre. Enjoy free WiFi, room service, and visit the fitness centre between sightseeing adventures.
The price is S$239
includes taxes & fees
5 Jul - 6 Jul
River Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,517 reviews)
Immerse in urban charm at this hotel with a refreshing rooftop pool and terrace overlooking the cityscape. Just steps from Michigan Avenue shopping and Chicago Riverwalk, with Grand Station only 9 minutes away.
The price is S$264
includes taxes & fees
5 Jul - 6 Jul
DoubleTree by Hilton Chicago - Magnificent Mile
2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,754 reviews)
Just steps from Chicago Riverwalk, this luxurious hotel offers 2 restaurants and 2 bars, including a stunning rooftop terrace. After a day of exploring nearby Michigan Avenue, unwind with deep-tissue massages at the on-site spa.
The price is S$403
includes taxes & fees
5 Jul - 6 Jul
LondonHouse Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,467 reviews)
The price is S$226
includes taxes & fees
6 Jul - 7 Jul
Hilton Chicago/Magnificent Mile Suites
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,681 reviews)
Discover a boutique hotel near Chicago's iconic attractions, with a full-service spa offering massages and scrubs. Just 3 minutes from Chicago Station, this sophisticated retreat features clean rooms, helpful staff, and easy access to the Riverwalk.
The price is S$246
includes taxes & fees
1 Jul - 2 Jul
Eurostars Magnificent Mile
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, (4,248 reviews)
Immerse yourself in city centre Chicago with stunning river views from this boutique hotel. Just 5 minutes from the Riverwalk and Michigan Avenue, enjoy Korean cuisine at Perilla Steak and a 24-hour fitness centre. Millennium Park and Chicago Theatre are within a relaxing 10-minute stroll.
The price is S$372
includes taxes & fees
1 Jul - 2 Jul
L7 Chicago by LOTTE
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,467 reviews)
Immerse yourself in city centre Chicago at this Art Deco hotel just steps from Michigan Avenue. Savour American cuisine at Hoyt's Chicago, then explore nearby Millennium Park. The Chicago Theatre and public transit are within a 5-minute walk of this serene, quiet retreat.
The price is S$348
includes taxes & fees
7 Jul - 8 Jul
The Royal Sonesta Chicago Downtown
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, (1,017 reviews)
Discover luxury in city centre Chicago at this stylish hotel with a full-service spa and 2 bars. American cuisine awaits at State & Lake Tavern. Millennium Park lies nearby, with State Station just 1 minute away for exploring the Windy City.
The price is S$343
includes taxes & fees
6 Jul - 7 Jul
theWit Chicago, a Hilton Hotel
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,885 reviews)
This historic Chicago hotel features an indoor pool and health club just steps from Art Institute of Chicago. Enjoy panoramic lake views, dine at Herb N Kitchen, and walk to Millennium Park or catch the train at nearby Harrison Station.
The price is S$339
includes taxes & fees
5 Jul - 6 Jul
Hilton Chicago
Lobby

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,989 reviews)
Immerse yourself in city centre Chicago at this centrally located hotel just steps from Grand Station. The indoor pool offers relaxation after exploring Michigan Avenue, Chicago Riverwalk, and Chicago Theatre. Free breakfast energises your day of urban adventure.
The price is S$251
includes taxes & fees
5 Jul - 6 Jul
Embassy Suites by Hilton Chicago Downtown River North
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,423 reviews)
Experience Chicago's finest at this luxury hotel near Michigan Avenue and Millennium Park. Enjoy deep-tissue massages or dine at The Palm restaurant with 24-hour room service. Just minutes from Chicago Riverwalk and convenient public transit stations.
The price is S$304
includes taxes & fees
5 Jul - 6 Jul
Swissotel - Chicago
Lobby

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,792 reviews)
Immerse yourself in vibrant River North, just minutes from Chicago Riverwalk and Water Tower Place. This hotel offers a 24-hour health club and stylish bar where you can unwind after exploring nearby shopping destinations.
The price is S$216
includes taxes & fees
29 Jun - 30 Jun
Hotel Felix River North/Magnificent Mile
Lobby

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,301 reviews)
Discover urban bliss at this Chicago hotel with an indoor pool and American cuisine restaurant. Near Michigan Avenue and Riverwalk, with Grand Station just 9 minutes away. Guests love the comfortable beds, helpful staff, and prime location.
The price is S$229
includes taxes & fees
2 Jul - 3 Jul
Aloft by Marriott Chicago Mag Mile
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,499 reviews)
Immerse yourself in luxury at this storied Chicago hotel. Just steps from Millennium Park and Monroe Station, this classic retreat features a full-service spa, indoor pool, and elegant bar. Travellers praise the central location and helpful staff.
The price is S$346
includes taxes & fees
5 Jul - 6 Jul
Palmer House a Hilton Hotel
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,879 reviews)
Immerse in Chicago's bustling energy at this business-friendly hotel near Michigan Avenue and Chicago Riverwalk. Fuel up with free breakfast before exploring or working out at the fitness centre. Grand Station is just 8 minutes away for easy city adventures.
The price is S$302
includes taxes & fees
5 Jul - 6 Jul
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby

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, (1,650 reviews)
Immerse yourself in this historic Gold Coast retreat near Michigan Avenue and Oak Street Beach. Enjoy robust coffee at the on-site café, workout anytime, and experience the quiet, relaxing atmosphere that travellers consistently praise.
The price is S$177
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection Ambassador Gold Coast
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, (3,116 reviews)
Experience tranquility at this historic Chicago gem, just steps from Michigan Avenue. The indoor pool, luxury spa, and 2 restaurants create a welcoming retreat. After exploring nearby attractions, return to peaceful rooms that capture the city's spirit.
The price is S$378
includes taxes & fees
6 Jul - 7 Jul
InterContinental Chicago Magnificent Mile by IHG
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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Get last-minute hotel deals in Chicago and save more

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Showing deals for:28 Jun - 29 Jun
Lobby
The Chicago Hotel Collection Ambassador Gold Coast

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, (1,650 reviews)
S$58 off
The price is S$234
for 1 room
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Showing deals for:29 Jun - 30 Jun
Lobby
The Chicago Hotel Collection Ambassador Gold Coast

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, (1,650 reviews)
S$47 off
The price is S$189
for 1 room
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Showing deals for:3 Jul - 5 Jul
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,443 reviews)
S$206 off
The price is S$914
for 2 nights, 1 room
S$457 per night
includes taxes & fees
Hyatt Regency Chicago

Check out hotels with a pool in Chicago

Room service – dining
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1869)
The price is S$260
includes taxes & fees
1 Jul - 2 Jul
The Wade
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You may also like pet-friendly hotels in Chicago

Lobby
The Chicago Hotel Collection Ambassador Gold Coast

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, (1650)
The price is S$177
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection Ambassador Gold Coast
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You can also stay at family-friendly hotels in Chicago

Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2559)
The price is S$347
includes taxes & fees
1 Jul - 2 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
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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When is the best time to visit Chicago?

Our prices for hotels in Chicago are cheapest in February
Price trends for hotels in Chicago
Pricing is based on two traveller single night rates
View properties in June
Currently viewing crowd sizes and weather for June.
Typical weather for Chicago
June
High 23°C / low 17°C. Sunny most days.
View properties in June
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 8 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -2 degrees Celsius. Cloudy most days.
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January, no crowd data, average high temperature -1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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April, no crowd data, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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May, no crowd data, average high temperature 17 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighbourhoods in Chicago

A river with yellow boats, a bridge, and tall buildings.

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.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

A historic castle-like building with intricate stonework and a paved walkway.

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.

A cityscape with modern skyscrapers and a curved highway.

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.

A river with a city skyline in the background, surrounded by green trees and grass.

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

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago
Open Photo by © City of Chicago

Wrigley Field

9.0/5 (11,704 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 Wrigley View Rooftop, both located nearby.
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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.

See all hotels in Chicago
A river with a yellow boat, surrounded by tall buildings and a bridge.

Check out reviews of Chicago hotels guests love

River Hotel

River Hotel

8/10 Good
"The room was small, but for one person more than enough. It was clean. The bed was comfortable. And of course, location is perfect!"
ALINA 3-night trip
Posted 3 hours ago
River Hotel

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 386 holiday homes. In addition, there are 1957 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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