Hotels in Chicago

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22 May - 24 May
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29 May - 31 May

Where to stay in Chicago?

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Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,167 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 ฿4,342
฿5,163 total
includes taxes & fees
25 May - 26 May
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, (4,190 reviews)
The price is ฿4,599
฿6,394 total
includes taxes & fees
25 May - 26 May
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, (3,524 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 ฿7,120
฿9,625 total
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago
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, (2,471 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 ฿5,334
฿6,342 total
includes taxes & fees
27 May - 28 May
DoubleTree by Hilton Chicago - Magnificent Mile
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,415 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 ฿5,361
฿7,420 total
includes taxes & fees
26 May - 27 May
The Royal Sonesta Chicago Downtown
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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, (5,931 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 ฿4,772
฿5,674 total
includes taxes & fees
26 May - 27 May
Embassy Suites by Hilton Chicago Downtown River North
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,802 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 ฿5,305
฿7,262 total
includes taxes & fees
26 May - 27 May
Hilton Chicago
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Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,252 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 ฿4,773
฿5,674 total
includes taxes & fees
26 May - 27 May
Aloft by Marriott Chicago Mag 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, (4,059 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 ฿7,326
฿8,710 total
includes taxes & fees
21 May - 22 May
L7 Chicago by LOTTE
Lunch, dinner and brunch served

Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,831 reviews)
The price is ฿5,527
฿6,571 total
includes taxes & fees
26 May - 27 May
Hyatt Place Chicago/River North
Property amenity

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,335 reviews)
Immerse yourself in city centre Chicago at this contemporary hotel near Millennium Park and Chicago Theatre. Enjoy international cuisine at the 24/7 CanteenM restaurant, work out in the fitness centre, and rest on comfortable beds praised by travellers.
The price is ฿4,649
฿5,528 total
includes taxes & fees
25 May - 26 May
citizenM Chicago Downtown
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,933 reviews)
This boutique hotel offers stunning views just steps from Michigan Avenue and State Street. Enjoy Japanese cuisine at Kirei restaurant after exploring nearby attractions. Only minutes from Chicago Station, Lake Michigan, and the Riverwalk with peaceful accommodation.
The price is ฿4,288
฿5,098 total
includes taxes & fees
27 May - 28 May
The Whitehall Hotel, BW Premier Collection
Indoor pool

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,459 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 ฿5,972
฿8,067 total
includes taxes & fees
26 May - 27 May
Palmer House a Hilton Hotel
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, (2,507 reviews)
Experience the unique charm of this waterfront hotel with panoramic Lake Michigan vistas. Just steps from Navy Pier, enjoy Latin American cuisine at Lirica or unwind at one of 2 bars. A 24-hour fitness centre and convenient access to Michigan Avenue complete your Chicago adventure.
The price is ฿7,080
฿9,545 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,552 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 ฿7,803
฿9,277 total
includes taxes & fees
16 Jun - 17 Jun
Eurostars Magnificent Mile
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, (3,069 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 ฿6,505
฿8,878 total
includes taxes & fees
25 May - 26 May
InterContinental Chicago Magnificent Mile by IHG
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,512 reviews)
Located in the Central Loop, this hotel puts you minutes from State Street, Millennium Park, and Art Institute of Chicago. Enjoy room service and comfortable beds after exploring nearby attractions. Jackson Station and Quincy Metro Station are just 3 minutes away for convenient city exploration.
The price is ฿4,862
฿5,780 total
includes taxes & fees
25 May - 26 May
Club Quarters Hotel, Central Loop, Chicago
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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, (1,472 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 ฿5,023
฿5,972 total
includes taxes & fees
21 May - 22 May
The Chicago Hotel Collection Ambassador Gold Coast
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River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,197 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 ฿4,140
฿4,922 total
includes taxes & fees
25 May - 26 May
River Hotel
Breakfast, lunch, dinner served; American cuisine

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,598 reviews)
The price is ฿5,365
฿7,419 total
includes taxes & fees
26 May - 27 May
The Royal Sonesta 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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Showing deals for:20 May - 21 May
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River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,197 reviews)
The price is ฿5,252
per night
฿6,244 total
includes taxes & fees
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River Hotel
Showing deals for:21 May - 22 May
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Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,240 reviews)
฿2,260 off
The price is ฿4,246
per night
฿6,045 total
includes taxes & fees
Silversmith Hotel Chicago Downtown
Showing deals for:29 May - 31 May
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Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,167 reviews)
฿6,912 off
The price is ฿11,255
per night
฿26,761 total
includes taxes & fees
Congress Plaza Hotel

Check out hotels with a spa in Chicago

Indoor wedding
Swissotel - Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3332)
The price is ฿5,477
฿7,663 total
includes taxes & fees
25 May - 26 May
Swissotel - Chicago
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You may also like hotels with pools in Chicago

Terrace/patio
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1872)
The price is ฿14,588
฿17,343 total
includes taxes & fees
26 May - 27 May
Trump International Hotel & Tower Chicago
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You can also stay at pet-friendly hotels in Chicago

Indoor wedding
Swissotel - Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3332)
The price is ฿5,477
฿7,663 total
includes taxes & fees
25 May - 26 May
Swissotel - 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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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 May
Currently viewing crowd sizes and weather for May.
Typical weather for Chicago
May
High 17°C / low 11°C. Sunny most days.
View properties in May
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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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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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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.

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.

Panoramic view of Lincoln Park and the Chicago skyline.

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

4.5/5 (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.

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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

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"It was very clean and met standards "
Natalia 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

How much does a hotel room cost in Chicago?
You can find top hotels in Chicago from ฿3,696 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 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.
Can I book Chicago hotels with free cancellation?
In order to book a refundable Chicago hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most 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 L7 Chicago by LOTTE, LondonHouse Chicago, Curio Collection by Hilton, and Swissotel - Chicago. L7 Chicago by LOTTE is a luxury hotel with a high guest rating amongst our travellers, and it offers a restaurant and a bar/lounge, plus Frette Italian sheets in the guestrooms. LondonHouse Chicago, Curio Collection by Hilton and Swissotel - Chicago are also popular luxury stays in great Chicago locations.
What are some top pet-friendly hotels in Chicago?
Our travellers' favourite pet-friendly hotels in Chicago include:If you're travelling with your pup, visit local dog parks like Horner Park Dog 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. Discover more kid-friendly hotels in Chicago by using the Hotels.com "Family friendly" filter in your search.
What are the top Chicago hotels with a pool?
Discover some of the best Chicago hotels with a pool for a little extra luxury on your trip. InterContinental Chicago Magnificent Mile by IHG is a great hotel in Downtown Chicago with an indoor pool and a guest rating of 9.2 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. To find more stays in Chicago with a pool, use the "Amenities" filter on Hotels.com in your search and select "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 and deep soaking bathtubs. 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 and a full-service spa along with climate-controlled guestrooms with champagne service.
What are some popular hotels in central Chicago?
If you're looking 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 gym 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 Wrigley Field and Navy Pier. Downtown Chicago and Lincoln Park are some of the most central areas for your Chicago holiday.
Where can I get free parking with my stay in Chicago?
These hotels offer the perk of free parking: Dorothy's, The Villa Toscana and The Sono Chicago. There are 7 options you may want to view on our site.
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.

Find out more about Chicago

Chicago: A Symphony of Skyscrapers and Serenity by the River

Discover the vibrant allure of Chicago, a city where architectural marvels meet rich cultural heritage. Stroll along the iconic Chicago River, admiring the stunning skyline punctuated by the Willis Tower's Skydeck, offering breathtaking views. Explore the artistic treasures of the Art Institute and the lush serenity of Millennium Park. With its diverse neighbourhoods, from historic Bronzeville to the trendy West Loop, each area offers a unique flavour. Indulge in the city's famed deep-dish pizza and immerse yourself in the thriving jazz and blues scene. Chicago is a captivating urban escape, blending vintage glamour with modern vibrancy.

Things to do in Chicago

Chicago is a vibrant metropolis where stunning skyscrapers meet serene lakeside beaches and lush parks. Enjoy leisurely boat rides along the river, take in dynamic theatre performances, and explore diverse neighbourhoods filled with art and music. With a lively atmosphere, this city promises unforgettable experiences for every traveller.

  • Chicago RiverwalkOpens in a new window – Stroll along this vibrant waterfront promenade lined with stunning skyscrapers and unique architecture. Enjoy the lively atmosphere, grab a bite at one of the riverside cafés, or simply take in the breathtaking views of the city’s iconic skyline. The Riverwalk is perfect for a leisurely day out, offering a blend of culture and relaxation.
  • State StreetOpens in a new window – Explore this famous thoroughfare known for its rich history and bustling energy. Browse through a variety of shops, from chic boutiques to large department stores, and take a moment to appreciate the architectural marvels that flank the street. It’s a great place to soak in the urban vibe of Chicago while enjoying some retail therapy.
  • Oak Street BeachOpens in a new window – Spend a sunny afternoon at this picturesque beach, where you can relax on the sandy shores or partake in various water activities. With stunning views of Lake Michigan and the city skyline, it’s an ideal spot for sunbathing, picnicking, or enjoying a refreshing swim during the warmer months.
  • Lakefront TrailOpens in a new window – This scenic trail stretches along the shoreline of Lake Michigan, perfect for cycling, jogging, or just taking a leisurely walk. Revel in the fresh lake breeze as you pass parks, gardens, and stunning city views. It’s an invigorating way to experience Chicago’s natural beauty while staying active.
  • Armitage AvenueOpens in a new window – Discover this trendy street filled with stylish shops, delightful cafés, and vibrant local culture. Take your time exploring the unique offerings, from artisanal goods to contemporary fashion. Armitage Avenue is a great spot to enjoy a leisurely afternoon and soak up the lively neighbourhood atmosphere.

4 tips for savvy savings when booking a hotel in Chicago

  1. Book for the cheapest times: The most affordable time to visit Chicago is during January, February, and December, when hotel prices are generally lower. For those on a budget, a stay of at least 2 to 3 days is recommended to fully appreciate the city's remarkable landmarks, rich history, and vibrant culture. Visitors can explore iconic skyscrapers, stunning architecture, and renowned museums, as well as enjoy theatrical performances and picturesque river scenery. This duration offers great value for money, allowing ample time to soak in the city's artistic and historical attractions.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Chicago, visit the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may discover discounted rates on hotels as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, helping you potentially secure great savings on hotels. Additionally, the Smart Shopping tool available through the app allows you to compare room rates and amenities, so you're more likely to see the best hotel deal. Stay updated on your favourite hotels to seize opportunities for a cheap stay in Chicago.
  3. Be flexible with dates: Prices can fluctuate based on various factors, including the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay in a Chicago hotel. For those seeking a distinctive experience, boutique hotels can provide a more personalised touch and potentially 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 leans towards the higher end, we’ll suggest alternative dates that could be more affordable, helping you secure the best possible deal.
  4. Consider your location: Hotels near the city centre usually tend to be more expensive, but with Chicago's superb public transport links, 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 towns, there is often excellent 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 tends to be the wettest month. The peak travel months to visit Chicago are April, June, and July, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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