Hotels in Chicago

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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 quality, location and traveller experience. Last updated on 9 November 2026.

1. Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
Kasa Magnificent Mile Chicago

2. 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 AU$201
includes taxes & fees
22 Nov - 23 Nov
Congress Plaza Hotel

3. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (5,669 reviews)
The price is AU$270
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,687 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 AU$201
includes taxes & fees
11 Nov - 12 Nov
The Chicago Hotel Collection Ambassador Gold Coast

5. River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,600 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 AU$184
includes taxes & fees
10 Dec - 11 Dec
River Hotel

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (5,061 reviews)
The price is AU$175
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites

7. Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,994 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 AU$249
includes taxes & fees
22 Nov - 23 Nov
Eurostars Magnificent Mile

8. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,203 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 AU$246
includes taxes & fees
9 Dec - 10 Dec
L7 CHICAGO by LOTTE HOTELS

9. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,573 reviews)
Immerse in Chicago's vibrant energy at this boutique hotel. Steps from Michigan Avenue and Water Tower Place, enjoy clean rooms with city vistas. Grab breakfast at the Lobby Bar before exploring nearby Lake Michigan and Chicago Riverwalk.
The price is AU$181
includes taxes & fees
23 Nov - 24 Nov
The Chicago Hotel Collection - Magnificent Mile

10. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,997 reviews)
Housed in a beautiful old building with peaceful rooms, this hotel sits minutes from Washington-Wells Station. Explore nearby Millennium Park and Chicago Theatre, then return to unwind at the bar after a day of sightseeing.
The price is AU$228
includes taxes & fees
22 Nov - 23 Nov
The Allegro Royal Sonesta Hotel Chicago Loop

11. Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,534 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 AU$277
includes taxes & fees
22 Nov - 23 Nov
Hilton Chicago

12. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,506 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 AU$321
includes taxes & fees
22 Nov - 23 Nov
Hyatt Regency Chicago

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,683 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 AU$270
includes taxes & fees
9 Dec - 10 Dec
The Royal Sonesta Chicago Downtown

14. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,900 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 AU$292
includes taxes & fees
23 Nov - 24 Nov
LondonHouse Chicago, Curio Collection by Hilton

15. 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 AU$205
includes taxes & fees
23 Nov - 24 Nov
Embassy Suites by Hilton Chicago Downtown River North

16. Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,378 reviews)
Explore Michigan Avenue from this stylish hotel with a 24-hour fitness centre and bar/lounge. Steps from Grand Station, it offers easy access to Chicago Riverwalk and Millennium Park, plus free WiFi and room service.
The price is AU$213
includes taxes & fees
3 Dec - 4 Dec
Freehand Chicago

17. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,661 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 AU$199
includes taxes & fees
6 Dec - 7 Dec
Club Quarters Hotel, Central Loop, Chicago

18. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,427 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 AU$370
includes taxes & fees
9 Dec - 10 Dec
InterContinental Chicago Magnificent Mile by IHG

19. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,372 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 AU$201
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown

20. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,731 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 AU$267
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
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Go beyond your typical stay in Chicago

When is the best time to visit Chicago?

Our prices for hotels in Chicago are cheapest in January

Price trends for hotels in Chicago

Pricing is based on two traveller single night rates
View properties in November
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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.

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.

A river with a yellow boat, surrounded by tall buildings and a bridge.

Check out reviews of Chicago hotels guests love

Frequently Asked Questions

How much does a hotel room cost in Chicago?

You can find top hotels in Chicago from AU$160 with options to suit your budget and needs. Hilton Garden Inn Chicago Downtown Riverwalk and Jaslin Hotel 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:

You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Chicago.

What are some of the best hotels in Chicago for couples?

Stay at a top-rated Chicago romantic hotel and make the most of your couple's holiday. Our travellers love The Peninsula Chicago, a hotel in Downtown Chicago with an al fresco restaurant. Another romantic hotel with top reviews is The Langham, Chicago. This hotel can be found in Downtown Chicago with a restaurant as well as champagne service for a perfect stay. Use the "Traveller experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Chicago for couples on Hotels.com.

What are some of the best kid-friendly hotels in Chicago?

Some of the most well reviewed Chicago hotels for kids include Embassy Suites by Hilton Chicago Downtown River North, Chicago Guest House Wrigleyville, and The Peninsula Chicago. 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 Chicago Guest House Wrigleyville in Lakeview with a guest score of 10. This popular hotel has free parking and a barbecue grill, as well as free cots in the guestrooms. The Peninsula Chicago is another good option in Downtown Chicago with an indoor pool and a coffee shop/cafe, plus free cots in the guestrooms. Find even more kid-friendly hotels in Chicago by using our "Family friendly" filter on Hotels.com when you search.

What are the top Chicago hotels with a pool?

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 in Downtown Chicago that features an indoor pool along with a free buffet breakfast. 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 driving, a great Chicago hotel with free parking is a bonus. Our travellers' favourites include:

What are the top Chicago boutique hotels?

Book your stay at a stylish 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 hot tub along with climate-controlled guestrooms with champagne service.

What are some popular hotels in central Chicago?

For hotels in central Chicago, check out The Westin Chicago River North and The Peninsula Chicago. Travellers love The Westin Chicago River North for its location, as well as the restaurant, wedding services 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.

Find out more about Chicago

Skyscraper Serenity: Discover the Architectural Symphony of Chicago

Chicago, the vibrant heart of the American Midwest, beckons with its stunning skyline and rich cultural tapestry. Explore the architectural marvels that define its downtown, from the soaring Willis Tower to the historic Chicago Riverwalk. Art enthusiasts will revel in world-class museums like the Art Institute, while food lovers can indulge in deep-dish pizza across eclectic neighbourhoods. Stroll along the picturesque beaches of Lake Michigan or catch a breathtaking view from the Skydeck. With a unique blend of urban charm and cultural diversity, Chicago is an irresistible getaway that promises unforgettable experiences at every turn.

Discover great hotels in Chicago

Chicago offers a diverse range of hotel accommodations, from luxurious downtown establishments boasting stunning skyline views to charming boutique hotels with unique character. Whether you prefer a plush star hotel or an excellent mid-range option, the city caters to all tastes and budgets for an enjoyable stay. These are some of the hotels preferred by our travellers in Chicago:

  1. The Shamrockopens in new window: The Shamrock offers a unique motel experience perfect for leisure travellers seeking comfort and entertainment. With amenities like streaming services, an LED television, and various entertainment options, it ensures a relaxing stay. The nearby attractions, including a metro station, outlet shopping, and a zoo, provide numerous activities to explore. This hotel is praised for its vibrant atmosphere and convenient access to local sights, making it an enjoyable choice for those looking to unwind after a day of exploration.
  2. Harvey House Bed & Breakfastopens in new window: Harvey House Bed & Breakfast is a delightful bed and breakfast that caters primarily to leisure travellers seeking a homely experience. It features complimentary breakfast options and a charming snack bar, ensuring a delightful start to your day. The property offers cable television and a DVD player for in-room entertainment, enhancing your stay. Guests appreciate the inviting ambience and the attentive service, creating a welcoming environment that encourages relaxation and enjoyment during their visit to Chicago.
  3. Carleton of Oak Parkopens in new window: Carleton of Oak Park is a boutique hotel tailored for discerning leisure travellers looking for a unique experience. With an emphasis on distinctive decor and artistic influences, this hotel provides an aesthetically pleasing environment that enhances your stay. Amenities such as a business centre, multiple meeting rooms, and conference space cater to those seeking a sophisticated atmosphere. This property stands out for its elegance and style, with guests frequently highlighting the exceptional design and curated experiences that make their visit memorable.

Top locations to stay in Chicago

When visiting Chicago, Illinois, standout areas to stay in include Elmwood Park, Magnificent Mile, and The Loop. Elmwood Park is family-friendly with a suburban feel, while the Magnificent Mile offers shopping and dining amidst stunning city views. The Loop, the urban heart of downtown, is ideal for first-time visitors seeking proximity to iconic attractions and vibrant city life.

  1. Magnificent Mileopens in new window: The Magnificent Mile is a shopper's paradise, boasting a vibrant mix of high-end boutiques, popular retail chains, and unique local shops. This bustling area is not just about shopping; it's also rich in history and culture, with stunning architecture lining the streets. You can explore cultural attractions like the Art Institute of Chicago and the Museum of Contemporary Art nearby. After a day of shopping, unwind at one of the many cafes or take in the stunning views of the Chicago River. The Magnificent Mile truly offers an unforgettable blend of excitement and elegance.
  2. The Loopopens in new window: The Loop is Chicago's bustling urban heart, where you can immerse yourself in the city's dynamic atmosphere. Home to iconic skyscrapers and cultural attractions such as the Chicago Symphony Orchestra and the historic Chicago Theatre, it’s a hub of activity. The area also offers great dining options ranging from food trucks to fine dining. Enjoy a leisurely stroll through Millennium Park or relax by the stunning art installations. The Loop is perfect for those who want to experience the essence of Chicago's urban lifestyle.
  3. Elmwood Parkopens in new window: Elmwood Park is a charming suburb ideal for families seeking a quieter stay while still being close to the city. This area features beautiful parks, local shops, and family-friendly attractions. You can enjoy leisurely walks or bike rides along the scenic trails. The community vibe here is welcoming, making it a great place to unwind after exploring the more bustling parts of Chicago. With its easy access to public transport, you can conveniently venture into the city for a day of adventure before retreating to the peace of Elmwood Park.

Things to do in Chicago

Chicago is a vibrant city where stunning architecture meets scenic lakeside beauty. Visitors can enjoy leisurely boat rides along the river, explore lush parks, or relax on sandy beaches. With a thriving theatre scene and a rich tapestry of artistic expression, there's always something exciting happening in the heart of the city.

  • Navy Pieropens in new window – Start your Chicago adventure at Navy Pier, a vibrant waterfront destination that stretches out into Lake Michigan. Stroll along the pier and take in the stunning views of the skyline while enjoying the lively atmosphere. Don’t miss the iconic Ferris wheel, which offers a thrilling ride with breathtaking vistas of the city and the lake. With various dining options, shops, and entertainment venues, Navy Pier is a perfect spot to relax and soak up the local culture.
  • Michigan Avenueopens in new window – Next, head to Michigan Avenue, famously known as the Magnificent Mile. This bustling street is a shopper’s paradise, lined with high-end boutiques, department stores, and charming cafes. As you wander, admire the impressive architecture that showcases the city's rich history and modern designs. Michigan Avenue is also home to several cultural landmarks, making it an ideal place for both shopping and sightseeing.
  • Millennium Parkopens in new window – Complete your Chicago experience at Millennium Park, an urban oasis nestled in the heart of the city. Marvel at the striking Cloud Gate sculpture, affectionately known as ‘The Bean’, which reflects the skyline and offers fun photo opportunities. Enjoy a leisurely walk through the beautifully landscaped gardens and catch a live music performance at the Jay Pritzker Pavilion. Millennium Park is not just a park; it’s a celebration of art, nature, and community.

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 in January, February, and December, when hotel prices are lower. For a budget-friendly trip, 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, fascinating museums, renowned theatres, and beautiful monuments, all while enjoying stunning scenery along the river. With such great value for money during these months, it's an excellent opportunity for those looking to experience Chicago on a budget.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chicago, visit the Deals or Last-Minute Deals sections on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions, which could help you secure the best hotel deal. Additionally, Smart Shopping is a handy comparison tool available via the app, allowing you to compare hotel prices and amenities. This way, if prices drop or rooms become available, you're more likely to be informed first, making it easier to book affordable accommodation.
  3. Be flexible with dates: Prices may 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 seeking distinctive 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 end, we’ll suggest alternative dates that could be more affordable, helping you to secure a better deal.
  4. Consider your location: Hotels situated near the city centre usually tend to be more expensive, but thanks to Chicago's outstanding public transport connections, you may discover a more affordable independent hotel further afield that remains well-linked. 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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