Hotels in Chicago

Skyscraper Symphony: Unveiling the Architectural Soul of Chicago

Discover the vibrant heartbeat of Chicago, Illinois, where stunning skyscrapers meet rich cultural heritage. Stroll along the picturesque waterfront of Lake Michigan, marvel at the iconic Willis Tower, and immerse yourself in world-class art at the Art Institute. Experience the city's famous deep-dish pizza and savour the sounds of its legendary jazz and blues scenes. From the architectural wonders of the Riverwalk to the lush greenery of Millennium Park, Chicago offers a perfect blend of urban sophistication and warm Midwestern charm, making it an unforgettable destination for every traveller.

Discover great hotels in Chicago

Chicago offers a diverse range of hotel accommodations, from boutique hotels with unique character to luxurious high-rises boasting stunning skyline views. Whether you prefer a central location near the vibrant Loop or a quieter stay by the lake, you'll find plenty of options to suit your style and budget. Here are some of the best hotels in Chicago that our travelers love:

1. The Shamrockopens in new window: This charming 2.5-star motel offers a delightful lodging experience with a focus on entertainment and relaxation. Guests can indulge in a variety of streaming services and enjoy the comfort of LED televisions in their rooms. Nearby attractions such as a zoo and shopping outlets provide ample opportunities for exploration. Frequent travellers appreciate the ease of access to local transport options, enhancing their overall experience in the vibrant city of Chicago.
2. Harvey House Bed & Breakfastopens in new window: As a 4.0-star bed and breakfast, Harvey House Bed & Breakfast exudes a welcoming atmosphere with its enticing dining options, including complimentary daily breakfast. This property captures the essence of comfort, making it a fantastic choice for leisure travellers. The presence of a well-appointed snack bar and the proximity to local transportation allow guests to seamlessly start their adventures in Chicago. The inviting ambiance and thoughtful amenities create a memorable experience, ideal for those seeking a relaxing getaway.
3. Carleton of Oak Parkopens in new window: Carleton of Oak Park stands out as a sophisticated 3.0-star hotel, perfect for discerning travellers in search of a boutique experience. With uniquely designed decor and art influences, the property offers an immersive atmosphere that enhances every stay. Business amenities such as multiple meeting rooms and a dedicated business centre provide the perfect backdrop for productive gatherings while maintaining a stylish and comfortable environment. This hotel caters to those who appreciate distinctive settings and high-quality service during their time in the city.

Top locations to stay in Chicago

Some of the best areas to stay in Chicago are Elmwood Park, Magnificent Mile, and The Loop. Elmwood Park is ideal for families with its suburban charm, while Magnificent Mile offers upscale shopping and vibrant nightlife. The Loop boasts urban sophistication with cultural attractions. For first-time visitors, Magnificent Mile is the most suitable choice for its central location and variety of activities.

1. Magnificent Mileopens in new window: The Magnificent Mile is a vibrant, bustling area that’s perfect for those who love shopping and sightseeing. Known for its upscale boutiques and department stores, this iconic stretch is a shopper’s paradise. You can also explore a range of cultural attractions, including art galleries and museums. With its stunning architecture and proximity to Lake Michigan, you’ll find plenty of scenic spots to relax or take a leisurely stroll. Whether you’re in the mood for fine dining or casual cafés, the culinary scene here has something for everyone, making it an exciting place to stay.
2. The Loopopens in new window: The Loop is Chicago’s bustling business district, rich in urban charm and architectural wonders. Staying here puts you right in the heart of the city, surrounded by impressive skyscrapers and cultural attractions like theatres and art installations. You can easily access Millennium Park, home to the famous Cloud Gate sculpture, and enjoy a variety of dining options that cater to all tastes. With excellent public transport links, The Loop makes it convenient to explore the rest of Chicago.
3. Elmwood Parkopens in new window: Elmwood Park offers a more relaxed, family-friendly atmosphere while still being close to the vibrant city life. This charming suburb is perfect for families looking for a quiet retreat after a day of exploring Chicago. You’ll find lovely parks, local shops, and a sense of community that makes it feel welcoming. It’s a great base if you want to enjoy the city’s attractions without the hustle and bustle of downtown living.

Things to do in Chicago

Chicago boasts a stunning skyline that contrasts beautifully with its serene lakeside beaches and lush parks. Visitors can enjoy boating along the winding river, hiking through scenic landscapes, or soaking in vibrant theatre and art scenes. This city offers a delightful mix of urban excitement and natural beauty, making it a must-visit destination.

• Navy Pieropens in new window – Discover this vibrant jetty that stretches into Lake Michigan, offering an array of attractions. Experience the thrill of the Ferris wheel, take a leisurely boat ride, or simply stroll along the waterfront while enjoying stunning views of the city skyline. With eateries, shops, and seasonal events, Navy Pier is a lively destination perfect for families and solo adventurers alike.
• Michigan Avenueopens in new window – Walk along this iconic street, often referred to as the Magnificent Mile. Here, you’ll find a blend of high-end retailers, chic boutiques, and amazing dining options. Don’t miss the architectural splendour as you admire the towering skyscrapers that line the avenue. Whether you're window shopping or indulging in a gourmet meal, Michigan Avenue is sure to impress.
• Millennium Parkopens in new window – Explore this urban oasis in the heart of Chicago, where art, nature, and architecture harmoniously coexist. Snap a selfie in front of the famous Cloud Gate sculpture, affectionately known as The Bean, or enjoy a concert at the Jay Pritzker Pavilion. With lush gardens and public art installations, Millennium Park invites you to relax and revel in the city’s cultural vibrancy.

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 rates tend to be lower. For those looking to immerse themselves in the city's rich history and culture, staying for at least 2 to 3 days is ideal. This duration allows visitors to explore iconic landmarks such as stunning skyscrapers, renowned museums, and vibrant theatres, as well as enjoy the beautiful river scenery. Travelling during these months offers great value for money, and prices may drop even further, making it an excellent choice for those on a budget.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chicago, begin by exploring the Dealsopens in new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Additionally, consider enabling email alerts or push notifications from Hotels.com to stay updated on flash sales and special promotions, helping you seize potential savings. The Smart Shopping feature, available via the app, allows you to compare hotel prices and amenities, ensuring you're informed if rooms become available or prices drop, making your last-minute getaway more accessible.
3. Be flexible with dates: Prices can fluctuate depending on factors such as the hotel's location, star rating, and the time of year, so being flexible with your dates may help you save on your stay in a Chicago hotel. For those seeking distinctive accommodations, boutique hotels can provide a more personalised experience 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 tends to be on the higher side, we’ll suggest more economical dates, which could increase your chances of securing 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 links, you may discover a more affordable independent hotel a bit further out that is still well-connected. For those wishing 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.