Hotels near Second City Chicago

Skyscrapers and Serenity: Discover the Soul of Second City

Chicago, affectionately known as the Second City, dazzles with its iconic skyline and rich cultural tapestry. Marvel at the stunning architecture, from the Willis Tower to the historic Tribune Building, while basking in views of Lake Michigan’s shimmering waters. Dive into world-class museums like the Art Institute, and don’t miss the vibrant performances at the legendary Second City Theatre, where comedy legends are born. With its bustling neighborhoods, diverse culinary scene, and scenic parks, Chicago offers an exhilarating blend of urban adventure and artistic inspiration, making it an unforgettable destination for every traveler. For our best hotel rates near Second City and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels near Second City

Chicago offers a variety of hotel accommodations near Second City, ranging from boutique hotels with unique charm to upscale options in bustling neighborhoods. Expect competitive room rates, convenient access to local attractions, and a vibrant atmosphere that enhances your stay in this lively city. These are some of the hotels preferred by our travelers near Second City:

1. Four Seasons Hotel ChicagoOpens in a new window: This exquisite 5.0-star hotel offers a perfect blend of adventure and comfort for leisure travelers. With a range of exciting amenities, including onsite helicopter tours and nearby hiking, guests can immerse themselves in thrilling experiences. The hotel features a relaxing pool area and spacious rooms with stunning lake views, ensuring a serene escape. The property is renowned for its superb service and exceptional breakfast offerings, making it a delightful choice for those seeking a memorable stay in Second City.
2. The Ritz-CarltonOpens in a new window: This luxurious 5.0-star hotel is an ideal romantic getaway, situated in the vibrant city center. It offers a range of high-end amenities, including a serene spa, indoor pool, and exquisite dining options, perfect for couples looking to unwind together. The elegantly designed rooms boast fabulous views, and attentive room service enhances the overall experience. With its charming atmosphere and exceptional service, this hotel provides a delightful retreat for couples seeking a memorable urban escape.
3. Waldorf Astoria ChicagoOpens in a new window: This sophisticated 5.0-star hotel caters to leisure travelers seeking adventure and comfort. With a variety of nearby outdoor activities such as sailing and scenic bike rentals, this property is perfect for those looking to explore the area. The hotel features beautifully appointed rooms with luxurious amenities, ensuring a relaxing stay. Guests appreciate the excellent service and the tranquil ambiance, making it a top choice for those looking to enjoy a stylish and enjoyable experience in Second City.

Things to do near Second City

Second City invites travelers to explore its stunning skyline and waterfront, offering vibrant beaches and lush parks for relaxation and recreation. Enjoy a lively arts scene with captivating performances and indulge in outdoor activities like boating and hiking, all while soaking in the unique architectural charm that surrounds you.

• Michigan AvenueOpens in a new window – Stroll along Michigan Avenue, where towering skyscrapers meet vibrant storefronts and cultural landmarks. This bustling street is a feast for the eyes, showcasing stunning architecture, museums, and a view of Lake Michigan that will take your breath away.
• Navy PierOpens in a new window – Head to Navy Pier for a blend of fun and relaxation. This iconic jetty offers amusement rides, dining options, and beautiful waterfront views. Take a leisurely walk along the pier and soak in the lively atmosphere while enjoying the sights of the city skyline.
• Millennium ParkOpens in a new window – Spend some time in Millennium Park, a green oasis in the heart of the city. Discover the famous Cloud Gate sculpture, often referred to as The Bean, and enjoy outdoor art installations, gardens, and seasonal events that attract visitors year-round.
• Chicago RiverwalkOpens in a new window – Experience the Chicago Riverwalk, where you can take a scenic stroll along the water's edge. This vibrant area is perfect for people-watching, dining, or simply enjoying the stunning views of the city’s architecture reflected in the river.
• Art Institute of ChicagoOpens in a new window – Don’t miss the Art Institute of Chicago, a treasure trove for art lovers. Explore its vast collection of artworks, including masterpieces from renowned artists, and immerse yourself in the beauty and diversity of creative expression housed within this historic museum.

5 tips for savvy savings when booking a hotel near Second City

1. Book for the cheapest times: For those looking to visit Second City on a budget, the most affordable months are January, February, and December, when hotel prices may drop. To truly experience the city's rich history and vibrant culture, it's recommended to stay for at least 2 to 3 days. This timeframe allows visitors to explore iconic landmarks such as towering skyscrapers, stunning architecture, and beautiful lakes, as well as engaging museums that showcase the city's heritage. With lower prices during these months, it’s a great value for money for anyone seeking a memorable getaway.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Second City, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions, helping you seize opportunities to save. Additionally, Smart ShoppingOpens in a new window is a useful tool in the app that allows you to compare hotel prices and amenities, ensuring you’re informed if prices drop or availability changes. This way, you could secure a great last-minute getaway.
3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and season, so being flexible with your travel dates could help you save on your stay near the Second City hotel. If you're seeking a unique experience, boutique hotels often provide a more personalized touch and may offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend alternative dates that could help you find a better deal.
4. Consider your location: Staying closer to popular attractions or downtown areas can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might want to look at hotels in less central neighborhoods, striking a balance between cost and accessibility to the sights you want to see. Independent hotels located a bit further out usually tend to be more affordable and can offer a more authentic experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay near Second City. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Second City

Second City 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 usually the wettest month. July, August, and December are the peak travel months at Second City, attracting a higher number of tourists. During this peak period, the weather is mostly sunny to mostly cloudy, with light rainfall. On the other hand, January, February, and April tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.