The best spot for romantic sightseeing in Chicago

The dazzling night view of Chicago is one of the best in the world. It would be a pity if you visit Chicago without enjoying the night scenery. Here are a few recommended locations to appreciate the breathtaking view, from tourist attractions to bars and restaurants, each offering a charming glimpse of Chicago at night.

Skydeck Chicago

The Skydeck is located in Willis Tower, also known as the Sears Tower, which was once the tallest building in the United States. It has 110 floors, and the Skydeck observation deck is located on the 103rd floor, 442 meters above ground. However, standing on top of it takes a lot of courage because it consists of two isolation rooms made of glass, like transparent boxes made of glass. This glass room hangs in the air in Chicago and offers a 360-degree view of the Chicago skyline at night and can see four neighboring states on clear days.
It is an observation deck located on the 94th floor of the John Hancock Building. Different from other observation decks, it features a unique design with tilted glass panels that allow visitors to overlook the night skyline like a bird at a height of 1,000 feet. From here, you can see the busy downtown of Chicago, Lake Michigan, and four adjacent states (Illinois, Indiana, Michigan, and Wisconsin). The elevator here is one of the fastest in North America, taking you to your destination in the blink of an eye. Additionally, it includes a Chinese language audio guide to take you on an unforgettable visual and auditory journey.

The Signature Lounge/ Room

It's better to spend that $22 at The Signature Lounge on the 96th floor of John Hancock Center, where you can enjoy a cocktail and admire Chicago's stunning night view, rather than at 360 Chicago observation deck on the 95th floor. Alternatively, you can have a romantic dinner at The Signature Room on the 95th floor.

Centennial Wheel at Navy Pier

The Navy Pier's Ferris wheel is definitely a must-do activity for a date, loved by both locals and tourists from all over the world. The Centennial Wheel, standing at 200 feet tall, is a significant part of Chicago's skyline and offers a 360-degree view of the city and Lake Michigan. With indoor cabins, visitors can enjoy the view comfortably regardless of whether it's a hot summer or a cold winter day. This allows visitors more time to immerse themselves in the magnificent night view of Chicago.
Located on the 13th floor rooftop of the Chicago Athletic Association, Cindy's restaurant is situated next to the renowned Millennium Park and Grant Park, and is the only highest point where you can overlook the city's downtown parks. It is also one of the few rooftop establishments that serves drinks in an outdoor courtyard. Here, you can also admire the beautiful views of Lake Michigan while enjoying the delicious cuisine prepared by Chef Christian Ragano, making it an ideal spot for a scenic date.
Many people enjoy having dinner at this French restaurant located on the 70th floor of Lake Point Tower. However, they find it difficult to fully enjoy the delicious food on their plate. This is because it is located on the top floor of one of the world's tallest residential buildings, enough to make people excited to be at a higher level. What's even more special is that the entire restaurant rotates 360 degrees while guests are dining, taking their visual experience to a higher level. Don't miss out on dining and enjoying the stunning views of Chicago at this great spot.
Adjacent to the Art Institute, Terzo Piano is an Italian Mediterranean restaurant with a unique, gallery-style design aesthetic, designed by renowned Italian architect Renzo Piano, with a style similar to that of the adjacent Modern Wing exhibition at the museum. Sitting in the outdoor courtyard, you can enjoy the view of Chicago's high-rise buildings, and the linked and extended white walls of the terrace will leave you with precious memories.
Located in the heart of Chicago, near Grant Park and the Magnificent Mile, the Hyatt Hotel is a great place to enjoy the beautiful scenery of Chicago. Although you cannot fully capture the scenery, this hotel is close to the bustling Magnificent Mile, where there are some of the best restaurants in the world and the tallest buildings in the world. Moreover, in the nearby Grant Park, you can catch the sunset reflected on Lake Michigan in the evening. Here, you can stop and feel the tranquility amidst the hustle and bustle, and everything returns to zero. If you still feel unsatisfied, you can consider staying at this four-star hotel for a night!

Chicago Lakefront Trail

From here you can see the night scenery of Chicago by the lake, where the tall buildings shine brightly against the quiet lake water and create poetic reflections on the surface of the lake. It stretches from the north of Ardmore Street (5800 N. Sheridan Road) to the south of 71st Street (7100 S. South Shore Drive), with a length of 18 miles. Taking a walk or jog here in the evening will definitely be a visual feast for you.