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

Skydeck is located in the Willis Tower, formerly known as Sears Tower, which was once the tallest building in the United States. It has a total of 110 floors, and on the 103rd floor, there is a Skydeck observation deck that is 442 meters above the ground. However, standing on it requires enough courage, as it consists of two glass compartments, like transparent boxes made of glass. This glass room is suspended in the air over Chicago, and standing inside, you can enjoy a 360-degree view of Chicago's nightscape. On clear days, you can see four neighboring states.
It is an observation deck located on the 94th floor of the John Hancock Center. Unlike other observation decks, it features a unique tilting glass design that allows you to have a bird's-eye view of the night scene from a height of 1,000 feet. From here, you can see Chicago's bustling downtown, Lake Michigan, and four neighboring states (Illinois, Indiana, Michigan, 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 guide, taking you on an unforgettable visual and auditory journey.

The Signature Lounge/ Room

If you are considering spending $22 to enjoy the view from the 95th-floor observation deck 360 Chicago at the John Hancock Center, you might as well use that money to get a cocktail at The Signature Lounge on the 96th floor, which is two floors higher. Enjoy the sweet and sour taste of the cocktail while admiring the charming night view of Chicago. Alternatively, you can have a romantic dinner at The Signature Room on the 95th floor.

Centennial Wheel at Navy Pier

The Ferris wheel at Navy Pier is an essential part of any date, loved not only by locals but also attracting countless tourists from around the world. The Centennial Wheel at Navy Pier is a significant part of the Chicago skyline, standing at 200 feet tall and offering a 360-degree view of downtown Chicago and the scenic Lake Michigan. The indoor Ferris wheel cabins allow visitors to comfortably enjoy the view through the glass, whether in the heat of summer or the cold of winter, giving them more time to immerse themselves in Chicago's magnificent nightscape.
Located on the 13th floor rooftop of the Chicago Athletic Association in Chicago, Cindy's restaurant is adjacent to the famous Millennium Park and Grant Park. It is the only high point where you can overlook the downtown parks and one of the few rooftop open-air courtyard bars where you can enjoy a drink. Here, you can also enjoy the beautiful view of Lake Michigan while tasting the delicious dishes prepared by Chef Christian Ragano. It is the best place for a scenic date.
Many people enjoy dining at this French restaurant located on the 70th floor of the Lake Point Tower. However, they often find it difficult to fully savor the food on their plates. The reason is that it is situated on the top floor of one of the tallest residential buildings in the world, which is enough to make anyone excited by the breathtaking view. What's more special is that the entire restaurant rotates 360 degrees while guests are dining, elevating the visual experience to a higher level. Don't miss this great spot where you can take in the night view of Chicago in one meal.
Adjacent to the Art Institute, Terzo Piano is an Italian Mediterranean restaurant with a uniquely designed style akin to an art gallery. It was designed by renowned Italian architect Renzo Piano and shares the same style as the Modern Wing exhibition area of the neighboring museum. Sitting in the outdoor courtyard allows you to enjoy the view of Chicago's skyscrapers while the white walls of the terrace extend and connect, leaving you with precious and unique memories.
Located in downtown Chicago, near Grant Park and the Magnificent Mile, the Hyatt Regency Chicago is a great place to enjoy the beautiful scenery of Chicago. Although you can't take in the entire view, it is close to the bustling Magnificent Mile, where some of the world's best restaurants and tallest buildings are located. Additionally, in the nearby Grant Park, you can catch the sunset reflecting off Lake Michigan in the late afternoon. Here, you can pause and feel the tranquility amidst the hustle and bustle, a sense of calm where everything returns to zero in the midst of busyness. If you still feel unsatisfied, you might consider staying a night at this four-star hotel!

Chicago Lakefront Trail

From here, you can see the night view of Chicago by the lake. The skyscrapers at night become very dazzling against the backdrop of the quiet lake, with their reflections in the water full of poetry. It extends from the north at Ardmore Street (5800 N. Sheridan Road) to the south at 71st Street (7100 S. South Shore Drive), with a total length of 18 miles. Taking a walk or a jog here in the evening will definitely be a feast for your eyes.