chicago after dark
After Five Guides,  North America

Chicago After Five

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Located along Lake Michigan, Chicago is third most populated city in the United States. Chicago was not only home to the first skyscrapers, but is also home to a wide variety of companies. If you find yourself in Chicago for work or a conference, there are many activities that will allow you to see the city at night.

Willis Tower

Formerly known as the Sears Tower, the Willis Tower is North America’s tallest building. For $22, you can take an elevator to the Skydeck to get a sweet view of the city. I went on a Wednesday afternoon right after work, and there were no lines at all. I got to take my time, enjoy the views, and even got a few pictures on The Ledge. They’re open 365 days a year: March through September from 9 am to 10 pm, and October through February from 10 am to 8 pm.

See the Bean

The proper name of the famous Chicago sculpture is the Cloud Gate, but everyone just calls it the Bean. Since Millenium Park in a public park, you can visit the Bean at any time of day – and if you go in the evening after work, there will be less people around and you can take better pictures! You will be able to take a great photograph of the city’s skyline reflected in the sculpture. You can also walk around the rest of Millenium Park and see other sculptures available.

Visit the Navy Pier

During the week, the Navy Pier closes at 8:00 pm. With different attractions, shopping, and restaurants, the Navy Pier could be a nice afternoon spent with the team. There are also dinner cruises available. Some sightseeing and dinner cruises board as late as 6:30 pm and finish around 9:00 pm. Every Wednesday, Chicago also shoots fireworks in the harbor. The fireworks show is great to watch from your cruise.

Dine at Harry Caray’s 7th Inning Stretch and visit the Chicago Sports Museum

Sports fans would have a blast spending the evening at the Water Tower Place on Chicago’s Magnificent Mile. Harry Caray’s 7th Inning Stretch offers typical American comfort food including burgers, pizza, and tacos. The Chicago Sports Museum, free with dinner or $6 on its own, is open until 8:30 pm during the week, and can be toured as soon as you are finished eating.

Eat Deep Dish

Did you really visit Chicago if you didn’t try the famous deep dish pizza? Two of the most popular chains include Giordano’s or Lou Malnati‘s. Keep in mind that the lines for these restaurants are usually pretty long, possibly with waits over one hour. Deep dish pizza also may take over 30 minutes to cook. While most of the restaurants do not allow reservations, you have the option of ordering your pizza while you wait, or even ordering ahead and taking your pizza to-go. The last time my coworkers and I were in Chicago, we ordered before we left the office, picked it up, and ate it in our hotel lobby. Anything for deep dish!

Check out the rest of the Midwest:

Chicago After Five

Michelle Maraj is a consultant who frequently gets the opportunity to travel for work. Michelle loves pretending she knows how to use a camera, seeing new cities, and visiting touristy attractions. Michelle currently runs

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