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Five Fun Things to Do in Chicago

As much as we love driving here at Envoy, we love traveling! Whether it be a local adventure or a dedicated weekend getaway to explore a new city. You can count on Envoy to get you there or at least give you some solid advice for a fun weekend. This week we are featuring five fun things to do in Chicago!

Today’s blog is written by Marilyn Mota, Community Manager, and Digital Marketing Specialist at Envoy Technologies.

1. Eat Deep Dish Pizza

When in Chicago, you eat as the Chicagoans do! Deep dish pizza was invented in Chicago at Pizzeria Uno in 1943. While there are many local restaurants to taste the wonders of thin-crust, deep-dish, artisanal, and wood-fired pizzas; we recommend a few notable locations. Starting with Uno’s Pizzeria and Grill, Lou Malnati’s, Giordano's, or Bartoli’s Pizzeria to name a few. All of these restaurants have thousands of reviews and visits from locals and tourists alike! Let the pizza do the talking and check out this pizza for yourself!

2. Go On a Chicago Architecture River Cruise

The city of Chicago is known for its historic architecture and expansive buildings. If you don’t want to drive yourself around in an Envoy, then you might enjoy touring the city through a river cruise! With cruise options from morning to night, you are likely to find a cruuse time that works for you. While on the cruise, keep an eye out for a few Envoy-occupied buildings such as The Residences at The St. Regis Chicago or Triangle Square! The Residences at The St. Regis Chicago (formally known as Vista Tower Chicago) is designed by world-renowned architect Jeanne Gang of Studio Gang, the 101-story tower is the third-tallest building in Chicago as of today. You most likely won’t miss it, so snap some photos and impress the tour guide with your Chicago knowledge!

3. Visit Cloud Gate (The Bean) at Millenium Park

Known as “The Bean” by most people, this unique sculpture is formally known as Cloud Gate. Cloud Gate is a free-to-the-public sculpture by British artist Anish Kapoor, that is the centerpiece of AT&T Plaza at Millennium Park in the Loop community area of Chicago, Illinois. “The 110-ton elliptical sculpture is forged from a seamless series of highly polished stainless steel plates, which reflect Chicago’s famous skyline and the clouds above. A 12-foot-high arch provides a "gate" to the concave chamber beneath the sculpture, inviting visitors to touch its mirror-like surface and see their image reflected back from a variety of perspectives.” (Cloud Gate in Millennium Park. City of Chicago)

4. Experience the Glass Ledge at Skydeck Chicago located inside Willis Tower

It might be best to opt-out of this option if you are afraid of heights. However, if you’d like to see Chicago from a bird’s eye view, then this might be a great idea for you! Located inside the Willis Tower is a glass ledge for visitors to test their limits and embrace the view of 108-stories. The 1,451-foot skyscraper known as the Willis Tower (formerly the Sears Tower) is currently the third-tallest building in the United States and the Western hemisphere – and the 23rd-tallest in the world. Each year, more than one million people visit its observation deck, the highest in the United States, making it one of Chicago's most popular tourist destinations. Just make sure to document this moment for an epic Instagram photo op!

5. Walk Along the Chicago Riverwalk

Last but not least, enjoy a leisurely stroll through the Chicago Riverwalk. The 1.25-mile-long path is free to the public and has been constructed in phases over time. It includes four distinct districts; The Confluence, The Arcade, The Civic, and the Esplanade. The Chicago River is a treasured natural amenity in the urban canyon of world-famous architecture and the Chicago RiverwaIk allows close proximity to the waterway. Located on the south bank of the Chicago River, the award-winning, pedestrian-friendly Chicago Riverwalk stretches from Lake Michigan to Lake Street. Stop along the way to eat some local favorites, enjoy the boat tours cruising by, appreciate the public art, or visit a museum for some up-close and personal masterpieces. If you don’t want to take the CTA bus or Metra train to the Chicago Riverwalk, then be sure to book an Envoy vehicle to get you here.

Hopefully, these travel suggestions are enough to kickstart your Chicago adventure! Keep in mind that it is best to visit “The Windy City” from April through May and between September and October when the temperatures are warm, tourists are light and manageable. Summers are hot and humid, but still lovely to experience some kayaking on the river!

If you can’t make it to Chicago this summer, check out our other Summer Fun Guides found here.

Visit Los Angeles, experience Seattle, or explore Miami!


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