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A Weekend in Chicago: The Perfect City Break

Find Your Fun in the Windy City

By Emily Milan, Publisher, NE Philly Macaroni Kid September 7, 2023

The author was hosted by Sheraton Grand Chicago Riverwalk, Blue Man Group, and Chicago CityPASS® to facilitate writing this article. All thoughts and opinions expressed are their own.


I just got back from a press trip to Chicago, and I had a BLAST! I had the opportunity to experience some of the city's most popular attractions, and I wanted to share my favorites with you.


Blue Man Group was one of my favorite experiences of the trip. The show is a visually stunning and musically exhilarating experience that will leave you feeling entertained and inspired. The Blue Men are incredibly talented musicians and performers, and they create a truly unique and unforgettable experience.

I loved how the show was interactive and how the Blue Men got the audience involved. We all had a great time laughing and dancing along. I also really appreciated the messages of peace and unity that the show conveyed.




SkyDeck is another must-do attraction in Chicago. The views from the top of Willis Tower are simply breathtaking. You can see for miles in every direction, and it's a truly awe-inspiring experience. I loved being able to see all of the city's landmarks from up high. The staff at SkyDeck was also very friendly and helpful. They made sure that we were safe and had a great time. I would definitely recommend going to SkyDeck if you're looking for a unique and unforgettable experience.




Shedd Aquarium is one of the largest aquariums in the world, and it's home to over 32,000 animals from all over the globe. It's an amazing place to learn about marine life, and it's sure to entertain people of all ages.

I loved seeing all of the different animals at Shedd Aquarium. I was particularly impressed by the beluga whales and the penguins. I also really enjoyed the interactive exhibits, where we got to touch stingrays and sea stars. I had a wonderful time on my press trip to Chicago, and I would highly recommend it to anyone looking for a fun and exciting vacation. The city has something to offer everyone, and you're sure to find something to love.

If you're planning a trip to Chicago, here are a few tips

  • Book your tickets to Blue Man Group in advance. The show is very popular, and tickets can sell out quickly. You can get them here.
  • Purchase your Chicago CityPASS® in advance. This will help save you money & make planning your trip a breeze. 
  • Book a stay at Sheraton Grand Chicago Riverwalk for the perfect location for everything you'll want to do!