Guides Questival

Questival Chicago

A field guide to the Windy City.

What if you could spend 24 hours with your closest friends, in your favorite city, checking a bunch of amazing experiences off your bucket list? Now imagine taking part in this with hundreds and even thousands of other adventure seekers. That, my friends, is Questival—a 24-hour adventure race with hundreds of challenges to choose from. Your team of two to six people will do exciting, unpredictable, and downright good things you never thought possible. We guarantee it’ll be an adventure like nothing you’ve ever experienced. And to finish off the summer, we are hosting a Questival in the stunning city of Chicago!

Now, Questival is an epic way to experience this place, and there are plenty of things to do and see in the Windy City, and of course you can uncover those in your own way. We, however, have whipped up the essentials—10 can’t-miss attractions to experience while in Chicago, in addition to the Questival on Friday, August 26.

  1. Millennium Park

Millennium Park is home to the iconic landmark of Chicago, “The Bean,” officially known as the Cloud Gate. You can look at the bean and see yourself and the city reflected right back at you. This 24.5-acre park features Frank Gehry’s Pritzker Pavilion where plenty of free events are held. You can attend outdoor concerts, film screenings, and more. The Crown Fountain helps you to stay cool in the summer, and nice garden walks in Lurie Garden will leave you feeling refreshed no matter what the season.

  1. 360 Chicago

At 360 Chicago, you can wine and dine while basking in breathtaking (and we literally mean it might take your breath away) view from the 94th floor. From this height you can see up to 55 miles out and four surrounding states! The Tilt attraction lets you step onto an enclosed platform that then tilts from the building at a 30-degree angle, leaving you hanging above the city from over a thousand feet up from the ground.

  1. Wrigley Field

This legendary stadium was constructed in 1914 and is home of the Chicago Cubs. This is a sight worth seeing. Go see the Cubs play or keep an ear out for the many special events  that happen year-round.

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  1. Adler Planetarium

With world-renowned researchers, this place will blow you away with its virtual-reality trips through the universe. You can also explore the beginnings of the Space Race.

Adler Planetarium - Chicago

  1. Art Institute of Chicago

If you’re an art fan, or even if you’re not, this place is worth seeing. The Art Institute of Chicago contains more than 300,000 pieces of artwork and artifacts from all over the world. It has a fantastic Modern Art section along with pieces from all ages.


  1. Chicago Cultural Center

This place was finished in 1897 and continues to attract people by the droves every year because of its gorgeous architecture—namely the Tiffany Dome which was created using more than 30,000 pieces of glass. There are tons of awesome free events from musicians and performers that occur regularly. Just check their website for more info.



  1. North Avenue Beach

At North Avenue Beach, beachgoers can enjoy everything from kayaking to just hanging out in the sand. There are some great places to grab food and kick back in this beautiful place. Chicago is quite the city and there are tons of things to explore, but sometimes it’s nice to just relax with the phenomenal views of the city from the beach.


  1. Deep Dish Pizza

Eat some Chicago-style deep dish pizza in the place where it started—Chicago! With a high edge and deep bowl-like shape that allows for plenty of cheese and delicious toppings, this pie will leave feeling full and your tastebuds satisfied. This is something to put on your bucket list because this pizza just tastes better in Chicago.

  1. Navy Pier

Navy Pier brings people from around the world, making for some prime people-watching. There are sightseeing boat tours, shops, and restaurants galore. The Pier Park has a variety of rides, including a Ferris wheel, old-fashioned swings, and an 18-hole miniature golf course, making this spot optimal for all ages.

  1. The Magnificent Mile

The Mag Mile, or more officially known as the “Magnificent Mile,” is an upscale section of Chicago’s Michigan Avenue, running from the Chicago River to Oak Street in the Near North Side. If you are looking for great shopping, go to this historic mile, complete with 3.1 million square feet of fun and entertainment.