If you only have one day to send in Chicago it is best to choose activities that will give you all the classic Chicago flavors. Chicago has plenty to offer for all ages and all interests. There is an array of cultural activities, outdoor fun, sports, historical sights, great food, and fantastic nightlife. Plus, it is easy to get around on public transportation or by walking to some of the best Chicago highlights! Make sure to add the following activities to your list to get a perfect flavor of the Chicago that will leave you planning your next trip to last longer than one short day.
Every big day should start with a satisfying breakfast. There are so many fantastic brunch places to choose from in every neighborhood. If you are staying on the far north side check out M. Henry or Uncommon Ground. Both serve creative, fresh, and absolutely delicious menus. Try the Bongo Room in the South Loop, Lula Cafe on the west side, and Heaven on Seven downtown for other neighborhood options.
After breakfast check to see if there is a Cubs game a the historic Wrigley Field on the north side. Join hundreds of Chicago fans cheer on the Cubbies from this iconic location, then enjoy a beer at one of the many sports bars in Wrigley Field. Hop on the Red Line and get off downtown at the Chicago stop. Here you will be greeted by the top of the Magnificent Mile, Chicago’s famous shopping district along Michigan Avenue. Take a peek at Water Tower, one of the only surviving buildings from the Great Chicago Fire.
Take a walk down Michigan Ave., or choose to make the journey by bus or even a delightful carriage ride to Millennium Park. this jewel of the city is marvelous to walk through, to watch kids play in the large fountains, catch a concert at the Jay Pritzker Pavilion, and take your picture underneath Cloud Gate, or as locals call it, “The Bean.” After a short rest wander through the Art Institute, located next to Millennium Park and only one of Chicago’s world-class museums. If art isn’t your favorite, you may be interested in the Shedd Aquarium, the Field Museum or the Adler Planetarium. Just be sure to carve out two hours for any of these fabulous musuems.
For dinner, enjoy the skyline and good food from the 95th floor of the Hancock building at the Signature Room, take in the night air from the rustic rooftop at ZED 451, sip on amazing cocktails at the gastropub The Gage, or indulge in classic Italian at Trattoria No. 10. Then, once completely satisfied and you are ready for some night fun, catch a theater performance in the downtown theater district, listen to live blues at Kingston Mines or live jazz at Green Mill, or have a few laughs at Second City!
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