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Chicago Travel Guide: Sports Enthusiast

Every season is sports season! Chicago, home to five major American Professional sports teams, is the perfect destination for any sports enthusiast. Whether you are looking to enjoy a game day experience in a pub right off of The Mag Mile or sitting on the edge of a stadium seat of a close-scoring game, the Windy City welcomes you to experience some of the best sports destinations!

As Chicago slowly reopens, sporting events are allowing fans back into stadiums with limited capacity to reduce contact. Additionally, social distance measures and a mask mandate are still in place to secure the safety of spectators and workers. Check out the latest Covid regulations here and visit our restaurants and attractions listing on our website to stay up to date on their guidelines. 


  • Chicago Athletic Association

    The Chicago Athletic Association, a historic landmark turned boutique hotel, is located directly across from Millennium Park. The hotel is perfect for athletic and sport enthusiasts. Home to the city’s first Topgolf Swing Suite, the hotel offers an interactive gaming simulator equipped with bays for a virtual golf experience. Make your way up to Cindy’s Rooftop, known as “A Glass Jewel Box in The Sky,” and fixate your eyes on jaw-dropping views. The rooftop bar and eatery overlooks Millennium Park, Lake Michigan, and the beautiful Art Institute of Chicago. Take in some of the most breathtaking views with food and drinks in hand. And of course, with good company!

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    12 S. Michigan Ave. | (312) 940-3552


  • Harry Caray's 7th Inning Stretch

    Holy Cow! Located on the 7th floor of Water Tower Place, Harry Caray's 7th Inning Stretch is the place to talk all things sports and enjoy company with your biggest sports fans. Indulge in fan favorite food and drinks, from the Holy! Cow Burger topped with candied applewood smoked bacon to hand-dipped milkshakes and craft beer for the ultimate experience. After you hit a home run with food and drinks, visit the Chicago Sports Museum, an interactive museum that celebrates Chicago sports through simulated experiences. The museum is alongside the 7th Inning Stretch and admission is complimentary with purchase of food and drinks at the restaurant.

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    Water Tower Place, 835 N. Michigan Ave. | (312) 202-0500

  • Timothy O'Tooles

    Looking for a hole in the wall and a small town pub feel? Timothy O'Toole's has your game day viewing and dining covered. Watch your favorite sports team while indulging in Timothy O'Toole's extensive menu which includes delicious bar food and daily food and drink specials. 

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    622 N. Fairbanks Ct. | (312) 642-0700

  • Jake Melnick's Corner Tap

    Serving you a game day experience with award winning wings and beer on tap, Jake Melnick's is marked an Official Blackhawks Bar! Watch the latest Blackhawks and sports games right off the Mile with friends and family. Dig in to a great burger, salad, or finger licking wings, as Jake Melnick's has something for everyone!

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    41 E. Superior St. | (312) 266-0400

  • Hopsmith Tavern

    One of the best game day experiences in Chicago! Munch on delicious game day bites all while watching your favorite sports on one of many broadcasted TVs. When booking a reservation at Hopsmith Tavern, lookout for fun events and activities, such as Retro Ski Brunch in the winter and a Kentucky Derby event in the Spring.

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    15 W. Division St. | (312) 600-9816


  • Chicago Cubs

    “Hey batter batter batter! Swing batter!” Live out your Ferris Bueller’s Day Off at Wrigley Field, cheering on the 2016 World Series Champions right off the Addison Red Line stop. Be sure to rest your voice for the 7th inning stretch and get ready to sing "Take Me Out to the Ballgame." While you are visiting, take a picture with the iconic Wrigley Field sign. If you want to enjoy the atmosphere during a game day, take part in activities at Gallagher Way, the perfect place to gather with family, friends, and visitors. 

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    1060 W. Addison St.  

  • Chicago Blackhawks

    The Madhouse on Madison is nothing short of a thrilling atmosphere when you visit! Experience the National Anthem like you have never experienced it before. While Jim Cornelison, singer of all Blackhawks home games, belts out the Star Spangled Banner, the United Center becomes the loudest stadium filled with hand-clapping and cheering. When you hear the goal horn sound, be careful, as you may have Chelsea Dagger by The Fratellis stuck in your head for the rest of the week.

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    1901 W. Madison St.

  • Chicago Bulls

    Hit the courts with the Chicago Bulls! Take your game day experience to the United Center, home of both the Chicago Bulls and Chicago Blackhawks! When the United Center doesn't have the ice out, you can cheer on the six-time NBA Champion team. Don't forget to pose with the Michael Jordan statue in front of the stadium. When you take your seat, make sure to look out for Benny the Bull, the Bulls mascot, spiller of giant popcorn, maker of successful half court shots, and overall performer.  

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    1901 W. Madison St.

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