![]() How about driving from Chicago to Atlanta for your next adventure? Say hello to the animals at the Lincoln Park Zoo – it’s free!ĥ7. The skyscrapers are legendary in Chicago – learn more about them on an evolution of the Skyscraper tour.ĥ6. ![]() Or how about an Underground Donut Tour – sounds pretty sweet hey?!ĥ5. The Gangstas and Ghosts Walking Tour looks awesome.ĥ4. Find yourself some wheels and visit the Superdawg drive in for one of the city’s best hot dogs.ĥ3. This is definitely one of the coolest things to do in Chicago as you get a good look around the city.ĥ2. Burn it off by renting a bike and cycling the 18-mile stretch around the lakefront. Fill yourself up for the day with brunch at the The J. Have a drink in a boat come bar looking out at the lake at North Avenue Beach House.ĥ0. Continue your showbiz education at the Museum of Broadcast Communications.Ĥ9. See where the likes of Tina Fey and Bill Murray started out with a trip to the Second City comedy complex.Ĥ8. They’ve won awards for their sugary delights and I popped in for a try.Ĥ7. Enjoy a mid afternoon sugar rush at Stan’s Donuts, or, if you’re up by Lincoln Park, try Firecakes Donuts. Take your clothes to be cleaned at Pert Cleaners and wander the Antique Fabricare Museum at the back while you wait.Ĥ6. Head to Big Joe’s bar on a Friday night to watch a real-life turtle race (it’s a thing). Buy an umbrella hat from Chicago radio DJ Carl Bonafede, apparently you can’t go home without one.Ĥ4. In the summer months, try stand up paddleboarding on Lake Michigan.Ĥ3. Listen to some of the best live blues and jazz at the oldest blues house in the city, Kingston Mines.Ĥ2. Take a look at this guide to Chicago specialities by thesavvyglobetrotter for starters.Ĥ1. There are so many iconic dishes to work your way through. Eating is seriously one of the most important things to do in Chicago. Or Malnati’s – you need to weigh in and decide on your favourite of the two for future reference. Afterwards, check out Giordano’s for authentic deep dish Chicago pizza. Pizza Museum. One of the most calorific and coolest things to do in Chicago.Ĥ0. Learn about all things deep crust and cheesy and greasy at the U.S. ![]() Unwind with a bit of music and comedy at the Phyllis’ Musical Inn.ģ9. It’s the start of Route 66, so get your kicks!ģ8. Get a huge breakfast at Lou Mitchell’s to set you up for the day. – Visiting a diner is definitely one of the coolest things to do in Chicago!ģ7. And you’ve only really been to the baseball when you have a hot dog in the stalls. Tick a baseball game off your all-American bucket list with a visit to Wrigley Field. This is one of the many trendy things to do in Chicago.Ĩ. Step back in time with a drink and some jazz at the legendary Green Mill cocktail lounge. Book the architecture tour in advance to guarantee a seat.ħ. I have it on good authority that this is one of the coolest things to do in Chicago. Learn what it took to create the Chicago skyline with the Chicago Architecture Foundation River Cruise. Check out their website for details of the late night openings.Ħ. Become a little starry eyed with a trip to the Adler Planeterium. Want to know what to do in Chicago in winter?Īnd you can check out my YouTube channel for the latest travel inspiration…ĥ. Probably an activity best done in the summer to be honest. Put a life jacket on to kayak the various Chicago river trails. See the dinosaurs at the Field Museum of Natural History.Ĥ. It’s an abandoned railway come recreational space 2.7-miles long complete with art installations, plants and great views.ģ. Enjoy a park with a difference by walking along the 606. Let’s start with the most famous Chicago activity of them all, getting a photo by the Cloud Gate – better known as The Bean.Ģ.
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