Top 20 Chicago:

When I was in 4th grade, my parents took me to Chicago, and I fell in love. I fell in love with the architecture, the people, the food, and the atmosphere. It is a large city, but it isn’t overwhelming. It is crowded, but the people are friendly. The tall buildings and narrow streets can be daunting, but they are full of architectural wonders. The food choices are limitless, and you can’t go wrong. Fast forward 12 years and I was living in Chicagoland. I spent 7 years living in the area and trying to find out all of secrets this city has to share. I checked out the tourist spots as well as the gems hidden in alleys. Life eventually led me away from Chicago (at least for now), but I’ve compiled a list of 20 things that I think everyone should check out. Flip through the gallery to view my top 20 Chicago.

Bike the Lakefront Trail

Bike the Lakefront Trail
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Chicago has a gorgeous lakefront and one of the best ways to explore it is by bike. If you don't have your own bike, there are several places to rent one. The trail is approximately 18 miles long, and several of the most popular attractions are located on (or nearby) including the Museum of Science and Industry, Adler Planetarium, Navy Pier, and several beautiful beaches. I like to start at the very northern point of the trail so at the end of the day I can reward myself with a delicious Belgian beer and a CB&J at Hopleaf bar in Andersonville.

 

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1. Bike the Lakefront Trail and end your adventure at Hopleaf Bar.

2. Take an Arch itecture Cruise. I recommend Wendalla and tours from the Chicago Architecture Foundation.

3. See the Buckingham Fountain Light Show.

4. Eat a Chicago dog. Choices include Downtown Dog, Superdawg, and Portillos.

5. Drink Gluhwein at Christkindlmarket.

6. Party at a Cubs Game.

7. Watch the Navy Pier fireworks.

8. Take a stroll through Lurie Garden.

9. Check out Open House Chicago.

10. Enjoy a concert at the Pritzker Pavilion.

11. Splash in the Crown Fountain.

12. View the skyline from Adler Planetarium’s event, Adler After Dark.

13. Take your picture at The Bean.

14. Have a drink at the Signature Lounge.

15. Have a picnic at Ravinia.

16. Bet on a horse at Arlington Park.

17. Attend a festival. My favorites are Lollapalooza, Printers Row Lit Fest, and Chicago Blues Festival.

18. Admire the Lincoln Park Zoo Lights.

19. Watch the Air and Water Show.

20. Relax at the North Ave. Beach.

Disclaimer: We were not paid by any party to write our recommendations.