Two of America's most fabulous destinations, the city of Chicago and the friendly confines of the coolest stadium in baseball, Wrigley Field.

Things To Do on Your First Trip to Chicago

Canva
Canva
loading...

Do you remember the first time to visited the third-largest city in the United States?

Chicago is the kind of city you can't forget. Even though I grew up only a couple of hours from Chicago, I never made it to the Windy City during my childhood, I was 30-years-old when I made my first trip to Chicago to see a Bulls game in 1995 at the United Center.

To finally see all of those buildings up close for the first time was breathtaking, I was also the driver, so my passenger was a nervous wreck as I could barely keep my eyes on the road. That's another thing about Chicago, driving on the freeway is a big task if you've never driven near the downtown area of a major city.

Things To Do on Your First Trip to Wrigley Field

Getty Images
Getty Images
loading...

A few months after my first Bulls game, I had my first Wrigley Field experience. It was a Big Brothers bus trip with our 'littles' (as we referred to the young boys we mentored). A sun-filled June afternoon with baseball, great hot dogs, and a seventh-inning stretch with Harry Caray.

When someone asks you what things to do and check out when they visit Chicago, what do you suggest?

If it's their first time visiting both Chicago AND Wrigley Field, what should be on the 'Must-Do' list?

Someone asked for suggestions for their first trip to both places in a post to a public Facebook group I belong to, Chicago Cubs HQ, and he got over 700 suggestions. Even if you've been to Chicago and Wrigley several times, you'll find things to do you never even thought of or knew about.

Get our free mobile app

These were my favorite suggestions.

Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...

Often, there will be a band playing at the Cubby Bear on game day.

Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...

If you want sausage on your Lou Malnati's deep-dish pizza, be sure to order 'pieces' of sausage, otherwise, it will be a sausage patty the same size as your pizza covering the entire thing.

Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...

My wife is the biggest Cubs fan I know, and we take that moment every time we walk into Wrigley.

Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...

I have no comment.

Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...

No ketchup ever.

Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...

The Navy Pier Ferris wheel is a great idea.

Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...
Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...

If you don't have a photo by The Bean, you were never really in Chicago.

Chicago Cubs HQ via Facebook/Canva
Chicago Cubs HQ via Facebook/Canva
loading...

100%!

If you love Chicago and Wrigley Field, what else would you tell a first-timer?

You Cannot Visit Illinois Without Trying These 5 Iconic Foods

Welcome to Illinois. While you're here, we're going to make sure you eat well. Not just delicious food, but the most important foods our state offers.

5 'Must-Have' Chicago Hot Dog Experiences That Will Change Your Life

One look at these five Chicago hot dog spots and you will start to feel something move inside you. That's your hunger. Come eat and your life will never be the same.