About Us

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About LIttleCHiCAGOGUIDE.COM

Sharing the Chicago With You

Whether you call it The Windy City, The Second City, or The City of Big Shoulders, one thing is undeniable—Chicago is one of the greatest cities in the world. From world-class museums and shopping to a stunning lakefront, iconic architecture, and vibrant neighborhoods, Chicago offers something for everyone.
From hidden gems to iconic landmarks, food festivals to cultural hotspots, this site is your go-to source for discovering what makes Chicago truly unforgettable.

That’s why I created Little Chicago Guide—a carefully curated resource designed to help you explore and fall in love with this incredible city, just as I did.

About the Founder, Jill Halpin

A Lifelong Love Affair with Chicago

Hi, I’m Jill Halpin, Founder of LittleChicagoGuide.com- thanks for stopping by! My connection to Chicago runs deep. With strong family roots in the city and countless vacations spent here, my love for Chicago grew over the years. Eventually, I made the leap and relocated permanently—because, to me, there’s no place like Chicago.
As someone who splits my time between Chicago and Michigan, I’ve spent years uncovering the best destinations, hidden gems, and unique travel experiences. Now, I’m bringing that same passion for exploration to my favorite city—Chicago.

As a recognized travel authority, I regularly appear on local TV stations, in print publications, and across digital media, sharing expert travel tips and insider knowledge. My mission with Little Chicago Guide is to help you experience the best of Chicago—beyond the tourist trail.

From hidden gems to iconic landmarks, food festivals to cultural hotspots, this site is your go-to source for discovering what makes Chicago truly unforgettable.

So, let’s explore Chicago together. Your next adventure starts here!

Jill Halpin

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