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Explore Chicago Like A Local

Neighborhood secrets, local favorites and honest tips from someone who calls Chicago home. As seen on WFLD Fox32, WXMI Fox17; WDIV &WJBK Detroit.

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Enter the Chicago Super Spring Break Sweepstakes Here

Ready to win the ultimate Chicago spring break? We’re giving away 4 tickets each to six of Chicago’s best attractions — that’s up to six separate chances to win!

The Prizes: 🐠 4 tickets to Shedd Aquarium 🔭 4 tickets to Adler Planetarium 🎡 4 tickets to the Centennial Wheel at Navy Pier 🏙️ 4 tickets to Skydeck at Willis Tower 🌸 4 tickets to Chicago Botanic Gardens 🦁 4 tickets to Brookfield Zoo

How to Enter: Fill out the form below — you can enter once per prize for up to 6 entries total. Winners will be selected randomly after the sweepstakes closes and notified by email.

The Rules:

  • Open to US residents 21 years of age or older
  • Sweepstakes runs March 19–26, 2026
  • One entry per person per prize (up to 6 entries total)
  • Winners selected at random after March 26, 2026
  • Winners notified by email — please check your inbox and spam folder
  • No purchase necessary to enter or win
  • Void where prohibited by law
  • Tickets awarded as prizes — Little Chicago Guide is not affiliated with any of the prize venues
I agree to receive occasional email from LittleChicagoGuide.com

Celebrate Spring Break in Chicago

What Brings You to Chicago?

margie's candies, a must-visit in Chicago's Bucktown neighborhood

Explore Neighborhoods

Explore Chicago’s best neighborhoods with our local guides. Find where to stay, hidden gems to discover, and authentic restaurants in every corner of the city.

Browse Neighborhoods
vibrant Chicago skyline, a top city view

Chicago THIS Week!

From hidden gems to can’t-miss events, we’ve rounded up the best activities happening across the city right now — plus free things to do so you can explore without spending a dime.

Start Here
la luna restaurant in pilsen chicago

Food and Nightlife

Don’t miss out on Chicago’s hottest events, festivals, new restaurant openings, and seasonal activities. Your weekly guide to what’s trending in the city – curated by locals.

Food and Nightlife

As Seen on: Fox 32 | Fox17 West Michigan | WDIV Detroit | Fox 2 Detroit

Jill Halpin of Little Chicago Guide on Fox 17 sharing affordable spring break travel tips for Chicago

Fox17 West Michigan | 3-19-26

Must-See Attractions for a fabulous Spring break in Chicago + Amazing Giveaway

Jill Halpin of Little Chicago Guide on Good Day Chicago Fox 32

“Good Day Chicago | 12-4-25

Amazing ways to share Chicago with friends and family + holiday giveaway!

Jill Halpin, travel expert on the set of Fox32 Good Day, Chicago.

“Good Day Chicago” | 10-2-25

Jill Halpin, Chicago travel expert, shares amazing Fall getaways from Chicago.

Chicago travel expert Jill Halpin on Fox17 West Michigan talking about Chicago travel

Fox17 West Michigan | 3-9-25

Make the most of St. Patrick’s Day in Chicago with Fox17 West Michigan.

Use our Interactive Chicago Guide

Chicago is a city of neighborhoods — each with its own vibe, food scene, and hidden gems.

Click any neighborhood on the map to explore local restaurant picks, must-see spots, and honest tips from someone who lives here.

From the boutiques of Bucktown and the amazing dining in West Loop to Michigan Avenue museums and shopping to the taquerias of Pilsen, start exploring the real Chicago with us.

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Jill Halpin of Little Chicago Guide

Hi, I’m Jill

I’ve lived in and around Chicago for over 10 years. I started Little Chicago Guide to share the city I love — beyond the Bean selfies and deep dish debates. You’ll find neighborhood secrets, local favorites, and honest recommendations from someone who actually lives here. No sponsored fluff, no tourist traps. I’ve shared Chicago travel tips on Fox 32 Chicago, Fox 17 West Michigan, and WDIV Detroit — and I’d love to help you plan your perfect trip.

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