Dedicated Email - Wednesday - 12/10/2025 - Choose Chicago - Holiday Shopping Guide

Skip the boring gifts and shop local like a true Chicagoan. Choose Chicago’s Ultimate Holiday Shopping Guide is packed with neighborhood gems—independent makers, iconic retail strips, quirky boutiques, festive markets, and even the debut of the first-ever Choose Chicago retail shop.

Looking for something that hits? Go beyond the usual presents and score only-in-Chicago experiences: theatre nights, museum memberships, sports outings, guided food tours, and plenty more ways to make your gifting unforgettable.

Want to go even bigger?

We’re giving away exclusive merch from the brand-new Choose Chicago Essentials drop. Rep the city with limited-edition designs—Never Done. Never Outdone. and All for the Love of Chicago—each celebrating the real Chicago energy and the people rewriting the city’s story.

Enter for your chance to score a crew neck, tee, and hat (a $150+ haul!).