Locals World Chicago: Sunday–Sunday Itinerary (Sneak Peek)

Chicago is more than deep dish and skyscrapers—it’s a city of rituals, neighborhoods, and hidden treasures. Our Sunday to Sunday Itinerary was designed to help you experience Chicago like a local: not just where to go, but how to move through the week in rhythm with the city.

Here’s a glimpse of what you’ll find inside our upcoming digital guide:

✦ Sunday — River Walk & Reset

Start at The Mart River Park and stroll the River Walk. Stop into a café for garlic-parm fries, then slip into a reiki yin class to ground after a day of city wandering.

✦ Wednesday — Fulton Market

Rooftop views at The Hoxton, courtyard bites at Green Street Smoked Meats, and an artisan piercing studio that feels more like an art gallery. Chicago’s coolest neighborhood, mapped for you.

✦ Thursday — Cubs Game Night

Bleacher seats, Murphy’s pre-game buzz, and a piano dueling show that feels like old-school Chicago magic. Outfit inspo included (think boyfriend jeans + caps).

Bleacher seats, Murphy’s pre-game buzz, and a piano dueling show that feels like old-school Chicago magic. Outfit inspo included (think boyfriend jeans + caps).

✦ Saturday — Wicker Park Rituals

Sip cacao at Oro, browse secondhand “locals closets,” and end with a stop at Le Labo’s Chicago-only fragrance. A neighborhood built for creative explorers.

That’s just the beginning. In the full itinerary, you’ll find:

• A curated day-by-day flow from Sunday to Sunday

• Boutique and café finds you’d miss without a local’s eye

• Packing notes, style tips, and ritual add-ons (yes, cacao ceremonies on the beach)

• Reflections from the journey—because travel isn’t just about where you go, but what shifts in you

Want the full guide?
Stay tuned for the release of Locals World Chicago: Sunday–Sunday Itinerary, part of our first digital magazine series. Subscribe to our newsletter for launch details and early access.