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3-Day Chicago Fully Custom Itinerary
There’s no single way to experience Chicago — so let’s create the one that’s just right for you! Your 3-day The Full Auntie itinerary packs a perfect mix of must-sees and hidden corners, tailored to your pace and interests. With every detail thoughtfully designed for you, this short escape feels effortless, immersive, and unforgettable as you travel like one of Auntie’s favorite niblings!
✨ Great for travelers who want to maximize limited time with a custom experience that makes every moment count!
The Full Auntie itineraries are the full package: immersive, personal, and seamless from start to finish. You’ll get expert planning, customized recommendations, and a beautifully organized travel packet — everything you need for a trip that feels effortless, special, and truly yours.
The Full Auntie-level trips include:
A completely custom 3-Day Chicago Itinerary with hand-picked experiences, meal stops, transportation suggestions, and thoughtful pacing
Two 30-minute virtual planning calls with Auntie — one to kick off the experience and another to finalize the details
Custom budget outline to help you prioritize and plan with confidence
Restaurant, lodging, and transit recommendations based on your preferences
Auntie’s original Ways to Wander walking route, tailored to your interests
A custom Google Map with all locations, routes, and recommendations pinned for easy navigation
Choose Your Aunt-venture Guide listing what to book and when
Auntie’s Tips & Tricks for Traveling in Chicago to help you travel smart and savor every moment
Customized packing list including recommended gear
Custom trip name + branded design for a keepsake-worthy itinerary
With The Full Auntie, your trip isn’t just planned — it’s artfully crafted, down to the last detail, to feel like it was made for you (because it was)!
There’s no single way to experience Chicago — so let’s create the one that’s just right for you! Your 3-day The Full Auntie itinerary packs a perfect mix of must-sees and hidden corners, tailored to your pace and interests. With every detail thoughtfully designed for you, this short escape feels effortless, immersive, and unforgettable as you travel like one of Auntie’s favorite niblings!
✨ Great for travelers who want to maximize limited time with a custom experience that makes every moment count!
The Full Auntie itineraries are the full package: immersive, personal, and seamless from start to finish. You’ll get expert planning, customized recommendations, and a beautifully organized travel packet — everything you need for a trip that feels effortless, special, and truly yours.
The Full Auntie-level trips include:
A completely custom 3-Day Chicago Itinerary with hand-picked experiences, meal stops, transportation suggestions, and thoughtful pacing
Two 30-minute virtual planning calls with Auntie — one to kick off the experience and another to finalize the details
Custom budget outline to help you prioritize and plan with confidence
Restaurant, lodging, and transit recommendations based on your preferences
Auntie’s original Ways to Wander walking route, tailored to your interests
A custom Google Map with all locations, routes, and recommendations pinned for easy navigation
Choose Your Aunt-venture Guide listing what to book and when
Auntie’s Tips & Tricks for Traveling in Chicago to help you travel smart and savor every moment
Customized packing list including recommended gear
Custom trip name + branded design for a keepsake-worthy itinerary
With The Full Auntie, your trip isn’t just planned — it’s artfully crafted, down to the last detail, to feel like it was made for you (because it was)!