where to stay in Chicago
✈️ Planning Your Chicago Trip in 2025? Start With the Right Neighborhood Planning a trip to Chicago and wondering where to stay? Whether you’re a solo traveler, a couple...
Chicago Architecture Walk: A Self-Guided Tour of the City’s Most Iconic Buildings
Chicago isn’t just a city; it’s an open-air museum of architectural genius. And if you’re anything like me—someone who prefers slow discovery over packed group tours—you’ll love this self-guided...
travel scams
🎧 A “Free” Vacation That Took Us for a Ride There’s a reason I now triple-check every “free vacation” offer. Let me take you back to the moment my...
Self-Guided Chicago Food Tour
Chicago—land of deep-dish dreams, jaw-dropping architecture, and food trucks that will change your life. I recently spent a whirlwind weekend exploring this vibrant Midwestern gem on a mission: eat...
10 Most Spectacular Rooftop Bars in Chicago – Views, Vibes & Cocktails in the Sky
There’s something magical about seeing Chicago from above—its skyline a glittering sea of steel, glass, and light. Whether basking in the summer sunshine or sipping a cocktail under a...
Chicago food tour
There’s a moment every Chicagoan knows well: your out-of-town friends show up and suddenly expect you to become a culinary tour guide. And without fail, you end up waiting...
3-Day Chicago Itinerary
Planning a 3-day trip to Chicago? Whether you’re a first-timer eager to snap a photo with “The Bean” or a return traveler looking to uncover local neighborhoods and rooftop...
Chicago in winter
And why… maybe… you should consider another city for your first trip. I’ll be honest with you — I lived in Chicago for two years and love the city....
Weekend trip to Chicago
A Recent Grad’s Weekend Adventure in Chicago: First Impressions, Budget Tips & Neighborhood Vibes Chicago. Just the name sparks thoughts of deep-dish pizza, jaw-dropping architecture, Lake Michigan breezes, and...
Walking Chicago Neighborhoods
Walking Chicago Neighborhoods: A Local’s Guide to Exploring the City on Foot Ha—let me tell you, my intro to walking Chicago wasn’t clean, polished, or planned. It started like...
