A Local's Travel Guide to Chicago
This Chicago travel guide outlines the best architecture tours, neighborhoods, and restaurants—all from a lifelong Windy City resident. Here's how to plan a trip to Chicago .
Chicago travel guide by local expert & Fox 32 contributor Jill Halpin. Neighborhood secrets, honest restaurant picks, where to stay & the best things to do. Trusted by 16K+ readers.
The only Chicago guide you need
A complete travel guide to the best of Chicago , Illinois by a local . What to do & where to go, stay, eat, and drink. Plus insider tips and planning info.
Are you new to Chicago ? If so, you're going to want to bookmark this page. This Newcomer's Chicago Cheat Sheet includes a ton of resources to help you adjust to your new life in the Windy City. It includes links to platforms and social groups where you can meet new friends (by the way, we have a Travel Lemming Chicago meetup group!).
A Local's Travel Guide to Chicago
Stay, eat and play like a local with this guide to the Windy City from Chicago's own Tiffany Brooks and Alison Victoria.
Chicago is truly welcoming, vibrant and a foodie paradise! The food, architecture, music, theatre and energy will endear you to the "Windy City." It's a unique city, equally gritty and refined, down- to -earth and lively. A trip to Chicago is for anyone who wants to enjoy divine views, great food, live music or theatre and fine people.
Ultimate Chicago Travel Guide For First Timers (2026)
Explore it all with this ultimate Chicago travel guide for first-timers, your go- to resource for discovering the city's most iconic sights and local favorites.
A Chicago local's inside tips on where to stay, what to do and where to eat.
The Ultimate Guide to Chicago
Your comprehensive guide to Chicago from a local couple: the best food, spots we take our visitors, and insider tips.
Chicago Visitor Guide Your Essential Trip Planning Handbook Everything you need to know before visiting Chicago — from neighborhoods and transportation to must-try foods, attractions, and local tips.