![What to Wear in Chicago – Don’t Let the Wind Fool You! 🌬️🧥 [Season-by-Season Guide]](https://fierytrippers.com/wp-content/uploads/2025/07/What-to-Wear-in-Chicago-–-Dont-Let-the-Wind-Fool-You-🌬️🧥-Season-by-Season-Guide.webp "Discover the 20 Best Outfit Ideas for Your Chicago Adventure (Must Try #12!) 1 what to wear in Chicago")
Discover the 20 Best Outfit Ideas for Your Chicago Adventure (Must Try #12!)
My first trip to Chicago taught me one thing—layering is key! The Windy City can go from sunny to freezing
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