15 Best Chicago Airbnbs for Your Next Windy City Trip (2022)

If you’re looking for the best Chicago Airbnbs, you’ve come to the right place. We’re big fans of the Windy City, and why wouldn’t we be? It’s got a vibrant art scene, an unparalleled restaurant and bar roster, and enough cultural attractions to fill several itineraries easily.

With eye-catching architecture and a diverse landscape, the Chicago brings forth a hustle and bustle exclusive to its borders. Whether you’re hoping to catch a Cubs game or roam an array of museums, the possibilities are truly endless. And if you thought the tourist attractions ended there, think again. During your stay, be sure to make a pit stop at one of the many jaw-dropping beaches lining Lake Michigan before heading back to the comfort of your own private rental. Ahead, discover the very best Chicago Airbnbs.