North America


The Windy City is always has a lot to offer, from the best in dining, architecture and art. Chicago, here we come.

Chicago, on Lake Michigan in Illinois, is among the largest cities in the U.S. Famed for its bold architecture, it has a skyline punctuated by skyscrapers such as the iconic John Hancock Center, 1,451-ft. Willis Tower (formerly the Sears Tower) and the neo-Gothic Tribune Tower.  A city of neighborhoods, Chicago is  unique and no matter where you go, each part has its own draw: the buzzing Loop downtown and upscale River North, artsy Wicker Park, scholarly Hyde Park, and flamboyant Boystown. Add to that some of the world’s best architecture and museums, a thriving music and dining scene, and its multi-cultural make-up, and you’ll see why for many, the Windy City is a favorite.


Freehand Chicago, Hotel Palomar, Virgin Hotel, The James, Soho House Chicago, The Langham, The Robey


Ada Street, Atwood, Avec, Balena, Blackbird, Gilt Bar, Girl & the Goat….honestly, this is a BIG food town. There are far too many places to eat, so visit Eaters essential 38 list! Also, there are 68 breweries within city limits, so if you are a beer fan, this is your place.


The Art Institute of Chicago, Second City, Museum of contemporary art, the Museum of Science and Industry (the only building left from the 1893 World’s Columbian Exposition), Cub’s (baseball) game!

Author: Carrie Mitchell

Carrie A. Mitchell is the founder of L’Aventure Travel, the host of the Suitcase Sojourn Podcast, and author of the children’s travel book “To Be We”. Carrie is a global travel and hospitality expert who works with publications, brands and entertainment outlets on a number of travel related projects, from marketing consulting to editorial coverage to hosting & producing content for the web, TV and podcasts. She is always seeking to learn from people and places around the world, and share through her cultural exploration (40+ countries and counting)