Chicago
The Windy City. Chi-Town. The Second City. There’s plenty of names for Chicago. I simply call it home. From its sprawling parks to its towering skyscrapers and eclectic neighborhoods, this city is a playground. Whether enjoying a sunrise sprint along Lake Michigan or biking one of its many trails, you’ll enjoy amazing views all around. Chicago may be the home of blues music, but nothing here will leave you feeling down.
Dejuan Evans
W InsiderWhat to know
Cuisine Tips
It is absolutely sacrilegious to ask for ketchup on a Chicago-style hot dog.
Merch
/mərCH/ verb.
To offer proof.
Closest Airport
O’Hare International Airport (ORD)
Currency
United States Dollar (USD)
Language
English
What to do
Violet Hour
It may be hard to locate the doorway, covered by the wall of random and frequently rotating graffiti art, of this hidden retreat, but the cocktails are worth the hunt.
The Mousetrap (Off Color Brewing)
Off Color Brewing’s flagship taproom, aptly named after the little critter on their logo, not only offers a bar stocked with the brand’s current, full line of craft beers in production for beer lovers, they also host educational tours and tastings in their adjacent brewhouse and serve wine & spirits as well.
Boneyard
One of Chicago’s up-and-coming streetwear consignment hubs specializing in vintage goods, rare fashion pieces, and highly sought after sneakers.
Prysm Nightclub
Gather the gang and party the night away to the sounds of some of the world’s most notable DJ’s, at one of Chicago’s hottest nightclubs.