Mack & Jake are doin' the damn thing
Things To Do
Welcome to Chicago! While you're here, we hope you'll take some time to explore the vibrant West Loop and nearby Downtown Chicago.
In the West Loop, known for its trendy vibes and world-class dining, you’ll find Randolph Street’s Restaurant Row, featuring iconic spots like Girl & the Goat and Au Cheval. For a casual bite, stop by Green Street Smoked Meats, or indulge in pastries at Beatrix Market. After dinner, enjoy craft cocktails at The Aviary or the cozy ambiance of Moneygun.
Downtown, just a short ride away, offers plenty of iconic attractions. Take in the breathtaking views at Skydeck Chicago in Willis Tower or stroll through Millennium Park to see the famous Cloud Gate ("The Bean"). For shopping and entertainment, head to Michigan Avenue’s Magnificent Mile. Don’t miss the holiday cheer with festive lights at Christkindlmarket and ice skating at Maggie Daley Park.
Whether you're a foodie, a shopper, or just looking to soak in the holiday magic, there's something for everyone!
Restaurant: Trivoli Tavern
114 North Green Street, Chicago, IL 60607
Would recommend arriving right when they open or making a reservation in advance!
Restaurant: The Publican
837 West Fulton Market, Chicago, IL 60607
Would recommend arriving right when they open or making a reservation in advance!
Restaurant: Girl & The Goat
809 West Randolph Street, Chicago, IL 60607
Would recommend arriving right when they open or making a reservation in advance! We love our gal Stephanie Izard <3
Restaurant: Time Out Market Chicago
916 West Fulton Market, Chicago, IL 60607
A curated food hall with options from local chefs and artisans, (and great expresso martinis). Great for casual dining.
Restaurant: Boqueria Fulton Market
807 West Fulton Market, Chicago, IL 60607
Restaurant: Cabra
200 North Green Street, Chicago, IL 60607
Great rooftop!
Restaurant: Au Cheval
800 West Randolph Street, Chicago, IL 60607
Get ready for a wait if you don't arrive right when they open! You could always put your name in, bar hop, then come back for the rez. But best burger in Chicago!!
Cocktail Bar: MONEYGUN
660 West Lake Street, Chicago, IL 60661
Cocktail Bar: The Aviary
955 West Fulton Market, Chicago, IL 60607
Cocktail Bar: Bisous
938 West Fulton Market, Chicago, IL 60607
Speakeasy: Lazy Bird
200 North Green Street, Chicago, IL 60607
Grab a drink upstairs at the Hoxton first. Usually a line later at night!
Bar/Restaurant: Cindy's Rooftop
12 South Michigan Avenue, Chicago, IL 60603
Experience: Skydeck Chicago
233 South Wacker Drive, Chicago, IL 60606
Would recommend buying tickets ahead of time!
The Bean
201 E. Randolph St, Chicago, IL 60602
I mean.... you just gotta while you're here .....
Maggie Daley Park
337 East Randolph Street, Chicago, IL 60601
For all the days along the way