City Guide: What To Do, See, and Eat in Chicago


Art Institute of Chicago

Home to over 300,000 pieces, the Art Institute of Chicago is regarded as one of the best museums in the world. Jump from room to room to see everything from Byzantine sculptures to Warhols and Monets; in the expansive building there are exhibitions to suit everyone's taste.  View iconic pieces such as Edward Hopper's "Nighthawks" and Grant Wood's "American Gothic." Definitely block off at least a few hours to explore because there is a whole lot to see.

111 S Michigan Ave. •

Take in the view at Cindy's Rooftop

Cindy's, one of the many rooftop bars Chicago is known for, is located inside the beautiful and historic Chicago Athletic Association hotel. With a gorgeous view of Millennium Park and Lake Michigan from the open-air terrace and a whimsical cocktail menu, happy hour here is a must. Order the "Kick in the Daisy" or "We'll Always Have Paris."

12 Michigan Ave. •

3 Arts Cafe at Restoration Hardware

3 Arts Cafe at Restoration Hardware

3 Arts Club Cafe at Restoration Hardware

Find some major interior design inspiration at the Restoration Hardware in the swanky Gold Coast neighborhood, then take a break to relax in the 3 Arts Club Cafe. Kick up your feet and make a champagne toast under the chandelier.

1300 N Dearborn St. •


Millennium Park

Millennium Park is home to Chicago's most iconic attraction, Cloud Gate, aka "The Bean." Make time to visit the sculpture by British artist Anish Kapoor, but don't forget to check out the rest of the outdoor art, concerts, gardens, and more that the 24-acre urban oasis has to offer.

Michigan Ave at Randolph

Chicago Riverwalk

For an unbeatable view of Chicago's architecture and city lights at night, take a stroll down along the Riverwalk which runs along the main branch of the Chicago River. Running from Lake Street all the way to Lake Michigan, the Riverwalk features pop-up art installations, gardens, yacht docking, restaurants and outdoor patios along with the unmatched views.


Besides the deep dish and hot dogs, there is so much incredible food to be had in Chi-Town. Here are a few of our favorite spots:




Since opening in 2002, Michelin Star recipient Boka has become a beloved fixture in the Chicago fine dining scene. The seasonal Contemporary American menu designed by Chef Lee Wolen has garnered plenty of accolades, including two James Beard Award nominations in 2016. Save room for their inspired desserts; we recommend ordering the Black Sesame and Bittersweet Chocolate.

1729 N Halsted St. •

Girl and the Goat

Be prepared to wait for a table at the neighborhood favorite Girl and the Goat, but trust us, it's well worth it. We loved the confit goat belly, wood-oven roasted pig face, and for dessert, the caramel corn and malt balls with vanilla malt gelato. When Anthony Bourdain calls a restaurant "magnificent," you know it's going to be good. 

809 W Randolph St. •

The Allis at Soho House

The Allis at Soho House

The Allis in Soho House

No need to be a member to dine at this chic space. Located in a historic building in the trendy West Loop neighborhood, The Allis is a perfect spot for high tea, brunch with a group, or to sit back with your laptop, coffee and a crosiant to get some work done.

SOHO House, 113-125N Green St. •

The Publican

The Publican is an "homage to oysters, pork and beer," making it a prime spot to grab a fun weekend brunch with friends. The communal tables lend the spot a loud and lively atmosphere while private booths are available for more intimate affairs. Order a dozen oysters and the Publican "Mimosa," subbing Belgian wheat beer for champagne. 

837 West Fulton Market •

RM Champagne Salon

Champagne is (unsurprisingly) the focus of RM Champagne Salon's program. Tucked away in a cobblestone-alley, guests can either take a seat under the string lights on their outdoor patio or step inside their lively, candle-lit dining room. For the perfect happy hour set-up, sit outside and pair your bubbles with a dozen of their daily selection of East and West Coast oysters and a side of steak frites. If you're craving something harder, RM Champagne Salon also has a creative cocktail menu, with drinks featuring unique ingredients such as cava and smoked ice.  Feeling daring? Try the "Seven Strangers". Crafted with jalapeno and cilantro infused tequila, absinthe and house Hellfire Bitters, this cocktail is definitely one for the brave-hearted.

116 N Green St •