Photo courtesy Dimmi Dimmi

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How to Spend a Perfect 72 Hours Eating Your Way Through Chicago

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The Windy City is known for its sports teams, hearty food, world-class museums, friendly locals and majestic architecture, which you can best appreciate while speeding down Lake Shore Drive or cruising the Chicago River with the Chicago Architecture Foundation River Cruise. You might be stopping by Chicago on your way between coasts, and it’s a worthy weekend getaway, especially in summer and autumn. 

If you only have 72 hours on the ground – Thursday afternoon through Sunday brunch – there’s a lot of ground to cover. Luckily, the grid system makes the city easy to navigate and public transportation is a convenient way to move between neighborhoods, and even get downtown from the airport (Blue Line downtown from O’Hare or Orange Line from Midway).

Here’s a greatest hits list to get you to some iconic culinary treasures, but you can also check our Resy Hit List for the buzziest places to dine right now, and guides for every taste. Are you hungry yet?

Thursday Lunch to Friday Breakfast

Photo courtesy of Nettare

Atelier Lincoln Square

Photo courtesy of Atelier

Art On The Plate

Executive chef Bradyn Kawcak describes his food as fine dining folk cuisine, with hyper seasonal Midwestern ingredients, and a blend of childhood nostalgia and global influence. Kawcak earned a Michelin star for his one-of-a-kind tasting menu, with unexpected combos like lamb heart späetzle and walleye with cornbread and watermelon rind kimchi. The restaurant recently moved to a larger location with a lovely bar area serving cocktails, wine, and à la carte food, too. This is a perfect perch for solo diners — and the bison smash burger and miso caramel cheddar (a play on Chicago’s own Garrett’s popcorn) are certainly worth the trek to Lincoln Square.

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Photo courtesy of Atelier

Cafe Yaya Lincoln Park

Photo courtesy Cafe Yaya

Breakfast, Mediterranean Style

The next morning, stop by this cheerful all-day cafe from the team behind Michelin-starred Galit. Middle Eastern flavors permeate the menu, with shakshuka served with “so many fresh herbs,” lamb merguez sausage and egg on a challah roll, and a rich quiche on a flaky boreka dough crust. Housemade pastries include chai morning buns, cherry chocolate mahleb scones, and cardamom kouign-amanns. After loading up on carbs, head back to Lincoln Park and meander through Lincoln Park Zoo or the Peggy Notebaert Nature Museum to work up your appetite for dinner.

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Photo courtesy Cafe Yaya