Walk around Millennium Park, visit the famous ‘Bean,’ grab a day pass and study the art at The Art Institute, visit Lincoln Park Zoo or The Shed Aquarium, take the famous river cruise architecture tour (where Josh took Jennifer on their second date), walk Navy Pier and ride the ferris wheel, and more.

Walk Oak street in The Gold Coast and hop into Alice & Olivia, Marcus, Lululemon, Aritzia, Vuori, Bloomingdales, & Reformation. Or, walk The Magnificent Mile of Chicago and stop by ZARA, Ralph’s Coffee, and Nordstrom’s. Head over to Lincoln Park on Armitage and check out some favorite boutiques such as Art Effect, Lori’s shoes, All She Wrote, and ClareV.

We’ve got you covered from our favorite yoga, pilates, and barre classes (and instructors).

Studio Three: Hot Yoga (Instructors: Katie Lee or Olivia)

Studio Lagree: Reformer Pilates (Instructors: Michael, Danny, Angie, Melissa)

Other workout studios: Pure Barre, Corepower Yoga, Barry’s Bootcamp

Our top food picks:

Greek: Ema, Avli, Athenian Room, Pinched on the River

American: True Food, Beatrix, Trivoli Tavern, Gilt Bar

Italian: Tortello, Alla Vita

Sushi: Sushi Dokku, Tanoshii

Pizza: Robert’s Pizzeria, Coalfire

Quick bites: Sweet Green, Left Coast, Roti