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Things To Do

The Art Institute of Chicago

111 South Michigan Avenue, Chicago, IL 60603

One of the best art museums in the country & also where we had our second date.

Adler Planetarium

1300 South DuSable Lake Shore Drive, Chicago, IL 60605

One of our favorite museums in the city. Over the summer, we skip Ubering and take the walk there through Grant Park and the lakeside.

Garfield Park Conservatory

300 North Central Park Avenue, Chicago, IL 60624

Our favorite venue for house music parties.

Shedd Aquarium

1200 South DuSable Lake Shore Drive, Chicago, IL 60605

An expansive aquarium well-worth the blackbird dive bombing you'll have to brave on the walk to the entry.

Wicker Park

Chicago, IL

Off the Damen Blue Line stop, Wicker Park has a quirky collection of shops, cafes, and boutiques. Our picks: The Wormhole Coffee, Myopic Books, Devil Dawgs, and the Blue Line Lounge.

Millennium Park

Chicago, IL 60602

Green space, trails, and occasional events throughout the summer.

Ohio Street Beach

600 North Lake Shore Drive, Chicago, IL 60611

Our go-to mini beach— just a few blocks from Manuel's first Chicago apartment.

Navy Pier

600 East Grand Avenue, Chicago, IL 60611

Home of the iconic ferris wheel & a large variety of food, shops, and skyline views.

The Purple Pig Restaurant

444 Michigan Avenue, Chicago, IL 60611

One of those spots where you can't go wrong with any dish.

Aba Restaurant

302 North Green Street, Chicago, IL 60607

Elevated Mediterranean food and cocktails, plus a lounge-style rooftop patio.

Cindy's Rooftop Bar

12 South Michigan Avenue, Chicago, IL 60603

Our go-to spot for celebratory cocktails with a great view of Lake Michigan and Millenium Park.

The Drifter Bar

676-8 North Orleans Street, Chicago, IL 60654

The best speakeasy in Chicago, complete with hourly shows and a stellar cocktail menu with a special twist. For the best experience, stay away from photos and reviews and go in blind...

Vol. 39 Bar

39 South LaSalle Street, Chicago, IL 60603

Corner cocktail lounge with great drinks and a cozy upscale environment with bookshelves & big sofas.

LH Rooftop Bar

85 East Wacker Drive, Chicago, IL 60601

Arguably the best view of the Chicago Riverside.

Necessary & Sufficient Coffee

728 South Dearborn Street, Chicago, IL 60605

Our go-to coffee shop in Printer's Row.

The Wormhole Coffee

1462 North Milwaukee Avenue, Chicago, IL 60622

A coffeeshop in Wicker Park with a one-of-a-kind retro atmosphere.