The Most Instagram-Worthy Spots in Chicago

It’s hard to recall a time when our travels and day-to-day activities weren’t constantly captured with our phones and shared immediately via social feeds. Inspiration can strike at every turn, particularly while wandering the streets of Chicago—a city chock-full of photo-worthy spots that’ll have Instagrammers itching to test out their filters. Lucky for you, we’ve curated a list of exceptional places to go, and getting there—not to mention predicting the fare and splitting the bill—has never been easier thanks to the Uber app.

Chicago Riverwalk

A solid method of scoping out much of the city’s standout architecture is to cut directly through the heart of downtown by way of the Chicago River. But you don’t have to book a boat tour or break a sweat navigating by kayak to take in the breathtaking backdrop (not that we’re ruling out these seriously cool sightseeing activities). A leisurely stroll along the Chicago Riverwalk, which runs from Lake Shore Drive to LaSalle Street, will give you plenty of photo ops with landmark skyscrapers, movable bridges, and charming green stretches.

Skydeck Chicago at the Willis Tower

It’s not often you’ll find yourself floating in a glass box 103 stories above street level, but you’ll definitely want to make sure you’re photo-ready should the situation arise. Witness the cityscape—and potentially views of four different states—from the acclaimed Willis Tower Skydeck. Step out on The Ledge for a handstand to get the ultimate Instagram shot amid the surrounding skyscrapers… if you dare.

The Art Institute of Chicago

After successfully taking a selfie with Cloud Gate (better known as “The Bean”)—reflecting just the right amount of cityscape in Millennium Park, naturally—head across the Nichols Bridgeway to The Art Institute of Chicago for some of the most renowned artwork in the world. More selfie inspiration is bound to strike while wandering the Modern Wing’s impeccably lit exhibition halls or the Beaux-Arts elements originally designed for the World’s Fair of 1893, such as the iconic bronze Lions guarding the Michigan Avenue entrance.

Chicago Skyline from Promontory Point

Organize an afternoon potluck in the park with friends at Promontory Point in Burnham Park for a little off-the-beaten-path action. This underrated section of city parkland boasts gorgeous, unrivaled views of the skyline from the South Side, plus there’s a beach nearby for a dip in the lake on hot summer days and more lush green landscape and gothic buildings to wind through in the Hyde Park neighborhood.

Official City Street Art

Nothing shouts “I’m in a city!” like colorful street art, so we’re putting two must-see stops on your radar: the “Greetings From” Chicago mural in Logan Square and the Wabash Arts Corridor Big Walls, a “living urban canvas” project in the South Loop. They’re sanctioned works that’ve been embraced by the city, so we’re pretty sure these murals won’t be painted over by frustrated building owners anytime soon. That said, keep your eyes peeled for fresh works bound to pop up elsewhere, too.

Alfred Caldwell Lily Pool

Ramble through a secret garden of unmatched beauty in Lincoln Park. Adjacent to the city’s free admission zoo, the conservancy’s Alfred Caldwell Lily Pool is a serene habitat for native shoreline vegetation as well as birds, crayfish, dragonflies, turtles, frogs, and fish—all of which are perfect subjects for #tranquil #nature snaps. It’s impossible to not feel at ease while circumnavigating the historic landmark of a pond via its picturesque stone walkway. You might be inclined to pinch yourself to prove you’re still in the center of the third-largest US city.