Chicago Loop · Best Landmarks · Curated · Updated 2026

Best Landmarks near Chicago Loop

Discover the best landmarks near Chicago Loop. Find inspiration for your trip with our curated list of top-rated spots, local favorites, and hidden gems.

The 10 best landmarks near Chicago Loop

illinois/chicago/landmark/historic-end-of-route-66-sign

Historic End of Route 66 Sign

Explore the Historic End of Route 66 Sign in Chicago – a symbol of adventure and nostalgia for road trip enthusiasts and travelers alike.

81 E Jackson Blvd, Chicago, IL 60604
5 Excellent 5 reviews
illinois/chicago/landmark/chapin-and-gore-building

Chapin and Gore Building

Explore the Chapin and Gore Building, a historical gem in Chicago's Loop, showcasing exquisite architecture and rich heritage.

63 E Adams St, Chicago, IL 60604
5 Excellent 1 reviews
illinois/chicago/landmark/north-lion

North Lion

Discover the North Lion in Grant Park, a stunning sculpture symbolizing Chicago's rich artistic heritage and a must-see landmark for all visitors.

111 S Michigan Ave, Chicago, IL 60603
4.9 Excellent 11 reviews
illinois/little-egypt/landmark/the-art-institute-of-chicago

The Art Institute of Chicago

Explore masterpieces spanning centuries and cultures at Chicago's iconic Art Institute, home to world-renowned Impressionist and modern art collections.

111 S Michigan Ave, Chicago, IL 60603
4.8 Excellent 33,390 reviews
illinois/chicago/landmark/crown-fountain

Crown Fountain

Explore the interactive art of Crown Fountain in Chicago's Millennium Park – a unique blend of play, technology, and community spirit.

201 E Randolph St, Chicago, IL 60602
4.7 Excellent 4,786 reviews
illinois/northeastern-illinois/landmark/second-leiter-building

Second Leiter Building

Explore the Second Leiter Building, a pioneering skyscraper and landmark of Chicago's innovative architecture and commercial history.

401 S State St, Chicago, IL 60605
3 Average 1 reviews
illinois/chicago/landmark/nichols-bridgeway

Nichols Bridgeway

Experience the scenic Nichols Bridgeway in Chicago, seamlessly connecting Millennium Park and the Art Institute with stunning views and architectural elegance.

Chicago, IL
illinois/chicago/landmark/monadnock-building

Monadnock Building

Explore the architectural marvel of the Monadnock Building, a historical landmark in Chicago's Loop, blending rich history with modern vibrancy.

53 W Jackson Blvd, Chicago, IL 60604
4.6 Excellent 354 reviews
illinois/chicago/landmark/old-colony-building

Old Colony Building

Experience the architectural beauty and historical significance of the Old Colony Building, a Chicago landmark that embodies the city's rich heritage.

407 S Plymouth Ct, Chicago, IL 60605
3.9 Good 23 reviews
illinois/chicagoland/landmark/chicago-stock-exchange-arch

Chicago Stock Exchange Arch

Explore the Chicago Stock Exchange Arch, a stunning historical landmark that captures the essence of Chicago's architectural brilliance and vibrant history.

Southwest corner of S. Columbus Drive and E, 111 S Michigan Ave, Chicago, IL 60603
4.5 Excellent 33 reviews

More to explore near Chicago Loop

Jump into the most useful discovery pages nearby, from experiences and heritage highlights to food, stays, shopping, and evening ideas.

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