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Stephanie & Mateusz

October 17, 2026 • Chicago, Illinois
16 Days To Go!

Stephanie & Mateusz

October 17, 2026 • Chicago, Illinois
16 Days To Go!

Chicago Architecture River Cruise

One of the best ways to experience the city. Cruise along the Chicago River while learning about the buildings and history that shaped Chicago. A must!

Millennium Park

Visit one of Chicago’s most recognizable spots to see Cloud Gate (“The Bean”), stroll through the park, and take in the downtown skyline.

Chicago Riverwalk

Take a stroll along the Chicago Riverwalk for some of the best views of the city’s iconic architecture. Start near Wolf Point and make your way east toward Michigan Avenue.

Viagra Triangle

Explore this classic Gold Coast corner known for upscale boutiques, iconic Chicago restaurants, and great people-watching.

Stroll Michigan Avenue

Walk Chicago’s iconic Magnificent Mile for shopping and beautiful architecture.

Wrigleyville

Visit Chicago’s iconic baseball neighborhood (where we live), home to Wrigley Field, with plenty of Halloween-themed bars and nightlife in October.

Explore the West Loop

Spend an afternoon or evening in one of Chicago’s best dining neighborhoods, filled with restaurants, cocktail bars, and boutiques.

Willis Tower Skydeck

Take in sweeping views of Chicago from 1,353 feet above the city.

Lakefront Trial

Walk the lakefront or rent a Divvy bike for beautiful views of Lake Michigan and the Chicago skyline.