May 24, 2026
Chicago, IL
Madisen & Samuel
Things To Do
Welcome to the Windy City!
Chicago isn’t just the place we’re tying the knot, it’s a city full of hot dogs that must be eaten the “right” way (see our Food Recommendations on our FAQ page), skyline views that will make you swoon, and more things to see than we could possibly fit into one weekend. Whether you’re strolling the Riverwalk, tilting over the edge of a skyscraper, or grabbing a late-night slice of deep-dish, we promise you’ll find a little magic in every corner. We’ve rounded up our favorite spots to explore like a true Chicagoan while you’re here for our wedding!
Millennium Park
201 E. Randolph St,
Right outside our venue, simply cross the street to see the iconic “Bean” (Cloud Gate), Crown Fountain, and free public art and concerts make this a must-see.
Chicago Riverwalk
376 N Michigan Ave,
Stroll along the scenic Riverwalk with its cafés, boat rentals, and architectural views.
Architecture River Cruise
112 E. Wacker Drive,
A classic way to learn about Chicago’s architecture and history. Iconic—and truly a sightseeing staple.
Navy Pier
600 E Grand Ave,
A lakeside boardwalk destination with rides, dining, events, and lights—great for all ages.
360 Chicago Observation Deck (John Hancock)*
875 N Michigan Ave,
Catch 360° skyline views, tilt excitement (TILT), and the high-altitude CloudBar.
Shedd Aquarium
1200 S DuSable Lake Shore Drive,
Dive into the aquatic world—belugas, coral reefs, penguins, and immersive exhibits await.
For all the days along the way