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Diana & Samuel

Friday, October 23, 2026 • Chicago, IL
145 Days To Go!

Diana & Samuel

Friday, October 23, 2026 • Chicago, IL
145 Days To Go!

For guests traveling from out of town or abroad, Chicago offers remarkable architecture, exceptional dining, and countless places to explore. October evenings can be cool, so bringing a light jacket or shawl may be helpful.


We hope you enjoy exploring the city while celebrating this special occasion with us.


Love,

Diana & Sam

Chicago Riverwalk

Picture of Chicago Riverwalk

A beautiful walkway along the Chicago River with restaurants, views of the skyline, and boat tours.

Millennium Park & The Bean

Picture of Millennium Park & The Bean

One of Chicago’s most iconic landmarks and a perfect spot for photos.

Chicago River Boat Architecture Tours

Picture of Chicago River Boat Architecture Tours

A guided boat tour along the Chicago River showcasing the city’s famous skyline and architecture.

Magnificent Mile

Picture of Magnificent Mile

Chicago’s premier shopping district along Michigan Avenue with luxury boutiques and restaurants.

Navy Pier

Picture of Navy Pier

Enjoy lakefront views, restaurants, boat rides, and the iconic Centennial Wheel.

Starbucks Reserve Roastery

Picture of Starbucks Reserve Roastery

The largest Starbucks in the world. A fun stop for specialty coffee, cocktails, and menu items not found at regular Starbucks locations.

Chicago-Style Deep Dish Pizza

Picture of Chicago-Style Deep Dish Pizza

Recommended spots include Lou Malnati's Pizzeria, and Giordano's.

McDonald’s Global Flagship Restaurant

Picture of McDonald’s Global Flagship Restaurant

Located in Chicago’s West Loop, this unique McDonald’s offers rotating international menu items from around the world.