Kaela & Charlie

Saturday, June 14, 2025 • Chicago, IL
67 Days To Go!

Kaela & Charlie

Saturday, June 14, 2025 • Chicago, IL
67 Days To Go!

Things to Do

Cloud Gate

Picture of Cloud Gate
201 E Randolph St, Chicago, IL 60602, USA

The Bean is a work of public art in the heart of Chicago. The sculpture, which is officially titled Cloud Gate, is one of the world’s largest permanent outdoor art installations. The monumental work was unveiled in 2004 and quickly became of the Chicago’s most iconic sights.

Website

Navy Pier

Picture of Navy Pier
600 E Grand Ave, Chicago, IL 60611, USA
(312) 595-7437

There’s more to Navy Pier, Chicago’s iconic lakefront destination than meets the eye! Known as the “People’s Pier,” this landmark showcases more than 50 acres of parks, restaurants, attractions, retail shops, sightseeing and dining cruise boats, exposition facilities and more.
Navy Pier is now home to the brand-new Offshore, the world’s largest rooftop venue, confirmed by Guinness World Records in 2019. Offering panoramic, unparalleled views of Lake Michigan and the Chicago skyline.

Chicago’s classic deep dish

Picture of Chicago’s classic deep dish

Lou Malnati’s Pizzeria
*Couple’s Favorite
This family-owned chain is one of the city’s best-known spots for deep dish pizza. Lou’s was founded by the son of Rudy Malnati, who’s credited by many as being the inventor of Chicago-style pizza. They’ve stayed true to that original recipe, expanding their pizza empire to 52 Chicagoland locations. No matter which you visit, make sure to upgrade your pie to include their signature butter crust.
Gino’s East
Gino’s East is known for its Chicago-style deep dish pizza. But there’s so much more to love about the local chain. Their downtown location on LaSalle Street is also a brewery and small-stage venue, showcasing live music and comedy throughout the week. Of course, the pizza is worth mentioning. The 50-year-old recipe is slowly baked in seasoned cast iron pans until the crust is golden and flaky, then served piping hot and table-side, right out of the pan.
Giordano’s
Giordano’s is famous for their stuffed deep dish pizza, which comes full-to-the-brim with a range of fresh toppings. The menu includes staples, like the Chicago Classic filled with pepperoni, mushrooms, green peppers and onions, and inventive options, like the Greek with spit-roasted gyro meat, feta and mozzarella cheese, and Greek herb blend, served with a side of tzatziki sauce.

Shoreline Sightseeing

Picture of Shoreline Sightseeing
401 N Michigan Ave, Chicago, IL 60611, USA
(312) 222-9328

One of Chicago’s classic cruise options, Shoreline Sightseeing covers all the bases. Their ultra-popular Architecture River Tour takes you on all three branches of the historic Chicago River takes you past dozens of landmark buildings.

They also offer skyline lake tours, plus specialty cruises and holiday events. Hop on a boat at Navy Pier or on Michigan Avenue.