Katharine & Ryan

August 19, 2023 • Chicago, IL

Katharine & Ryan

August 19, 2023 • Chicago, IL

Air and Water Show

Picture of Air and Water Show
North Ave Beach

Free admission! Just head to North Ave beach.

Starbucks Roastery

Picture of Starbucks Roastery
The largest Starbucks in the world, no biggie. Very touristy, but very cool. It's worth walking through, and if you can stand the lines, we loved the Espresso Martini and the Whiskey Cloud!

Chicago River Boat Architecture Tours

Picture of Chicago River Boat Architecture Tours
112 E Wacker Dr, Chicago, IL 60601
(708) 488-6343
Beautiful views of the city during the day and at night!

SkyDeck at the Sears (Willis) Tower

Picture of SkyDeck at the Sears (Willis) Tower
Great views of downtown, beautiful even on a cloudy day.

Observation Deck at the John Hancock building

Picture of Observation Deck at the John Hancock building
City views within walking distance from the hotel block!

Chicago Pizza Tour

Picture of Chicago Pizza Tour
Gooey, cheesy deliciousness. Our favorite: Lou Malnati's thin crust!

Wrigley Rooftop Game

Picture of Wrigley Rooftop Game
1048 W Waveland

The best way to do a Cubbies game with unlimited beer and food! Our favorite rooftop is 1048 W Waveland.

Free Things

Go shopping down Michigan Ave or around Gold Coast


See the Bean in Millennium Park, and the Buckingham Fountain in Grant Park


If you're willing to venture more North, the Lincoln Park Zoo is free, and the surrounding park holds the Education Pavillion where Ryan proposed

Bars/Restaurants We Love

Parlor Pizza, Francesca's, Gibson's, Velvet Taco, Maple & Ash, Adelina, Quartino's, True Food Kitchen, The Smith, Bub City, XOCO, Three Dots and A Dash, Sunda, Roka Akor, Smash Burger, Five Guys (unless youre allergic to peanuts), Garrett's Popcorn, The Gage, Cindy's Rooftop, Kanela's