A classic Chicago institution we visited frequently as kids.
Great sushi, fun ambiance. We always make time for Sushi Dokku when Sydney is in town.
First date spot. Best burger in the city. Don't @ us, Au Cheval fans.
When we started dating during the pandemic, one of our favorite takeout spots was Flour Power. Jacob, of course, made friends with the owner, who changes his menu weekly. Stop by for delicious, homemade pasta.
Our go to spot for Chinese. Great opportunity to tour Chicago's Chinatown, which according to some insiders, is the only growing Chinatown neighborhood in the country.
Really vibrant near-southside neighborhood. Excellent taco joints along 18th street.
Take a stroll through this cutesy northside neighborhood. Jacob used to get his haircut here, so we'd often take the afternoon, grab a coffee, and peruse the shops.
Neither one of us is a huge fan of city tours but this Chicago tour is actually exceptional.
We have spent our fair share of time on this bike/running path, both together and separately. Whether you run, bike (use a Chicago Divvy bike!), or swim, early September is a perfect time to go to the lakefront.
Greatest bookstore in the world, located in the neighborhood where we grew up, Hyde Park.