A casual Chicago classic and a great place to try an authentic Chicago dog, italian beef sandwich, the famous Chopped Salad, and other great bites. Beware - do not ask for ketchup with your hot dog (aka Darren), as an authentic Chicago dog is made without it.
This is one of Jess & Darren's favorite date night spots, and also the location of their first date! Their favorite dishes are the Vodka Rigatoni, the Double Wagyu Burger, and all of their desserts!
The best Jewish deli in Chicago! Manny's is a Chicago institution serving food cafeteria-style.
Located right next to the Sofitel, this is one of Jess & Darren's favorite breakfast spots. Darren's go-to is the Corned Beef Hash and Jess loves the skillet!
Incredible French and Vietamese restaurant located right in the heart of the shopping district of Oak Street in Gold Coast.
One of the most popular spots to grab a slice of Chicago Deep Dish Pizza!
Located right next to the Sofitel, Jeni's ice cream is a favorite for a sweet treat!
The Architecture Boat tour is a fantastic way to learn about Chicago's historic architecture while enjoying a boat cruise down the Chicago River.
The Chicago Riverwalk is a walking path that snakes along the Chicago River that offers some of the best views in the city. We've mentioned the entrance at the corner of Wacker Dr and Michigan Ave, but there are multiple entrances along the river.
Lincoln Park is amazing! Whether you would like to simply walk around, peruse an amazing farmer's market, see wildlife, get some amazing views of the lake and city, or play some golf, Lincoln Park is a great way to do it all. - Green City (Lincoln Park) Farmer's Market: free to enter and has seasonal produce, sandwiches, and other great offerings! - Lincoln Park Zoo: located at the east end of Webster Ave, the LP zoo is a great way to spend your time, with free entry - Lincoln Park Conservatory: has an excellent botanical display and is free to enter (does require a free "timed entry" ticket to be obtained online ahead of visiting) - Diversey Driving Range and Mini Golf: if you want to get some golf in, regular or mini - check out the Diversey driving range and mini golf area
The main shopping district in Chicago!
Millennium Park is a fun spot in downtown Chicago where you can check out the famous Bean, kids can splash around in the Crown Fountains, or just hang out on the lawn. There’s always something going on like concerts, art, or cool events no matter the season.