This ain’t your deep dish-and-bean-sculpture tourist guide. These are the actually good Chicago spots—low-key legends, underrated gems, and local faves that slap every time. If you know, you know. If you don’t…now you do.
Map
Incredible service, stellar and unique dishes, and fun ambiance
Rose Mary
Gorgeous views, incredible food, wonderful ambiance. This is where you take your partner for an anniversary or a place for celebration.
RPM Seafood
Killer vibe, immaculate service. Better steak.
RPM Steak
Traditional, iconic steakhouse.
Prime & Provisions Steakhouse
Take me here on my birthday. This is what I want.
Joe's Seafood, Prime Steak & Stone Crab
Lesser known, old school Italian vibe. Great cocktails
Victory Tap | South Loop
My favorite delicatessen in Chicago. Iykyk.
Manny's Cafeteria & Delicatessen
Delicious spot for lunch
The Goddess & Grocer
Cute speakeasy that turns into a club at night
Blind Barber
You could spend all day here and still not see it all.
The Art Institute of Chicago
A great spot to see some lovely plants and flowers
Garfield Park Conservatory
My fav one stop shop for all local art vendors. They have tons of different artists shops on site
Andersonville Galleria
Such a fun activity for friends, partners or even kids!
Color Me Mine
Such a fun spot on the riverwalk, and dog friendly!
The Northman Beer & Cider Garden on the Riverwalk
Our favorite local spot with a dog menu
Caffè Oliva at Ohio Street Beach
High quality customer service! I have rented a bike here and got a brand new bike. All the workers are lovely and super helpful.
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours