Things To Do
Garfield Park Conservatory
One of our first date spots and a beautiful and relaxing place to spend some time.
The Art Institute of Chicago
One of the most impressive art museums in the country. Prepare to do some walking inside.
Cloud Gate
The infamous "bean"!
Sportsman's Club
One of Jeff's establishments and one of our favorite bars in the city.
Redhot Ranch
Hands down our favorite burger in the city. Try the fried shrimp too!
Estereo
A sunny bar with delicious cocktails. You'll feel just like you're on vacation!
Cindy's
If you'd like a fantastic cocktail with a wonderful view, this is the spot. Expect big crowds.
The Richard H. Driehaus Museum
An incredible restored gilded age mansion and museum.
Museum Of Contemporary Art Chicago
A smaller contemporary art museum that is definitely worth visiting!
Lou Malnati's Pizzeria
We don't love deep dish, but if you feel like you need the deep dish experience, this is our preferred. There are many locations to choose from.
Paulie Gee's Logan Square
Ok here is our actual favorite pizza joint. They have great Napolese style pizza, but the Detroit style squares are our favorite!
Eataly Chicago
A paradise for Italian food lovers.
Ludlow Liquors
One of Jeff's newest bars. A great patio with top notch bar food and drinks.
Chicago's First Lady Cruises
A top tourist activity that locals love just as much! A wonderful way to learn about Chicago's incredible architecture.
Lula Cafe
Our favorite breakfast restaurant in the city. Be prepared to wait, but we promise it's worth it.
Lost Lake
Tropical tiki cocktail bar
Bang Bang Pie & Biscuits
No explanation needed. The line moves fast!
Monteverde Restaurant & Pastificio
Make a reservation well in advance!