Navy pier is great for kids and adults.
North Ave Beach is great for kids and adults alike. There are bathrooms, food and drinks, wave runner rentals, and stand up paddle board rentals available.
One of our favorite restaurants! We love the sweet potato fries and their burgers. They also have a great happy hour everyday from 3-6!
Try the famous deep dish pizza.
Feeling hot? grab some gelato here!
Free zoo!
One of our favorite Italian Restaurants!
Jill's favorite tiki bar!
Grab a bite or beer here, located across the street from the Thompson hotel.
Enjoy a cocktail right on the riverwalk. Located right by the Sheraton Grand Hotel.
One of our favorite dive bars.
We go here when we are in the mood for craft beer and food.
Our favorite pizza place.
Great for kids and adults. Has rock climbing wall and giant park for kids.
Chicago's very own, come here for food and beer.
Steven and I love to ride bikes along the lakefront and we enjoy stopping at various beaches and restaurants along the path. You can easily rent bikes at near-by locations or rent a Divy bike. You can also walk, run, or jog along the path.
Rent kayaks here!
This is one of our favorite spots to stop at while riding our bikes along the lakefront. We typically will ride over here on fridays and sit out on the outdoor patio and listen to some live music. Steven enjoys some beers and I will have a cocktail. It is located on Montrose beach so feel free to drive, bike, or walk over and bring your swim gear too!
Located in the Little Italy neighborhood, Mario's Italian lemonade has been a staple for many. It is one of the things Jill's mom especially enjoys.
The architecture tour is great to learn about some of Chicago's history or famous buildings. There is an option to do a kayak version as well.
Great seafood place. We prefer to sit in the bar area and have the avocado and crab appetizer. Their desserts are one of a kind, delicious, and huge! They also have happy hour with $1 oysters from 3-6pm.
Come here for sushi and good fries! Happy hour everyday from 3-6!
See the dolphin show!
Walk down Michigan Ave. for endless shopping.
The Viceroy has an amazing rooftop with spectacular views of the city and lake.
Come here for a yummy cupcake dessert! They also have a unique feature called the cupcake ATM, go and see for yourself.
Delicious burger. They do not take reservations, so come early to grab a seat.
Located in the Restoration Hardware store, this breakfast place is in a very pretty setting and the building is a place to see even if you do not want to eat.
We frequent this place for quick and cheap breakfast.
We come here for our late night snacks. They have delicious, unique tacos!
We recommend their steaks!
Favorite place for a vodka flight and authentic european cuisine.