Beautiful way to see the city from the river with plenty of spots to sit and grab a drink or bite of food - City Winery, Beat Kitchen, and ice cream options as well!
Loved by tourists and locals alike, an architecture tour is so worth taking! Enjoy time out on the Chicago River and learn a few tidbits about the city.
Take a walk around Millennium Park and get a picture with the iconic Bean.
A free admission zoo in the city, close to the lake, and surrounded by beautiful parks! We love talking walks with Ralph through this wonderful part of the city.
If you are looking for a good walk, run, or bike ride - the Lakefront Trail is an 18.5-mi long trail along the lake. Plenty of on and off spots and beautiful views of the lake and city!
If the weather permits - come catch some sun, go for swim, or play some volleyball while enjoying the waves of Lake Michigan with the city skyline behind you!
If you are looking for a museum we have plenty but highly recommend MSI! The captured WW2 U-Boat is worth a visit alone!
Good guys wear black! Cubs are out of town but if you are looking to catch a game go and watch Tim's team on the South Side. The stadium can't compare to the historical landmark of Wrigley but it has far superior food with a variety of drink options and extremely affordable tickets!
Skip paying for the top of the Sears (Willis) Tower and come here instead for free! It has an equally great view of the city but with a bar and restaurant so sip a cocktail and enjoy the views!
Our favorite "deep dish" style pizza in the city!
Often ranked as of the best burgers in the country - first come first serve basis so be prepared for a wait! Lone Wolf next door or Haymarket Pub across the street is a great spot to wait for table
Girl and the Goat is one of the most popular dinner spots of Chicago from celeb chef Stephanie Izard and we agree that it lives up to its hype! Her nearby Duck Duck Goat is equally recommend by us and may be a bit easier getting a table at!
Creative global eats with stylish decor and a great atmosphere with river seating!
Delicious Mediterranean spot in West Loop - with another location as well in River North!
A classic in Chicago - come get an Italian Beef or a classic Chicago Hot Dog!
Great tacos and margaritas with a vibrant atmosphere and an amazing outdoor patio in Tim's old neighborhood of Wicker Park which offers plenty to do during both the day and night!
Hosts multiple "nano breweries" with pour your own beer, plenty of varieties and delicious BBQ! Great patio as well!
Out in our neighborhood of Logan Square - a fantastic patio, delicious fried chicken, oysters, and a great selection of drinks including their famous frozen negroni! There are few others around the city as well - all are great!
Out in our neighborhood of Logan Square - a funky brewery with delicious breads, great brunch and tasty wood-fired pizzas served in a bright cozy atmosphere with a lovely outdoor patio!
Out in our neighborhood of Logan Square this bright and welcoming brewery has great beers, board games to play, and allows you to bring your own food.