One of the best ways to see the city in the summer is to take an architecture cruise! Hear stories of Chicago history while cruising down the river (bar on board). Tour generally lasts ~1 hour with a pickup/drop-off near LondonHouse (choose the Michigan Avenue location).
Technology-incorporated darts bar. You don't need to be an expert darts player to enjoy the many different darts games on a high tech board. Reservations recommended.
Famous in Chicago, Mag Mile is 13 blocks of shopping and dining running from the Chicago River to Oak Street.
Check out the view from the 103rd floor of the tallest building in Chicago. Krista's first office was on the 62nd floor of this building! Tickets required.
Take photos in front of "The Bean" (a tourist favorite), check out Crown Fountain, and relax in the park.
Don't expect anything fancy, but have a beer at the dive bar where we met!
We spend many Saturday mornings walking over to Cafecito for a casual brunch. Our favorites are the Ropa Vieja or Chivito, and if you're drinking, don't miss the Dos Hermanos. Note that it is first come, first served and service can be a bit slow, so plan accordingly.
Awesome tapas, so it's great for trying many things! This is a special place for us as it's where we went after getting engaged. The original location in Lincoln Park (Cafe Ba-Ba-Reeba) is also great. Reservations recommended.
Our favorite Italian restaurant we go to for special occasions! Reservations recommended.
Cozy craft beer bar in Krista and Andy's neighborhood, River North.
Delicious Mediterranean small plates in River North (Ema) or West Loop (Aba). Reservations recommended.
Miller Lites and Golden Tee (is it obvious this recommendation comes from Andy?).
Not your typical tacos, but definitely one of our favorites! Counter service and casual.
As shown in movies The Dark Knight and Return to Me, come to this old school bar/restaurant known for their ribs. No reservations, but feel free to put your name in and post up at the bar or walk a block to The Sedgwick Stop Bar to kill some time.
Amazing Italian in River North.