Check out the Sky Deck at the Willis Tower (or as we will forever call it, the Sears Tower). It's only a 5 minute walk from Union Station, and the views are well worth it! You will need to reserve tickets in advance, available at the link below.
No trip to Chicago is complete without seeing the iconic Bean!
This Chicago River architecture cruise is fantastic! It's a great way to see the beautiful skyscrapers of Chicago and learn more about the city's history. You can buy tickets at the Wendella website linked below.
This may be a ~bit~ controversial since there's so many great deep dish pizza spots in Chicago, but Peqoud's is our absolute favorite! Other classics are Giordanos, Gino's East, and Lou Malnati's. You really can't go wrong... but seriously... try Peqoud's if you're downtown!
Navy Pier is a fantastic place to bring the family in Chicago! With a world-class childrens' museum, ferris wheel overlooking the city skyline, and fast-paced jet boat rides on Lake Michigan, everyone is sure to have a blast.
In our opinion, simply the coolest museum in Chicago! (a must see if you like dinosaurs; the Field Museum is home to the famous Sue the T-Rex)
Dolphins, penguins, beluga whales, stingrays, turtles... need we say more?