The Architecture Tour is a must-do for all new and repeat Chicago tourists. We have done it a dozen times and still love it as much as our first time. We recommend Wendella tours, but there are multiple providers that give a great tour.

This FREE zoo is one of our favorite spots in Chicago! And it's 100% free, no reservations needed! Access it via the 22 or 151 bus lines. Keep an eye out for the famous South Pond bridge - the iconic skyline spot where Kendra and Michael got engaged.

Enjoy America's favorite pastime and pay homage to Kendra's employer with a White Sox game at Guaranteed Rate Field!

Get the tamales. Trust us.

Visit one of Chicago's lesser known museums. The Chicago History museum is great for all ages and has rotating exhibits featuring everything from The Great Chicago Fire to the life of Abraham Lincoln.