Chicago 2024: Part One

We went on our first city vacation as a family this year, and we managed to get Connor sold on the idea of city vacations being a thing in the future.

For Connor’s first foray into the world of freeform roll-your-own city vacationing, we spent three nights in Chicago. Aaron and I hadn’t been to Chicago since our first visit some 14 years ago, and that was a couple years before Connor came on the scene. This time around, our only real agenda items were 1.) taking a hop-on, hop-off bus tour, 2.) eating at Ann Sather’s again, and 3.) trying Italian beef, all of which we successfully crossed off the list.

The gallery above features highlights from our arrival on Sunday, including deep dish Chicago pizza at Giordano’s; and our initial explorations on Monday, including our Big Bus Tour, a trip up the Willis (Sears) Tower, lunch at Luke’s Italian Beef, a brief (cold and windy) stop at Navy Pier, an afternoon shopping excursion, warming up inside the Apple Store, dinner at Shang Noodle, and dessert at Ghirardelli.