Category Archives: Illinois

Chicago: Road Trip to the “Windy City”

What can I say! This is the pinnacle of our road trip, 1500 miles in the making: Chicago, Illinois. In my latest video we finally make it to the “Windy City”.

Chicago Thumbnail

Unlike other large metropolis, this one has a relatively inexpensive place to “camp” right off downtown. The McCormick Center Truck Marshaling lot charges $35 for overnight parking (as of spring of 2016). I sarcastically refereed to it throughout the video as our luxury accommodations, just because it is a luxury in itself to be so close to downtown.  We spent two nights there and did as much as we could with the allotted time. We learned our lesson in Paris last year, and decided never again to leave the best for last. For that reason we pretty much knocked down the bucket list items first. Right after we arrived, we went to downtown and saw the Millennium Park and the Cloud Gate (The Bean). We also had a deep dish pizza at Giordano’s. That same evening we took the Architectural Foundation River Cruise.

The next day in the morning we went to the Willis Tower, formerly the Sears Tower. This is perhaps the most important landmark in Chicago, since it was the world’s tallest building for almost 25 years. With the most important stuff checked off the list, we leisurely walk around the city and the lakefront. We pass by the famous Navy Pier, but early on realize it is not for us. There is a Chicago Cubs home game happening so we decide to go to Wrigley Field and mingle with the locals at the stadium’s spot’s bar. Finally we go to the other great observation deck in the city at the Hancock Building. We have dinner at a fabulous Italian restaurant called Rosebud on Rush.

On the following day we just take a leisurely stroll on the Riverfront Trail, eat at a local fast food place called Portillo’s, and get on our way south towards St. Louis.