Chicago is the start point of the 2446 mile road trip to Los Angeles that is otherwise known as Route 66! I often see a lot of questions from people wondering the best places to stay, how to go about renting a car, where is the Route 66 start sign located, what to see in Chicago in a day? Hopefully I can answer some of those questions in this Route 66 Chicago guide!
Visiting the Christkindlmarket in Chicago IL, has been on my bucket list for a while now and finally I managed to tick it off when I visited for my 30th birthday! For those that haven’t heard of the Christkindlmarket, it’s a German Christmas Market, similar to the Christmas markets that are popular in Europe! It runs from the middle of November until Christmas Eve and is held in Daley Plaza in the Loop District of Downtown Chicago! 2019 is Christkindlmarket Chicago’s 24rd year!
So you’re in Chicago, yay! What better way to see the city than from a bird’s eye view from up one of the two observation decks!? (If you’ve flown into Chicago O’Hare over Lake Michigan, you’ll probably agree it’s a pretty impressive approach!) You may be a little pushed for time and only want to go up one, but which Chicago observation deck is better? 360 Chicago or Skydeck? I’ve now been to both and hopefully can provide you with a little insight which may help you in your decision making!
Freak Shakes. I’m sure you’ve seen them all over the internet too. Giant milkshakes topped with literally EVERYTHING. I had become obsessed with trying to find somewhere that creates these masterpieces and was rather excited when I stumbled across Dylan’s Candy Bar in Chicago!
I was AMAZED to find out that Lincoln Park Zoo in Chicago is completely free to visit! It’s not unusual for city attractions to have a free day every now and then but Lincoln Park Zoo does it one better by being free 365 days a year!
The Chicago Auto Show held at the McCormick Place in Chicago, it’s the largest auto show in the nation! The website says that the average visitor spends around 4 hours at the show, however I spent 7 and walked nearly 5 miles around it! Along with being able to get up close and personal with almost every single car on display, there are so many other cool things to do! Check out some of my favourite parts of the day when I visited in 2017!
Route 66. Dating back to 1926. The classic American road trip, spanning 2448 miles across 8 States from Illinois, all the way to California on the West Coast. There is SO much to see and do. I spent just under 3 weeks (with a side trip to Vegas) on the road, averaging roughly around 300 miles day, but we did have to by pass some attractions. It’s impossible to stop at every museum and gift shop after all! Most of the Route passes through little forgotten towns, these are often where you’ll find the friendliest of people that are so happy to talk about their life on Route 66. Here’s a list of some of my must see Route 66 roadside attractions, that I believe are well worth a stop.