Road Trip to Chicago Day TWO – Around Millennium Park

This post is an additional post to the Road Trip to Chicago From Toronto – Four Day Itinerary.

Day Two focuses on what we did in and around Millennium Park for the day:

  • 10:00 AM – Good morning! Let’s wake up, find breakfast, and shower!
  • 12:00 PM – Walk to the Millennium Park then head across to Maggie Daley’s Play Garden located just North of the Millennium Park
  • 2:00 PM – Walk to Buckingham Fountain
  • 3:00 PM – Eat at Halal Guys
  • 4:00 PM – Arrive at the Navy Pier and purchase tickets for River Architecture Tour (6:30 PM)
  • 8:50 PM – Deep Dish Pizza at Giordano’s Pizza
  • 10:00 PM – Arrive at John Hancock Tower and purchase CityPass
  • 10:30 PM – Signature Lounge (views + drinks)
  • 12:00am – That’s a wrap for Day Two in Chicago!

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(VIDEO) – Chicago Road Trip Captured Two Ways

While blog posts about our itinerary are nice to share, nothing really beats seeing real human interaction. Itineraries are a great way to know where we went, but I think videos are a better way to get to know the people behind these itineraries. Although we may travel on the same trip, see the same sights, eat the same food, and laugh at the same jokes, what is memorable to one person might be completely different to the other.

Part of SYDE Road’s goal is to allow us to see a trip from multiple angles, different authors, and different photographers. With this in mind, Angelo and I made not one, but TWO video summaries of our road trip from Toronto to Chicago.

It was a fun challenge to see what kind of videos we could come up with at the end of the trip.  Armed with a couple dozen 1-minute footage clips, we each cobbled two different narratives for you to enjoy:

    • Dancing around Chicago’s backdrop
    • What we actually do as tourists

Videos after the jump!

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Road Trip to Chicago from Toronto – Four Day Itinerary

B&W "Bean" in Chicago (Cloud Gate)

You’re going on a road trip to Chicago from Toronto? …. You should always takes the Detroit-Windsor tunnel over the Ambassador’s Bridge

…were the first word’s that my friend, and fellow SYDE classmate uttered as soon as I casually mentioned that I was going to go on a road trip to Chicago from Toronto.  According to his co-workers who regularly traverse the Detroit-Windsor border, the tunnel is hands down better than the Ambassador’s Bridge. The line is shorter, it is cheaper than the bridge, and the border checkpoints are faster.

So far, I’ve been really lucky that with each destination I go, someone I know either knows another person who has made the same trip before, or has done the trip themselves as well. Regardless of the situation, I’ve always received warm words of advice that has made each vacation smoother and more enjoyable. Any advice to get to our destination a little faster was much appreicated – especially since driving from Toronto to Chicago is already an 850km  (~530 mi) journey one way.

Kent was off in Vancouver during the same week I decided to go to Chicago and Anson was well… doing whatever he does best in Seattle (most likely climbing mountains) so this road trip was another SYDE Dash from the main group again.

This was an aggressively planned “see as much of Chicago in four days while breaking Maria’s 2 hour driving limit threshold”.

Continue reading “Road Trip to Chicago from Toronto – Four Day Itinerary”