Day 10: Indiana & Illinois


June 12, 2014 by Briana

Time for the 9th stop on our route: Chicago! After everything we’d been through lately, we decided to reward ourselves with some Chicago deep-dish pizza.  And even though it was raining, that didn’t stop us from seeing the beautiful “Windy City” (luckily not windy during our visit)!


Day 10 (6/10/14): Michigan City, IN | Chicago, IL


After spending the night at the campground in Michigan City, IN, we made our way to Chicago, IL! There were three different toll roads to get into Chicago totaling $6.50.  Then when we got downtown, we had to pay $8.00 for 2 hours of parking! It was well worth it though because we had authentic deep-dish Chicago pizza for lunch at Lou Malnati’s! So good! 🙂

We then drove around exploring downtown Chicago.  It was 60 degrees and raining, but it was nice out.  There was a fog rolling off of Lake Michigan that enveloped the skyscrapers bordering Lakeshore Drive.

Being right on Lake Michigan, Chicago has a beach that I was previously unaware of and several lovely, well-maintained parks.  There’s also Buckingham Fountain, the largest, most impressive fountain I’ve ever seen!

We then headed up to see Wrigley Field and drove through an area called Lake View East, which we really enjoyed with it’s brick buildings, brownstones and eclectic shops.

I have to admit, I honestly didn’t think I would care for Chicago because, truth be told, I’m over the congestion of big cities, but I actually really liked it.  I pictured Chicago being a lot like New York City, but it ended up being prettier, cleaner and not as crowded.

Heading back to Lakeshore Drive to head out of Chicago though, I saw a sign that said “No parking when snow is over 2 inches.” That pretty much killed any hope I had of living in Chicago as I’d really like to avoid dealing with snow.

Plus, on our way out of Chicago, we hit some major traffic reminiscent of Los Angeles traffic as well as 3 more tolls.  If we ever lived in the Chicago area, we’d have to either live right in the city and never leave or live outside of the city and never go into it.  Haha!


9 thoughts on “Day 10: Indiana & Illinois

  1. […] sauce is practically an out-of-body experience, one that will not be forgotten. Like eating a Chicago deep-dish pizza while in Chicago, having a Philly Cheesesteak in Philadelphia can’t be […]


  2. […] we had enough cash on us (they don’t accept credit cards). As much as we loved downtown Chicago when we visited, the traffic and toll roads (cost) reminded us why Chicago probably won’t be […]



    Boy, the pictures of Chicago brought back memories of when I used to live there.  Not only does it snow there, but it gets really, really, really, cold!  We lived in the suburbs and took the train into the City.  Your trailer looks beautiful.  I would be scared to death driving with that and backing up – OMG!  I’m sure you are getting the hang of it though. Take care and drive safe and keep those pictures coming.

    Love ya.  Aunt Janice and Uncle Larry.


  4. Stephanie Aguilar says:

    I love reading your travels and your hair!!!!


  5. Eric Metz says:

    Sorry I missed you. I was at Lou Manatti’s on Tuesday night. 5pm Just got home today.


  6. Amelia C says:

    Definitely agree with you on the snow situation. It’s cute… right around Dec 1st… and stops being cute right around Dec 26th… I bet the pizza was amazing! I was in SF on Tuesday eating Chicago-Style deep dish pizza and wondering if we had the same dish on the same day in different cities!


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We’re the Bennetts, Justin & Briana, and it’s time for a change! We've left our jobs and everything else behind to start fresh somewhere else. They say it's all about "location, location, location," and what better way to figure out the best location for us than to explore the entire country searching for it? We’ll be driving across the continent with a truck and travel trailer on the cross-country road trip of a lifetime! Tag along with us and our two dogs, Meaty and Saucy, as we explore North America searching for our next destination!

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