Chicago

I’m finally back from España! I already know what you’re thinking: this is not what I signed up for. This blog was entitled “Chicago.” That’s right, 3 weeks ago I was in Chicago, and then I went to Spain. My poor Long Legs are dying from sitting in these small airplane seats. My immune system doesn’t love me either. Planes are not comfortable or sanitary places. But enough about air travel, let’s talk about my new favorite American city: the Windy One.

For some reason, I’ve always had a feeling I would want to live in Chicago. Some part of my #sweatzilla self really gravitates to a place that is frigid 75% of the year. Also, it’s still a large metropolitan area with public transportation, but the cost of living is drastically lower than New York. Considering the amount of weddings I attend in a year, I always figured I would end up in Chicago for a ceremony, or a bachelorette party, or engagement party, or other extraneous wedding-related event that has left me in debt. But somehow I was 30 years old and I had never been to Chicago! I was excited when my work decided to have their annual conference in the Chicago suburbs because it meant my flight would be comped. However, Skokie, IL is not exactly Chicago, so I twisted my coworker’s arm and convinced her to stay downtown a few days after the convention to hang out with me and explore the city. Full story: she has two kids and I think she thanked me for requiring  her to have a kid-less 2-day vaycay.

I won’t bore you with the specific details of my day-to-day activities, but I’ll give you the highlights. Starting with food, because duh.

FOOD

People say New York has amazing food, but Chicago is not far behind. We didn’t have much time (2 full days), but we tried to have one of everything. Obviously deep dish pizza came first. Everyone we asked had their own preference for their favorite deep dish place, but after 4 12-hour work days, we settled for the most famous place in Chicago that also happened to be across the street from our Air BNB: Giordano’s. #CheesePull photo on fleek. We all know Chicago is about hotdogs, too, so we couldn’t let our pizza be outshined by the classic Portillo’s hot dogs. And we were told by multiple people that a visit to Portillo’s would not be complete without a “cake shake.” Yes, this is what it sounds like: a chocolate shake with a legit piece of chocolate cake blended into it. It was so decadent that we weren’t able to finish it even sharing between two people. But do not fret, we walked a couple thousand more steps along Lake Michigan and the Magnificent Mile to make room in our stomachs for more food. The next stop was recommended to me by a friend from elementary school who happened to go to college in Chicago and is a huge foodie. I knew her recommendations could be trusted. She said, “go to XOCO, a Rick Bayless restaurant where they fry churros to order.” Say no more. O. M. G. these were so good. Plus, a little cup of chocolate to dip them in?! No words.

Dinner was also fantastic, and recommended to me by a local friend of mine. We went to La Sirena Clandestina, a Brazilian/latin place in a different, up-and-coming neighborhood of Chicago, Fulton Market. Google moved into the neighborhood a few years ago and brought a very Williamsburg-y market along with it. Along with the trendy techies come trendy chefs. And the food was FABULOUS. It helped that my friend knew the manager and they brought us PLATTERS of free steak and chorizo. I’m a sucker for anything free. But free and delicious? I was sold. Of course no dinner is complete without a post-dinner drink, so we went across the street to Swift & Sons and met up with another friend of mine who actually lives in New Jersey, but for some reason I hadn’t seen him in years. Nothing like a business trip hundreds of miles away to bring friends together!

HISTORY & INNOVATION

The coolest part of our business trip was a visit to 1871, a startup incubator and center for technology and entrepreneurship in Chicago. As part of our work convention, we took a field trip to their headquarters for a panel discussion on innovation and technology, and then a presentation from their CEO about the future. The company is named after the Great Chicago Fire of 1871, and about what happened afterward, when engineers, architects and inventors came together to build a new city. It was founded in 2012 to support Chicago’s digital startup community and it has become the hub for the city’s technology and entrepreneurial ecosystem. The actual office space is a huge, open-office 150,000 square foot facility. The technology of the office, even the water machines, are unparalleled. The talk from the CEO was enthralling, interesting, and a bit scary. He talked about how everything we know now is changing, and it’s changing quickly. I don’t really think of Chicago as a place of innovation or technology start-ups, but simply being in this space changed my mind.

The entire city’s history is based around the fire of 1871, but there is also a lot more. Coming off a trip to Spain, of course I realize America’s history is incredibly brief relative to any country in Europe, but it is still interesting to see history of my own country’s cities. After the work convention, my coworker and I went on a free walking tour in Chicago, where our guide was a spunky, awesome girl in her late 20’s with a passion for Chicago. She showed us sites all around “The Loop” including theaters, old department stores, street art and sculptures created specifically by artists for Chicago. She also showed us the beginning (and end!) of Historic Route 66. We ended our tour at The Bean, aka Cloud Gate, because of course, and she taught us how it was supposed to look like a drop of mercury. Makes sense!

SEGWAYS

Segway everywhere!! There’s only one thing I love more than Segways: introducing other people to my love of Segways. I forced my coworker to take a Segway tour because I found an awesome deal on Groupon. She loved it! Who wouldn’t?! We went on a 2-hour tour of downtown Chicago, where we rode past Soldier Field and learned about its history as a National Historic landmark, we went by the Shedd Aquarium and learned about the oldest captive fish, 90-Something-Year-Old Granddad, who died last year, and we went by the Field Museum. Our tour guide was awesome, and he told us about the more than 8,000 acres of public parks (more than 8% of the city!). But the best part of a Segway tour is always the Segways. I love those things. I obviously did not follow our guide’s instructions and took plenty of selfies/selfie videos while in motion (big no-no). I also gave at least 10 high fives to pedestrians as I rolled by. I can’t wait for my next Segway opportunity! And our guide was fab at photo-taking. Check it out below, #NoFilter!

Chicago was a slamming success, but I had to go home to do laundry and prepare for Spain. #FirstWorldProblems. More about that trip later!

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