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The Second City

August 25, 2011

Fact: I took too many pictures in Chicago. See the full picture album here.

I also fell in love with the city and cannot wait to go back.

The ‘i did/you should’ list of Chicago.

{the L}

Take the L. The public transportation system in Chicago (CTA) is fantastic! I had no trouble getting around the city.

{Seurat’s Lazy Sunday on la Grande Jatte at the Art Institute of Chicago}

Visit the AIC. Impressionism is one of my favorite periods/styles of art. Ever. Seurat is the artist responsible for my favorite piece of the period and seeing it in person was all sorts of fantastic.

{the bean}

Stroll through Millennium Park. I took many ridiculous pictures in this giant reflective bean, as one should.

{Billy Goat Tavern}

{cheezburger, cheezburger, cheezburger}

Visit Billy Goat Tavern. Some of you may remember this skit from SNL. Hiding under Michigan Avenue, Billy Goat Tavern was the inspiration behind it. And it’s every bit ridiculous as the skit. Order a cheeseburger and you’ll be told you’re getting a double, perhaps a triple. If there is a long line be prepared to hear the word cheeseburger a couple dozen times, at least. Lunch served with entertainment.

{North Avenue beach}

Spend some time at the beach. It is AMAZING that just outside this bustling city you can take a stroll along the lakeside beaches. I looked to my left and saw endless water, looked to my right and saw a gorgeous city skyline. It’s truly fantastic.

{jalapeno, pepperoni, and pineapple}

Deep dish, duh. Dozens of places claim to be the best Chicago style deep dish. I claim that Pequods will give all other a run for their money.

{cocktails at the Signature Room}

{the stunning view}

Have a drink (or two) at the Signature Lounge. Sitting one level above the Signature Room on the 96th floor of the Hancock Building, the Signature Lounge has one of the best views of Chicago. My friend, Jack, and I had dinner at the Signature Room and watched the city turn from day to night. It was something spectacular. If dinner won’t fit into your travel budget (you pay for the view!), just visit the lounge for a cocktail. That long island was worth all $12.

{Green Mill}

Enjoy a little jazz. The Green Mill is rumored to have been an Al Capone hangout. I just drank a cocktail and saw an old bird sing some tunes.

{champagne at 10 am? it’s okay, i’m on a boat.}

{windy, rainy boat tour}

See the skyline from the lake. Although it rained almost the entire time we were on the boat, the skies cleared the last 45 minutes and allowed us some time on the rooftop deck. After the boat tour we wondered around Navy Pier – much more of a family/tourist attraction than something that peaked my interest.

{Chicago style dog}

{Wieners Circle}

Eat at Wieners Circle. You might remember my love affair with the St. Louis dog. Since trying a hot dog piled with goodness, I’ve decided to try them out all over the place. As I was in Chicago, it was only fitting that I embarked upon the greatness that is the Vienna Beef dog. Success – even with pickles, which I thought I hated.

{scoreboard at Wrigley Field}

{Cardinals fan in a sea of Cubs fans}

Catch a game at Wrigley Field. It was not my intention to be in town the same weekend as the Cardinals, but as fate would have it, I was. So I did what any St. Louis Cards fan would do – I put on my red shirt and marched down to Wrigley Field. Wrigleyville, the neighborhood surrounding Wrigley Field is a mess of people during a Cubs game, both sober and not so. Seriously, it’s like Mardi Gras in Soulard, but at every game! Also, I guess I’m really used to the new Busch Stadium because being at Wrigley threw me back into the early 1900’s. It’s so very old timey (yes, I’m making that a word). I indulged in an Old Style beer and another Chicago style dog while I watched the Cards kick some serious Chicago butt!

{beer in jars – how quaint}

{Middle Age Comeback}

Attend an improv show. Perched in its own little spot in Wrigleyville, iO Chicago is improv club. It was small, charming, and oh so funny! They even served my beer in a jar. Win. The show we saw, Middle Age Comeback made me actually laugh out loud. Perhaps not as much as I laughed when I overheard the woman sitting behind me say, ‘I picture everyone from St. Louis working in a factory, and when I meet someone from there I ask them if they work in a factory.’ Silly Chicagoans.

12 Comments leave one →
  1. August 25, 2011 9:48 am

    if you love food, i absolutely recommend geja’s cafe in lincoln park. best fondue in the midwest… i am not joking! 🙂

  2. August 25, 2011 9:59 am

    where did she get the idea that everyone works in a factory? Did you ask her that?

    • Jessica permalink
      August 25, 2011 10:40 am

      Ha. No. I just giggled and continued watching the show. Like I said, silly Chicagoans.

  3. August 25, 2011 11:03 am

    Great pics, Jess! Also, have I told you there is a topiary park in Columbus that has a life size version of “Sur la Grand Jatte”? ( We definitely have a destination if you ever get up this way for another visit!

    • Jessica permalink
      August 25, 2011 12:33 pm

      Oh, I will DEFINATELY be back now! Prehaps once the bebe has arrived.

  4. September 4, 2011 3:53 pm

    OH MY GOSH WEINER CIRCLE!!! That’s where I was taken to get “the best Chicago dog EVAR” too!! That cheese, man…after about 7 years I think it’s STILL stuck to my arteries, mm…

    Also: impressionism! I’m most into surrealism, myself. They have a Dali museum in St. Petersburg, FL that I MUST visit!

    And a cocktails in the Hancock, public transport, deep dish pizza and an improv show! Your trip looks like it was just amazing! Thanks for sharing!!

  5. September 4, 2011 3:54 pm

    I totally spelled ‘Wieners” wrong! Now I’m correcting it! WIENERS!

  6. May 30, 2014 10:35 am

    I constantly spent my half an hour to read this website’s poists daily along with a mug
    of coffee.


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