The One Where She Goes to Chicago (again)

After five weeks of blogs about my trip to France and my experience at LeaderShape in mid January, I am finally coming to the blog with fresh content! Here is a recap of yet another trip to Chicago; this one is extra special because I was joined by L (who will be in the States for the next week and a half) on the second day. Enjoy!

Friday, February 22

After an early morning train ride into the city, I arrived at Lish’s apartment and enjoyed some morning snuggles with two of favorite pups; after 10 minutes of jumps and kisses and all around excited-ness, they settled down and snuggled.

Being the working woman that she is, Lish got home from her meeting around 10:30. Since she works remotely on Fridays, we chatted for a bit and I tried to not be too distracting so that she could get her work done before lunch.

We weren’t in the mood for anything extravagant (that would come later), so we walked down the street to Taco Maya, a “quick bites” sort of Mexican food joint with really, really good salsas. We both got burritos and they were heavenly.

With bellies full and happy hearts, we both needed to get some work done and therefore walked down to the Chicago Public Library to settle in. She gave me a mini tour of the building – it was my first time there – and the ninth floor views/the glass ceiling did not disappoint (metaphorically, of course, that’s a different story).

We hung around the library for about three hours before heading back to Lish’s apartment to freshen up. Remember when I said the extravagance would come later? This is later!

We wanted to have a fun, girl’s night out, so she took me to a fun tiki bar called Three Dots and a Dash. We didn’t have a reservation going in to the night, but we got lucky and were able to snag a table in the Bamboo Room, an “exclusive” sort of room within the bar itself.

They had some interesting looking individual drinks, but what is special about the Bamboo Room is that they serve primarily rum-based drinks that serve anywhere from 2-8 people. We ended up going with one of the group drinks called the Lapu Lapu, which was very fruity and very good 🙂

By the time we got to the end of our drink, we realized that we needed some actual sustenance in our bodies, so we walked over to Eataly. I had only ever been there to walk around and never to eat, so I was excited to actually try the food. Being the *so extra* gals that we are, we ordered a charcuterie board with a glass of Prosecco and it was heavenly.

We sat, talked, laughed, and ate for quite some time. Once we were finished, we decided that putting on comfy clothes, drinking something bubbly, and watching a movie would be the move. As we walked back to Lish’s apartment, I had to pause to take a pic of the view. I am slowly falling in love with Chicago (things I thought I’d never say…)

We made it back to Lish’s place, put on the Lizzie McGuire movie (a GNO must), drank something bubbly, and enjoyed the rest of the evening before falling asleep.

Saturday, February 23

On Saturday morning, Lish and her husband needed to go to Costco, so I tagged along. It was the first time I had been to Costco (ever? In a long time? Honestly, I don’t really know). It was overwhelming and impressive all at the same time! They really do have everything there.

Of course, we had to hit up the Costco food bar before we left. I got an açai bowl and it was surprisingly good considering it was from a grocery store food court.

We made it back from Costco just in time to go to the gym. Lish and her husband go to a class-based gym and since it was my first time, I got to take a class for free with them. Lish and I did a one hour stretch class, which while it was painful, it was really good.

We headed to lunch after getting ready for the day. I am attempting to do the curly girl method on my hair, so I had to document the first signs of true progress!

We headed out to lunch at a really cute cafe close to Lish’s apartment. I don’t remember the name of it, but it was a very cute and very good restaurant! I got a chicken quinoa chickpea salad and it was absolutely delicious.

When we got back from lunch, we spent the afternoon relaxing before going to pick up L from the airport!

By the time we picked up L from the airport and made it back to Lish’s neighborhood, we decided that pizza by the slice was definitely the move for dinner. Then we walked around the block to Molly’s Cupcakes for dessert – I got Peach Cobbler and L got Cookies-n-Cream. They were both super yummy and the restaurant itself is very cute.

Sunday, February 24

We had a very relaxed Sunday morning and spent our morning drinking coffee and having a nice, slow morning.

Around 11am, the four of us headed out and took the pups to a dog park over by where we planned to have brunch. There were so many cute pups there (the picture below doesn’t do it justice) and the dogs ran around and played for a long time.

The view while we were waiting for our brunch table.

It took a bit of time, but we finally got seated at Wildberry Pancakes and Cafe and the food did not disappoint. I got a a Tuscan Chicken panini and it was amazing.

After lunch, we walked back to the apartment. We were all super sleepy, so we made the executive decision that it was nap time before our evening plans. I took a glorious 2-hour nap and woke up refreshed and ready to go.

That evening, we had very exciting plans to see a show at the Second City! We saw She the People and I would definitely recommend. It was really funny and the improv scenes in particular where spot-on.

After the show, we made our way home, I ate a milkshake for dinner (#health), and went to sleep.

Thanks for reading and check back soon for more.

Until next time,


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