I've been wanting to visit Chicago for a while. A couple of years ago, I spent a short time in the Midway airport while on a layover from Ohio - and just the sight of Lake Michigan amongst my window seat made me want to go back and explore the city.

I've done a decent amount of traveling this year, but most of the places that I've been were previously frequented. Hence - my discontentment with monotony was on an all-time high. I was yearning for a place that was new and completely unfamiliar to me - and all of the signs were leading to Chi-Town!

So, on a late September morning, Rahyel and I were packed and ready to roll at 7amish - but little did we know, the Midwest fog was not so ready for us. The weather advisory turned our early morning flight into an afternoon departure - which gave us a whole eight hours of time to kill in Atlanta.


After many hours of phone scrolling, people watching and fleeting naps - at last, we were headed northwest to Illinois.

We landed, gathered luggage and caught a Lyft to the hotel. By the time we were good and settled, dusk was approaching and it was time for dinner. We had set reservations for a fancy-schmancy Italian feast in the city, but lethargy got the best of me. So we opted to order pizza, change into our jammies and take in the stunning city views from the 20th floor.

The next day, we awoke refreshed and ready to hit the streets - and here's a rundown of what we did:


Out of our full, three days there, we only found a use for ride-sharing three times. The rest of the time; we walked, caught trains and hopped on water taxis for half of the price of Lyft or Uber. I loved the wide range of budget-friendly commuting options that the city had to offer - which really made a difference in our travel funds - and yall know I'm cheap ;)

From observance, the natural haste of Chicagoans is quite beguiling. They have such a sense of seriousness and hustle in their gait that reminds me of NYC. Although I was raised in the "country" - I felt like I had just enough city swagger to keep up with the locals.


I truly wish that we could have indulged a lot more in some authentic Chicago cuisine - but here's my review on some of the food that we tried.

We had brunch at a Batter & Berries, a favorite amongst the locals. It was good, but breakfast food in the states is fairly universal, so I wasn't necessarily blown away by bacon, eggs, and hashbrowns that I could easily get at Waffle House or in the confines of my own kitchen **shrugs**

We had pizza twice (New York and Chicago-style) and I wasn't too impressed with the latter. We tried the deep-dish at Pizzeria Uno, the actual location of its origination - and I honestly was underwhelmed. I guess I should have listened to the natives and made my way down to Gino's East - but  I did, however, truly enjoy their Italian-beef sandwich. It was delicious! (they didn't have to be so stingy on the bell peppers though).

I didn't get a Chicago-style hot dog but that will be first on my list upon my return!


When in Chi-Town, you HAVE to go to The Bean. So we hustled to Millineum Park to get a few snaps before getting lost at the train station and eventually walking five blocks back to the hotel.

The Navy Pier is one of the best views in the city!

Lucky Daye made a stop in Chicago for his first headline tour and I would have been a fool to not go. We ventured out to the Chop Shop in Wicker Park on a muggy Tuesday night for a phenomenal show! That man is going places, yall.

Our final morning was cool and foggy. With us coming from the Georgia heat that has not been letting up, we gladly threw on our jackets and hoodies and enjoyed the sixty-degree weather to the last drop. Our flight wasn't until the late evening, so we caught a movie and lunch before we headed to the airport.

As I made it home, I was jet-lagged and due to be at work in the morning, but my trip was well worth it. I truly enjoyed my time in Chicago, writing this post makes me wish I could go back and do it all over again. I'll be back soon enough though.


Thanks for Reading!


Chicago, IL, USA


  1. lmao at your face in the first pic! classic Laura 😂

    this looks like it was so much fun! i love a city where it's cheap to commute.

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