A Windless Weekend In The Windy City

I’ve been telling my friends who moved from LA to Chicago for work/school that I was going to visit them since they moved…last year. So I finally bought a plane ticket and made my way to the Midwest.

Chicago was different than what I was expected. I’m not quite sure what I had in mind but whatever that image was the reality was not the same. Now, I’m not saying I didn’t like Chicago. There are actually very few places on this earth that I’ve been that I haven’t liked.  I’m just saying I definitely could not live in Chicago.

First, I hate wind. But luckily it was a pretty windless weekend, hence this post’s title. Second, I like grass. And Chicago did not have grass. I’m not exaggerating. My friend Camille, who lives there now, pointed it out because, well, she likes grass too. However, Chicago makes up for their lack of grass by their abundance of dogs. Everyone had a dog. It was kind of weird, considering I thought Los Angeles was over saturated with dogs. No, Chicago is over saturated with dogs. DOG PARTY.

Okay, I’ll stop rambling now and get onto the fun stuff. What to see, what to eat, what to drink, etc.

First Day

Burrata Plate at Cindy's


Out of the cold, into the building, and up the elevator Camille and I went with its 6 other passengers to Cindy’s. This super cute restaurant/bar has an awesome view of Millennium Park and the skyline that sits next to it. The burrata platter we ordered was just as phenomenal as the view. If you’re feeling less view and more game then you can head downstairs to the Game Room. We happened upon it by accident trying to find the exit to the building. If we didn’t have an early morning the next day I would have definitely stayed for a game of billiards or two. 

Second Day

Brunch at Santa Monica Summer House


Ironically. Ironically? Honestly, not sure if that’s the right word in this situation. My friends, Greg and Camille, and I had an amazing brunch at a restaurant (ironically) called Santa Monica Summer House. Summer House does a spot on job of replicating LA/Santa Monica vibes. Their décor and their menu screamed sunny, bright, ocean, healthy, organic, and last but not least kale. I felt right at home here. I got my usual, a yogurt parfait, which was delicious. Then to counteract that healthy choice I walked out of Summer House with a chai spice cookie, that was the size of my face, in hand.



Naturally, us trendy LA kids, head from one trendy place to another. 3 Arts Café at Restoration Hardware, a place that came highly recommended by just about everyone I talked to. We didn’t actually eat at 3 Arts so I can’t say anything about the food (although, I heard it’s pretty mediocre) but my latte satisfied by caffeine standards and the place itself left me speechlessly yearning for a home of my own to decorate. Since it is basically a furniture store, with it’s abundance of furniture, it’s a great spot to grab a coffee, sit down, and catch up with friends. Exactly what we did as we reminisced about the past almost 10 years we’ve all known each other. Crazy. A little background. I met Camille because we were on cheer team together in high school and I met Greg on the very first day of high school when he casually strolled to my lunch table and stole pieces of the birthday cake at the table. It was not his birthday. Life lesson: cake stealers make great friends.

DJ Vice at Studio Paris


Camille and I worked out. Yes that’s all.


If you don’t know who DJ Vice is please look him up on Spotify. I have so much respect for him after getting to know him a little bit. He truly is all about the music. And his music is awesome! So check it out. Simply put, we partied the night away (until 1:20am haha) at Studio Paris.

Third Day



Time to move homes. I said bye to Camille and her super cute 21st floor studio and hello to my cousin Vanessa and her super cute puppy named Felicia. Then I waited for her to wake up. She’s a law school student at Northwestern. What a smarty pants! There was no sarcasm there, I promise. Seriously, she’s insanely smart and hopefully one day if I ever get sued or need to sue somebody she’ll be there for me. So I had to give her some slack and let her sleep for a little.


Donuts are a really big deal here in Chicago. They have crazy donuts. Some aren’t even donuts at all. They’re like cakes or croissants trying to disguise themselves as donuts just so they can be sold at a higher price. Do-Rite is known for their donuts as well as their chicken sandwiches. A weird combination if you ask me, but hey you do you Midwest. I followed the cashier’s recommendation and went for the blueberry crumble cake “donut”. It was soooo good! But it was, as I mentioned, a blueberry crumble cake trying to disguise itself as a donut by just having a whole in the middle of it.

I haven’t had my caffeine fix of the day yet so next stop was definitely coffee. Get your Instagrams ready because Sawada Coffee is beyond insta worthy. Matcha infused industrial feels is how I describe Sawada. For an extra kick grab the military latte, an espresso matcha fusion perfection.


Bean at The Bean! And everyone laughs. I’m in Chicago…I can’t miss seeing The Bean! Or officially named Cloud Gate. For me I see the sculpture having this amazing unending conversation with the Chicago skyline. They pass light back and forth seamlessly without even the slightest hiccup.

Bean at The Bean

Last Day


Peering out the back window of the car I watch the Chicago skyline shrink as if it ate a magic mushroom. I think to myself cool city but I could never live here.



3 Arts Club Cafe
1300 N Dearborn St, Chicago, IL 60610


Cindy's Rooftop Restaurant
12 Michigan Avenue, Chicago, IL 60603


Do-Rite Donuts
50 W Randolph St, Chicago, IL 60601


Millennium Park
201 E Randolph St, Chicago, IL 60602


Molly's Cupcakes
2536 N Clark St, Chicago, IL 60614


Santa Monica Summer House
1954 N Halsted St, Chicago, IL 60614


Sawada Coffee
112 N Green St, Chicago, IL 60607


Studio Paris 
59 W Hubbard St, Chicago, IL 60654


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