Chicago Packing List: My Essentials For The Windy City

I’m going to Chicago for work next week so I decided to make a weekend out of it!! I will be there from Saturday till next Wednesday. That gives me 4 days in the city with 2 of them to explore. This will be my second time there but the first time shouldn’t even count because I was only there for 1 day.

Anyway, flying out the red-eye tonight (unfortunately I’m stuck with the middle seat :[ aka the b*tch seat) and while I was packing I figured I might as well do a quick post. Here is the packing list of what I’m bring to the Windy City.

  • Make-up: I’m bringing my travel pack only. Since I’m fairly lazy, I like to just put on some concealer, blush, and mascara as the bare minimum. Everything else here will be based on how I feel when I’m there. I’m also just trying out the lipstick so we’ll see if I’ll continue to use it after a couple tries.
Just your typical drug store make-up. Mostly from Target or CVS.
  • Jewelry: Just a few of my go-to items that pretty much match all my outfits. The more I can consolidate what I bring the lighter my bag will be. 🙂


Jewelry - Final
The black bracelet was a birthday gift from one of my best guy friends. Earrings a gift from the intern I mentored at my old job. She was the sweetest intern ever!
  • Clothes: For work, I’m only bring one pair of slacks and I’ll change my tops each day. Again, consolidation is key to packing light and I like to pack light to avoid checking my bag in…. Baggage claim takes forever. Those are the most comfortable heels ever and bring a scarf for good measure :P. For my weekend outfits I’m going for a classy casual style. Hope you like it!
For work, not too interesting.
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Weekend outfit #1 – Sequin beige top with a versatile black mini skirt. Both from Forever21.
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Weekend outfit #2
Around the office I was known for my colorful socks. These are just a few I’m bring to wear underneath my boots to stay warm!
  • Others: I’m also bringing some other essentials for this trip that does not fit into one category. Umbrella is a must with a showering forecast.

Weather - Chicago 10032014

Umbrella from Target // Purse from Ross // Wallet case from Icings // Vogue Sunglasses
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Work essentials for an office job: Company Laptop // Phone charger // Building Badge // Notebook // Kate Spade Tote. TourBook is just for me 🙂


Got to bring my DSLR. This one should be a given 😛


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