With my extended weekend just two days away, I figured I should finally start thinking about packing. I’m usually a big packing list maker, but the last few weeks were pretty full and this trip really snuck up on me! Two days early is the best I can do this time around to try to “prevent that last minute pack everything I own business,” as my traveling buddy Jennifer put it. (Which – let’s be honest – I will probably do anyway.)
I’m a big fan of basic mix-and-match essential pieces like:
• a striped tee
• printed shorts
• skinny jeans
• a structured dress
• strappy wedge heels
Most of my packing lists include combinations of items like this, along with other accessories like a statement necklace or a wide-brimmed fedora. As I mentioned before in my first post about this trip, I’m not really concerned about looking like a tourist – I have no plans to pack any fanny packs or ugly printed t-shirts. But it is important to me that I genuinely love each outfit I wear when I travel, regardless of how casual or fancy-pants it is.
For a four-day trip, including travel days, here’s a few outfits I came up with:
#1: Plane travel outfit. Comfy skinny jeans, slip-on shoes for security, and a cardigan in case of crazy-AC-blasting seatmates on the flight.
#2: Walking the city streets. Light blue oxford, belted shorts, and a statement necklace for a little frosting.
#3: Dressy night out. Little black dress, pearl cluster necklace, and leather wedges.
#4: Extras. A grey tee, striped tee, printed tee, floral scarf, leather flats, and my favorite J.A.C. jeggings – easy pieces to swap in if need be.
As for my on-flight essentials:
Fossil wallet – because money and identity are important when flying.
Sunglasses – my new pair has tortoiseshell upper rims!
ModelCo Party Proof Lipstick in Kitty – the perfect nude lip color.
Real Simple magazine – one of my favorites.
Headband – for when you are just done with your hair being down.
Mini portable phone charger – holds enough power for a full phone charge!
Pen – because pens are always good to have.
Jergens BB Body Lotion – for dry skin at high altitudes.
Hand sanitizer – because people are gross.
Headphones – so you can watch a movie or pretend to be busy.
English Laundry Eau de Parfum rollerball – when you need a little smelly-good stuff.
My Future Listography – because this book makes the list-maker in me giddy.
Osprey Daylite Daypack – perfect backpack for day trips.
I’m almost all packed, but I need help with one little thing. I can’t decide whether to pair this tank with mint or navy shorts. What do you think? Help me decide!
What’s your vote: mint, or navy? Also – what are your packing list must-haves when you travel?
5 thoughts on “Packed: Chicago Picks”
I say pack both pair! You never know what will come up!
Navy shorts. Carry an empty water bottle to fill after security check.
Both! Definitely both! Decide that day which ones to wear- mint green for a fun day and navy for a more casual day!
No matter what you decide, you’ll look cute. You can always pull off outfits right out of fashion magazines.
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