Chicago Outfit Recap – City Style

Whether you live in the city or is heading there or like me, you just love to dress in city style outfits, you’re certain to enjoy my Chicago Outfit Recap – City Style. This is a great 7-day guide on what to bring along for certain occasions or just to inspire you to pull looks from your own closet and put similar looks together yourself!

Chicago Outfit Recap – City Style

I always wear comfy looks for traveling, in this case, it was hot and we drove so I wore my most comfortable and cutest pair of cut-offs that are super comfy. They run TTS, feature a high waist with button fly. They’re really the perfect length. I wore a pair of western white booties (but could switch it up for sneakers!) that I basically wear with everything. They’re the best pair of shoes I bought this season. This long sleeve knit tee comes in many color combinations and is perfect for traveling, super soft and can layer under anything! The hat just because 🙂 after all, hats take any look to the next level!

Fashion Blogger Karina Style Diaries wears GRLFRND shorts white western booties ivory rancher hat tan long sleeve cotton tee walmart star duffle bag

Shop Chicago travel look:

Accessories/jewelry:

We went ot Chicago to see Hamilton. Have you guys seen yet? It’s AMAZING and so so worth the trip. We dressed up a bit for the occasion with this gorgeous wide leg pantsuit in blush. it’s super soft and comfortable! I’m wearing a small bottom and XS top. I didn’t need to alter anything, the suit fits perfectly!!! These are great pieces separately, as a work suit or for occasions that ask for an elevated look!

Shop the look:

I wore a stretchy knit knee high dress for dinner one night. This dress is definitely a wild card. It’s perfect for dressing it down with sneakers and a denim jacket or dress it up with booties and a leather jacket. So many ways to accessorize it and I love the neutral Heather Grey shade! The dress is from Vici Dolls and sold out, but I’m linking a similar style!

Karina Reske wears a heather grey rib knit midi dress for dinner at Fisk & Co

Shop casual dress look:

Wearing the same jewelry in this look as well!!

Karina Reske wears a heather grey rib knit midi dress for dinner at Fisk & Co

Chicago is known for it’s magnificent shopping! Truly a treat for the Indy gals! For me, a staple stop is Zara. The best part about going now is the amazing end of season sales. I snagged myself a few one-shoulder tops and some cute shoes. Unfortunately, most sale items are sold out but I found a ton of similar looks!

Shop the “zara” look:

The next look not only has a Zara favorite but also an incredible pair of Levi’s Ribcage jeans, runs small so I went up a size and fits like a glove. It’s a straight cut with a cropped leg and super high waist with button fly. Heels are also Zara.

Karina Style Diaries in Chicago wearing white one shoulder zara top levi's ribcage jeans and yellow sandal heels

Shop Chicago city look:

Karina Style Diaries in Chicago wearing white one shoulder zara top levi's ribcage jeans and yellow sandal heels

A must stop while in Chicago is the Navy Pier. I wore a fun linen striped jumpsuit that’s comfy and breathable. Perfect for a hot day! The jumpsuit is true to size and has a waist band to tie that allows for adjusting. I like the cropped pant that can be worn with heels or flats for walking.

Karina Style Diaries wears striped colorful jumpsuit with ruffle on the sleeves and cropped pant straw hat bamboo bag navy pier chicago

Shop Navy Pier look:

Karina Style Diaries and Isabella Reske wears striped colorful jumpsuit with ruffle on the sleeves and cropped pant straw hat bamboo bag navy pier chicago

Shop Bella’s look:

I’m obsessed with this jumpsuit I received a couple of weeks ago! It’s the perfect neutral piece with a chic safari vibe. I traded the band that comes with for this leather wrap belt and paired with a block heel sandal.

Karina Reske at Hotel Monaco Chicago wearing khaki jumpsuit safari chic style

Shop safari chic look:

Karina Reske at Hotel Monaco Chicago wearing khaki jumpsuit safari chic style

For our last day in Chicago, we went for a quick lunch on the patio overlooking the river! I wore the same Levi’s ribcage pants paired with another find from the city. The cutest button up tropical print pink shirt. It’s now on sale and fits TTS, I love the fun summer feel of this top and how we can make the look more dressy!

Shop lunch Chicago outfit:

Hope you enjoyed the city looks and was inspired by some of them!

Beijos,

-K