5 Outfits I Wore In Chicago

This blog post is the same as my usual Instagram outfit recaps (1, 2), but the Chicago version! I was there for a week and wrote a travel guide talking about what I did (here). Below is a description of what I wore to wander the city and ... everything as always is linked.

Outfit #1

I wasn’t technically in Chicago wearing this outfit, but I have Chicago in my caption so I think it counts ;). I mentioned both of these items in my IGTV Summer Haul Part 2 (link). I mentioned that the pants were itchy, but they became much more tolerable after washing. I am in love with the color rust for the summer and fall season and I also can’t say no to adding another pair of flowy pants to my closet. I paired the pants with the white Mango shirt from my haul. I love how this top pairs well with all outfits and the high cut makes any outfit look instantly chic. The bag is from A&F and the hat is from UO. Both are currently sold out, so I linked some alternatives below.

Pants: Zara

Outfit #2

When I got to Chicago, I spent the first few days eating and exploring and I didn’t take many photos (except for my stories. Follow me on IG @aysdiary to see what I'm up to on the daily). After a few days, I decided to relax in my Airbnb and have a self-pamper day. A pamper day means a super comfy outfit, so I opted for my PJ set from AdoreMe.

PJ Set: AdoreMe

Outfit #3

After a very relaxing day, I was ready to go back out to eat. I wore my new favorite crop top from UO. I love the dainty flower prints and the square neck. I paired it with a denim skirt, which became my go-to pretty much every night of the trip. I love how the skirt has a slight give, so I can still eat quite a lot and wear the skirt. I also wore my Hurricane XL Tevas (that are made for hiking) to walk around the city because they’re very comfortable and breezy.

Outfit #4

The summer heat wave hit Chicago and I had to swap out my long-sleeved shirts for something cooler. Luckily, I brought with me my Mango scarf. It acted as the perfect tube top. Light, airy, trendy, and double-sided. One side had purple polka dots and the other side had a floral print. Because the scarf is thinner than a tube top, I paired it with a very high-waisted pair of linen shorts from Mango.

Outfit #5

When the weather dropped down (~75 F), I was able to wear my long pants and shirt. I opted for linen pants and a breezy long top. The top is an old find from Uniqlo, but I linked a more recent button-down shirt from the brand down below. The pants are from Mango and I am loving how cooling linen is for the summer. It is the perfect item of clothing to wear if you want to protect your skin from the sun, but also not overheat.

Hope you liked the Chicago outfit round up. Let me know down below which one was your favorite outfit!

xx Alice