Summer in Chicago & Outfits I'm Loving

There’s truly nothing like Chicago in the summer. If you’ve never experienced summertime Chi, put it on your list. The energy of the city is second to none! Because we get 6-8 months of grey skies and cold weather, we really try to do all the things during those precious months between Memorial Day Weekend and Labor Day Weekend. First I’ll share some of the outfits I’ve been loving lately and then I’ll get into what’s on my Chicago summer bucket list!

Summer Style

I wore this outfit on a date night to the Nobu rooftop and then to Cira for dinner. I absolutely love how I feel in this dress. I’m usually more of a maxi dress gal, but I really like this mini dress, and since it’s short, it’s perfect with flat sandals. I used the Crochet Mini Bucket Bag and it was perfect!

I wore my Boden Dress as a cover up for the beach since I knew we were going to have lunch at Dock’s. I’ve had this dress for probably four years and has so many uses!

I love how effortless this outfit is. My favorite baggy jeans and linen button down. These jeans were an investment (I got them last fall), but I’ve never felt better in a pair of jeans. I wore this to work with my Birkenstock clogs on a cooler day and it was perfect - definitely an outfit I’d repeat!

I love how this look turned out. The olive pants with the French Blue Sling Bag and the black to tie it all together - so much interest, and so comfortable.

This is my favorite dress of the summer. I wear weekly. It’s so easy and looks great no matter where I’m going.

Another color combination I’m loving. Beige, brown, magenta denim, and black. Who knew?! I was testing out our new Espresso Croco Sling Bag and fell in love. This tank is also one that I’ve been wearing a ton. Not only do I love the fit, but the color is so good - it’s different than just a basic white, but still super neutral.

This cardigan has come in handy this summer for warm days that turn into chilly evenings. And of course my sandals and Bucket Bag keep making regular appearances!

This was one of my morning walk outfits. I love a comfy pair of shorts. These are from Na Nin and are on sale right now so there’s limited sizing. Here’s another pair that are also good and under $60. My top is old Pas de Calais, but this one looks similar. I’ve had this one for several years and it just gets better with age. Here’s a similar option that’s also gauzy.

Back in my Almina Concept tank and Ludo Sandals that I love, but this time with my new Donni pants. I’m OBSESSED with these pants. They are so comfortable and make me feel great! I will definitely wear these into the fall! I have them in navy, which I love with my wardrobe, but they have several fun colors. Doesn’t hurt that I really love the French Blue with navy too!

Another day in the office. This is nearly the same outfit from above, but just with a different top for a little bit of a warmer day. My Basket Tote has been my summer work bag - I throw my Sling Bag, laptop, and notebook inside.

Back in my Donni pants, but this time with a different top - very similar color. This knit top is from Na Nin. And as you can see, I rotate pretty much between my Ludo sandals, Havianas, and Birks. And these sunglasses have been great. It’s a different shape for me, but for this price, they’re fun to try!

Summer in Chicago

This summer I’m particularly trying to do all the things because my boyfriend is here in Chicago with me for the rest of the summer. Here’s what’s on my bucket list for us and what we’ve done so far: