What Should I Wear to Lollapalooza?

Navy Floral Dress / Everlane Sandals c/o / ThirdLove Strapless Bra c/o / KJP Phone Case c/o

Here’s my situation:

I’m not a Lollapalooza girl. I’ve tried it before and it just wasn’t my cup of tea. Which is funny, as I spent the majority of my high school days seeing tiny emo bands play in New York and Philadelphia. (Good times, John Cifelli.)

However, Ryan Adams is playing Lollapalooza this year… and when Ryan Adams comes to Chicago, I do everything in my power to see him. (If you remember this post, I seriously want to be your best friend. And if you don’t, please don’t read it, as you’ll likely no longer want to follow this blog, haha.)

So we’re going. And I need to figure out what to wear, because my usual preppy attire just isn’t going to cut it. This, apparently, is the kind of stuff that Lollapalooza goers wear. HELP!

Anyway, I ran down to Nordstrom the other day to try on outfits. These were my faves.

What Should I Wear to Lollapalooza?

Which one (if any) do we think is best for a Lollapalooza day?!

^ We’ll use the above question as the “question of the day.” Tell us what your favorite look is, and you’ll be automatically entered to win the $200 Nordstrom e-gift card! The winner will be announced on Saturday at 10 p.m. CT.

Navy-and-white striped dressEverlane Sandals c/o / ThirdLove Strapless Bra c/o / KJP Phone Case c/o

Runs big. Size down. Wearing a size XS here.

Ali & Jay Maxi / Everlane Sandals c/o / ThirdLove Strapless Bra c/o / KJP Phone Case c/o

Wearing a size XS.

Kate Spade MidiEverlane Sandals c/o / ThirdLove Strapless Bra c/o / KJP Phone Case c/o

Wearing a size XS.

Lollapalooza outfit ideas

Madewell Skirt and Top (Dress here! Also here) / Everlane Sandals c/o / ThirdLove Strapless Bra c/o / KJP Phone Case c/o

Wearing a size 2 in the skirt and a size XS in the top.

Which outfit do you like best? Thanks in advance!

SaveSave