What Should I Wear To…?: Lollapalooza 2011

For this week’s issue of What Should I Wear To…?, we are going to do a little high-low, mostly because if you are going to Lollapalooza, you’ve spent most of your money on tickets, so your wallet needs a bit of a break.

It’s weekends like this that remind this blogger why she loves Chicago: we have the greatest music festivals. But we also have some of the greatest fashion at our music festivals. Show ‘em what we’re made of by dressing well for Lollapalooza. Here’s a simple guide for what to wear:

High:

Comme des Garçons Play Striped Heart Tee at J. Crew

This shirt, $136, by Comme des Garçons designer Rei Kawakubo, and graphic artist Filip Pagowski, features their line’s playful heart design on this nautical classic tee.

Low:

Levi's Sailor Short

These shorts, $29.99 at Piperlime.com, work well with the kitschy nautical theme you’ve got going on up top. Plus, come on, they’re Levi’s. You can’t go wrong with Levi’s.

Shoes:

Red canvas Vans

Pair these classics, $45 at shop.vans.com, with your outfit. The red in the shoes will play up the heart detailing on the CDG shirt.

Accessories:

Betsey Johnson Crazy Cat Eye Sunglasses

Add these cute, retro cat’s eye sunglasses by Betsey Johnson, $55 at urbanoutfitters.com.

Wear your hair in a slick medium-to-high ponytail to keep it out of your face, and to keep with the retro nautical theme, and try to wear minimal accessories, as this outfit speaks for itself. Enjoy Lollapalooza, Chicago!