What To Wear To Lollapalooza

 Lollapalooza 2016 Is Days Away… Do You Have Your Wristband?

More importantly, do you know what you will wear? This year marks my 6th year going to Lolla. Year after year Lollapalooza has been one of the highlights of my summer. I have been to many different music festivals in Chicago and Lolla has remained my favorite. Lolla offers diverse music, great food, shopping, activities, lounges, and much more. One of my absolute favorite parts to attending a music festival – people watching. I mean really, who doesn’t like people watching? Checking out the festival attire and adorable boho looks is both inspiring and entertaining. Keep reading to check out my tips and tricks for dressing for Lollapalooza from my 5 years of experience.

The 2016 Lollapalooza Scoop

Lollapalooza is Chicago’s annual music festival that features artists and bands in the alternative rock, heavy metal, punk rock, hip hop, and EDM genres of music. This year is a special year for Lollapalooza, marking the festival’s 25th anniversary. As their celebration of 25 years, the festival will be 4 days long instead of its traditional 3-day long festival. After parties begin as early as Tuesday, stretching the activities for 6 days. The festival itself will be held on Thursday, July 28 – Sunday, July 31. Headliners include Red Hot Chili  Peppers, Major Lazer, Radiohead, Future, M83, Disclosure, J. Cole, Lana Del Ray, G-Eazy, Flosstradamus, + much more!

Tips & Tricks For What To Wear To Lolla

Lollapalooza takes place during the end of July/August in Chicago, which means HOT temperatures and humidity. There has not been one year of Lollapalooza that I have attended where it didn’t rain at least once. The key to having a great time at Lollapalooza is to be as comfortable as possible.

  • Bring extra hair ties for when it gets too hot and humid.

    Lollapalooza 2015
    Lollapalooza 2015
  • Do NOT wear flip flops – choose sandals, sneakers or boots. One year I wore flip flops and someone stepped on the back of my flip-flop and the center tong was completely torn out. I had to walk around for the rest of the day with the one flip-flop half on my foot.
  • Lollapalooza 2014
    Lollapalooza 2014
    • When it comes to shoes – do not wear anything you will be heartbroken about if they get covered in mud. Like I said before, I have never been to Lolla where it has not rained. Parts of the festival grounds are within baseball diamonds, making it dusty.
  • Keeping it casual with graphic tees and jean shorts is alway a great choice!
  • Carry as little as possible with you. There are locker rentals if you need to carry a lot with you, however, there is a limited quantity and I would not rely on it.Lollapalooza
  • Stay handsfree! Carry your personal belongings in either a small backpack or a crossbody bag. You will be dancing and jumping around, you do not want a shoulder bag or giant backpack weighing you down.Lollapalooza
  • If you are going to wear a short dress, be sure to wear shorts or spandex underneath (for obvious reasons)!
  • Less is not always more. Lolla differs from festivals like Spring Awakening, North Coast, and EDC in Chicago. There will be a lot more families and children walking the festival grounds. Do not wear anything you would not feel comfortable with your friends and family seeing you wearing. It is okay to dress sexy of course, but do not show up to Lolla with a painted body or underwear and fishnets.

    Lollapalooza 2014
    Lollapalooza 2014
  • Chances are you are going to go somewhere after the festival. Clubs and bars in Chicago tend to be a little more forgiving with their dress codes Lolla weekend (at least in my experience). It never hurts to plan ahead if you think you will go somewhere after. If you can pack extra shoes or a cotton little dress in your bag, I highly recommend it.
  • Rompers are my go-to for festivals if I plan to go out straight after and do not have time to change!

    Lollapalooza 2014
    Lollapalooza 2014
  • Get into the festival vibe – mix in floral headpieces, hats, layered jewelry, and flash tattoos!
  • Opt for no name sunglasses. As you can see below I am wearing my Ray-Ban Aviators, it is a blessing those came home in one piece. It is super easy to drop your glasses on the ground in the crowd and get them stomped on, lose them, have them stolen, you name it – the possibilities are endless.

    Lollapalooza 2013
    Lollapalooza 2013
  • If you have a fanny pack, Lolla is a great time to put that bad boy to use.
  • Don’t overthink your outfit – shorts, a cute tank or crop top, and sandals are always easy breezy festival attire!
Lollapalooza 2015
Lollapalooza 2015
  • Lastly, the greatest way to look your best at Lolla is to have the time of your life. Lollapalooza comes to Chicago once a year, enjoy every minute of it 🙂



Posted by

Hello & welcome to The Girl & The Bag! My name is Taylor Domenica Rascia, I am a 26-year old Chicago Fashion Blogger. I officially launched my blog in February of 2016, as a creative place to share my passion for fashion and beauty. I have a serious handbag addiction, non-matching Mani/Pedi phobia, & obsession with mixing prints.

One thought on “What To Wear To Lollapalooza

Leave a Reply

Fill in your details below or click an icon to log in:

WordPress.com Logo

You are commenting using your WordPress.com account. Log Out /  Change )

Google photo

You are commenting using your Google account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s