So if you follow me on instagram..you must know I attended Lollapalooza in Chicago last week and had the best time ! I knew it would be fun, but I wasn’t fully aware of how fun. Every artist was amazing. With all the energy, the people, the music..it made for an incredible atmosphere I am so grateful I was able to be apart of.
Along with going to Lollapalooza though, I cannot tell you how much fun I had in Chicago ! Being pretty close to my home town Louisville, Chicago is a city I have visited many times in the past. Each time I go there, I find so many new and fun aspects of the city and I have an even better time than before. This trip, with rewardStyle being there and with all the people in town, the city was more energized than I had ever seen it before. Today, I am so excited to share with you what I wore, where I ate, where I worked out, and everything in-between !
WHAT I WORE:
This week I was so excited to be sponsored by Tobi to wear their pieces to Lollapalooza ! The pieces looked amazing and I was so excited to rock them. Check out some pictures below and watch my latest YouTube video to see more outfits, shop them, see them all more closely, and hear about why I love each piece so much !
And of course, the Liketoknow.it wall was a must stop at Perry’s Stage ! I mean how could you not with these “instagramable” colors?!
On one of the days, it was so cold I couldn’t help but wear my leather jacket. This Chicago Bulls bodysuit from Topshop was perfect to wear under it since I was in Chicago..duh π … and because it was so cute and comfortable ! At music festivals, jerseys are very popular looks and this is figure flattering, hip, and unique while still having the jersey effect !
Shop this look HERE
BEAUTY
When you’re in Chicago, if you have an event, you have to stop by DreamDry!! As many of you may know, I love DreamDry. When I stopped there for New York Fashion Week (see post here) , I absolutely fell in love. I know when I am on vacation, time efficiency is key. I get so busy that I have to make sure I carve some time out to get work done and getting my hair done is the perfect way to multitask. I just bring my computer to the studio, get my hair done, and it’s a win-win ! I get my work done and my hair looks awesome ! The Lincoln Park neighborhood where DreamDry is located is so cute and fun, it’s definitely worth checking out !
While I was there, I got the braided space buns and curls look Drybar has in collaboration with Oribe ! It was so cute and fun, I loved it for the festival !
WHERE WE ATE
The Hampton Social
Okay seriously, this place is so cute ! When you first walk in, there is a huge lit up green wall saying “Rose All Day”; all the tables are white painted wood; the walls are windows which open when it’s nice out; and the whole place makes you feel like you are at the beach ! Not to mention the food was so good. I got the cobb salad and loved it ! This was definitely one of my favorite restaurants. I highly recommend !
Three Arts Cafe
Located inside Restoration hardware..this cafe is a must. It’s so beautiful your jaw literally drops! They do not take reservations and usually have a wait, so be prepared..but know it is worth it.
(photo)
True Food Kitchen
True Food is a chain in several big cities, but I ADORE it! Whenever I go anywhere that has one..I have to stop there. It’s super casual and all their food is organic and so yummy and fresh. Some of my favorites are the burger, the turkey burger, the grain bowl, the johnny cakes, and make sure you get the cruditΓ©s to for the table to start !
WHERE TO WORK OUT:
Barry’s Bootcamp:
There is no secret that I love Barry’s Bootcamp. I love running and think strength training is so important, so I am a firm believer in this workout ! During Barry’s, you will switch back and forth from the treadmill, where you will be walking, jogging, and sprinting for various intervals on different inclines, and the floor where you will be doing weight and strength training work ! Out of all the workouts I do, I think Barry’s is definitely the most effective because the intervals cause your body to burn calories all day, you get your cardio, you build some muscle, and you can do it all in one hour ! This workout will surely test your abilities and you will undoubtedly leave stronger from it.
SoulCycle:
Oh do I love SoulCycle…In case you didn’t know, you can read this post to find all the reasons why I love SoulCycle so much..but in Chicago I went to Anthony, Brent, and Kirsten’s classes. Each one was amazing in it’s own way! My favorite’s were definitely Brent and Anthony. The energy was amazing in each of their classes and it is clear that the regular riders know what they are doing !
Where to Shop..DUH!
Michigan Avenue is a must. I love the Topshop, Zara, The WaterTower place is amazing with Free People, Cusp by Nemain Marcus, Forever 21, and so much more ! The Ralph Lauren is beautiful there too so definitely make sure to stop inside. Since I was here for Lollapalooza, I did not get to do as much shopping as I would have liked but Michigan Avenue is always a good choice !
WHAT’S YOUR FAVORITE THING TO DO IN CHICAGO? HAVE YOU TRIED ANY OF THE ACTIVITIES MENTIONED? Comment below and let me know ! I’d love to hear from you !

I went to Chicago this summer but didn’t do as much as you did. It seems like you had a great time so thanks for sharing your experience π
I am so glad you had so much fun at this event! It’s good to know True Food Kitchen is so good. We have a few locations here that I haven’t checked out yet. Cute braided space buns by the way π
http://www.thebeautybeau.com
You’re absolutely correct. Chicago is such an awesome city! I love it! I just left there about a week ago and I want to go back soon!! It seems like you are your girls had fun. Cute Bull’s jersey!
Chicago looks like so much fun with so much to do! You outfits for Lollapalooza looks so cute and fun and I love that romper. I have bookmarked Three Arts Cafe for my next visit because it is so gorgeous and Instaworthy!
xo Sheree
PoshClassyMom.com
As someone who lives in Chicago, I am all about this post! Haha. I’m so glad you had an amazing time π And those outfits are totally on point.
I’ve never been to Chicago yet, but this event looks so fun and a great way to get to know the city better! I love Tobi, their stuff is so cute and affordable π Love the dress you’re wearing!
What a fun time you had in Chicago! I’ve been there once and it is such a fab city! So many amazing places to eat and shop and I love your floral two piece set from Tobi and your hair from Dream Dry looks perfect for the weekend’s events. I am a huge fan of Barry’s and Soul Cycle too and good to know that they have them there in the city. I have never even heard of a restaurant inside Restoration Hardware – that is too cool. Love their furniture! Sounds like a fun weekend! xoxo, Christine
http://dailykongfidence.com/
What a nice trip you had! I really enjoyed reading this blog post. Lollapalooza is a great festival and I like your outfit so much! I also love all restaurants you’ve mentioned, such a great choice, they look amazing! Thank you for this guide, I really would love to visit Chicago one day.
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omg that purple floral dress is to die for! so cute on you. it looks like you had a blast at lollapalooza! i’m headed to chicago in a couple weeks to see my bf’s family and can’t wait to do some exploring myself in the city π xo, sharon
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Would love to go to Chicago as well. Seems like you had a fab time!!
XO Charissa | http://www.ladygoldapple.com
I’ve never been to Chicago but it seems like there are tons of things to eat, see and shop there! Thank you for the recs and I’ll be sure to check out some of the places you mentioned!
Looks like your had a great time in Chicago! Chicago is on my list to visit!
xx- Nina
http://www.ninalnguyen.com/2017/08/rock-those-basic-pieces.html
Having lived up there (well, Upstate NY) it’s actually funny I’ve never been to Chicago, but basically all my friends back here in Europe have so I see it as my mission to just at least get a few days in Chicago at some point this coming fall/winter. Thanks for all the lovely tips and it looked like you had an amazing time at the Lollapalooza!
Thomas xx
Love this post.Looking like a Chicago have many possibilities to go out wow.
Unfortunately I never went before to Chicago but I would like to go π
Sincerely I can’t choose .. would see all.
Xx
Eva
http://www.themermaidfashion.com
Dear Gracie,
Wow! This is completely amazing! I love all your outfits, especially the first one from Tobi and that awesome leather jacket. I’ve never been to Chicago but I definitely want to after seeing and reading all about your time here. I love your hair, the way it was done at Drybar in collaboration with Oribe ! So fabulous and fun!
I would love to eat at all of these places so I am saving this for future reference and that Boot Camp workout sounds perfect!!
This is so fun Gracie so cool you were able to attend the Lollapalooza. So jealous as well I always wanted to go and looks like you have a blast. Very nice recap and photos!!
Thanks for sharing your experience.
xoxo
Marcy
Lollapalooza is so much fun! I can’t go to Chicago w/o going to the bean, but it’s so much fun! I really wanna go to the festival again next year, it’ll be so much fun!
Jordan xx
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