Kaylee Jo Chicago

Kaylee Jo Chicago 🌭 Chicago Travel Secrets, Spilled
✨ CEO of Not Gatekeeping Windy City Gems
💌 [email protected]
🎥 Instagram: 214K | TikTok: 99K
(6)

05/13/2026

One of the best ways to see Chicago on the water is with 🚢 Use code KAYLEEJO for 25% off tickets at the link in my bio!

This 90-minute architecture boat cruise leaves from the south loop and actually goes farther down the river than any other tours, so you get a sneak peek of Chinatown and the new 78th neighborhood!

There’s a reason why they have over 15,000 star reviews ⭐️ And if you’re a first responder, hero, junior or senior you can get up to 40% off tickets!

05/12/2026

Un-gatekeeping my favorite Chicago coffee shops to work from ☕💻 because my one remote day is somehow way more productive when I leave my apartment 😅

My corporate marketing team runs on Asana and honestly… so does my brain ✨ It keeps all my campaigns, deadlines, and daily chaos organized while balancing content creation too.
☕ → for knocking out a million tasks
☕ → campaign strategy days fueled by caffeine
☕ .collectivechi → when I need to feel creative again

Why am I crying while making this post?! 😂😭 I can’t believe I’ve been so blessed to have the most incredible mom in the ...
05/10/2026

Why am I crying while making this post?! 😂😭 I can’t believe I’ve been so blessed to have the most incredible mom in the world.

She’s been nothing but supportive of my dreams, always putting herself last to help others, and is hands down the biggest guru I know. Kath could teach a master class on the power of a pivot table 😂

Happy Mother’s Day to all the wonderful momma’s out there, but especially to my mom, ❤️

❤️ ❤️

05/07/2026

Being on talking about cool things to do in Chicago ✅

Live TV has been one of my biggest bucket list goals for 2026, and I still can’t believe I got to check it off with WGN News! 🥹📺

I joined their segment to share Mother’s Day ideas around the city, including how to work Chicago’s amazing rooftop scene into your weekend plans ✨

10 of my favorite Chicago restaurants that are worth trying 😋 And yes I made myself hungry making this list 😅
04/29/2026

10 of my favorite Chicago restaurants that are worth trying 😋 And yes I made myself hungry making this list 😅

I won the Influencer Award today 🏆I moved to Chicago from Minnesota in 2017, and this city has given me so much. What s...
04/28/2026

I won the Influencer Award today 🏆

I moved to Chicago from Minnesota in 2017, and this city has given me so much. What started unintentionally turned into something I truly love and being recognized for it, while balancing a full-time job and late nights creating, means everything.

And yes, I rewarded myself with after 🍦

Honored to stand alongside four incredible women who were nominated for this award. Go follow them if you’re looking for amazing Chicago creators 👏


Address

Chicago, IL

Website

Alerts

Be the first to know and let us send you an email when Kaylee Jo Chicago posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Shortcuts

Featured

Share

Category