Wedding planning that feels calm, personal, and completely taken care of.

Ashlee Stapleton Events is a Chicago-based wedding & lifestyle event planning service helping couples feel relaxed, supported, and fully present from “yes” to “I do.”

You deserve to feel present, not pulled in a hundred directions.

Planning a wedding comes with a lot of moving pieces: timelines, vendors, family dynamics, and a thousand tiny decisions that can quickly take the joy out of the process. At Ashlee Stapleton Events, our role is simple: we take the stress and details off your plate so you can focus on getting married.

Whether you’re hosting an intimate micro wedding or celebrating with a full guest list, we provide hands-on support, clear communication, and personalized guidance every step of the way. We believe your wedding day should feel effortless; not because it lacks intention, but because every detail was handled with care long before you walked down the aisle.

Ways to Work Together

Planning support that meets you exactly where you are.

Event Management

Partial Planning & Coordination

Micro Wedding Planning

Lifestyle Events

Meet Our Planner

I’m Ashlee Stapleton - founder, lead planner, and the calm presence behind Ashlee Stapleton Events. I live in the Chicagoland area with my husband (together 15 years, married for 5) and our two dogs…who we’re completely obsessed with.

I started this business because I love planning, especially for people who don’t. After navigating my own COVID-era wedding and feeling the weight of plans that didn’t go as envisioned, I realized how deeply meaningful it is to protect the entire planning experience for others. What started with hosting celebrations for friends and family turned into a calling and eventually, a full-time business.

With 8 years of project management experience and a heart for thoughtful, people-first event design, I’m here to handle the details so you can actually enjoy this season.

Calm guidance. Thoughtful details. Seamless execution.

Our planning approach is rooted in collaboration, transparency, and steady support. We’re in this together, from the first conversation to the last dance. You can expect honest advice, proactive communication, and someone who stays calm when it matters most.

Client Love
“Ashlee’s organization and meticulous attention to detail are truly unmatched. She has an incredible ability to take a vision and execute it flawlessly resulting in an event that feels effortless, elevated, and perfectly executed.”
— Elle W

Let’s protect your peace and plan something beautiful.

Ashlee Stapleton Events proudly plans and coordinates weddings (and lifestyle events) throughout Chicago and the surrounding suburbs, specializing in timeless, romantic celebrations for kind, grounded couples.

Contact Us

Interested in working together? Fill out some info and we will be in touch shortly. We can’t wait to hear from you!