The Blog
DETAILS & OFFERINGS
Meet Caitlin
The Portfolio
Madison, Chicago, Minneapolis, & Detroit Wedding Photographer
Contact Caitlin
Timeless · Intentional · Refined
Your Timeless & Heartfelt Imagery Awaits.
Every detail is handled with care, from your first inquiry to final gallery delivery. I work best with couples who value genuine presence and timeless elegance over trends.
Your Celebration,
Beautifully Documented.
- Megan & Allen
Putting into words exactly how amazing Caitlin is seems difficult, only because I know words can't fully express how phenomenal she is.
- Kate & Austin
If you're looking for a photographer who is truly going to care how your wedding day goes, Caitlin is your girl. Our wedding photos are timeless, elegant, and stunning.
-Naomi & Michael
From our initial meeting, to our engagement shoot, to our Wedding Day, she was so professional and made us feel so comfortable. She was our highest complimented vendor of the day due to her professionalism and efficiency. She's our photographer for life!
- Kate & Austin
If you’re looking for a photographer who is truly going to care how your wedding day goes Caitlin is your girl! Our wedding photos are timeless, elegant, and stunning. She captured nothing but pure, raw, joy.
- Megan & Allen
"words can't fully express how phenomenal she is."
My approach is rooted in classic, light-filled photography that emphasizes genuine emotions and timeless elegance.
By the end of your wedding, you’ll feel supported, celebrated, and fully present knowing your most meaningful moments have been beautifully captured.
Whether you’re planning an intimate ceremony or a grand celebration, my goal is the same: thoughtful planning, seamless execution, and imagery that will be treasured for generations.
My approach is rooted in classic, light-filled photography that emphasizes genuine emotions and timeless elegance.
By the end of your wedding, you’ll feel supported, celebrated, and fully present knowing your most meaningful moments have been beautifully captured.
Whether you’re planning an intimate ceremony or a grand celebration, my goal is the same: thoughtful planning, seamless execution, and imagery that will be treasured for generations.
Est. 2012
weddings Collections
portrait sessions
A La Carte
Collections & Offerings
Portrait sessions begin at $375.
Portraits & Engagements
All galleries hand-edited by Caitlin with professional detailing, digital gallery, high resolution deliverables, and print release. Options to print via your gallery also available!
Based in Madison, Wisconsin with availability to travel.
A La Carte
Custom collections & planner resource available upon request / Caitlin@CaynayPhoto.com
Collections begin at $7800 for eight hours with multi-event coverage available.
The INVESTMENT
- Kristin & Josh
"Not only is she incredibly relatable and kind, she is extremely talented"
Frequently Asked Questions
Are You A Solo Photographer?
Yes! I have photographed 197+ solo and find my couples prefer a more intimate experience with their vendors.
Are You Available For Travel?
I am available coast to coast with a speciality in the landlocked states.
What Are Your Favorite Venues?
The Overture, Milwaukee Art Museum, Harold Washington Library in Chicago.. Basically anything with LOTS of light.
How Far In Advanced Do You Book?
Typically my couples reserve their dates 6-9 months in advanced.
What is Your Favorite Thing to Photograph?
Flowers, the recessional immediately following your ceremony, details, first dances. Truthfully I really love weddings.
What is Required To Book?
A $1500 retainer and a signed contract. Everything can be done digitally.
Additional questions are always more than welcome.
What Are You Thoughts On Planners?
A planner will hands down be the reason your wedding runs smoothly. Tenured teams make the celebrations infinitely more enjoyable for the couple + their families. Always recommended & referrals available if needed.
Is An Engagement Session Required?
Having frequently worked with couples across the country, it is understood that sometimes this isn't plausible. Lets chat about this in more detail!
2 OF 5
Yes! I have photographed all over the midwest + a wedding in Mexico.
Are You Available For Travel?
3 OF 5
The Overture, Milwaukee Art Museum, Harold Washington Library in Chicago.
What Are Your Favorite Venues?
4 OF 5
Typically my couples reserve their dates 12-15 months in advanced.
How Far In Advanced Do You Book?
4 OF 5
Flowers, the recessional immediately following the ceremony, details, first dances.
What is Your Favorite Thing to Photograph?