I'm grateful to call myself an elopement + wedding photographer in Chicago-land! I fell in love with traveling while growing up in a military family. I've seen some of the loveliest corners of this world, but I want to see more. So if your journey awaits somewhere else, I'll have my bags packed and meet you there! Obsessed with pups, tattoos, breakfast tacos, booty grabs, laying under the stars, and spontaneous adventures.

Shortly after college, I met Mike... we ran away and eloped on a mountain in Colorado and he is the best thing to ever happen to me! Together we have a beagle-basset hound, Daisy, and a labrador-retreiver, Apachee, who rule the house and give the best cuddles.

I photograph fearless couples who are their wildest, warmest and truest selves on their wedding day! Candid, real, and honest moments are my jam. I'm a lover of your story, how you fell in love and what your biggest dreams are.

Hi! I'm Cailynn

and this is me + my pack!

I want to first be your friend and then knock your socks off with some sweet photos. Dance parties accepted.







I honestly can’t put into words how happy I am with the pictures Cailynn took of me and my boyfriend. Yes, it was cold and snowing, but lovely Mother Nature helped our pictures to come out so magical. Cailynn is an artist. She had great ideas on our poses. She made our session fun and very comfortable. She played some of our favorite music to get the energy going. No doubt will I call Cailynn to shoot again…hopefully for engagement photos one day!

“I honestly can’t put into words how happy I am with the pictures...

Tom & Sam

Tom & Sam


Let's bend the rules and raise a few eyebrows!