Chicago • Non-Traditional • Collections Begin at $6500

Wedding Photography That Looks and Feels Like a Good Dream

The kind of dream you want to have again and again—romantic, surreal, unmistakably yours. I'm your creative director with a camera: former Chicago actor/director/street photographer. I know both sides of the lens. Natural direction, sublime moments. I find light and beauty everywhere—from urban romance to forest fantasies. Signature Vision Weddings for all the lovers.

I'm your dream weaver.

  • Shepherd for the camera shy
  • Hype man for the life of the party
"We had the BEST experience working with Jeremy. He made our vision come to life & even trekked through a forest to get our dream photos." — Alyssa & Danny
🏳️‍🌈 LGBTQ+ Welcoming 144+ Five-Star Reviews Camera-Shy Friendly
Lyric Opera of Chicago wedding—multicultural couple on stage in dramatic, cinematic light

Your Creative Director's Approach

Most wedding photographers show up and shoot. I plan scenes, direct moments, and create a visual story that feels like you—not a cookie-cutter Pinterest board.

"Jeremy treats the session as a casual hang that allows any anxiety to melt away. It was an absolute joy to walk around and spontaneously snap pictures when he found a nicely lit nook or environment. The finished product was perfection." — Jason Babinsky
01

Pre-Production Call

We talk about your vision, your vibe, and what makes you uncomfortable. I scout locations if needed. This isn't an intake form—it's a creative collaboration.

02

Shot List + Storyboard

I create a loose shot list based on your must-haves and my directorial instincts. Think: "moody forest portraits at golden hour," not "bride and groom by tree #47."

03

Day-Of Direction

I guide you through natural movements and interactions—not stiff poses. You'll feel like you're in a scene, not a photoshoot. Camera-shy couples especially love this.

04

48-Hour Highlights

The best 20-30 shots in your inbox within 48-72 hours. Full gallery in 4-6 weeks. You're not waiting months to relive your day.

Why Couples Feel Relaxed With Me

With professional roots as an actor and director, I know both sides of the camera—guiding natural movement, reading energy, and pacing moments so you feel present (not posed).

Years of directing and performing taught me how to draw out real emotion and connection—so your images feel like an authentic reflection of you, not a staged version.

  • Calm, clear direction when you want it; quiet observation when it counts.
  • Camera-shy friendly: gentle prompts that feel natural, never stiff.
  • Cinematic storytelling: emotion first, trend-proof, creative portraits second.

Why Our Couples Keep Coming Back (And Bringing Their Friends)

Camera-Shy?

We specialize in making you comfortable

"Jeremy was very kind and helped me feel comfortable with being photographed, which is a big deal. The pictures were so creative and each one looked like something from a movie. Easily the best pictures of my life." — Gabi F.
Fast Delivery

Highlights in 48-72 hours, not weeks

"He gave us the finished edited photos early, and included a few extras. Jeremy is professional, kind, patient (huge plus for someone like me haha), and just fun!" — Tiffany W.
Non-Traditional

When your vision doesn't fit the mold

"He is so considerate, professional, and easy to talk to. He is incredibly creative and motivated to make our dreams come to life. He was even willing to hike in a forest with us on a hot, buggy evening to capture the most beautiful photos we've ever seen." — Alyssa & Danny

What Couples Say

Real notes from real celebrations

"Jeremy, thank you again for all your help and diligence, and for making our wedding day unforgettable! We couldn't be happier with how everything turned out, and we can't thank you enough for being there for us. We love the shots!"

— Jen & Kirill • The Rookery Building

"We couldn't be happier with our engagement photoshoot experience with Jeremy! He did an absolutely fantastic job capturing my fiancé Kristine and me in some of Chicago's most iconic locations… Thank you for giving us memories we'll treasure forever, Jeremy!"

— Kristine & Nick • River North & Chicago Winery

"Jeremy was a pro to work with. He scouted the location weeks in advance to set up a surprise shot and made use of every last minute of our time. He made some beautiful images — they speak for themselves!"

— Carlos Frias (James Beard award-winning journalist) & Gaby • Skydeck, Willis Tower

Why Couples Choose Jeremy Glickstein Photography

Unmistakably You—Not a Template

We build around your story and aesthetic so the work feels singular. Editorial polish, human heart—never cookie-cutter.

Calm Direction, Real Moments

Camera-shy friendly. Natural direction that looks effortless on camera, with space for genuine emotion.

Two Photographers, Every Angle

Seamless coverage with quick highlights and confidence in any venue, any light.

Fearless & Inclusive

Bold vision with honest emotion—LGBTQ+, interfaith, and multicultural celebrations welcome.

Painterly Backdrops

Urban romance to dreamy gardens—timed by light and tailored to you. Explore a recent Chicago proposal.

Frequently Asked Questions

How much do couples typically invest?

Most wedding collections range from $6,500–$8,150 and include two photographers for full-day, cinematic coverage. Proposal sessions start at $750, and engagement sessions typically range from $750–$1,050—crafted to tell your story from the first "yes" to "I do."

How fast will we see our photos?

You'll receive a curated 48–72 hour highlight set for instant sharing. Full galleries follow on your promised delivery timeline—never rushed, always refined.

Do you help plan proposals and sessions?

Absolutely. From location scouting and timing-by-light to subtle coordination, I help design the experience so it unfolds naturally and beautifully.

Do you travel?

Yes. Chicagoland is included, and I regularly travel throughout the Midwest and beyond for destination weddings. Share your plans in the inquiry form for a tailored quote—wherever your story takes you.

We're camera-shy. Can you help?

100%. My approach is comfort-first and direction-light—gentle prompts, no stiff posing. You'll look and feel like yourselves, with genuine emotion and relaxed confidence.

How does your actor/director background help us?

I've spent years as both an actor and director, which means I know how to draw out authentic emotion, guide movement with empathy, and read energy in real time. You'll feel relaxed, seen, and effortlessly directed—resulting in images that are cinematic, natural, and truly you.

What do we receive?

High-resolution JPEGs in a private online gallery with personal print rights. Easy sharing, downloads, and pro lab print options.

When do previews & galleries arrive?

Highlights in 48–72 hours. Full gallery timelines are set in your proposal & contract; rush options available on request.

How does booking work?

Simple e-contract + retainer to reserve your date. Flexible plans split the balance into 2–3 payments.

Weather & reschedules (proposals)

We plan light-by-time with a weather fallback. If conditions shift, we move to a covered or alternate spot and keep the moment stress-free.

Locations & permits

We'll guide you on photo permits (parks, rooftops, landmark lobbies) and timing to avoid crowds. We handle scouting & logistics.

Albums & prints

Heirloom albums, framed prints, and parent books available à la carte or bundled. Design help included.

Jeremy Glickstein Photography

Cinematic with Soul — For Couples Who Want More Than Typical Photos

I create cinematic, painterly photography with true color and honest emotion—photojournalistic in spirit, elevated in style. Proposals planned to the minute. Engagements timed by light. Weddings documented with two photographers, so nothing is missed.

48–72 hour highlights • Inclusive & multicultural expertise • Calm direction, zero stiff posing

Cinematic Wedding & Proposal Reel

Our videography captures the same painterly light and soulful honesty as our photography — weaving vows, laughter, and fleeting moments into a cinematic story you'll replay for decades.

Based in Chicago, we create wedding and proposal films with cinematic storytelling and painterly visuals. From intimate elopements to full-day celebrations, our videography blends natural sound, authentic emotion, and editorial polish — crafted to feel timeless and unforgettable.