Chicago & Destination
Chicago Wedding & Proposal Photographer — Cinematic & Soulful
Love in All Its Extraordinary Forms
Wedding & Proposal Photography — Cinematic, Soulful, Fearless
Images where grit meets grace — from city streets to hidden forests. Raw, romantic, and real. You want something unmistakably you — not a template.
- Cinematic portraits
- Real emotion
- Zero awkward posing
As Seen In
About Jeremy
Your Photographer for Life’s Biggest Moments
I’m Jeremy, a Chicago-based photographer capturing proposals, weddings, and events with a cinematic, soulful style. My approach blends fine art with documentary — an urban romantic style for city weddings and a forest-mystery style for rural settings — timeless portraits and real moments. Clients come to me for artful, thoughtful images that still feel like them.
I’m your solution for the most common client concerns
- Expert in low-light photography & challenging venues
- Zero awkward posing — natural, intentional direction
- Transparent pricing, clear deliverables & turnaround times
- Full gallery examples provided
- Reliability & professionalism — 101 five-star Google reviews
- Chemistry & communication — we meet first to be sure we vibe
You want something unmistakably you— not a template.
Overwhelmed by sameness.
“We looked everywhere and everything felt identical. We wanted something unique.”
Camera-shy.
“We need a photographer who makes us comfortable and natural — and look our best.”
Challenging venues.
“Low light, tight spaces, weather — we need someone confident in any conditions.”
Cinematic with an edge — still unmistakably you
Urban romance + fantasy landscapes
Painterly backdrops — from city grit to dreamy forests.
Cinematic, not staged
Direction that reads natural on camera; nothing stiff or cookie-cutter.
Fearless & soulful
Bold vision with honest emotion. Elevated yet human.
Chicago Proposal Photography | A Story Worthy of the Yes
The proposal is the spark — the instant your forever begins. I photograph it with cinematic honesty: vivid, spectacular frames that feel as unexpected and daring as the moment itself. No staged clichés, no cookie-cutter posing. Just unforgettable proof that your love story began like a film.
👉 Say Yes (to Photos)
Explore Engagement Photography Sessions
Simple, cinematic, stress-free
Start the conversation - Share your date and vibe
Design the plan - We scout, style, and build a loose shot-map.
Live the day - You enjoy it; we direct when needed and capture the in-between.
Many photographers promise “authentic.” I deliver cinematic, painterly storytelling that makes your wedding, proposal, or engagement in Chicago feel unforgettable. Think fine art meets modern documentary — imagery that’s emotional, bold, and alive.
Inclusive Chicago Wedding Photography
Love is love — and every love story deserves to be celebrate
Offbeat &Creative Chicago Weddings
If your wedding doesn’t fit the cookie-cutter mold, we’re the photographers for you.
Stress-Free Wedding Photography in Chicago
Camera-shy? Neurodivergent? Hate being posed? We’ve got you.
Chicago Proposal & Engagement Photographer
The story starts before the aisle.
Cinematic Wedding Films
Not highlight reels. Not cookie-cutter montages. We craft wedding films like poetry.
Cinematic wedding teaser film by Jeremy Glickstein Photography. Cinematographer: RICKY
Chicago Corporate Photography & Creative Headshots
When I’m not photographing weddings and proposals, I bring the same cinematic eye to corporate events, summits, and professional portraits. Because your work deserves imagery that feels alive, not stock.
👉 View Corporate Work:
“Jeremy worked with my fiancé and planned a surprise proposal for me on the 99th floor of the Willis Tower.… Not only is his work amazing, he really was a true gem to work with.”
— Tiffany W.
“We are so blown away. It’s beautiful work. Thank you for doing such a great job.”
— Carlos F.
“The pictures were so creative… each one looked like something from a movie.”
— Gabi F.
What Couples Are Saying
FAQ
Answers before you even ask
We’re camera-shy — how do you help?
Light direction, simple prompts, and micro-posing for hands, posture, and jawline—so you look like yourselves, never stiff.
What if the weather’s bad or the venue is dark?
I bring off-camera light and backup plans for rain, wind, and tight spaces. Low-light experience means we still make it cinematic.
Do you travel?
Yes—Chicago and destinations worldwide. I’ll help with timelines, permits, and location scouting.
How far in advance should we book?
Peak dates go 9–12 months out. If yours is sooner, reach out—there are often openings.
Can you help plan a surprise proposal?
Absolutely. I’ll scout your spot, time the light, create a simple plan, and coordinate cues so the moment feels effortless.
What’s included in wedding photography?
Candid coverage + cinematic portraits, edited high-res images, online gallery, print rights; albums and films are optional add-ons.
When do we get our photos?
Sneak-peeks in 2–3 days. Full galleries per your collection and season—shared via a private online gallery.
Do you deliver RAW files?
No—images are curated and finished with intention. You receive high-resolution, print-ready files.
Do we need permits for Chicago locations?
Some landmarks and parks require permits. I’ll advise and help secure them so we’re set day-of.
What about backup gear and file safety?
Dual-slot cameras, multiple lenses, on-site backups, and redundant off-site storage to protect your images.