Stylish Chicago wedding portrait of bride and groom in retro red leather booth showcasing cinematic editorial photography style
Romantic Chicago wedding photography session by Jeremy Glickstein Photography featuring couple in natural light
Chicago engagement photographer captures intimate moment as couple shares tender embrace during urban portrait session
Fine art Chicago wedding photography portrait showcasing cinematic lighting and editorial style
Fun Chicago engagement photos showing playful couple reaching for each other in front of colorful Chinatown mural

Chicago + Destination Wedding Photography

Just be yourselves—we'll make photos that look and feel like a dream.

Camera-shy or creatively bold—you're in the right place. Cinematic, painterly, true.

As You Wish Check availability & schedule your free consultation
151 Five-Star Reviews
Two Photographers Included
48-72 Hour Highlights

Wedding Photography Collections

For couples who want to feel comfortable and get something extraordinary.
Photojournalism meets fine art meets cinematic portraiture. Story first.
Every collection includes two photographers, timeline coaching, and hand-edited images—never batch filters.

$5,000 – $9,500+

Most couples invest $5,500–$7,000. Every wedding is custom—coverage, hours, and photographer matched to your date, venue, and vision.

Let's Talk About Yours

Every Collection Includes

📸 Two Photographers

Ceremony emotion + candid reaction. Same moment, different angles.

48–72 Hour Highlights

Edited sneak peek before your thank-you cards are written.

🎨 Hand-Edited Gallery

500–800+ images. Every frame touched by Jeremy. Never outsourced.

📋 Timeline Planning

Built around golden hour, not arbitrary tradition.

💾 Full Print Rights

High-resolution downloads. Print wherever you want, forever.

🖼️ Private Gallery + Print Shop

Easy sharing with family. One-click professional prints.

What Shapes Your Investment

Coverage Hours

5–16 hours depending on your timeline. Getting ready through sparkler exit? Rehearsal dinner and day-after brunch? We'll match the coverage to your day.

Engagement Session

Some collections include it. Others add it. Either way, it's how we stop being strangers before the wedding day.

Delivery Speed

24-hour highlights for weekend celebrations. Standard 48–72 hours. Full gallery in 3–5 weeks.

Your Photographer

Depending on date and preferences, you'll work with Jeremy or one of his personally trained associates. Either way, Jeremy edits every gallery.

What's Actually Different

  • Comfort-based direction. 10+ years as actor, director, acting coach. You'll forget the camera's there.
  • Creative collaboration. Bold vision? Themed concept? Let's build it.
  • One editor. Jeremy. Every gallery. Whether he shot it or not.
  • All lovers welcome. LGBTQ+ weddings celebrated, not just tolerated.
  • Preferred vendor. Chicago Winery, Cuneo Mansion, and counting.

Add-Ons & Configuration

Engagement Session — $725 Additional hour — $500–$750 Second photographer — $600 Third photographer — $300/hr Rush delivery — Let's discuss Rehearsal dinner — Let's discuss

151 ★★★★★ reviews · Preferred at Chicago Winery & Cuneo Mansion · Fearless Photographers · WPJA Featured · Best of Zola 2025 & 2026

How This Works

  1. Discovery Call. Your story. Your must-haves. What makes you nervous.
  2. Custom Proposal. Coverage, hours, and investment matched to your wedding.
  3. Light-First Timeline. Built around golden hour, not arbitrary tradition.
  4. The Wedding. Calm when needed. Invisible when it counts.
  5. Preview & Delivery. Highlights in 24–72 hours. Full gallery + print shop.

Straight Answers

What do most couples invest?

$5,500–$7,000 for full-day coverage with two photographers. Ranges from $5,000 for intimate celebrations to $9,500+ for multi-day events.

Who will photograph our wedding?

Depending on date and preferences: Jeremy or one of his personally trained associates. The constant: Jeremy edits every gallery himself.

When do we get photos?

Highlights: 24–72 hours. Full gallery: 3–5 weeks. Hand-edited, never rushed.

We're awkward on camera.

Most of my couples are. 10+ years as actor, director, acting coach. You'll forget the camera's there.

LGBTQ+ weddings?

Love is love. Celebrated, not just tolerated.

Payment plans?

Yes. 50/50 or thirds. Final payment due one month before.

Do you travel?

Chicagoland, Midwest, destination. Travel fees apply outside Chicago.

Chicago Venues I Know Cold

300+ weddings across Chicago. I know which venues have the light, the backdrops, and the hidden corners that make photographers' jobs easy — and which ones require creative problem-solving. Not all venues photograph equally.

Indoor

  • Chicago Winery (preferred vendor) — Barrel rooms, industrial romance, warm candlelight
  • Lyric Opera of Chicago — Theatrical grandeur, dramatic architecture
  • The Rookery Building — Frank Lloyd Wright staircase, architectural history
  • Chicago Athletic Association — Rooftop views, Art Deco details
  • Artifact Events — Gallery minimalism, editorial canvas
  • The Walden — Bow-truss ceilings, floor-to-ceiling light
  • Gaelic Park — Crystal chandeliers, 50-acre grounds

Outdoor

  • North Avenue Beach — Skyline reflections, golden hour
  • Alfred Caldwell Lily Pool — Hidden gem, prairie serenity
  • Chicago Riverwalk — Urban energy, architectural backdrops
  • Promontory Point — Panoramic lake, dramatic skies
  • Garfield Park Conservatory — Victorian glass, lush greenery
  • Morton Arboretum — 1,700 acres of seasonal beauty

Why This Matters

Some venues make everyone look like they stepped out of a magazine. Others require knowing exactly where to stand at exactly what time. I help couples choose based on their vision — moody industrial, editorial polish, fairytale romance — not just what's trending on Pinterest.

For couples with creative vision: Industrial lofts, minimalist galleries, rooftops with skyline views — these are blank canvases. Perfect for elaborate themes, dramatic lighting, or ideas nobody's tried before. Tell me what you're imagining.

Haven't picked a venue yet? I'm happy to talk through options on our discovery call. Some venues photograph like a dream. Some need workarounds. Good to know ahead of time.

What Makes This Different

Most wedding photographers started as photographers. I came from theater — actor, director, acting coach. 10+ years learning how to help people feel comfortable under pressure, find emotional beats, build narrative arcs. Then I picked up a camera.

Direction That Doesn't Feel Like Direction

I don't say "stand here, smile at the camera." I say "walk toward me like you're late for dinner" or "whisper something that'll make them laugh."

You forget the camera exists. Your partner forgets the camera exists. We get real emotion — not performed smiles.

Creative Collaboration

Have a vision? A theme? An idea nobody's tried before? I live for that. Film noir speakeasy. Moody greenhouse editorial. Chinatown mural jumping shots.

Your imagination is the starting point. My job is execution.

Storytelling Over Shot Lists

I'll capture your family formals — fast and flattering. But what I'm really watching for: the moment your dad tears up during the toast. The way your partner looks at you when they think no one's watching. The quiet pause before you walk down the aisle.

Those are the keepers. The shots that make you cry 20 years later.

"I'm one of those people who get super nervous having photos taken of me and Jeremy helped me feel natural and comfortable throughout the photoshoot. The photos turned out beautiful. 10/10 recommend."
— Jake & Alex

If you want a photographer who shows up, clicks the shutter 1,000 times, and disappears — I'm not your guy. But if you want someone who helps you feel comfortable and brings creative vision? Let's talk.

From Inquiry to Album

No surprises. No hidden fees. Here's exactly what happens.

Before

Discovery call. 30 minutes. Your vision, your must-haves, what makes you nervous. If we're a fit, we move forward. If not, I'll refer you to someone better matched.

Contract + retainer. 50% holds your date. Balance due 30 days before. Credit cards, checks, Venmo/Zelle.

Pre-wedding planning. 4-6 weeks out: timeline optimization, shot list, engagement session scheduling (if included).

Wedding Day

I arrive early. Scout light. Stay calm when timelines shift — they always do.

My job: capture your story, keep things moving, get you back to cocktail hour as fast as possible.

After

24-72 hours: Highlights. 25-30 favorites while you're still buzzing. Social media, thank-you cards, reliving it fresh.

3-5 weeks: Full gallery. 500-1,000 hand-edited images depending on collection. Download, share, order prints. Every frame color-corrected and polished. No batch filters.

Optional

Albums + prints. Physical keepsakes through my online shop. Heirloom quality.

Straight Answers

300+ weddings. These come up every time.

"We're not photogenic."

Most people feel this way. I use movement-based direction instead of stiff posing. You'll forget the camera exists.

"Photogenic" is a myth. Real emotion makes great photos, not perfect jawlines.

"We're awkward but want creative photos."

That's not a contradiction — that's most of my favorite couples. Camera-shy AND wanting something cinematic? That's exactly what the theater background is for.

You can absolutely have both.

"We have a specific creative vision."

Good. Themed concepts, elaborate setups, ideas nobody's tried — that's the fun part. Film noir speakeasy. Moody greenhouse editorial. Vintage Hollywood.

My job is execution, not just documentation.

"What about rain / dark venues / difficult families?"

Rain: Some of my favorite photos. Moody skies, dramatic light, reflections. Cinematic gold.

Dark venues: I specialize in low-light. Fast lenses, subtle off-camera lighting. Your guests won't notice I'm working.

Difficult families: Divorced parents, opinionated aunts, kids who'd rather eat cake. I've wrangled them all. Calm, patient, discreet.

"What if you're sick on our wedding day?"

Network of trusted backup photographers — vetted, insured, capable. In 8+ years, I've never missed a wedding. But if the unthinkable happens, you're covered.

"Can we see the RAW files?"

No. RAW files are unfinished sketches — not color-corrected, not cropped, not polished. What you receive is the finished work. The version I'd put in a museum.

Would you ask a chef for the raw ingredients after dinner?

Drop us a line to discuss your custom collection, below!