PREFERRED VENDOR & PARTNER: CHICAGO WINERY

Chicago Winery Wedding Photographer

Cinematic. Comfortable. Trusted by the venue.

Imagine walking into your reception space, already knowing the photos will feel like stills from a dream you never want to end.

✦ Jeff Award-Winning Theater Artist ✦ Steppenwolf Theatre Alum ✦ 151+ Five-Star Reviews ✦ Fearless Photographers · ISPWP

Currently accepting 3 Chicago Winery weddings for 2026. I photograph only 18 weddings per year.

The Venue Isn't "Dark." It's Cinematic and Romantic.

Many photographers don't know how to handle Chicago Winery. They think the low light is a problem to be fixed. To me, it looks like a movie set — and I know exactly how to light it.

I don't kill the mood with blinding flash. I use the ambient amber light and the shadows to frame you. The result isn't a grainy snapshot; it's a cinematic image that feels exactly how the night felt. Expensive. Intimate. Real.

You don't need to hold a pose; you just need to be together. I'll handle the light.

The Insider's Guide to 739 N Clark

Notes from a preferred partner — 20+ weddings at Chicago Winery.

The "Room Flip" Advantage

Between ceremony and reception, staff needs sufficient time to flip the room. This is where we capitalize for additional creative portraits where your guests WON'T be.

And then we get you to your cocktail hour with sufficient time to mingle. Unless you prefer an even longer portrait session or some downtime to recharge in the bridal suite. The choice is yours.

📍 The Shots Most People Miss

My galleries look unique because I don't have an exact cookie cutter approach at the venue. I continue to find new nooks and crannies to create wall-ready frames.

Always embrace the improvisation of the moment with clients. The results are surprising, custom to the vibe of the client, and always beautiful.

🌧 The Rain Plan

This is one of the few Chicago venues where the weather app doesn't matter.

Why: Interior architecture is so rich we don't need to step outside for a single photo. Full, diverse gallery — rain or shine.

"I'm Not Good at Posing."

Good. I don't want you to pose.

I spent ten years working in theater — Steppenwolf, Jeff Award winner — before I ever shot a wedding. That time taught me one thing: people look best when they are doing something, not just standing there.

My approach isn't "smile at the lens." It's Permission-Based Direction. I'll give you a simple action — walk here, whisper this, look at her — and then I get out of the way. You get to be yourselves. I get the shot.

Not Everyone Wants a Magazine Shoot

That's why I don't treat your wedding like one. I treat it like a story you'll want to relive again and again. Whether you're camera-shy or craving bold editorial art, my theater background means I meet you where you are. The result is images that look editorial but feel like you.

Ready to See If We're a Fit?

I limit the number of Winery weddings each year to ensure every couple gets my full creative energy.

Check Availability for My Winery Wedding →

Quick Answer: Chicago Winery Wedding Photography

In a city where most couples invest $4,500–$6,500 for solid coverage, Chicago Winery couples who want theater-level direction and venue-specific expertise typically invest $6,250–$9,500.

  • Jeremy-led: $3,750–$11,000 (most couples: $6,250–$9,500)
  • Associate-led: $2,500–$7,750 (same aesthetic, edited by Jeremy)
  • Lighting mastery: Fast primes + off-camera flash for clean skin tones in the Barrel Room's amber glow.
  • Timeline architecture: Built around the room flip — portraits during cocktail hour, zero rushing.
  • Delivery: Same-week highlights; full gallery hand-edited for timeless, not trendy results.

View All Collections ↓

About Chicago Winery

In River North, Chicago Winery blends the romance of a working winery with modern architecture — dramatic Barrel Room, sculptural ceremony arches, and rooftop skyline views. Hotels, restaurants, and nightlife are a short walk, making it guest-friendly and effortless.

  • Signature spaces: the intimate Barrel Room, elegant ceremony site, and a spacious reception hall with warm arches.
  • Guest-friendly access: elevator, nearby parking, easy hotel blocks.
  • Food & wine: on-site culinary team and pairings designed for celebration.
  • Photo flexibility: natural window light by day, ambient glow by night, skyline looks at dusk.
Ceremony arches with candlelight at Chicago Winery wedding photographed by Jeremy Glickstein

Kim & Brad's Chicago Winery Mini-Story

A warm arc from early moments to the last toast — with signature Barrel Room frames. Click any image to view full-size.

Chicago Winery wedding closing portrait at night—cinematic editorial finish by Jeremy Glickstein Photography
End of night portrait on the stairs, captured from Clark Street.
Dance floor celebration at Chicago Winery wedding reception photographed by Jeremy Glickstein
Dance floor energy — you forget the camera is there.
Barrel Room silhouette portrait at Chicago Winery wedding—dramatic backlit shot
Permission-based direction: be together, I'll find the light.
Quiet moment in the Barrel Room at Chicago Winery—intimate couple portrait
Quiet moment in the Barrel Room.
Editorial Barrel Room portrait at Chicago Winery wedding—fine art style
Black and white, partial silhouetted couples portrait in front of the fireplace.
Wedding details and dress at Chicago Winery before ceremony
Details before the ceremony.
Champagne tower moment on the patio at Chicago Winery wedding
Champagne tower moment on the patio.
Ceremony framed by warm architectural arches at Chicago Winery
Ceremony ring exchange.
Black and white Barrel Room portrait at Chicago Winery wedding—classic artistic style
Black & white Barrel Room portrait.
Mystical Barrel Room portrait at Chicago Winery with dramatic lighting
Mystical Barrel Room portrait.
Tender embrace in the Barrel Room at Chicago Winery wedding
Tender embrace in the Barrel Room.
Fine art couple portrait shot through fireplace at Chicago Winery wedding
The hidden spot — shot through the fireplace.
Patio portrait with bride smiling at Chicago Winery wedding
Patio portrait, natural light.
First look on staircase at Chicago Winery in black and white
First look on the staircase (B&W).

Full Chicago Winery Wedding Galleries

See everything — not just the highlights. These complete galleries show exactly what you'll receive from your Chicago Winery wedding photographer.

No gatekeeping. No password walls. Just the work.

Kim & Brad — Chicago Winery Wedding Films

Cinematic storytelling that pairs with their gallery — the Winery's glow in motion.

Chicago Winery Wedding Photography FAQ

How much photography time do we really need here?

Most couples book 8–10 hours. The extra buffer helps with Barrel Room portraits and smooth room flips.

Is flash used during the ceremony?

Yes, the low light nature of the venue requires flash to ensure clean and healthy looking skin tones — but I use it to complement the mood, not kill it.

Best places for portraits if it rains?

Barrel Room staircase, interior arches, fireplace, long hallways and covered entry within ~100 ft — zero-stress, weather-proof options.

What if we're awkward in photos?

Most of my couples describe themselves as camera-shy before we start — that's built into how this works. I give you something real to do instead of poses. By the end, you'll forget I was there.

What if Jeremy isn't available for our date?

I work with a small team of associate photographers personally matched to your style. Every gallery is still hand-edited by me, so your images have the same cinematic look.

How soon do we see photos?

Same-week highlights; full gallery delivery per your contract timeline — hand-edited for timeless, not trendy results.

Can you coordinate with our planner/band?

Yes — timeline and lighting cues are shared in advance so speeches and first dance are perfectly lit.

Do you also offer video?

Yes — cinematic add-on crafted for the Winery's look, with natural audio and matching color profile.

Do you edit your own photos?

Every single image. Hand-edited by me, never AI, never outsourced. Your gallery has consistent artistic vision from first look to last dance.

Preferred Vendor at Chicago Winery | 151+ Five-Star Reviews | Featured on Style Me Pretty

"Jeremy managed posed shots calmly and professionally, then blended into the background to capture candids throughout the night. We couldn't be happier with the final result."
— Zach D., Chicago Winery

Dates at Chicago Winery fill up fast. Currently accepting 3 Winery weddings for 2026.

Your Chicago Winery Wedding Investment

In a city where most couples invest $4,500–$6,500 for solid coverage, Chicago Winery couples who want theater-level direction and venue-specific expertise typically invest $6,250–$9,500. That investment reflects the craft: hand-editing by me (never AI, never outsourced), and intimate knowledge of this specific venue.

Jeremy-Led Collections

10+ years as actor, director & acting coach · Jeff Award winner · 151 five-star reviews

$3,750 – $11,000

Intimate

Up to 5 Hours · Solo

$3,750

  • Solo photographer (Jeremy)
  • 400+ hand-edited images
  • 72-hour highlights
  • Full gallery in 3 weeks

Done by dinner. Still extraordinary.

Reserve

Essential

Up to 8 Hours · Two Photographers

$6,250

  • Jeremy + second photographer
  • 500+ hand-edited images
  • 48-hour highlights
  • Full gallery in 5 weeks
  • Timeline planning + coordination

Single venue. Tight timeline. Nothing missed.

Reserve

Weekend

Up to 13 Hours · Rehearsal + Wedding

$9,500

  • Everything in Signature, plus:
  • Rehearsal dinner (up to 3 hrs)
  • 800+ hand-edited images
  • Full gallery in 4 weeks

The rehearsal toast deserves to be remembered too.

Inquire

Full Story

Up to 16 Hours · Complete Weekend

$11,000

  • Everything in Weekend, plus:
  • Day-after brunch (up to 2 hrs)
  • 1,000+ hand-edited images
  • 24-hour highlights
  • Full gallery in 3 weeks

Welcome drinks to farewell brunch. Every chapter.

Inquire

Associate-Led Collections

Unique artistic eye · Same cinematic aesthetic · Personally selected by Jeremy

✓ Every gallery 100% hand-edited by Jeremy

$2,500 – $7,750

Associate-Led

Intimate

Up to 5 Hours · Solo

$2,500

  • Solo photographer (Associate)
  • 400+ hand-edited images
  • 72-hour highlights
  • Full gallery in 3 weeks
  • All images edited by Jeremy

Elopement coverage. Same aesthetic.

Reserve
Associate-Led

Standard

Up to 9 Hours · Full Coverage

$4,950

  • Lead photographer (Associate)
  • 500+ hand-edited images
  • 48-hour highlights
  • Full gallery in 5 weeks
  • Timeline planning + coordination
  • All images edited by Jeremy

Full wedding day. Cinematic look — guaranteed.
Add second shooter: +$600

Reserve
Associate-Led

Full

Up to 10 Hours · Two Photographers

$5,750

  • Lead + second photographer
  • 600+ hand-edited images
  • 48-hour highlights
  • Full gallery in 5 weeks
  • Timeline planning + coordination
  • All images edited by Jeremy

Two photographers. Same standard. No compromise.

Reserve
Associate-Led

Weekend

Up to 13 Hours · Rehearsal + Wedding

$6,750

  • Everything in Full, plus:
  • Rehearsal dinner (up to 3 hrs)
  • 800+ hand-edited images
  • Full gallery in 4 weeks
  • All images edited by Jeremy

Extended coverage. Full weekend experience.

Reserve
Associate-Led

Full Story

Up to 16 Hours · Complete Weekend

$7,750

  • Everything in Weekend, plus:
  • Day-after brunch (up to 2 hrs)
  • 1,000+ hand-edited images
  • 24-hour highlights
  • Full gallery in 3 weeks
  • All images edited by Jeremy

The complete story. Same obsessive edit.

Reserve

Add-Ons

  • Cinematic Wedding Videography: custom add-on
  • Engagement Session: $500 when paired with a wedding collection. Standalone: $725–$985.
  • Additional hour (two photographers): $750
  • Additional hour (solo): $500
  • Second photographer: $600
Every image hand-edited by me. Never AI. Never outsourced.

Check Availability for My Winery Wedding →

Since I'm a preferred partner, I limit the number of Winery weddings each year to ensure every couple gets my full creative energy.