Romantic Chicago wedding photography featuring couple in soft natural light
300+ Proposals · 250+ Weddings 150+ Five-Star Reviews Best of Zola 2025 & 2026 Preferred Vendor: Chicago Winery
Former Actor, Director & Acting Coach (Steppenwolf credit) Jeff Award Winner

Chicago Proposal & Wedding Photographer

Your Heirloom Awaits

If you're reading this, you care about the details as much as I do.

From the question to the vows: cinematic, painterly galleries hand-edited personally by Jeremy.

10+ years as an actor, acting coach, and director. Jeff Award winner. A Steppenwolf Theatre Company credit. A decade of fine art street photography before ever touching a wedding.

You'll feel comfortable. Your photos will be art. That's the whole point.

Investment Overview

Every collection is published. No quote required to find out what something costs.

  • Weddings

    $5,975 to $7,500

    Three collections at 8.5, 9.5, and 10.5 hours. Two photographers on every one of them, not as an upgrade.

    Learn More

  • Proposals

    $825 to $1,795

    Three collections plus The Cinematic, which brings a second photographer for two simultaneous angles.

    Plan Your Proposal

  • Engagements

    $750 to $950

    Three sessions. Cinematic portraits, comfort-based guidance, frame-worthy and real.

    View Sessions

Every Collection

Peak season books 12 to 18 months out.

Why Couples Choose Us

Half want stunning images but feel awkward being photographed. Half are bold creatives who need the right collaborator. Both get what they came for.

Comfort-Based Guidance

Ten years as an actor and acting coach taught me how people freeze when they are watched, and how to unfreeze them. No stiff poses. No "say cheese." Just you.

Fast Highlights

24 to 72 hours after a wedding. Share the best moments before you've written a single thank-you card.

Hand-Edited Galleries

Every wedding and proposal image edited personally by Jeremy. That's how the cinematic look stays consistent across every gallery.

All Love Celebrated

LGBTQ+. Non-traditional. Elopements. Second marriages. Every love story, told beautifully.

"From the first meeting, we felt supported by his professionalism, intentionality, and easy-to-talk-to personality. He remained focused on what we wanted while incorporating his own incredible artistic visions throughout the day, without making it feel like a photoshoot."

Verified Wedding Client

Wedding Photography

Cinematic storytelling. Documentary heart. Your day, authentically captured.

Wedding Collections

$5,975 to $7,500

Three collections. Two photographers on every one of them.

"Inclusions are complete. The only thing that changes between collections is how much of your day I am there for."

Collection I

$5,975

8.5 hours · two photographers

  • Two photographers, full day
  • Highlights within 24 to 72 hours
  • Full gallery of 500 to 700+ images
  • Hand-edited personally by Jeremy
  • Timeline and lighting strategy

Ceremony through the heart of the reception.

Inquire

Collection II

$6,750

9.5 hours · two photographers

  • Two photographers, full day
  • Highlights within 24 to 72 hours
  • Full gallery of 500 to 700+ images
  • Hand-edited personally by Jeremy
  • Timeline and lighting strategy
  • Room for getting-ready coverage on both sides

The extra hour usually goes to the start of the day, where the nerves live.

Inquire

Collection III

$7,500

10.5 hours · two photographers

  • Two photographers, full day
  • Highlights within 24 to 72 hours
  • Full gallery of 500 to 700+ images
  • Hand-edited personally by Jeremy
  • Timeline and lighting strategy
  • Coverage through the last dance and the exit

For multi-venue days, large families, or a reception you want carried to the end.

Inquire

What's Included

Every collection starts with these essentials

Every wedding collection includes a complimentary engagement session. If you would rather not use it, it becomes an added hour of wedding day coverage instead.

Hand-Edited Personally by Jeremy

Every wedding image, every gallery. That's how the cinematic, painterly look stays consistent instead of changing hands.

Comfort-Based Guidance

From a former actor, acting coach, and director. No stiff poses. No "say cheese." I give you something real to do so you'll forget I'm there.

Timeline Strategy

I work with your planner and venue to optimize lighting and flow. You stay present.

Two Photographers, Every Wedding

While one of us is on the candid moments your guests are living, the other is on you two. Complete coverage is the standard, not an upgrade.

Fast Highlights

24 to 72 hours. Share the best moments while they're still fresh.

Backup Everything

Dual card slots. Backup equipment at every shoot. 250+ weddings, zero missed moments.

The one add-on: a third photographer at $300 per hour, for large guest lists or multi-venue days. Everything else is already in the collection.

How It Works

1

Connect

Tell me about your wedding: date, venue, vibe. I'll confirm availability.

2

Pick Your Collection

The prices are on this page. Tell me which one fits and I'll tell you honestly if a different one fits better.

3

Secure Your Date

Agreement and retainer link come back the same day. Your date is locked.

4

Wedding Day

You'll feel comfortable. I'll capture it all. Highlights delivered fast.

Ready to talk specifics? Every conversation starts with your vision. Let's build your collection.

Proposal Photography

Discreet coverage, perfect timing, iconic Chicago backdrops.

300+ proposals captured. We position before you arrive, invisible until after the yes. Then we celebrate with portraits at your chosen location. The collections are built around how much time you want after the question, how many locations, and whether you want one photographer or two. See how we capture proposals.

Proposal Collections

$825 to $1,795

Three collections plus The Cinematic, which brings two photographers for two simultaneous angles.

Every session is tailored to your vision, your location, and what matters most to you. Tell us about your proposal and we'll put together something built around it.

Start Planning

Collection I

$825

25 minutes · single location

  • Full planning support
  • Discreet coverage of the moment
  • Short portrait session after

Right if you're planning a separate engagement session later.

Inquire

Collection II

$895

60 minutes · single location

  • Full planning support
  • Discreet coverage of the moment
  • Longer portrait session once the adrenaline drops

An hour is enough to actually use the second area of a location.

Inquire

Collection III

$1,095

90 minutes · multi-location

  • Full planning support
  • Discreet coverage of the moment
  • Expanded portrait session
  • Required for multi-location planning

Images strong enough to carry a save the date on their own.

Reserve
The Cinematic

The Cinematic

$1,795

150 minutes · two photographers

  • Jeremy plus a senior associate
  • Two simultaneous angles on the moment
  • Multi-location flexibility
  • Built for staged or once-in-a-lifetime plans

One camera sees her face. The other sees yours.

Reserve

The Cinematic Proposal · $1,795

Two photographers. Two simultaneous angles. One unrepeatable moment.

A proposal happens once. The Cinematic exists because some moments deserve coverage from more than one perspective.

Jeremy plus a senior associate

Jeremy leads creatively. A senior associate captures the moment from a second angle. Both photographers brief together pre-session so the coverage is coordinated, not chaotic.

150 minutes of coverage

Pre-proposal moments, the moment itself, family or friend reveals, and editorial portraits at your chosen location. Multi-location flexibility built in.

Two angles on one instant

No single photographer can hold both faces at once. The gallery keeps the wide environmental frame and the close detail of the same second, rather than one or the other.

Senior-only staffing

No junior second shooters at this tier. The Cinematic books only when a senior associate is available. That structural scarcity is part of what makes the product different.

For couples planning high-design proposals at premium venues, or anyone whose vision deserves a larger visual treatment. Subject to senior associate availability.

What's Included in Every Collection

Planning Support

Full consultation on location, timing, logistics, and positioning. We handle the details so you can focus on the question.

Discreet Coverage

Pre-scouted angles and a text-signal system. You send a text when you're close. We're already in position.

Portraits After the Yes

Comfort-based guidance from a former actor, acting coach, and director. Real portraits, not a photo shoot.

Hand-Edited Gallery

Every proposal image edited personally by Jeremy, delivered in a private online gallery.

Highlights Within 48 Hours

A curated set so you can share the news while it's still fresh.

Full Gallery

The complete hand-edited collection within 7 to 10 days.

"Proposing can be a stressful thing and Jeremy helped me nail down the best location and time. He communicated throughout the entire process, up to a few minutes before letting me know he was ready. The pictures came out better than I could have expected."

Verified Google Review · Read more reviews

Engagement Sessions

Cinematic portraits with comfort-based guidance. Frame-worthy and real.

This is where most camera-shy couples realize: "Oh, this isn't going to be awkward." You'll forget the camera's there. Professional editing, painterly light, sublime results. See sessions.

Collection I

$750

1 hour · 1 location

  • 1 wardrobe
  • Wardrobe guidance
  • Hand-edited gallery
  • Private online gallery

Clean, cinematic portraits at your favorite spot

Inquire

Collection II

$850

1.5 hours · 1 location

  • 1 to 2 wardrobes
  • Wardrobe guidance
  • Extended hand-edited gallery
  • Private online gallery

More time, more variety, at one meaningful location

Inquire

Collection III

$950

2 hours · 2 locations

  • 2 wardrobes
  • Golden hour timing
  • Extended hand-edited gallery
  • Images curated for save-the-dates
  • Private online gallery

The full experience. Multi-location, golden hour, full variety.

Reserve

Engagement sessions have no add-ons. What is listed is what you get, and the only decision is how much time you want.

"We had a great time getting creative and capturing our relationship through his photography. Jeremy is a person who is passionate about his craft. We couldn't be happier with the results."

Kassy and Tyler, Engagement Session · View portfolio

Your Photos

How the gallery works once it lands.

A Private Online Gallery

Yours to share with family and friends, with no expiration date on it.

Web-Size Downloads Included

Every image in your gallery, sized for sharing, texting, and posting. Included with every collection.

Full-Resolution Files

Available through your gallery store when you want the archival file itself.

Prints and Albums

Prints, framed pieces, wall art, and albums produced by professional photo labs, ordered through the same gallery store.

Common Questions

"We feel awkward in photos. Will this be uncomfortable?"

Half my couples say this. I don't point a camera at you and say "smile." I spent 10+ years as an actor, acting coach, and director, learning how to help real people relax on camera. I give you something real to do: tell each other a story, whisper something funny. You'll be focused on each other. You'll forget I'm there. More on my approach.

"How much do weddings cost?"

Three collections: $5,975 for 8.5 hours, $6,750 for 9.5 hours, and $7,500 for 10.5 hours. Two photographers are included on every one of them. Inclusions are complete, so the only thing that changes between collections is how much of your day I am there for. If your day calls for more coverage, a third photographer is available at $300 per hour. Every collection also includes a complimentary engagement session, and if you would rather not use it, it becomes an added hour of wedding day coverage instead.

"Is a second photographer included?"

Yes. Every wedding includes two photographers. While one of us covers the candid moments your guests are living, the other stays on you two. Complete coverage is the standard here, not an upgrade. A third photographer is available for large guest lists or multi-venue days.

"How is proposal photography priced?"

Collection I at $825 covers 25 minutes: the question, the reaction, and quick portraits after. Collection II at $895 extends to 60 minutes for a real portrait session once the adrenaline drops. Collection III at $1,095 covers 90 minutes and is required for multi-location plans. The Cinematic at $1,795 brings two photographers for 150 minutes. Tell us about your proposal and we'll recommend the right one.

"What is The Cinematic and why does it cost more?"

Jeremy plus a senior associate shoot together, capturing two simultaneous angles of the same moment. No single photographer can hold both faces at once. Coverage runs 150 minutes, and multi-location flexibility is built in. It books only when a senior associate is available, which is part of what makes the product different. This tier exists for a plan that involves staging, a private venue, or a moment that could not be repeated.

"How are engagement sessions priced?"

Three collections: $750 for 1 hour at one location, $850 for 1.5 hours with more variety, and $950 for 2 hours across two locations with golden hour timing. There are no add-ons.

"Why are you more expensive than some photographers?"

I personally hand-edit every wedding and proposal gallery. Every wedding includes two photographers. I keep the calendar small enough that each couple gets full attention from planning through delivery. That's a different product than volume photography.

"What's your background?"

10+ years as a professional actor, acting coach, and director. A Steppenwolf Theatre Company credit. Jeff Award winner. IMDb credits. A decade of fine art street photography before ever touching a wedding. That background taught me how to help people reveal their authentic selves on camera. Full story.

"When do we get our photos?"

Wedding highlights: 24 to 72 hours. Wedding full gallery: 3 to 5 weeks. Proposal highlights: 48 hours. Proposal full gallery: 7 to 10 days. Engagement gallery: 7 to 10 days. You'll get a specific date at booking.

"What do we actually receive?"

A private online gallery with no expiration, and web-size downloads of every image in it for sharing, texting, and posting. Full-resolution files are available through your gallery store, along with prints, framed pieces, wall art, and albums produced by professional photo labs.

"Do you shoot LGBTQ+ weddings?"

Yes. Love is love. Your story matters. I'd be honored to tell it.

"Do you offer payment plans?"

Yes. 50/50 split (half now, half one month before) or thirds. Final payment always due one month before the wedding.

"What happens if something goes wrong?"

Professional liability insurance. Backup equipment at every shoot. Across 250+ weddings and 300+ proposals, no couple has gone without their moment. No photographer can promise you a specific frame, and I'd be careful with one who does. What I can put in writing is the remedy: the agreement names exactly what happens if something outside my control interferes.

"Can we customize a collection?"

The collections are built so you don't have to. Inclusions are complete on every one, and the only wedding add-on is a third photographer. Tell me your date and what you want covered and I'll tell you which collection fits. Let's build.

Let's See If We're Right for Each Other

Peak season books 12 to 18 months out.

300+ Proposals Captured · 250+ Weddings Photographed
Jeff Award Winner · Steppenwolf Theatre Company credit
150+ Five-Star Reviews · Best of Zola 2025 & 2026
Preferred Vendor: Chicago Winery