Chicago Proposal Photography

One chance. One unforgettable “yes.” I’ll help you plan the perfect surprise and capture it with cinematic, discreet coverage—whether at the Skydeck, Riverwalk, or your favorite hidden gem.

Start Planning Your Proposal

Trusted by thoughtful couples across Chicago

Discreet planning, flawless timing, and photos that feel like a scene from your favorite film — without the cheese.

Proposal Photography Collections

Choose the pace and coverage that fits your story—every option includes discreet coverage of the yes and natural, editorial portraits.

Basic Essentials

$675

  • Planning + consultation
  • Discreet coverage of the proposal
  • 3 quick portraits + 1 ring shot at the proposal spot
  • 48-hour highlights; full gallery in 5 business days
  • Online gallery with digital downloads + store

Extended-Session Most Popular

$775

  • Everything in Basic
  • +20 minutes of guided portraits
  • 15–17 portraits + 1 ring shot (proposal spot & nearby, walkable)

Proposal + In-the-Moment Engagement

$895

  • Everything in Basic
  • +1 hour extended portrait session immediately after the yes
  • 35–40 portraits (proposal spot & nearby, walkable)

Proposal + Planned Engagement (Later Date)

$1,295

  • Everything in Basic
  • +1 hour engagement session on a separate date
  • 35–40 portraits at curated locations (planned together)

Ideal if you want to plan outfits, locations, and timing with your partner.

Recent Chicago Proposals (Gallery)

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