Grant Park Chicago Surprise Proposal | Jeremy & Maddie

March 6, 2026 EngagementGeneralSurprise Proposal

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a couple celebrates their Surprise engagement holding hands in front of the chicago skyline at the adler planetarium

Adler Planetarium Surprise Proposal | Matt & Myriam

July 7, 2025 EngagementGeneralSurprise Proposal

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a queer couple kisses during their engagement session on the rainbow flag crosswalk in boystown

Natalie & Ace’s Engagement Session

June 18, 2025 EngagementGeneral

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couple holds hands and walks on the platform on North Avenue beach in Chicago

Tyler & Natalie’s Engagement Wardrobe

June 13, 2025 Engagement

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a man on a ice rink is down on one knee asking his girlfriend to marry him as she screams with excitement

Clay & Alex’s Chicago Surprise Proposal

January 10, 2025 EngagementSurprise Proposal

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Mac & Drea’s Vow Renewal

March 8, 2024 EngagementGeneral

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Pierce & Maggie’s Surprise Proposal

March 5, 2024 EngagementGeneralSurprise Proposal

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Hovik & Jennifer’s Chicago Surprise Proposal

November 29, 2020 EngagementGeneralSurprise Proposal

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Brian & Margaret’s North Avenue Beach Surprise Proposal

November 26, 2020 EngagementGeneralSurprise Proposal

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Matthew & Vicki’s Chicago Surprise Proposal

September 24, 2020 EngagementGeneralSurprise Proposal

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Kyle & Jennifer stand on a balcony in front of a neoclassical tower with columns and ornate details, against a clear blue sky, as Kyle prepares for a surprise proposal.

Kyle & Jennifer’s LondonHouse Surprise Proposal

January 3, 2019 EngagementGeneralSurprise Proposal

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