Caleb Schaftlein 10/13/25 Caleb Schaftlein 10/13/25

How to Plan a North Avenue Beach Surprise Engagement

How to Plan a North Avenue Beach Surprise Engagement

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Caleb Schaftlein 9/12/25 Caleb Schaftlein 9/12/25

Romantic Engagement Photos at JW Marriott Chicago

Romantic Engagement Photos at JW Marriott Chicago

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Caleb Schaftlein 8/12/25 Caleb Schaftlein 8/12/25

How to Propose at The Morton Arboretum

How to Propose at The Morton Arboretum

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Caleb Schaftlein 7/12/25 Caleb Schaftlein 7/12/25

How to Get Married at The Langham Hotel Chicago

How to Get Married at The Langham Hotel Chicago

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Caleb Schaftlein 7/2/25 Caleb Schaftlein 7/2/25

How to Propose on the Chicago Riverwalk

How to Propose on the Chicago Riverwalk

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Caleb Schaftlein 6/17/25 Caleb Schaftlein 6/17/25

10 Best Proposal Locations in Chicago

10 Best Proposal Locations in Chicago

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Caleb Schaftlein 6/9/25 Caleb Schaftlein 6/9/25

How To Propose at Gibsons Italia Chicago

How To Propose at Gibsons Italia Chicago

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Caleb Schaftlein 5/23/25 Caleb Schaftlein 5/23/25

How to Propose at Adler Planetarium Chicago

How to Propose at Adler Planetarium Chicago

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Caleb Schaftlein 5/6/25 Caleb Schaftlein 5/6/25

How to Propose at the Chicago Cultural Center

How to Propose at the Chicago Cultural Center

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Caleb Schaftlein 4/8/25 Caleb Schaftlein 4/8/25

How to Propose at The Lincoln Park Conservatory Chicago

How to Propose at The Lincoln Park Conservatory Chicago

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Caleb Schaftlein 3/25/25 Caleb Schaftlein 3/25/25

How to Propose at the Wrigley Building Chicago

How to Propose at the Wrigley Building Chicago

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Caleb Schaftlein 3/18/25 Caleb Schaftlein 3/18/25

How to Propose at the Art Institute of Chicago

How to Propose at the Art Institute of Chicago

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Caleb Schaftlein 12/19/24 Caleb Schaftlein 12/19/24

How to Propose at Northerly Island Chicago

How to Propose at Northerly Island Chicago

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Caleb Schaftlein 6/28/24 Caleb Schaftlein 6/28/24

How To Propose At The Drake Hotel Chicago

How to Propose at The Drake Hotel Chicago

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Caleb Schaftlein 6/17/24 Caleb Schaftlein 6/17/24

How to Propose at Bahai Temple Chicago

How To Propose At Bahai Temple Chicago

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Caleb Schaftlein 4/12/24 Caleb Schaftlein 4/12/24

How to Propose At Palmer House Hotel Chicago

How To Propose at Palmer House Hotel Chicago

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Caleb Schaftlein 2/9/24 Caleb Schaftlein 2/9/24

How To Propose At The Rookery Building Chicago

How To Propose at The Rookery Building Chicago

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Caleb Schaftlein 1/9/24 Caleb Schaftlein 1/9/24

How To Get Married At City Hall Chicago

How to Get Married at City Hall Chicago

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Caleb Schaftlein 1/1/24 Caleb Schaftlein 1/1/24

How to Propose at Trump Hotel Chicago

How to Propose at Trump Hotel Chicago

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Caleb Schaftlein 12/30/23 Caleb Schaftlein 12/30/23

How To Propose at Royal Sonesta Hotel Chicago

How To Propose at Royal Sonesta Hotel Chicago

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