How to Propose at the Alfred Caldwell Lily Pool Chicago

How to Propose at the Alfred Caldwell Lily Pool Chicago

Caleb Schaftlein 10/27/25 Caleb Schaftlein 10/27/25

How to Propose at the Alfred Caldwell Lily Pool Chicago

How to Plan a North Avenue Beach Surprise Engagement

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

How to Propose at The Japanese Garden Chicago

Caleb Schaftlein 9/24/25 Caleb Schaftlein 9/24/25

How to Propose at The Japanese Garden Chicago

How to Propose at The Japanese Garden Chicago

Romantic Engagement Photos at JW Marriott Chicago

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

Romantic Engagement Photos at JW Marriott Chicago

Romantic Engagement Photos at JW Marriott Chicago

How to Get Married at Garfield Park Conservatory

Caleb Schaftlein 8/28/25 Caleb Schaftlein 8/28/25

How to Get Married at Garfield Park Conservatory

How to Get Married at Garfield Park Conservatory

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

How to Propose at The Morton Arboretum

How to Propose at The Morton Arboretum

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

How to Get Married at Botanico Chicago

How to Get Married at Botanico Chicago

How to Get Married at The Langham Hotel Chicago

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How to Get Married at The Langham Hotel Chicago

How to Get Married at The Langham Hotel Chicago

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

How to Propose on the Chicago Riverwalk

How to Propose on the Chicago Riverwalk

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

10 Best Proposal Locations in Chicago

10 Best Proposal Locations in Chicago

How To Propose at Gibsons Italia Chicago

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

How To Propose at Gibsons Italia Chicago

How To Propose at Gibsons Italia Chicago

How to Propose at Adler Planetarium Chicago

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

How to Propose at Adler Planetarium Chicago

How to Propose at Adler Planetarium Chicago

How to Propose at the Chicago Cultural Center

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How to Propose at the Chicago Cultural Center

How to Propose at the Chicago Cultural Center

How to Get Married at Cuneo Mansion and Gardens

Caleb Schaftlein 4/24/25 Caleb Schaftlein 4/24/25

How to Get Married at Cuneo Mansion and Gardens

How to Get Married at Cuneo Mansion and Gardens

How to Propose at The Lincoln Park Conservatory Chicago

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

How to Propose at the Wrigley Building Chicago

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

How to Propose at the Art Institute of Chicago

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How to Propose at the Art Institute of Chicago

How to Propose at the Art Institute of Chicago

How to Propose at Northerly Island Chicago

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

How to Propose at Northerly Island Chicago

How to Propose at Northerly Island Chicago

How To Propose At The Drake Hotel Chicago

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How To Propose At The Drake Hotel Chicago

How to Propose at The Drake Hotel Chicago

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

How to Propose at Bahai Temple Chicago

How To Propose At Bahai Temple Chicago