A couple sitting inside of The Bandit in Chicago kiss one another while sitting at a table, the woman shows her engagement ring to the camera after their proposal in Chicago's West Loop

Surprise Proposal in Chicago’s West Loop| Ally and Connor

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A man and woman hug one another and smile at the camera after their proposal while standing on a bridge in Lincoln Park with a lake and the Chicago skyline behind them

Surprise Proposal at Lincoln Park in Chicago | Colleen and Mark

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A man and woman walk hand in hand in front of Lake Michigan and the Chicago skyline behind them while the woman smiles back at the man

Engagement Session with a Hazy Chicago Skyline | Maya and Grant

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A man and woman embrace one another and smile at each other with their noses touching in front of Lake Michigan and the Chicago skyline during their Fall Engagement Session at North Avenue Beach

Fall Engagement Session at North Avenue Beach | Olivia and Brad

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A couple smile while taking their engagement photos in downtown Chicago in the fall, the man is spraying a bottle of champagne that they just opened

My Top 5 Locations for Fall Engagement Photos in Chicago

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A man and woman sit on the back of a pickup truck bed and are about to kiss one another during their engagement session in Busse Woods Forest Preserve

Fall Engagement Session at Busse Woods Forest Preserve | Tambree and Jake

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