Where to Get Engaged in Chicago

With love in the air and Valentine’s Day around the corner, some Chicagoans might be getting ready to pop the big question. Lincoln Park photographer Amy Boyle identified some of the best spots in the city for every type of proposal.

Most Low-Effort

• An L Ride to or from your favorite station ( or for maximum effort, charter your own train for $3,000)
• Millennium Park
• Lakefront picnic

Best Public Display

• While jumbotrons are overrated, outdoor space around the ballparks are more unique.

Best Private Spot

• Caldwell Lily Pond in Lincoln Park
• Garfield Park Conservatory
• Rose Garden at Grant Park

Best Views

• 360 Chicago Observation Deck at the John Hancock
• 31st Street Beach
• Montrose Beach

Most Chicago

• Art on the Mart along the Riverwalk
• Jackson Park Lagoon or Japanese Garden
• The Art Institute of Chicago
• Beneath the Tiffany Dome at the Chicago Cultural Center

Most Unexpected

• Ice skating at Millenium Park
• Original Potbelly’s on Lincoln Avenue

Best Restaurant

• Cindy’s Rooftop, but Chicago is world-class for restaurants, and there IS a romantic restaurant for everyone’s taste and budget.