Engagement + Proposal

Consider it a couples session, perfect for proposals, engagements, and anniversaries.

Now booking Chicago proposals, and engagement sessions in Chicago, NYC, California, and beyond.

Ready to book? Contact me here.

North Avenue Beach proposal with shocked girl at sunset
young engaged couple hugging and kissing at Purdue University in the fall at sunset
red haired woman in white dress and brown haired man in white shirt laughing and snuggling in front of red crepe myrtle
engaged girl in white dress and man in navy jacket and tan pants hugging at night in front of Palace of Fine Arts SF
woman in purple dress and woman in blue floral dress throwing rainbow confetti at North Ave Beach smiling at each other
man on one knee proposing in Chicago
young engaged couple in black dress and gray shirt walking through Joshua Tree National Park holding hands
man in navy suit kissing and holding face of woman in white dress while her hair blows in the wind at sunset in Bay Area
blonde woman and brunette man in sunglasses holding a bottle of champagne and kissing at North Avenue Beach Chicago
Chicago proposal at North Avenue Beach
black and white photo of couple bumping hips and holding hands on the NYC Brooklyn Bridge for sunrise engagement picture
young man in blue shirt and navy shorts walking next to fiancee in white dress at Montrose Harbor Chicago
man on one knee proposing to woman in teal dress blowing in the wind at North Avenue Beach Chicago

Need a Chicago proposal photographer?


Alana Lindenfeld is a Chicago proposal photographer and engagement photographer, ready to help plan the perfect proposal or engagement session in Chicago. After photographing countless engagements and proposal pictures in Chicago, Alana is an expert in guiding you on the right locations, timing, and giving you tips on how to keep your cool + keep it a secret from your partner before you get down on one knee.


Every Chicago proposal photography collection includes up to one hour on site, unlimited edited photos, and a one-week turnaround time with the option to upgrade for 36 hour turnaround time, all so you can share those professional proposal pictures from your Chicago proposal while the news is still fresh!


See more full engagement sessions on the blog.