Chicago Winter Engagement Photo Ideas

Chicago Winter Engagement Photo Ideas


There's something magical about winter in Chicago, especially around the holidays. If you love winter and would like to embrace the snow and sparkling lights into your engagement session, I have a few ideas for you! Here are some fun ways to incorporate the spirit of the season into your winter engagement photos. And if you are already excited about the idea, be sure to check out my Winter Engagement Session Pinterest Board for even more inspiration!

Ice Skating

What other time of the year can you go ice skating outdoors in Chicago? If you plan to do a winter-inspired engagement session, ice skating should be on your list. You don't have to be a professional ice skater to make this fun. Think: holding hands If you plan to go to one of the more popular ice skating rinks downtown like Millennium Park, plan to arrive at minimum one hour prior to the start of your session. You'll need this extra time to wait in ice skate rental line. If you want to avoid the crowds, I recommend to plan your session for a less busy time, like a week day morning. Here's a list of Chicago ice skating rinks. I personally love the idea of ice skating at Lincoln Park Zoo or Parson's Chicken and Fish.


Coffee Shop Date

Take the opportunity to go indoors to cozy up over a latte or hot chocolate at your favorite local coffee shop. If this is something you already enjoy doing together, it could create some very natural, candid and fun photos. I've done two sessions (here and here) like this recently and loved the results. Pick a coffee shop with lots of character, natural light, and cute mugs. It's always a good idea to call ahead and make sure they are okay with you taking some photos here. While you're on the phone with them, ask if there are certain days or times that are less busy so you don't have to worry about competing for your favorite table.


Winter Wonderland

Picture it: In the meadow you can build a snowman, then pretend he is Parson Brown. He'll say: Are you married? You'll say: No man (not yet), but you can do the job when you're in town. He sings a love song, as you go along walking in a winter wonderland. When it snows (ain't it thrilling!), though your noses get a chilling, you'll frolic and play the Eskimo way walking in a winter wonderland.

Okay, I might have had some help with that first part, but really, being out in nature with a fresh blanket of snow is going to be so pretty in photos. Think about going somewhere out in the open with a backdrop of evergreen and pine trees. If your heart is set on a snowy field for your engagement photos, tell your photographer! Usually the best time to schedule a snow session is the day after a snow fall. The snow will still be fresh, clean and abundant. If your photographer knows this is what you want, you can best plan the session around the upcoming weather forecast.

Christmas Tree Farm

If you are a lover of all things Christmas, or maybe if you are having your wedding around the holidays, going to a Christmas tree farm could make for some incredibly adorable photos. Think about how the photos could tell a fun story: you and your fiance can frolic around the Christmas tree farm while you pick out the perfect tree. You'll cozy up with one another underneath the white lights while maybe drinking some hot cocoa. Bring a flannel blanket, a wooden sled, and your own mistletoe with you for some added fun.



Date Night at Home

A lifestyle inspired session at home could be the perfect answer for a winter engagement session, especially if it's extra cold outside. Think: cooking or baking together in the kitchen, cozying up in front of the fireplace, or having breakfast in bed. This would all be so much fun for photos! And guess what? You don't even have to leave your house! If you aren't too crazy about your current living situation, there are other options available to you. I personally love DL Loft in Lakeview. You can rent the space by the hour and it has everything you could possibly need for a homey photo session.


Would you love to plan an engagement or portrait session this winter? Great! Contact me today for more details!