Tips for Planning Your Chicago Family Photos

Planning Chicago family photos doesn’t have to be complicated! Whether you want fall photos surrounded by colorful leaves, a session that captures everyday life at home, or something totally different, my goal is always to capture images that truly feel like your family. With a little planning and room to go with the flow, your session can be a fun experience instead of another thing on your to-do list. 

As a Chicago family photographer, here are a few tips to help you plan your session.

Choosing a Location for Your Chicago Family Photos

The best location depends on your family, the season, and the kind of photos you want. Here are a few of my favorite options around Chicago.

Lincoln Park South Pond

South Pond is one of my favorite spots for fall family photos. The trees and walking paths offer beautiful seasonal color, and you can get lovely views of the Chicago skyline. It’s a great year-round option, too. There are plenty of places to stop for portraits along the way, so we can get a variety of photos without traveling far. 

The Grove in Glenview

If you want a more nature-focused setting, The Grove is another great option. The wooded trails and natural scenery make it especially beautiful in the fall.

Your Home or Neighborhood

This is probably my favorite option! Photographing your family at home or in your neighborhood gives your session a personal feel. We can document your kids playing in the backyard, walking to a favorite park, or doing something you enjoy together. These everyday places often hold the most meaning, and you won’t have to worry about getting everyone ready to travel somewhere new.

If there’s another spot that’s special to your family or you have a specific location in mind, I’m always open to exploring it together!

What to Wear for Family Photos

You don’t need to buy all-new outfits for your session! Start with clothes that feel comfortable and look good together. Choose a few complementary colors instead of matching everyone exactly, and consider the location when picking your outfits. Most importantly, make sure everyone can move comfortably. You’ll have a better time when you’re not worried about keeping clothes in place throughout the session.

The Best Time of Day for Family Photos

For outdoor sessions, I typically recommend planning around the best available light. Early morning and late afternoon often offer softer light, but the ideal time depends on the location and season.

With younger kids, I also consider nap schedules and energy levels. A beautiful sunset won’t feel worth it if everyone is exhausted by the time we start. We’ll be sure to find a time that works for your family.

How to Help Kids Feel Comfortable During Your Session

My biggest tip is to let go of rigid expectations. Your kids don’t need to smile at the camera or stand perfectly still for the entire session. Give them time to warm up, and don’t worry if they need a break or want to explore.

I move between formal portraits and a more photojournalistic approach throughout family sessions. We’ll get those photos of everyone looking at the camera, but I’ll also capture the in-between moments as your family interacts naturally. This takes the pressure off trying to make every moment perfect.

What to Expect During Your Family Photo Session

I’ll offer direction when needed, but I also leave room for your family to be yourselves. We might start with a few portraits together, then let the kids play or walk around while I capture the moments that just happen naturally. I want you to have photos that reflect your relationships and give you something meaningful to look back on as your kids grow.

When to Book Your Chicago Family Photos

Fall is a popular time for family photos in Chicago, especially when the leaves start to change. If you’re hoping for a session during peak fall color, I recommend reaching out early. Spring and summer are also great options, while winter sessions can offer a different look with a little extra planning for the weather. You don’t need to have every detail figured out before booking. I can help you choose a location and timing that works for your family.

Ready to Plan Your Chicago Family Photos?

If you’re looking for a Chicago family photographer who wants you to enjoy the experience just as much as the final photos, I’d love to hear from you. Whether you have a favorite location in mind or want help deciding what will work best, get in touch to start planning your family session.