Crisp air, cozy sweaters, and trees bursting with color—fall in Chicago sets the perfect stage for your next family photo session. The light is soft, the colors are warm, and the vibe is pure magic. Whether you’re after urban charm or nature’s glow, there’s a location to match your family’s style.
Top Chicago Spots for Fall Family Photos
Winnemac Park (Lincoln Square)
Wide open fields and colorful tree lines
Ideal for playful, movement-based photos
A local favorite for fall sessions
South Pond in Lincoln Park
Boardwalk views with skyline reflections
Rich fall color with a mix of urban and natural backdrops
Pairs beautifully with nearby North Pond for variety
North Pond in Lincoln Park
Gorgeous golden foliage with skyline views
Great mix of water, trees, and natural paths
Bonus: Kids can explore after the shoot!
The 606 Trail (Logan Square/Wicker Park)
Urban meets natural: ivy walls, bridges, and pops of fall color
Ideal for families with older kids or those who want a more modern look
Promontory Point (Hyde Park)
Stunning lakefront views and dramatic rock outcroppings
Unique skyline angles and fiery fall foliage
A quieter, scenic spot with character
Montrose Harbor + Bird Sanctuary (Uptown)
Open grassy fields and glowing lakefront light
Ideal for families who want space to move
Dogs welcome, too!
Your Neighborhood Street (Lakeview, Roscoe Village, etc.)
Don’t underestimate the beauty of your own block
Sidewalks lined with yellow and orange maples make for authentic, cozy portraits
What to Wear for Fall Photos
Think layers, textures, and rich colors like mustard, rust, navy, and olive
Avoid neon, large logos, or anything too matchy
Coordinate, don’t clone – let everyone’s personality shine
Need help pulling it all together? I offer style guidance before every session, plus a curated client wardrobe for babies and toddlers.
When to Book (and Why Timing Matters)
Chicago fall color typically peaks in mid-October, but gorgeous golden tones start appearing in late September and last through early November.
For full sessions, weekday evenings offer the best light and the least crowded locations. For one of our mini sessions it’s best to book early – especially if you want a specific location. You can find out when and where we are doing Fall Mini Sessions here.
How to Make the Most of Your Fall Session
Choose a location that matches your family’s vibe (playful? relaxed? urban?)
Bring snacks, wipes, and backup outfits for little ones
Trust your photographer – natural moments make the best memories