"What should we wear?" is the question I hear most before every family session. The good news: you don't need matching outfits or a brand-new wardrobe. You need a simple color plan, a few textures, and clothes your family can actually move in. Here's my guide as a Chicago family photographer.

Start with a color palette, not outfits

Pick two or three colors and build everyone's outfit from them. For fall and winter in Chicago, these palettes photograph beautifully:

  • Warm neutrals: cream, camel, rust, and soft brown

  • Cozy classic: ivory, navy, and burgundy

  • Soft and light: oatmeal, sage, and dusty blue

One person can wear the boldest color, and everyone else supports it.

Family in cream, plaid and camel outfits with their doodle and newborn for holiday photos in Chicago

Coordinate, don't match

Matching outfits can look stiff on camera. Instead, mix solids with one or two subtle patterns, like a small plaid or a soft floral, and vary the shades within your palette.

Toddler girl in a smocked pastel dress by a Christmas tree, a classic holiday photo outfit idea

Add texture for depth

Texture is what makes fall and winter photos feel warm. Chunky knit sweaters, corduroy, wool coats, linen, and flowy dresses all add depth that flat cotton t-shirts can't.

Plan for Chicago weather

For outdoor sessions, bring coats that are part of the look, not an afterthought. Neutral wool coats, scarves, and beanies photograph well. Layer thin thermals underneath so kids stay warm and happy. For studio sessions, skip the bulky coats and focus on sweaters and dresses.

Dressing the kids

  • Choose comfortable clothes they can sit, run, and play in.

  • Avoid big logos, characters, and neon colors.

  • Pack a backup outfit for little ones, just in case.

  • Tights, knit sets, and soft cardigans work well for babies and toddlers.

What to avoid

  • Large logos or graphics

  • Very busy, high-contrast patterns

  • Neon or overly bright colors

  • Clothes that need constant adjusting

Still not sure?

That's what I'm here for. Every Captured by Sammi client gets outfit guidance before their session. Browse our family and newborn galleries for inspiration, or check our fall and holiday mini sessions to book your spot.