Okay, let’s be real – one of the first things people stress about when they start planning their senior session is what to wear. I get it! Outfits set the tone for your photos, and they’re one of the biggest ways to make your senior portraits feel uniquely YOU. The good news? I’ve photographed tons of seniors all over Chicago, so I have a few tried-and-true tips to make choosing your outfits fun (not stressful).
Here’s my guide to what to wear for your senior photos in Chicago:
1) Stay True to Your Style
This is the golden rule. If you’re a jeans-and-tee kind of person, don’t suddenly pull out a sequined gown (unless, of course, that’s your thing – in which case, YES, let’s make it fabulous). Your senior photos should reflect you, not a version of you that doesn’t feel authentic.
Think about what you reach for in your closet when you want to feel amazing. Streetwear vibes? Preppy chic? Vintage thrifting queen? Whatever makes you feel most like yourself, that’s exactly what we want to showcase.
2) Mix It Up
One of the best parts of your session is showing all the sides of your personality. I always recommend bringing 2–3 outfit options:
- A casual, everyday look (think jeans, sneakers, and a cute top)
- A dressier “wow” outfit that makes you feel unstoppable
- A fun, in-between look or something with layers and accessories to play with
This variety gives us tons of options while keeping your gallery dynamic and interesting. Pro tip: accessories like hats, jackets, or layered jewelry are amazing ways to switch things up quickly during your session.
3) Dress for the Location
Chicago is full of incredible backdrops! From city skylines to lush parks to the lakefront… Your outfits can really shine when they work with the location instead of against it.
- Urban Vibes (think Riverwalk or downtown skyline): Bold colors and sleek lines pop beautifully against the city’s architecture.
- Nature Settings (like Olive Park or Lincoln Park): Earth tones, flowy fabrics, and neutrals feel dreamy against all that greenery.
- Lakefront or Beachy Scenes (hello, North Avenue Beach!): Soft colors, light layers, and textures (linen, denim, knits) fit perfectly with breezy lake vibes.
When we plan your senior session, I’ll help you match outfits to locations so the whole look feels cohesive and effortless.
4) Functionality Matters (Trust Me!)
Listen, it’s your time to shine, and that means feeling comfortable enough to move, laugh, and be yourself. Outfits that are too tight, too short, or constantly need adjusting? Total buzzkill.
Skip anything that might limit your movement or distract you (looking at you, super short skirts). Remember: your photos will be full of natural movement and fun prompts, so you’ll want clothes that let you breathe and feel confident the whole time.
If I can tell you anything, it’s this… Choosing outfits for your Chicago senior photos doesn’t have to be overwhelming. Stay true to your style, bring options, keep your location in mind, and make sure you can actually move comfortably. Most importantly, remember that this session is all about celebrating you!
Want personalized outfit advice and location ideas for your senior photos? That’s what I’m here for – let’s plan your dream Chicago senior photos together!
Talk soon,
Ready to plan your Chicago senior photos with Shalimar B. Photography? Get all the details and take a look at what’s happening behind the scenes.
Chicago Senior Photo Inspo | The SBP Outfit Guide for Your Chicago Senior Photos | Chicago Senior Photo Outfits | Chicago Senior Photography
