Best AI Outfit Generator Apps in 2026
An AI outfit generator should do one thing well: take the clothes you own and combine them into outfits worth wearing. Sounds simple, but most apps either generate random combinations or require so much manual input that you could have styled yourself faster.
We tested the most popular AI outfit generators to see which ones actually deliver useful, wearable suggestions.
What We Looked For
The ideal AI outfit generator knows your wardrobe, understands basic style rules (color coordination, dress codes, seasonal appropriateness), considers context (weather, occasion), and shows you the result visually. We scored each app on these criteria.
The Comparison
| App | Uses Your Closet | Context-Aware | Visual Preview | Try-On | Price |
|---|---|---|---|---|---|
| FitInView | Yes | Weather + occasion + calendar | Flat-lay canvas + try-on | Yes | Free + credits |
| ChatGPT / GPT-5 | No (text-only) | If you describe it | Text descriptions only | No | $20/mo |
| Cher (The Outfit App) | Yes (manual add) | Basic weather | Grid layout | No | Free + $4.99/mo |
| Acloset | Yes (manual add) | No | Grid layout | No | Free + $3.99/mo |
| Outfit Maker (Pureple) | Yes (manual add) | Basic weather | Grid layout | No | Free |
FitInView
FitInView generates outfits in three ways. The Outfit Builder is a visual drag-and-drop canvas where you assemble looks from your wardrobe. Style Twin is a chat-based AI that generates complete outfit suggestions based on occasion, weather, and your style profile. Daily Suggestions automatically propose outfits each morning without you asking.
What sets FitInView apart is the visual preview: once an outfit is generated, you can see it as a flat-lay canvas and then as a virtual try-on on your own photo. This closes the imagination gap that text-based or grid-based generators leave open.
ChatGPT / GPT-5
You can describe your wardrobe to ChatGPT and ask for outfit suggestions. It's surprisingly good at color theory and occasion-appropriate styling — but it's working from your text descriptions, not actual photos of your clothes. The friction of describing each item makes this impractical for daily use. It also can't show you what the outfit looks like.
Cher (The Outfit App)
Cher focuses on outfit generation from your closet photos. You add items manually, and the app creates outfit grids. The suggestions are reasonable but not deeply personalized — it applies basic matching rules rather than learning your preferences over time. No try-on, but the visual grid is clean.
Acloset & Pureple
Both apps generate outfit combinations from manually-added wardrobe photos. The algorithms are simple — they combine items from different categories (top + bottom + shoes) without deep style analysis. Good for basic inspiration; underwhelming if you want context-aware, personalized suggestions.
The Verdict
FitInView is the only outfit generator that combines true AI understanding of your wardrobe with context awareness (weather, occasion, style profile) and visual try-on preview. If you just need quick random combinations, Cher or Acloset work fine. If you want text-based styling advice without visual output, ChatGPT is a creative sparring partner.