Chessy
Chessy is a chess improvement app that analyzes your real games — your puzzles, reports, and recommendations all come from how you actually play.
Free to try. iOS only.
How it works
Link your Chess.com or Lichess account in under 30 seconds.
Chessy reviews every game you've played, spotting patterns you miss and weaknesses you don't know about.
Puzzles from your actual mistakes. Openings tuned to your level. A weekly report that tells you what to work on next.
01 — Your chess, measured
Five dimensions — tactics, openings, endgame, consistency, conversion — scored from your actual games. Meet your profile: Wildcard, Grinder, Attacker, or something else entirely. It updates as you improve.
See all 7 features →Features
Puzzles generated from positions where you personally missed something.
Every Sunday, a structured read on your week — what went well, what didn't, what to work on next.
Set a rating goal. Chessy tracks your pace and estimates when you'll reach it.
Know when to play rated, when to just study, and when to close the app.
Compared
Most chess apps give everyone the same puzzles, the same openings, the same advice. Chessy is personalized at every layer — puzzles, coaching, opening recommendations — all drawn from your real games. Unlike Cassandra Chess, Chess.com Puzzles, Lichess, Aimchess, or Chessable.
See the full comparison →Pricing
Free
$0
forever
Three personalized puzzles per day, all openings, basic insights.
Includes 3-day Pro trial
Pro Monthly
$7.99
per month
Unlimited puzzles, full coach reports, ELO tracking, all features.
3-day free trial
Pro Annual
$49.99
per year — save 48%
Everything in Pro. Best value for serious improvers.
3-day free trial
FAQ
Yes, there's a free tier with 3 personalized puzzles per day and access to all openings. Pro ($7.99/month or $49.99/year) unlocks unlimited puzzles, weekly coach reports, ELO goal tracking, and more. Every new user gets a 3-day free trial of Pro.
Chessy is built for players in the 300-1900 ELO range. It personalizes puzzle difficulty, opening recommendations, and coaching depth to your current level.
Yes — Chessy analyzes your real games, so we need to connect to where you play. Linking your account takes under 30 seconds.
Not yet. Chessy is iOS-only at launch. Android is on the roadmap.
Chessy is designed to be your daily training coach — personalized puzzles, weekly analysis, and concrete next-step guidance. It's not a replacement for one-on-one work with a titled coach, but for most improvement-focused amateurs, it does what a human coach would charge hundreds per month for.
Chess.com and Lichess give every player the same puzzle pool. Chessy generates puzzles from positions where you personally missed something — tactics you walked past, mates you didn't see, defenses you didn't find. See the full comparison →
Download Chessy, connect your account, and get your first personalized assessment in under 2 minutes.
Free to try. Pro is $7.99/month or $49.99/year.
Download on the App Store