Chess Jester vs Chessight
Price, ratings, monetisation and update history for both games, side by side — with what reviewers say about each.
Chess Jester
Engage in serious chess matches with a humorous twist. Features a witty AI commentator, multiple difficulty levels, and both local and online multiplayer options. Customize your game's appearance and share your matches.
- Hilarious AI commentary
- Play against powerful AI
- Local and online multiplayer
- Game import and export (PGN/FEN)
- Real-time browser monitoring
- External display support
- Full customization options
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Chess Jester (Chester) - Serious chess. Silly commentary. Stunning design. Step into the royal court of chess with Chess Jester, a beautifully crafted chess app for iPhone and iPad that mixes serious gameplay with a touch of humor. Whether you're a casual player, a chess enthusiast, or just someone looking to hear a jester mock your moves, Chester delivers a fun and engaging experience. Privacy First: - No data collection, No Tracking, No Accounts, No Ads Features: Hilarious AI Commentary: - Turn your chess games into a comedy act with funny, context-aware narration from Chester the Jester. The commentary can be toggled on or off at any time. Play vs. Powerful AI: - Challenge a robust chess engine with multiple difficulty levels. Whether you're learning the ropes or looking for a tough opponent, Chester adjusts to your skill level. Local Multiplayer (Same Device): - Play over the board with a friend right on your iPhone or iPad, no need for a physical board. Online Multiplayer: - Play online with a friend or a random opponent. Join a game instantly or host one with a unique code. * Hosting requires a one-time in-app purchase. Game Import & Export: - Load a game using a PGN or FEN string, and export completed games in PGN format to share or analyze later. Real-Time Game Monitoring in a Browser: - Spectators can watch your games live in any browser, perfect for events, parties, or classrooms. * Requires a one-time in-app purchase. External Display Support: - Mirror the game on a TV or projector using AirPlay or an HDMI dongle. Perfect for live viewing or teaching sessions. Full Customization: - Change the look and feel of your game with customizable board themes, piece styles, and background options. Supports both light and dark mode. - Choose your color (play as white or black), and fine-tune your experience with adjustable sound, haptic feedback, and AI commentary settings. Chester blends powerful gameplay with a unique personality. It’s elegant when it needs to be, silly when you want it to be, and always ready for a good match. Whether you're learning, competing, or just having fun, Chester makes every move memorable. Terms of Use: - https://www.apple.com/legal/internet-services/itunes/dev/stdeula/ Privacy Policy: - https://chester.justshare.me/privacy.html
Chessight
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Chessight is the fastest way to analyze, review, and learn from your chess games — all on your iPhone. Import your own games or analyze chess.com matches from any username. A full Stockfish 18 engine runs locally on your device to classify every move as brilliant, great, best, inaccuracy, mistake, or blunder — exactly like the big chess sites, but without an account or monthly subscription. WHAT YOU CAN DO • Analyze any PGN — paste a game or import via share sheet • Pull chess.com games by username with one tap • See move-by-move accuracy, classifications, and eval graph • Tap any move for a detailed breakdown with best alternatives • Explore variations freely — play "what if" lines and get instant evaluation • Share positions with a single tap PLAY & TRAIN • Play against Stockfish at adjustable depth (1–20) • Solve the daily chess.com puzzle • Browse 37+ famous checkmate patterns • Edit any position with a flexible board editor PRIVACY FIRST • The Stockfish engine runs entirely on your device — your games never leave your phone • No account required • Chess.com game data fetched through their public API FREE OR PREMIUM • One free deep analysis every day • Watch a short ad to unlock additional analyses • Or buy Premium once — unlimited analyses, no ads, forever • Premium is Family Shareable WHAT'S INCLUDED • Stockfish 18 with NNUE neural evaluation • Interactive board with legal-move highlighting • Opening book detection • Accuracy stats across games • iPad-optimized two-column layout • Works on iPhone and iPad (portrait and landscape) Download Chessight today and start analyzing every move you make.
Screenshots
Verdict
The clearest difference is ads: Chess Jester at none against Chessight's shown. Chessight's advantage is update cadence (every 9 days vs every 3 months) and iOS requirement (13.0 vs 17.0). On price, in-app purchases and device support there is nothing between them.
Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS
Both are free to download. Chess Jester sells 2 one-off in-app purchases and Chessight sells 1 one-off in-app purchase. Whichever you choose, the download price is not the number that matters.
Chess Jester ships an update every 3 months, Chessight every 9 days. The most recent releases landed on October 30, 2026 and October 31, 2026 respectively.
| Parameter | Chess Jester | Chessight |
|---|---|---|
| Price | Free | Free |
| Rating | 3.7 (3 ratings) — better | — |
| Positive reviews | 100.0% of reviews | — |
| Number of ratings | 3 — better | — |
| Update frequency | Every 3 months | Every 9 days — better |
| Ads | No — better | Yes |
| In-app purchases | Yes | Yes |
| Monetization | Free with in-app purchases | — |
| Devices | iPhone, iPad | iPhone, iPad |
| Requires iOS | 17.0 | 13.0 — better |
| Further details — not scored | ||
| Size | 87 MB | 186 MB |
| Age rating | +4 | 4+ |
| Developer | Erfan Reed | Jayanth S P |
In-app purchases
Chess Jester
- Online Game Play$0.99
- Monitor Game on Web$0.99
Chessight
- Chessight Premium$4.99
Questions
Is Chess Jester free?
Is Chessight free?
Do Chess Jester or Chessight have ads?
Which is updated more often, Chess Jester or Chessight?
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