Editor's note: This is a documentation-led edition. We have not yet run our own hands-on tests of Claude, ChatGPT or Gemini. What follows rests on official documentation, published pricing and independent studies we read in full, all accessed on 16 October 2026. A tested update will follow.

Most people pick an AI assistant on reputation. But the differences you can check before paying are mostly in the plan sheet: what each tier costs, how much text it can read at once, how big a file it accepts, whether your chats can be used for training, and whether it works inside the software you already use.

All three products run on large language models and change often. Model names, limits and prices in this piece are dated and come from each vendor's own pages. This is the hub for our assistant coverage. The single-product pieces, our ChatGPT review and Claude review, go deeper on each.

What each one is for

ChatGPT (OpenAI) has the broadest feature list: image creation, voice with video, deep research, scheduled tasks, an agent workspace called ChatGPT Work and the Codex coding agent.[1] Free and Go users chat with GPT-6 Luna. Plus adds GPT-6 Sol, GPT-6.1 Sol and GPT-6 Astra.[1]

Claude (Anthropic) leans towards documents, writing and code. Every plan includes projects, file creation, web search and connectors; paid plans add Claude Code and a Research mode.[2] Free users get the Sonnet and Haiku models; Opus starts at Pro.[2]

Gemini (Google) is tied to an ecosystem: paid plans put it inside Gmail and other Google apps and bundle cloud storage. Even the free tier includes Deep Research.[3] The free plan uses Google's Flash-Lite model; AI Pro adds Gemini 4 Argon and Google's Pro model.[3]

Side by side: the documented facts

Side by side: the documented facts
ChatGPTClaudeGemini
Free planYes; limited uploads, deep research and CodexYes; up to 5 projectsYes; includes Deep Research
Entry paid planGo, $8/mo (US launch price, Jan 2026); Plus $20/moPro $20/mo, or $17/mo billed yearlyAI Plus $4.99/mo; AI Pro $19.99/mo
Heavy-use plansPro at $100, $200 or $500/moMax from $100/moAI Ultra $99.99 or $199.99/mo
Team planBusiness: $25/seat monthly, $20 yearly; min. 2 seatsTeam: $25/seat monthly, $20 yearly; 2–150 seatsGoogle Workspace from $7/user/mo; Gemini Enterprise from $21/seat
Context window in the app27K tokens (Free, Instant) to 400K (Pro, reasoning)"Up to 1M", varies by model; 1M for newest models on paid plans32K (free), 128K (AI Plus), 1M (AI Pro, Ultra)
File uploadsUp to 512 MB per document; Free: 3 uploads a dayUp to 500 MB and 20 files per chat; PDFs to 1,000 pagesUp to 10 files per prompt, 100 MB each (video 2 GB)
Training on personal-plan chatsOn unless you switch off "Improve the model for everyone"Only if you allow it; pricing page labels it "Opt-out"On while Keep Activity is on; some chats human-reviewed
Training on business plansNot by defaultNone by defaultNot without permission (Workspace)
Notable integrationsPlugins; Excel, Word, PowerPoint and Google Sheets add-insConnectors; Chrome; Microsoft 365 and Outlook; Google Workspace add-onGmail, Docs, Drive; connected apps, including third-party servers
AppsWeb, iOS, Android, desktopWeb, desktop, iOS, AndroidWeb, Android, iOS, Mac, Windows

US list prices before tax, checked 16 October 2026; sources in the sections below. A million tokens is roughly 1,500 pages of text, by Google's estimate.[4]

Plans and prices

The table gives the headline prices. Four details are easy to miss.

ChatGPT Go's price is not on the live page. The pricing page did not show a dollar figure for Go when we checked. The $8 a month figure is the US price from OpenAI's January 2026 launch post, which says Go is priced locally in some markets.[5] The pricing page adds that Go "may include ads".[1] Plus is $20 a month, with no annual option.[6]

Pro tiers differ in more than usage. ChatGPT Pro comes at $100, $200 or $500 a month, and only the $500 tier includes the faster "Ultrafast" mode.[7] Claude Max starts at $100 for five times Pro's usage, with a 20x option.[2] Google AI Ultra is $99.99 or $199.99, for five or twenty times AI Pro's limits.[3]

Claude Enterprise has no fixed all-in price. It costs $20 per seat a month, billed yearly with a 20-seat minimum, plus usage charged at API rates.[2] ChatGPT Business and Claude Team both offer Premium seats at $125 a month, or $100 yearly.[8][2]

Gemini can come with software you already pay for. Google Workspace Business Starter ($7 a user a month) includes basic Gemini app access; Standard ($14) and Plus ($22) get expanded access.[9] Paid personal plans also bundle Google One storage, from 400 GB to at least 20 TB.[3]

Context windows and file limits

The context window is how much text a model can work with in one go. Here the three diverge most, and app figures differ from the API figures vendors advertise.

  • ChatGPT publishes two sets of numbers. The fast "Instant" mode has 27K tokens on Free, 54K on Go and Plus and 128K on Pro. Reasoning models get 256K on Go and Plus and 400K on Pro.[1] OpenAI adds that the space for your input is "smaller than the total window", because instructions, memories and reasoning share it.[1]
  • Claude's pricing page lists a context window of "up to 1M, varies by model" on every plan.[2] Its help centre lists 1M tokens for the newest models on paid plans (Opus 5.5, Sonnet 5.5, Haiku 5.5 and Fable 5.1) and 200K for models outside its table.[10]
  • Gemini sets context by plan: 32K tokens without a paid plan, 128K on AI Plus and 1 million on AI Pro and Ultra.[4]

File limits differ too. ChatGPT accepts documents up to 512 MB, capped at 2 million tokens per text file, and up to 80 files every three hours; Free users get three uploads a day.[11] Claude accepts up to 20 files per chat at 500 MB each, and PDFs up to 1,000 pages. It reads charts and images only in PDFs of 100 pages or fewer.[12] Gemini takes up to 10 files per prompt, 100 MB each or 2 GB for video.[13]

A big window shows what fits, not what the model reliably uses. Our Claude vs. ChatGPT comparison for long documents takes this further.

Data, training and retention

ChatGPT. On personal plans, conversations can be used for training unless you turn off "Improve the model for everyone". Temporary chats are not used for training and may be kept for up to 30 days for safety.[14] One catch: if you give a thumbs up or down after opting out, OpenAI says the whole conversation "may be used to train OpenAI models".[14] OpenAI does not train on Business, Enterprise or Edu workspace content by default.[14][8]

Claude. Anthropic's privacy centre says consumer chats are used for training if you allow it or if a chat is flagged for safety review; incognito chats never are.[15] Its pricing page labels consumer training "Opt-out", so check the setting rather than assume.[2] If you allow training, Anthropic may keep de-identified chats for up to five years; deleted chats go from its systems within 30 days.[16] Switching the setting off has a limit:

"Your data will still be included in model training runs that are already in progress, or in models that have been trained."
— Anthropic Privacy Center, How long do you store my data? (July 2026).[16]

Team and Enterprise plans have no model training on your content by default.[2]

Gemini. With Keep Activity on, Google uses your chats to improve its services, including training generative models. A subset is read by human reviewers, and reviewed chats are kept for up to three years, disconnected from your account.[17] Activity auto-deletes after 18 months by default. With Keep Activity off, future chats are not used for training unless you send feedback, but are still kept for 72 hours.[17] Google's own notice is blunt:

"Please don’t enter confidential information that you wouldn’t want a reviewer to see…"
— Google, Gemini Apps Privacy Notice (October 2026).[17]

Work and school accounts are different. Google says Workspace content is not human-reviewed or used to train models outside your domain without permission.[18]

Tools and integrations

ChatGPT lists plugins on every plan and add-ins for Excel, Word, PowerPoint and Google Sheets, limited on Free and Go. Plus and Pro can connect to internal tools, and Business adds shared company knowledge.[1][8] For spreadsheet work specifically, see our ChatGPT vs. Gemini comparison for spreadsheets.

Claude includes connectors on every plan, including Free. Pro and above add Claude in Chrome and Claude for Microsoft 365 and Outlook, and Anthropic lists a Google Workspace add-on.[2] Team adds enterprise search across an organisation's connected tools.[2]

Gemini is strongest where your work already sits in Google. Paid plans add Gemini to Gmail, and from AI Pro to Docs, and connected apps reach Google services plus third-party tools, including Model Context Protocol (MCP) servers. Google warns it "does not monitor or secure" custom third-party connections.[17][3]

What independent evidence says

Independent evidence is thin and goes stale fast. Two sources are worth knowing.

Arena (formerly LMArena). Arena ranks models by anonymous head-to-head votes; users learn which models answered only after voting.[19] On the text leaderboard dated 15 October 2026 (8.8 million votes, 416 models, default view), Google's Gemini 4 Argon (High) was first, marked "preliminary". Anthropic models held six of the top ten places, and OpenAI's highest entry was 21st.[20] But Arena scores named models at stated effort settings, through the API. That may not be what your app or plan serves. Votes measure preference, which includes style, not correctness. And a 2025 study found that undisclosed private testing let some providers pick which scores to publish.[21] Our benchmarks explainer covers these limits.

EBU and BBC, October 2025. Journalists from 22 public broadcasters in 18 countries rated responses to news questions from the free versions of ChatGPT, Copilot, Gemini and Perplexity, generated in late May and early June 2025.[22][23] Overall, 45% of answers had at least one significant issue. Gemini had significant issues in 76% of responses, against 36% for ChatGPT, mostly because of sourcing.[23] Claude was not tested. The study is more than a year old and covered the free models of the time: it shows sourcing failures were common, not how today's products compare. Perplexity, the fourth tool in that study, is a search-first product rather than a general assistant; our Perplexity review covers how it cites sources.

A decision tree titled "Four questions before you pay". Question 1, will work or client data go in: yes leads to a business plan, since ChatGPT Business, Claude Team and Google Workspace do not train on your content by default; no leads to a personal plan with training switched off or a temporary chat. Question 2, where does your work live: Google Workspace points to Gemini inside Gmail and Docs; Microsoft 365 points to ChatGPT and Claude Office add-ins; somewhere else points to comparing connectors. Question 3, how much text at once: free plans give ChatGPT 27K tokens and Gemini 32K, while Claude lists up to 1M varying by model; paid plans give ChatGPT 256K to 400K and Claude and Gemini AI Pro up to 1M. Step 4 is an orange checkpoint: run 10 of your own tasks on the plan you would pay for, with training off, then decide.
Four documented questions narrow the choice before any test. Branches summarise vendor documentation checked 16 October 2026; they are not quality ratings. Diagram: AI Chronicle.

AI Chronicle

Documented limits and risks

  • Limits move. All three cap usage within a plan, and reserve the right to change plans and caps. Anthropic says prices "are subject to change"; Google says limits "may change without notice".[2][4] OpenAI cut the included usage for new Pro 200 subscriptions in September 2026 while keeping the price.[7]
  • Inconsistent pages. Some vendor pages disagree with each other. Google's subscriptions page promotes Gemini 4 Argon, while its FAQ on the same page still names "3.1 Pro".[3] Anthropic's pricing table says "Opt-out" for consumer training, while its privacy centre describes a choice to allow.[2][15]
  • Accuracy and actions. Google warns that Gemini Apps "may produce inaccurate or offensive information" and advises users to "supervise Gemini's web browsing and tasks closely".[17] Our explainer on AI hallucinations covers why confident answers fail.

Who each suits, and who should skip it

Reasoned from documentation, not performance.

ChatGPT

Suits: people who want the widest feature set in one app, including image creation, voice with video and coding agents. Also Microsoft 365 users, and small teams wanting a self-serve workspace from two seats.[1][8] Skip, or check first: heavy readers on a budget. ChatGPT Free's 27K Instant window is the smallest documented free-tier window of the three, and Free allows three uploads a day.[1][11]

Claude

Suits: people working with long documents or many files on modest plans, and teams that want connectors on every tier.[2][12] Skip, or check first: organisations that need a fixed all-in Enterprise price, since usage is billed on top of seats.[2] Also free users who want Opus or Research mode, which start at Pro.[2]

Gemini

Suits: people and companies already in Google Workspace. The $4.99 AI Plus plan is the cheapest paid entry point of the three.[3][9] Skip, or check first: anyone pasting sensitive material into a personal account with Keep Activity on, given human review and three-year retention of reviewed chats.[17] Also free-tier users with long documents, given the 32K window.[4]

How to test it yourself

A 7-step test before you subscribe
  1. Pick 10 real tasks from last month, with sensitive details removed.
  2. Write the right answer first, or what "good" looks like, before you run anything.
  3. Use the plan you would pay for. Free-tier models and context windows differ from paid ones.
  4. Set privacy first. Turn off training, or use a temporary or incognito chat, before uploading anything.
  5. Run the same prompt in all three, and record the model name and date shown.
  6. Check every fact and citation against the source. Note the time you spend fixing each answer.
  7. Try one integration you would really use, such as a Drive file, a spreadsheet or an email draft, and note any setup and permission prompts.
Our guide on how to judge a new AI model release explains how to keep a small test fair.

A worked example (hypothetical)

This scenario is invented to show how the documented facts narrow a choice. No product was tested and no results are reported.

Amira runs a three-person bookkeeping practice on Google Workspace Business Standard. She wants help with client emails and long tax guidance PDFs.

Data first. Client data rules out personal plans unless training is off, so she looks at business tiers. At list prices on 16 October 2026, three seats billed yearly cost $60 a month on ChatGPT Business or Claude Team Standard.[8][2] Her existing Workspace plan already includes the Gemini app with expanded access.[9]

Then fit. Gemini works inside the Gmail and Docs she already uses, though she would confirm her Workspace edition's file limits, which Google documents separately from personal accounts.[13] Claude's 1,000-page PDF limit suits her longest guidance documents.[12]

Then test. She runs 10 past tasks through Gemini in Workspace and through a month of Claude Team on the two-seat minimum, scoring each answer against her own figures. Only then does she decide whether a second subscription earns its cost.

Questions readers commonly ask

Which is the best AI assistant?

We don't name one. We haven't tested them, and the documented differences favour different users. Independent evidence is limited: Arena measures preference for models through the API, and the EBU/BBC study did not include Claude.[20][23]

Are the free versions good enough?

For light use, possibly. But free tiers have smaller limits: ChatGPT Free's Instant context is 27K tokens and Gemini's free window is 32K.[1][4] Claude's pricing lists up to 1M "varies by model" on Free, but Opus is paid-only.[2]

Can I stop my chats being used for training?

Yes, on all three. ChatGPT: turn off "Improve the model for everyone". Claude: the model-improvement setting in Privacy settings. Gemini: turn off Keep Activity, or use temporary chats.[14][15][17] Business plans do not train on your content by default.[8][2][18]

Will these prices still be right next month?

Probably not all of them. OpenAI changed its Pro tiers in September 2026.[7] Check the pricing pages in our sources before buying.

The next step

Plan sheets change every few months, and so do the models behind them. Before you switch assistants after a launch, use our checklist for how to judge a new AI model release.

Sources and evidence note

Plans, prices, limits and data terms come from each vendor's pricing, help and privacy pages. They describe documented features and terms, not tested performance. Prices are US list prices before tax as displayed on 16 October 2026. Independent evidence comes from the Arena leaderboard and method page, The Leaderboard Illusion (2025) and the EBU/BBC News Integrity in AI Assistants report, each read in full on the publisher's site. The worked example is invented. All pages were accessed on 16 October 2026.

Sources

  1. OpenAI, ChatGPT Pricing

    Plan features for Free, Go, Plus and Pro; models by plan (GPT-6 Luna, GPT-6 Sol, GPT-6.1 Sol, GPT-6 Astra); context windows (Instant 27K/54K/54K/128K; reasoning varies/256K/256K/400K) and the note that input space is "smaller than the total window"; file uploads, plugins, Office and Google Sheets extensions, apps connecting to internal tools; Go "may include ads"; "Opt-out available" for training; "unlimited" chats subject to abuse guardrails. Dollar amounts did not render in the fetched page.

  2. Anthropic, Claude Plans & Pricing

    Free, Pro ($17/mo yearly, $200 up front; $20 monthly), Max (from $100; 5x or 20x), Team ($20/$25 standard, $100/$125 premium; 2–150 seats), Enterprise ($20/seat/month yearly, 20-seat minimum, plus usage at API rates); features by plan including connectors, Chrome, Microsoft 365, Outlook, Research, enterprise search; context "Up to 1M, varies by model"; model training "Opt-out" (consumer) and "None by default" (Team, Enterprise); usage limits on a five-hour window; "subject to change".

  3. Google, Gemini subscriptions

    (US region). Free ($0, Flash-Lite, Deep Research), AI Plus ($4.99, Flash, 2x usage, 400 GB), AI Pro ($19.99, Gemini 4 Argon and Pro model, 4x usage, 5 TB), AI Ultra ($99.99 for 5x, $199.99 for 20x AI Pro usage, from 20 TB); Gemini Enterprise Business edition from $21/seat/month and Standard/Plus from $30; FAQ wording naming "3.1 Pro" and a "1M token context window" for AI Pro.

  4. Google Gemini Apps Help, Gemini Apps limits & feature availability

    Usage multipliers by plan; context windows (32K, 128K, 1M); five-hour refresh and weekly limit; 1M tokens ≈ 1,500 pages; "may change without notice".

  5. OpenAI, Introducing ChatGPT Go, now available worldwide

    16 January 2026. Go at $8/month in the US, localised pricing in some markets.

  6. OpenAI Help Center, What is ChatGPT Plus?

    Plus at $20/month, billed monthly; no annual billing.

  7. OpenAI Help Center, About ChatGPT Pro tiers

    Pro 100, Pro 200 and Pro 500 at $100, $200 and $500/month; Ultrafast on Pro 500 only; lower usage allowance for new Pro 200 subscriptions after the September 2026 change.

  8. OpenAI Help Center, ChatGPT Business – Overview

    Standard seat $25/user/month monthly or $20 billed yearly; Premium $125 or $100; minimum two seats; renamed from Team on 29 August 2025; "OpenAI won't train on your workspace's data". Also ChatGPT Business (https://chatgpt.com/business/) product page.

  9. Google Workspace, Compare pricing plans

    (US). Business Starter $7, Standard $14, Plus $22 per user/month; Gemini app basic access on Starter and expanded access on Standard and above; Gemini in Docs, Sheets, Drive and Meet from Standard.

  10. Claude Help Center, How large is the context window on paid Claude plans?

    Per-model windows when chatting (1M for Fable 5.1, Opus 5.5, Opus 5, Sonnet 5.5, Sonnet 5, Haiku 5.5; 500K for several older models; 200K outside the table); automatic context management with code execution.

  11. OpenAI Help Center, Uploading files and audio to ChatGPT

    512 MB per document, 2 million tokens per text file, about 50 MB for spreadsheets, 20 MB images; 80 files per three hours; Free limited to three uploads a day; project file limits by plan.

  12. Claude Help Center, Upload files to Claude

    23 July 2026. 500 MB per file, 20 files per chat, PDFs up to 1,000 pages with visual analysis up to 100 pages; project files 30 MB each.

  13. Google Gemini Apps Help, Upload & analyze files in Gemini Apps

    Up to 10 files per prompt; 100 MB per file, 2 GB per video; video 5 minutes (1 hour on Pro/Ultra), audio 10 minutes (3 hours); code folders up to 5,000 files and 100 MB; Deep Think 192K window.

  14. OpenAI Help Center, Data controls in ChatGPT

    "Improve the model for everyone" setting; temporary chats not used for training and retained up to 30 days; feedback after opt-out; managed workspaces not used for training by default.

  15. Anthropic Privacy Center, Is my data used for model training?

    16 March 2026. Conditions for consumer training use (choosing to allow, safety flags, explicit opt-in programmes); incognito chats excluded; connector content excluded unless copied into the chat; feedback retained up to five years.

  16. Anthropic Privacy Center, How long do you store my data?

    1 July 2026. Deletion within 30 days; up to five years de-identified if training is allowed; the 22-word quotation on training runs already in progress.

  17. Google Gemini Apps Help, Gemini Apps Privacy Hub

    last updated 13 October 2026. Keep Activity and training; human review and three-year retention of reviewed chats; 18-month default auto-delete; 72-hour retention with Keep Activity off; temporary chats; connected apps, including MCP servers, and the quoted "does not monitor or secure" warning; Workspace connected apps unavailable with Keep Activity off; quoted confidentiality warning (opening words of a longer sentence), accuracy warning and supervision advice.

  18. Google Workspace Help, Generative AI in Google Workspace Privacy Hub

    last updated 6 October 2026. Workspace content not human-reviewed or used for model training outside the domain without permission; admin-controlled retention.

  19. Arena, How It Works

    Anonymous two-model battles; identities revealed after voting; pre-release testing.

  20. Arena, Text Arena leaderboard

    dated 15 October 2026, default "Overall" view as served on 16 October 2026. 8,834,211 votes, 416 models; Gemini 4 Argon (High) first at 1524±9, "Preliminary"; six Anthropic entries in the top ten; highest OpenAI entry (gpt-5.6-sol-xhigh) 21st at 1485±4. Rankings change daily.

  21. Singh and colleagues (2025), The Leaderboard Illusion

    Undisclosed private testing and selective disclosure of scores; data-access asymmetries; findings describe Chatbot Arena as studied in 2025.

  22. BBC Media Centre, Largest study of its kind shows AI assistants misrepresent news content 45% of the time

    22 October 2025. 22 organisations, 18 countries, 14 languages, 3,000+ responses; 45%, 31% and 20% findings; Gemini 76%.

  23. EBU and BBC, News Integrity in AI Assistants report

    (October 2025). Method: free/consumer versions, responses generated late May and early June 2025, 2,709 core responses evaluated; significant issues by assistant (Gemini 76%, Copilot 37%, ChatGPT 36%, Perplexity 30%) and sourcing (Gemini 72%, ChatGPT 24%).

Disclosure

This article was researched and drafted with the help of AI tools, then edited and fact-checked by the AI Chronicle editorial team. Illustrations are original artwork created for AI Chronicle with AI image generation.

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