Head-to-head · facts checked 22 Sept 2026

ChatGPT vs ClickUp

ClickUp uniquely has 16 features · ChatGPT uniquely has 7 features.

ChatGPT

#1 of 8 AI assistants

8.8

/ 10

From

$8/mo (Go)

Free plan

Yes

Visit ChatGPT →Read the review

ClickUp

#1 of 7 AI work management tools

9.2

/ 10

From

$10/mo (Unlimited)

Free plan

Yes

Visit ClickUp →Read the review

The verdict

ChatGPT or ClickUp?

Section 01

Pricing, plan by plan

Every plan each vendor publishes, monthly and yearly where both are offered.

ChatGPT

$8/mo

Best for longer conversations; more messages, uploads, image creation, longer memory

Plus

$20/mo

Best for advanced work and productivity; GPT-5.6, expanded everything, projects, scheduled tasks

Pro

$100/mo

Best for research and coding; 5x or 20x more usage, GPT-5.6 Sol Pro, maximum Codex and deep research

Business

$20/user/mo · $20/user/mo (billed annually; $25 billed monthly)

Secure workspace for teams; ChatGPT Work, Codex, SAML SSO, no training on business data

Enterprise

Custom

Enterprise-grade AI, security, support; SCIM, EKM, data residency, 24/7 priority support, volume discounts

ClickUp

Free Forever

Free

Try AI across chat, tasks and docs; trial access to advanced AI features

Brain AI

$14/mo · $108/ye

Unlimited Brain Assistant, AI chat, writing, Enterprise Search (Workspace); +1,500 AI Super Credits/user/mo

Everything AI

$33/mo · $336/yr

Full agentic suite, 3X Super Agents usage, Enterprise Search (Private & Workspace); +5,000 AI Super Credits/user/mo

AI Super Credits

$0.001 per credit ($10 per 10,000 credits)

Fuel Super Agents, AI Fields, Automations, Image Generation and more; add anytime

Section 02

Pros and cons

From each tool's full review, written from the same checked facts.

ChatGPT

Pros

The Free plan includes unlimited text chats with GPT-5.6 Luna, subject to abuse guardrails.
Web search is included on every individual plan, including Free.
Projects are included on every individual plan, including Free.
ChatGPT connects to Google Workspace, Google Drive, Slack, GitHub and Microsoft 365.

Cons

Go, the cheapest paid plan, still does not unlock GPT-6 Astra, GPT-5.6 Sol or GPT-5.6 Sol Pro, and may include ads.
Single sign-on and SOC 2 Type 2 compliance are only on the Business and Enterprise plans.
New sign-ups to the $200 a month Pro 20x tier are currently paused.

Full ChatGPT review →

ClickUp

Pros

ClickUp's free plan includes unlimited tasks, unlimited free plan members and collaborative docs.
Brain AI's chat lets you choose between Claude, ChatGPT and Gemini.
ClickUp is SOC 2 Type 2 certified, GDPR compliant and HIPAA compliant.
Read-only guests are unlimited and free on every paid plan.

Cons

ClickUp Brain is not included on any base plan; it is a separate add-on costing $9 or $28 a user a month.
The AI notetaker is only on the higher Everything AI add-on, not on Brain AI.
Single sign-on with SAML is limited to the Enterprise plan.

Full ClickUp review →

Side by side

Company
Founded	2022	2017
HQ	San Francisco, USA	San Diego, USA
AI model	GPT-5.5 Instant (default), GPT-5.6 (Plus and above)	Claude, ChatGPT, Gemini
User base	900M+ weekly active users (February 2026)	10M+
Platforms	Web, Windows, Mac, iOS, Android	Web, Windows, Mac, iOS, Android
Languages	50+	25+
Pricing
Pricing model	Freemium	Freemium
Free plan	Yes	Yes
Free trial	No	Yes — Trial tier included in Free Forever plan
Starting price	$8/mo (Go)	$10/mo (Unlimited)
Enterprise	$20/user/mo annually or $25/user/mo monthly (ChatGPT Business, 2-user minimum)	Custom pricing
Refund policy	Cancellations take effect at end of billing period; refund eligibility depends on purchase channel, timing, and regional law	—
All plans	Go — $8/mo Plus — $20/mo Pro — $100/mo Business — $20/user/mo Enterprise — Custom	Free Forever — Free Brain AI — $14/mo Everything AI — $33/mo AI Super Credits — $0.001 per credit ($10 per 10,000 credits) per credit
Positioning
Best for	People who want images, voice, memory and deep research in one assistant, starting on a free plan	Teams who want docs, wikis, many views and time tracking in one tool, and are happy to pay for AI as an add-on
Differentiator	Tiered access to GPT-5.5 and GPT-5.6 models with advanced reasoning on higher plans; native image generation and data analysis	Unlimited AI agents, automations, and dashboards with Super Credits system
Competitors	Google Gemini, Microsoft Copilot, Claude (Anthropic), Perplexity AI, Meta AI	Notion AI, Microsoft Copilot, Asana AI, Monday.com AI, Slack AI, Linear
Features
AI Automations & Dashboards	—	✓
AI Notetaker	—	✓
Codex Access	✓	—
Custom Gpts	✓	—
Deep Research	✓	—
Enterprise Search	—	✓
Google SSO	—	✓
Image Generation	✓	—
Memory & Context	✓	—
Memory and Context	✓	—
Mind Mapping	—	✓
Scheduled Tasks	✓	—
Sprint Points & Reporting	—	✓
Super Agents	—	✓
Unlimited AI Chat	—	✓
Unlimited Dashboards	—	✓
Unlimited Image Generation	—	✓
Unlimited Proofing	—	✓
Webhooks & Automation Integrations	—	✓
AI Assistant	✓	✓
Browser Extension	✓	✓
Calendar Integration	✕	✓
Document Creation	✓	✓
Email Management	✓	✓
Meeting Summary	✓	✓
Mobile App	✓	✓
Note Taking	✓	✓
Offline Mode	✕	—
Presentation Builder	✓	✓
Project Management	✕	✓
Research Assistant	✓	✓
Spreadsheet AI	✓	✓
Task Automation	✓	✓
Team Collaboration	✓	✓
Integrations
API Access	✓	✓
Browser Extension	✓	✓
Google Calendar	✕	✓
Google Drive	✓	✓
Key Integrations	OpenAI API, Zapier, DALL·E 3, Bing Search, Wolfram Alpha, code interpreter, custom GPT plugins/Actions, Slack (via third-party)	GitHub, Figma, Salesforce, Slack, Gmail, Outlook, Microsoft Teams, Google Drive, ClickUp tasks/docs/chat
Microsoft 365	✕	✓
Slack Integration	✓	✓
Zapier	✓	✓