Chatwork vs Trello: Which Collaboration Tools Is Better in 2026?
Compare pricing, features, integrations, verified reviews, AI capabilities, security, and customer satisfaction — side by side, with no marketing spin.
The Short Answer
Chatwork vs Trello, in 15 seconds
Choose Chatwork if…
- You prefer Chatwork's approach and ecosystem
Choose Trello if…
- You depend on a broad integration ecosystem
- You want deeper AI and automation features
- You have strict security & compliance needs
- You need the broader feature set
Head-to-Head Scorecard
How Chatwork and Trello score
Trello leads on 4 of 9 measured dimensions.
- Even
Customer Rating
Average score from verified user reviews
ChatworkNo reviewsTrelloNo reviews - Even
Review Volume
Number of verified reviews — a proxy for adoption
Chatwork0Trello0 - Even
Entry Pricing
Lowest published starting price (free plan = lowest)
Chatwork$500/moTrello$5/mo - Even
Free Access
Availability of a free plan and/or free trial
ChatworkFree plan + trialTrelloFree plan + trial - Trello
Integrations
Number of listed third-party integrations
Chatwork6Trello8 - Trello
Features
Number of listed product capabilities
Chatwork6Trello11 - Trello
AI Features
Capabilities mentioning AI, automation or ML
Chatwork—Trello2 - Trello
Security & Compliance
Number of listed compliance certifications
Chatwork2Trello3 - Chatwork
Platforms & Deployment
Supported platforms and deployment options
Chatwork7Trello6
Feature Comparison
Chatwork vs Trello feature breakdown
Search or filter the full feature matrix — core features, AI, integrations, APIs, security and compliance.
Chatwork
TrelloPricing Comparison
Chatwork vs Trello pricing
Entry pricing, plan tiers and the cost factors that shape total cost of ownership.
Chatwork
$500/mo to start- Group chat
- Task management
- File sharing
- Basic use
- Per user
- Admin controls
- More storage
- Video calls
- Per user
- Advanced security
- Management controls
- Priority support
Trello
$5/mo to start- Unlimited cards
- 10 boards per workspace
- Unlimited Power-Ups
- 250 Butler runs/month
- Unlimited boards
- Advanced checklists
- Custom fields
- 1,000 Butler runs
- Calendar, Timeline, Table, Dashboard
- Unlimited Butler runs
- AI content generation
- Admin & security controls
- Organization-wide permissions
- SSO & SCIM
- Advanced admin
- Attachment controls
Total cost of ownership factors
Beyond list price, factor in implementation, training, add-ons and per-seat scaling when estimating total cost of ownership.
Pros & Cons
Chatwork vs Trello: strengths and trade-offs
Chatwork
Pros
- Free plan available
- Free trial offered
- Compliance: ISO 27001, APPI
- Public API available
Cons
- Higher starting price ($500/mo)
- Fewer native integrations than the alternative
Trello
Pros
- Free plan available
- Free trial offered
- Lower starting price ($5/mo)
- Broad integration ecosystem (8)
- Compliance: SOC 2 Type II, ISO 27001, GDPR
- Stronger AI / automation features
Cons
Buyer Fit
Who should use Chatwork vs Trello?
Startups
Either
Either keeps early-stage costs lowest with its entry tier.
Small businesses
Either
Either offers the most accessible pricing for lean teams.
Agencies
Trello
Trello connects to more tools for multi-client workflows.
Enterprises
Trello
Trello leads on compliance and breadth for complex needs.
Ecommerce
Trello
Trello integrates with more of the commerce stack.
SaaS companies
Trello
Trello is the more developer- and automation-friendly choice.
Integration overlap
Shared integrations (1)
Only in Chatwork (5)
Only in Trello (7)
Keep Exploring
Other alternatives worth considering
Similar collaboration tools products buyers compare alongside Chatwork and Trello.
Ask SIA which solution fits your business
SIA, Saaskart's AI buying assistant, weighs Chatwork and Trello against your team size, budget, integrations and compliance needs — then recommends the right fit and the questions to ask each vendor.
Get a personalised recommendationChatwork vs Trello — Frequently Asked Questions
What is the difference between Chatwork and Trello?
Chatwork and Trello are both Collaboration Tools solutions. Chatwork is rated 0.0/5 by 0 users, while Trello is rated 0.0/5 by 0 users. The main differences lie in pricing, features, and target audience.
Which is better, Chatwork or Trello?
Based on user ratings, Chatwork scores higher at 0.0/5. The best choice depends on your team size, budget, and specific requirements.
Which is cheaper, Chatwork or Trello?
Trello is the more affordable option, starting at $5/month.
Does Chatwork or Trello have a free plan?
Chatwork offers a free plan. does not have a free tier but does offer a free trial.
Can I switch from Chatwork to Trello?
Switching between Chatwork and Trello is possible. Both support data export. Check integration compatibility and plan for data migration to minimise disruption to your team.
Who should use Chatwork vs Trello?
Chatwork is best suited for teams that prioritise enterprise features. Trello works well for teams looking to start free and scale.
Our Verdict
The bottom line on Chatwork vs Trello
Best Overall
Either
It's a tie balances user satisfaction and proven adoption.
Best for Startups
Either
It's a tie has the friendliest entry point for new teams.
Best for Enterprise
Trello
Trello leads on compliance and feature breadth.
Best Value
Either
It's a tie delivers the lowest cost to get started.
Best AI Features
Trello
Trello ships more AI and automation.
Highest Rated
Either
Both earn equal user ratings.