We use provider pages as the source of truth.
Pricing, plan names, free plan availability, and trial details are checked against official provider pages before being used in ProPicked scores. Vendor relationships do not change rankings, scores, or recommendations.
Provider Pricing Facts
Provider pricing facts: Chatwoot offers a free plan; ConnectWise starts at $35/mo.
Source and Freshness Note
Source and freshness note: pricing, free-plan, and feature signals are compared from public provider data and updated comparison records. Last checked March 2026.
Chatwoot vs ConnectWise: Honest Comparison (2026)
Chatwoot
Open-source customer engagement platform
ConnectWise
IT management platform designed for managed service providers and IT teams
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Quick Verdict:
Chatwoot wins with 8.0/10 vs 7.8/10. Choose Chatwoot for ease of use. Choose ConnectWise for more features.
Chatwoot wins this comparison with a score of 8.0/10 vs 7.8/10. Chatwoot offers a free plan. Chatwoot stands out for clear category fit:Chatwoot is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives., while ConnectWise excels at clear category fit:ConnectWise is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.. However, ConnectWise leads in our detailed feature analysis (7.9 vs 7.7).
| Feature | Chatwoot | ConnectWise |
|---|---|---|
| Overall Rating | 8.0/10 | 7.8/10 |
| Ease of Use | 8.3/10 | 7.0/10 |
| Features | 8.2/10 | 8.5/10 |
| Value for Money | 7.9/10 | 7.5/10 |
| Customer Support | 7.5/10 | 7.3/10 |
| Free Plan | Yes ✓ | No |
| Starting Price | $19/mo | $35/mo |
| Feature Score | 7.7/10 | 7.9/10 |
| Top Strength | Clear category fit:Chatwoot is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives. | Clear category fit:ConnectWise is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives. |
| Biggest Weakness | Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing. | Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing. |
| Best For | Is Chatwoot free?Provider data indicates a free plan is available. | Is ConnectWise free?No permanent free plan is listed in the current provider data. |
| Winner | Chatwoot (8.0/10) | |
What is Chatwoot?
Open-source customer engagement platformChatwoot is a SaaS tool for teams evaluating helpdesk software in 2026. Open-source customer engagement platform ProPicked's review is based on provider-published pricing, plan limits, feature availability, and customer review signals rather than sponsorship placement. Provider data highlights ticket Management, live Chat, knowledge Base, email Support, chatbot as tracked capabilities. The current rating is 8.0/10, with value, feature coverage, ease of use, and support considered separately so buyers can compare it against alternatives in the same category. Use this page to verify what Chatwoot offers, where it is strongest, what trade-offs to check, and which competing tools may fit better before committing.
- +Clear category fit:Chatwoot is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
- +Provider-checked pricing context:Provider data indicates a free plan is available. A 14-day trial is listed for evaluation before purchase.
- +Feature coverage is documented:Provider data highlights ticket Management, live Chat, knowledge Base, email Support, chatbot as tracked capabilities.
- •Is Chatwoot free?Provider data indicates a free plan is available.
- •What should I verify before buying?Confirm current pricing, plan limits, cancellation terms, integrations, and support response expectations.
- •How does ProPicked score Chatwoot?Ratings combine provider data, pricing checks, feature coverage, and public review signals across four dimensions.
What is ConnectWise?
IT management platform designed for managed service providers and IT teamsConnectWise is a SaaS tool for teams evaluating helpdesk software in 2026. IT management platform designed for managed service providers and IT teams ProPicked's review is based on provider-published pricing, plan limits, feature availability, and customer review signals rather than sponsorship placement. Provider data highlights ticket Management, knowledge Base, email Support, phone Support, multi Channel as tracked capabilities. The current rating is 7.8/10, with value, feature coverage, ease of use, and support considered separately so buyers can compare it against alternatives in the same category. Use this page to verify what ConnectWise offers, where it is strongest, what trade-offs to check, and which competing tools may fit better before committing.
- +Clear category fit:ConnectWise is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
- +Provider-checked pricing context:No permanent free plan is listed in the current provider data. A 14-day trial is listed for evaluation before purchase.
- +Feature coverage is documented:Provider data highlights ticket Management, knowledge Base, email Support, phone Support, multi Channel as tracked capabilities.
- •Is ConnectWise free?No permanent free plan is listed in the current provider data.
- •What should I verify before buying?Confirm current pricing, plan limits, cancellation terms, integrations, and support response expectations.
- •How does ProPicked score ConnectWise?Ratings combine provider data, pricing checks, feature coverage, and public review signals across four dimensions.
Chatwoot vs ConnectWise: Key Differences
Chatwoot vs ConnectWise: Quick Verdict
Chatwoot and ConnectWise are neck and neck at 8/10 and 7.8/10. At this point, the best choice is whichever one clicks with how you work.
Choose Chatwoot if:
- Open-source with self-hosting option
- Unified inbox across all channels
- Good automation and chatbot capabilities
- You match the profile: small businesses needing affordable omnichannel support
- You want the higher-rated option overall (8/10 vs 7.8/10)
Choose ConnectWise if:
- Purpose-built for MSPs and IT companies with features no general helpdesk tool can match
- Unified PSA platform combines ticketing, billing, and project management in one system
- Extensive integration ecosystem with RMM, cybersecurity, and remote access tools
Decision Summary
Who wins in each scenario? A quick look at how Chatwoot and ConnectWise compare across different buyer needs.
Scores 8.0/10 vs 7.8/10
Scores 7.9/10 on value vs 7.5/10
Ease of use: 8.3/10 vs 7.0/10
Both score 7.8/10 avg on features + support
Free plan available + 7.9/10 value
Free plan available vs $35/mo
Choose Chatwoot if you need...
- ✓Clear category fit:Chatwoot is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
- ✓Provider-checked pricing context:Provider data indicates a free plan is available. A 14-day trial is listed for evaluation before purchase.
- ✓Feature coverage is documented:Provider data highlights ticket Management, live Chat, knowledge Base, email Support, chatbot as tracked capabilities.
- ✓A free plan to get started
- ✓Lower starting price ($19/mo vs $35/mo)
- !Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing.
- !Fit depends on workflow:Teams with complex integrations or strict compliance requirements should compare Chatwoot against at least two alternatives.
Choose ConnectWise if you need...
- ✓Clear category fit:ConnectWise is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
- ✓Provider-checked pricing context:No permanent free plan is listed in the current provider data. A 14-day trial is listed for evaluation before purchase.
- ✓Feature coverage is documented:Provider data highlights ticket Management, knowledge Base, email Support, phone Support, multi Channel as tracked capabilities.
- !Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing.
- !Fit depends on workflow:Teams with complex integrations or strict compliance requirements should compare ConnectWise against at least two alternatives.
Our Take: Chatwoot vs ConnectWise
This is one of the closer matchups we've reviewed. Chatwoot (8.0/10) and ConnectWise (7.8/10) are separated by just 0.2 points — practically a statistical tie. Your decision should come down to workflow fit, not scores.
Where they differ: Chatwoot's biggest strengths are clear category fit:Chatwoot is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives. and provider-checked pricing context:Provider data indicates a free plan is available. A 14-day trial is listed for evaluation before purchase.. ConnectWise, on the other hand, shines with clear category fit:ConnectWise is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives. and provider-checked pricing context:No permanent free plan is listed in the current provider data. A 14-day trial is listed for evaluation before purchase.. These reflect fundamentally different product priorities.
Chatwoot has a free plan, giving it a lower barrier to entry. If you're not sure yet, start there.
Chatwoot vs ConnectWise Score Comparison
| Category | Chatwoot | ConnectWise |
|---|---|---|
🏆Overall Score | 8.0▲ | 7.8 |
💫Ease of Use | 8.3▲ | 7.0 |
⚙Features | 8.2 | ▲8.5 |
💰Value for Money | 7.9▲ | 7.5 |
💬Customer Support | 7.5▲ | 7.3 |
Why These Scores? Our Reasoning
- +Clear category fit:Chatwoot is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
- +Provider-checked pricing context:Provider data indicates a free plan is available. A 14-day trial is listed for evaluation before purchase.
- +Feature coverage is documented:Provider data highlights ticket Management, live Chat, knowledge Base, email Support, chatbot as tracked capabilities.
- -Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing.
- -Fit depends on workflow:Teams with complex integrations or strict compliance requirements should compare Chatwoot against at least two alternatives.
- +Clear category fit:ConnectWise is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
- +Provider-checked pricing context:No permanent free plan is listed in the current provider data. A 14-day trial is listed for evaluation before purchase.
- +Feature coverage is documented:Provider data highlights ticket Management, knowledge Base, email Support, phone Support, multi Channel as tracked capabilities.
- -Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing.
- -Fit depends on workflow:Teams with complex integrations or strict compliance requirements should compare ConnectWise against at least two alternatives.
Chatwoot vs ConnectWise Pros & Cons
+Strengths
- ✓Clear category fit:Chatwoot is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
- ✓Provider-checked pricing context:Provider data indicates a free plan is available. A 14-day trial is listed for evaluation before purchase.
- ✓Feature coverage is documented:Provider data highlights ticket Management, live Chat, knowledge Base, email Support, chatbot as tracked capabilities.
-Weaknesses
- ✗Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing.
- ✗Fit depends on workflow:Teams with complex integrations or strict compliance requirements should compare Chatwoot against at least two alternatives.
- ✗Review signals can lag product changes:New feature launches and pricing updates may not be reflected in public user feedback immediately.
+Strengths
- ✓Clear category fit:ConnectWise is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
- ✓Provider-checked pricing context:No permanent free plan is listed in the current provider data. A 14-day trial is listed for evaluation before purchase.
- ✓Feature coverage is documented:Provider data highlights ticket Management, knowledge Base, email Support, phone Support, multi Channel as tracked capabilities.
-Weaknesses
- ✗Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing.
- ✗Fit depends on workflow:Teams with complex integrations or strict compliance requirements should compare ConnectWise against at least two alternatives.
- ✗Review signals can lag product changes:New feature launches and pricing updates may not be reflected in public user feedback immediately.
Who Should Use Chatwoot vs ConnectWise?
Chatwoot is ideal for
- •Is Chatwoot free?Provider data indicates a free plan is available.
- •What should I verify before buying?Confirm current pricing, plan limits, cancellation terms, integrations, and support response expectations.
- •How does ProPicked score Chatwoot?Ratings combine provider data, pricing checks, feature coverage, and public review signals across four dimensions.
- •Match the provider's published plan limits against your expected seats, projects, contacts, storage, or usage volume.
- •Check whether the features you need are included in the entry plan or require an upgrade.
ConnectWise is ideal for
- •Is ConnectWise free?No permanent free plan is listed in the current provider data.
- •What should I verify before buying?Confirm current pricing, plan limits, cancellation terms, integrations, and support response expectations.
- •How does ProPicked score ConnectWise?Ratings combine provider data, pricing checks, feature coverage, and public review signals across four dimensions.
- •Match the provider's published plan limits against your expected seats, projects, contacts, storage, or usage volume.
- •Check whether the features you need are included in the entry plan or require an upgrade.
When NOT to Choose Chatwoot or ConnectWise
Knowing when a tool is the wrong fit is just as important as knowing its strengths
Skip Chatwoot if...
- ✗Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing.
- ✗Fit depends on workflow:Teams with complex integrations or strict compliance requirements should compare Chatwoot against at least two alternatives.
- ✗Review signals can lag product changes:New feature launches and pricing updates may not be reflected in public user feedback immediately.
Skip ConnectWise if...
- ✗Plan limits still need buyer verification:Always confirm usage caps, seat limits, and renewal pricing on the official provider site before purchasing.
- ✗Fit depends on workflow:Teams with complex integrations or strict compliance requirements should compare ConnectWise against at least two alternatives.
- ✗Review signals can lag product changes:New feature launches and pricing updates may not be reflected in public user feedback immediately.
- ✗You need a free plan — Chatwoot has one, ConnectWise doesn't
Chatwoot vs ConnectWise Decision Framework
Choose based on what matters most to you
Chatwoot vs ConnectWise Pricing
| Pricing Feature | Chatwoot | ConnectWise |
|---|---|---|
| Free Plan | ✓ Yes | ✗ No |
| Starting Price | $19/mo | $35/mo |
| Free Trial | 14 days | 14 days |
| Number of Plans | 4 | 4 |
| Value Rating | 7.9/10 | 7.5/10 |
Chatwoot Plans
- ✓Self-hosted deployment
- ✓Unlimited agents
- ✓Live chat widget
- ✓Multi-channel support
- +1 more
- ✓Managed cloud hosting
- ✓Email and social channels
- ✓Canned responses
- ✓Team collaboration
- +1 more
- ✓Everything in Hacker
- ✓Chatbot builder
- ✓Advanced automations
- ✓Reports and analytics
- +1 more
- ✓Everything in Business
- ✓Custom integrations
- ✓SLA management
- ✓Audit logs
- +1 more
ConnectWise Plans
- ✓Service desk ticketing
- ✓Time tracking
- ✓Basic reporting
- ✓Client portal
- ✓Project management
- ✓SLA management
- ✓Advanced workflows
- ✓Procurement
- ✓Multi-company management
- ✓Advanced reporting
- ✓API access
- ✓Custom dashboards
- ✓Dedicated support
- ✓Custom integrations
- ✓Training included
- ✓SLA guarantee
What You Get: Plan Feature Comparison
Comparing Chatwoot's Hacker (Cloud) ($19/mo) vs ConnectWise's Basic ($35/mo)
| Feature | Chatwoot | ConnectWise |
|---|---|---|
| Managed cloud hosting | ✓ | ✗ |
| Email and social channels | ✓ | ✗ |
| Canned responses | ✓ | ✗ |
| Team collaboration | ✓ | ✗ |
| Basic reporting | ✓ | ✓ |
| Service desk ticketing | ✗ | ✓ |
| Time tracking | ✗ | ✓ |
| Client portal | ✗ | ✓ |
Which Should You Choose?
Chatwoot
ConnectWise
Quick Buyer's Guide
Based on our analysis, here's who each tool is best suited for
- ✓Is Chatwoot free?Provider data indicates a free plan is available.
- ✓What should I verify before buying?Confirm current pricing, plan limits, cancellation terms, integrations, and support response expectations.
- ✓Users who need clear category fit:Chatwoot is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
- ✓Users who want a free plan to start with
- ✓Is ConnectWise free?No permanent free plan is listed in the current provider data.
- ✓What should I verify before buying?Confirm current pricing, plan limits, cancellation terms, integrations, and support response expectations.
- ✓Users who need clear category fit:ConnectWise is positioned for buyers comparing helpdesk options, making it easier to benchmark against direct alternatives.
Chatwoot vs ConnectWise: The Bottom Line
Chatwoot wins this comparison, but the right pick depends on your priorities.
## Our Verdict Chatwoot and ConnectWise are neck and neck at 8/10 and 7.8/10. At this point, the best choice is whichever one clicks with how you work. ### Choose Chatwoot if: - Open-source with self-hosting option - Unified inbox across all channels - Good automation and chatbot capabilities - You match the profile: small businesses needing affordable omnichannel support - You want the higher-rated option overall (8/10 vs 7.8/10) ### Choose ConnectWise if: - Purpose-built for MSPs and IT companies with features no general helpdesk tool can match - Unified PSA platform combines ticketing, billing, and project management in one system - Extensive integration ecosystem with RMM, cybersecurity, and remote access tools The gap is razor-thin — ConnectWise at 7.8/10 is a perfectly valid choice if its strengths align better with your needs.