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Logging · head to head

Checkly vs Windsurf

Checkly logo

Checkly

Logging

Active reliability platform combining uptime monitoring, API testing, and incident response

From
Free
Rated
-
Full reviewWebsite
Windsurf logo

Windsurf

Software Development

The agentic IDE

From
Free
Rated
-
Full reviewWebsite

The short version

  • Each has a real cost: Checkly free tier has limited check allocations per month; Windsurf recently rebranded to Devin Desktop, creating product identity confusion
  • They diverge on capability: Checkly covers Uptime monitoring, Windsurf covers Cascade AI agent.

Where they differ

Only the attributes on which Checkly and Windsurf actually diverge.

Attributes where Checkly and Windsurf differ
AttributeChecklyWindsurf
Pricing modelsubscriptionUnknown
PlatformsWeb, CLI, APImacOS, Linux, Windows
CategoryLoggingSoftware Development
FoundedUnknown2021

Identical on both: starting price (Free), free tier (Yes), user rating (Not yet rated).

What each one covers

Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.

Only in Checkly

  • Uptime monitoring
  • Synthetic browser testing
  • API monitoring
  • Heartbeat monitoring
  • Monitoring-as-Code
  • Status pages
  • Root cause analysis
  • Global locations

Only in Windsurf

  • Cascade AI agent
  • Agentic programming
  • Context-aware assistance
  • Automated command execution
  • Multi-file understanding
  • Intelligent code generation
  • Real-time debugging
  • Integrated terminal

What people use each for

The jobs each tool is most often brought in to do.

Checkly

  • Monitor API endpoints with custom assertionsnot Windsurf
  • Test user journeys with browser automationnot Windsurf
  • Detect performance degradation across regionsnot Windsurf
  • Verify DNS and TCP connectivitynot Windsurf
  • Ensure cron jobs and background tasks completenot Windsurf

Windsurf

  • Agentic developmentnot Checkly
  • AI-assisted codingnot Checkly
  • Complex project managementnot Checkly
  • Automated coding tasksnot Checkly
  • Learning new codebasesnot Checkly

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

Checkly

  • Free tier has limited check allocations per month
  • Overage charges can add up with high-volume workloads
  • Status pages require separate paid tier
  • Root cause analysis is separate billing component

Windsurf

  • Recently rebranded to Devin Desktop, creating product identity confusion
  • Cascade agent reached end-of-life on July 1, 2026, requiring migration to Devin Local
  • Free tier quota runs out quickly for active developers, within a couple days of coding
  • Pricing increased significantly in March 2026 overhaul, moving from credit-based to daily/weekly quotas
  • OpenAI acquisition raises concerns about long-term product direction diverging from Codeium's vision

Pricing, plan by plan

Checkly

Free
  • HobbyFree
    • 10 uptime monitors
    • 1,000 browser checks monthly
    • 10,000 API checks monthly
  • Team$64/month
    • 75 uptime monitors
    • 12,000 browser checks monthly
    • 100,000 API checks monthly
  • Enterprise$undefined/custom
    • Custom monitor quantities
    • All 22 global locations
    • 1-second check frequency

Windsurf

Free
  • FreeFree
    • Light daily and weekly quotas
    • Unlimited tab autocomplete
    • Access to Cascade AI agent
  • Pro$20/month
    • Standard quotas
    • Windsurf proprietary SWE model
    • Cloud sessions for background work
  • Max$200/month
    • Heavy daily quotas
    • Long agent sessions
    • Frontier third-party models
  • Teams$40/month-per-user
    • All Pro features
    • Centralized billing
    • Usage analytics

Which should you pick?

Choose Checkly if

  • You need uptime monitoring.
  • You want to start without paying.
  • You work on Web, CLI, API.
  • You also want synthetic browser testing.
Checkly review

Choose Windsurf if

  • You need cascade ai agent.
  • You want to start without paying.
  • You work on macOS, Linux, Windows.
  • You also want agentic programming.
Windsurf review

Questions people ask

Is Checkly or Windsurf better?
Neither clearly leads. Checkly starts at Free and Windsurf at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Checkly or Windsurf?
Checkly starts at Free and Windsurf at Free.
Does Checkly or Windsurf run on more platforms?
Checkly runs on Web, CLI, API. Windsurf runs on macOS, Linux, Windows.
Can I use Checkly for free?
Both have a free tier, so you can try either at no cost before committing.
What is Checkly best used for?
Checkly is most often used for monitor api endpoints with custom assertions, test user journeys with browser automation, detect performance degradation across regions, verify dns and tcp connectivity. Of those, monitor api endpoints with custom assertions and test user journeys with browser automation are not what Windsurf is typically brought in for.
What can Checkly do that Windsurf cannot?
Checkly covers Uptime monitoring, Synthetic browser testing, API monitoring, Heartbeat monitoring. Windsurf covers Cascade AI agent, Agentic programming, Context-aware assistance, Automated command execution.

Answered from the vendors’ own pages

Checkly: What is included in the free Checkly plan?

The free Hobby plan includes 10 uptime monitors, 1,000 monthly browser checks, 10,000 monthly API checks, 6 monitoring locations, and 2-minute minimum check frequency with email, Slack, and webhook alerts.

Source
Windsurf: Does Windsurf support MCP (Model Context Protocol) integrations?

Yes. Windsurf supports MCP with integrations for 21 third-party tools for extending functionality and connecting to external systems.

Source
Checkly: Can I write monitoring checks in my preferred language?

Yes, Checkly uses TypeScript/JavaScript for monitoring-as-code, integrated with Playwright for browser testing and supporting REST API testing.

Source
Windsurf: What is Windsurf's current status as of 2026?

Windsurf rebranded to Devin Desktop in June 2026 and is backed by OpenAI after its 2025 acquisition. Cascade reached end-of-life on July 1, 2026, with Devin Local as the Rust-rewritten successor.

Source
Checkly: How much does status page add to my bill?

Status pages cost between $0-$30/month depending on your plan tier, billed separately from core monitoring.

Source
Checkly: What is the minimum check frequency?

The Hobby and Starter plans support 2-minute and 1-minute minimums respectively. The Team plan supports 30-second intervals, while Enterprise offers 1-second minimum frequency.

Source
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