At a glance

Datadog Checkly
Best for Engineering teams running complex, multi-service infrastructure at scale DevOps teams wanting monitoring as code
Starting price $15/host/mo Free
Free tier
Open source
Free tier available
Open source
API Checks
APM
Alerting
Alerts
Dashboards
Infrastructure Monitoring
Log Management
Monitoring as Code
Playwright

Datadog

Strengths

  • Most comprehensive monitoring platform available
  • 750+ integrations covering virtually every technology
  • Powerful dashboards and alerting with anomaly detection
  • Unified view of infrastructure, APM, logs, and security

Weaknesses

  • Pricing is complex and gets very expensive at scale
  • Each module (APM, logs, RUM) billed separately
  • Can be overwhelming to configure and navigate
  • Vendor lock-in with proprietary query language

Checkly

Strengths

  • Includes Monitoring as Code as a core feature, purpose-built for monitoring workflows
  • Includes Playwright as a core feature, purpose-built for monitoring workflows
  • Free for 5 checks — generous enough for most small teams to get real work done
  • Includes api checks alongside the core feature set — fewer separate tools needed

Weaknesses

  • Free plan exists but key features are locked behind the paid upgrade
  • Developer-oriented tooling may not suit non-technical team members
  • Ecosystem of third-party integrations is smaller than the market leaders in monitoring
  • Limited team/admin features if your organization eventually scales up

The bottom line

Pricing: Checkly is completely free (Free for 5 checks), which makes it the obvious pick if budget is the top concern. Datadog starts at $15/host/mo, but Free for up to 5 hosts with basic metrics. That cost buys you a more polished or feature-rich experience, so it comes down to whether the extras justify the spend.

Feature gaps: Datadog offers APM, Alerting and Dashboards that Checkly lacks. Checkly brings API Checks, Alerts and Monitoring as Code that Datadog does not have.

Team fit: Datadog is geared toward enterprise teams, while Checkly is aimed at small teams teams. Pick the one that matches where your team is today and where it is headed — migrating tools later is always painful.

Where each tool shines: Datadog's biggest strengths are: most comprehensive monitoring platform available. 750+ integrations covering virtually every technology. Checkly's biggest strengths are: includes monitoring as code as a core feature, purpose-built for monitoring workflows. includes playwright as a core feature, purpose-built for monitoring workflows.

Watch out for: With Datadog, users commonly note that pricing is complex and gets very expensive at scale. With Checkly, the main complaint is that free plan exists but key features are locked behind the paid upgrade.

Choose Datadog if...

  • You need a tool built for engineering teams running complex, multi-service infrastructure at scale
  • You specifically need APM and Alerting
  • You care about 750+ integrations covering virtually every technology
  • Your team size fits the enterprise profile Datadog is designed for
  • The free tier works for you: free for up to 5 hosts with basic metrics

Choose Checkly if...

  • You need a tool built for devops teams wanting monitoring as code
  • Budget is a hard constraint — Checkly is free, Datadog is not
  • You specifically need API Checks and Alerts
  • You care about includes playwright as a core feature, purpose-built for monitoring workflows
  • Your team size fits the small teams profile Checkly is designed for

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