Checkly vs Datadog

At a glance

Checkly has a free plan. We haven't confirmed one for Datadog.
Datadog offers a free trial (length not stated). We haven't confirmed one for Checkly.
Checkly's lowest paid plan is Starter at $24 per month, billed annually, as of October 20, 2026.
Only Checkly lists Web, CLI and API.
Only Datadog lists iOS and Android.
They list no integrations in common.
Checkly lists SOC 2, GDPR and SSO. We haven't confirmed any of these for Datadog.
Both have a public API.

From each tool's own website, checked on the dates below, and from published reviews.

From the facts checked for both tools, not from opinion. A fact we haven't confirmed for one of them is never counted.

Web, CLI or API. We haven't found them on Datadog's website.
Integration with Playwright, Slack or PagerDuty. We haven't found them on Datadog's website.

iOS or Android. We haven't found them on Checkly's website.
Integration with Azure, Google Cloud or Kubernetes. We haven't found them on Checkly's website.

No reviews yet

Nobody has reviewed Checkly yet. Its rating shows once it has 3 reviews.

No reviews yet

Nobody has reviewed Datadog yet. Its rating shows once it has 3 reviews.

What it does: ChecklyThe active reliability layer for developers and agents; DatadogAI-powered observability and security for any stack, any app, at any scale
Free plan: ChecklyYes; DatadogNot confirmed
Pricing: ChecklyFlat monthly; DatadogNot confirmed
Paid plans from: Checkly

From the platforms and integrations each website lists.

BothNone in common

Only Checkly

Only Datadog

BothNone in common

Only Checkly

Reviewers who say they used one of these before the other.

No reviewer has said they moved between Checkly and Datadog yet.

Your review makes this comparison better for the next person. Review Checkly or review Datadog.