Cloudflare vs Datadog: pricing, plans, and positioning compared

Verified pricing and side-by-side plan structures. Updated daily.

Side-by-side comparison

Cloudflare logo
Cloudflare
Developer & Infrastructure
Datadog logo
Datadog
Developer & Infrastructure
Entry price$25/mo$18/mo
Annual discount20%17%
Free plan Yes Yes
Number of tiers43
PositioningGlobal CDN, edge compute, and security platform, publicly traded (NET), ~$50B market cap. Positioned as the alternative to AWS CloudFront + Akamai for developers who want simpler pricing and a stronger free tier. Distinctive for Workers (edge compute) and R2 (object storage) undercutting AWS S3 with zero egress fees. Free tier is genuinely production-grade for many projects. Priced $20/mo (Pro) to $200/mo (Business) plus per-usage overages.The dominant cloud observability platform (metrics, logs, traces, APM), publicly traded (DDOG), ~$45B market cap. Positioned as the alternative to New Relic + Splunk + PagerDuty stitched together. Distinctive for its notorious usage-based pricing that has surprised engineering teams with 6-figure monthly bills (Coinbase's leaked contract was ~$65M/year in 2022). Priced by seat + host + volume across 20+ meters. Popular with engineering teams; feared by finance teams.
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Plan-by-plan comparison

#CloudflareDatadog
1
Free
Monthly: 0 · Annual: 0
unlimited domains, basic DDoS/CDN
Free
Monthly: 0 · Annual: 0
up to 5 hosts, basic metrics
2
Pro
Monthly: 25 · Annual: 20
per domain, advanced security + WAF
Infrastructure Pro
Monthly: 18 · Annual: 15
per host, 15-month retention
3
Business
Monthly: 250 · Annual: 200
per domain, prioritized routing
Infrastructure Enterprise
Monthly: 27 · Annual: 23
per host, custom retention
4
Enterprise
Monthly: custom · Annual: custom
dedicated support + SLA

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