SoftwareGlimpse

Five9 vs Grasshopper

Compare Five9 and Grasshopper on features, pricing, and buyer fit using the same researched criteria.

Independently recommendedLast updated Aug 18, 20264 evidence sources8 screenshotsHow we compare
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Five9 logo

Five9

8.2/10

Cloud contact center (CCaaS) — Digital from $119/concurrent seat/mo; Core $159; Plus/Pro/Enterprise quote — 50-seat minimum.

Best for

  • Mid-market and enterprise contact centres that need blended dialer strength
  • Teams comfortable with concurrent-seat economics and 50+ seat minimums
  • Buyers who want CRM/UC adapter choice inside CCaaS

Starting from $119.00/user/mo

No free plan

VS

Our verdict

Our verdict

No universal winner

No universal winner. Choose based on which criteria matter most for your team.

Five9 is better for

  • Power dialer
  • WhatsApp Business
  • CRM / CTI integrations
  • Routing & IVR

Tie

  • Number / country coverage

Choose Five9 if: Mid-market and enterprise contact centres that need blended dialer strength

Choose Grasshopper if: Solo operators and tiny teams that primarily need a professional virtual number

See detailed comparison ↓
Grasshopper logo

Grasshopper

6.2/10

SMB virtual business numbers with extensions and apps — True Solo from $14/month annual (flat account, not per seat).

Best for

  • Solo operators and tiny teams that primarily need a professional virtual number
  • SMBs that want flat account pricing instead of per-seat UCaaS maths
  • Buyers replacing a personal mobile with a branded business line

Starting from $14.00/user/mo

No free plan

Five9 vs Grasshopper pricing

Five9 researched starting price from $119/mo. Grasshopper researched starting price from $14/mo. Affiliate economics excluded.

Five9 logo

Five9

From $119.00/user/mo

Grasshopper logo

Grasshopper

From $14.00/user/mo

Five9 logo

Five9

Starting from $119.00/user/mo

No free plan

No free trial evidenced

  • Digital$119.00/user/mo
    • $119/concurrent seat/month — digital channels only (chat, email, SMS/MMS, social). 50-seat minimum.
  • CorePopular$159.00/user/mo
    • $159/concurrent seat/month — all channels with AI essentials, dialer, recording, CRM/UC adapter choice. 50-seat minimum.
  • PlusCustom
    • All channels with advanced AI — contact sales; no public seat dollars (2026-08-17).
  • ProCustom
    • All channels with AI essentials + WEM — contact sales.
  • EnterpriseCustom
    • All channels with advanced AI + full WEM — contact sales.
View full Five9 pricing →
Grasshopper logo

Grasshopper

Starting from $14.00/user/mo

No free plan

Free trial available

  • True Solo$14.00/mo
    • From ~$14/month annual (medium confidence). 1 user, 1 number, 1 extension — simplest virtual business line.
    • maximum seats: 1
  • Solo PlusPopular$25.00/mo
    • From ~$25/month annual. Unlimited users, 1 number, 3 extensions; unlocks recording, simultaneous ringing and IVR menus.
  • Small Business$55.00/mo
    • From ~$55/month annual (some sources cite higher — confirm live). 4 numbers, unlimited extensions.
View full Grasshopper pricing →

Estimate your team cost

Monthly estimate from verified per-seat list pricing. Confirm on the vendor site before purchasing.

Five9 logo

Five9

$1,785.00/mo

Grasshopper logo

Grasshopper

$210.00/mo

+$1,575.00/mo — Five9 costs more

Open cost calculator →

Verified monthly unit prices · Aug 17, 2026

Prices in USD

Shown per user / month from verified list pricing.

Plans can change

Confirm live vendor rates before purchasing.

Add-ons may apply

Calling, SMS, or usage fees can add cost.

Independence

Affiliate status never changes pricing outcomes.

Some visit links may be affiliate links — we may earn a commission at no extra cost to you. Comparison outcomes are never based on commission.

Affiliate disclosure: some links may be affiliate links. We may earn a commission at no extra cost to you. Rankings and scores are never based on commission. Full disclosure

Methodology disclosure: scores and recommendations follow SoftwareGlimpse evaluation criteria (version 1.0.0). Affiliate relationships do not determine rankings.

How we recommend: product claims are tied to recorded research where available.

AI-assisted disclosure: drafts may be AI-assisted from approved facts and assessments. Humans approve publishable editorial judgments. AI does not invent live prices or claim hands-on testing.