Five9 vs Cisco Webex
Five9 fits mid-market and enterprise contact centres that need blended dialer strength; Cisco Webex fits enterprises standardising on cisco hybrid-work uc (meetings + calling + messaging).
Five9
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
No universal winner. Choose based on which criteria matter most for your team.
Five9 is better for
- ✓ Power dialer
- ✓ WhatsApp Business
- ✓ Routing & IVR
Tie
- • Number / country coverage
- • CRM / CTI integrations
- • Analytics
Choose Five9 if: Mid-market and enterprise contact centres that need blended dialer strength
Choose Cisco Webex if: Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)
Cisco Webex
Enterprise UC suite (meetings, messaging, Webex Calling) — Meet/Suite published floors; Calling and Contact Center often quote-layered.
Best for
- • Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)
- • Organisations already in a Cisco EA that want Calling without a second UCaaS vendor
- • Buyers who need FedRAMP / regulated meeting paths and room-device ecosystems
Starting from $14.50/user/mo
Free plan available
Quick verdict
Start here — then dig into the evidence below.
Choose Five9 if…
- 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
- You prioritize power dialer
Choose Cisco Webex if…
- Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)
- Organisations already in a Cisco EA that want Calling without a second UCaaS vendor
- Buyers who need FedRAMP / regulated meeting paths and room-device ecosystems
Overall recommendation
No universal winner. Choose based on which criteria matter most for your team.
Key trade-off
Five9's clearest edge is power dialer.
Winner by category
Only dimensions with researched evidence for this pair.
| Dimension | Winner | Why |
|---|---|---|
| Number / country coverage | Tie | Five9 and Cisco Webex have the same researched availability on cloud phone (Five9: supported; Cisco Webex: supported). |
| Power dialer | Five9 wins | Five9 leads on power dialer (9/10 vs 6/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing. |
| WhatsApp Business | Five9 wins | Stronger whatsapp business availability |
| CRM / CTI integrations | Tie | Five9 and Cisco Webex are close on crm integrations (9/10 vs 9/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing. |
| Routing & IVR | Five9 wins | Five9 leads on routing (9/10 vs 8/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing. |
| Reporting | Tie | Five9 and Cisco Webex are close on analytics (8/10 vs 8/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing. |
| AI features | Tie | Five9 and Cisco Webex are close on ai features (8/10 vs 8/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing. |
Side-by-side feature matrix
Normalized availability from product research — empty rows are not shown.
Voice
| Feature | Five9 | Cisco Webex |
|---|---|---|
| Cloud phone / VoIP | Strong | Strong |
| Call routing & IVR | Strong | Strong |
| Call recording | Strong | Strong |
| Power dialer | Strong | Moderate |
Messaging
| Feature | Five9 | Cisco Webex |
|---|---|---|
| SMS messaging | Strong | Moderate |
| WhatsApp Business | Moderate | Limited |
| Shared inbox | Strong | Moderate |
| Team messaging | Limited | Strong |
| Unified multichannel inbox | Strong | Moderate |
| Video meetings | Moderate | Strong |
Platform
| Feature | Five9 | Cisco Webex |
|---|---|---|
| CRM / CTI integrations | Strong | Strong |
| Analytics & reporting | Strong | Strong |
| AI assistance | Strong | Moderate |
Pricing comparison
Pricing evidence last checked Sep 10, 2026.
Five9
From $119.00/user/mo
- Digital$119.00/user/mo
- Core$159.00/user/mo
- PlusCustom
- ProCustom
- EnterpriseCustom
Cisco Webex
From $14.50/user/mo
- Webex Free$0.00/user/mo
- Webex Meet$14.50/user/mo
- Webex Suite$22.50/user/mo
- Webex EnterpriseCustom
- Webex Contact CenterCustom
Seat-count estimates
Labeled estimates from verified starting per-seat pricing — not invoices.
| Seats | Five9 | Cisco Webex |
|---|---|---|
| 5 | ~$595.00/mo (5 × starting seat) | ~$72.50/mo (5 × starting seat) |
| 10 | ~$1,190.00/mo (10 × starting seat) | ~$145.00/mo (10 × starting seat) |
| 25 | ~$2,975.00/mo (25 × starting seat) | ~$362.50/mo (25 × starting seat) |
| 50 | ~$5,950.00/mo (50 × starting seat) | ~$725.00/mo (50 × starting seat) |
Estimate from verified starting per-seat pricing — actual total depends on plan, annual discounts, and add-ons.
Five9 researched starting price from $119/mo. Cisco Webex researched starting price from $14.5/mo; a free plan is researched. Affiliate economics excluded.
Best for
Scenario picks from researched strengths — not a universal ranking.
- → Five9
Best for power dialer
Five9 leads on power dialer (9/10 vs 6/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.
- → Five9
Best for whatsapp business
Stronger whatsapp business availability
- → Five9
Best for routing & ivr
Five9 leads on routing (9/10 vs 8/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.
The differences that actually matter
Pair-specific analysis for Five9 vs Cisco Webex — not generic category copy.
Starting pricing
DependsStarting pricing: Five9 — Five9 researched starting price from $119/mo; Cisco Webex researched starting price from $14.5/mo; a free plan is researched. Better value depends on seat minimums and add-ons.. Cisco Webex — Five9 researched starting price from $119/mo; Cisco Webex researched starting price from $14.5/mo; a free plan is researched. Better value depends on seat minimums and add-ons.. Feature evidence also diverges on Power dialer (Five9: Strong; Cisco Webex: Moderate); SMS messaging (Five9: Strong; Cisco Webex: Moderate); WhatsApp Business (Five9: Moderate; Cisco Webex: Limited).
WhatsApp Business
Five9 aheadOn whatsapp business, Five9 is ahead. Five9: Stronger whatsapp business availability. Cisco Webex: Trails Five9 on this criterion.
Power dialer
Five9 aheadOn power dialer, Five9 is ahead. Five9: Five9 leads on power dialer (9/10 vs 6/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.. Cisco Webex: Trails Five9 on this criterion.
Routing & IVR
Five9 aheadOn routing & ivr, Five9 is ahead. Five9: Five9 leads on routing (9/10 vs 8/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.. Cisco Webex: Trails Five9 on this criterion.
CRM / CTI integrations
TieFive9 and Cisco Webex are close on crm / cti integrations. Five9 and Cisco Webex are close on crm integrations (9/10 vs 9/10) from approved SoftwareGlimpse editorial assessments — not hands-on lab testing.
Pros and cons
Product-specific for this pair — derived from researched outcomes and editorial notes.
Five9
Pros
- Stronger on power dialer
- Stronger on whatsapp business
- Stronger on routing & ivr
Cisco Webex
Cons
- Trails on power dialer
- Trails on whatsapp business
- Trails on routing & ivr
Who should not choose each product
Decision quality improves when we say who should walk away.
Don't choose Five9 if…
- Your primary fit looks closer to: Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)
- Your primary fit looks closer to: Organisations already in a Cisco EA that want Calling without a second UCaaS vendor
Don't choose Cisco Webex if…
- You need Five9's stronger power dialer more than Cisco Webex's strengths
- You need Five9's stronger whatsapp business more than Cisco Webex's strengths
- You need Five9's stronger routing & ivr more than Cisco Webex's strengths
- Your primary fit looks closer to: Mid-market and enterprise contact centres that need blended dialer strength
Alternatives worth considering
When neither product is the right fit.
Cloud contact center (CCaaS) — Digital Essentials from $85/user/mo; Voice $105; Elite $165; Industry Clouds from $225.
Enterprise CCaaS (Genesys Cloud CX) — CX 1 from $75/user/mo annual; CX 2 $115; CX 3 $155; CX 4 $240.
Enterprise-grade UCaaS / cloud phone platform (RingEX) with deep call routing, video, team messaging and contact-centre options — Core from ~$20/user/month annual.
Global UCaaS + contact-centre platform (8x8 Work / X Series) — Work X2 research floor ~$24/user/month annual; CC tiers custom/higher.
Final verdict
Scenario-level close — not a repeat of the intro.
Five9 wins when…
Mid-market and enterprise contact centres that need blended dialer strength
Cisco Webex wins when…
Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)
- Best for power dialerFive9
- Best for whatsapp businessFive9
- Best for routing & ivrFive9
Which one should you choose?
Choose Five9 if:
- 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
Choose Cisco Webex if:
- Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)
- Organisations already in a Cisco EA that want Calling without a second UCaaS vendor
- Buyers who need FedRAMP / regulated meeting paths and room-device ecosystems
Product screenshots
Real product UI from our media library — no placeholders.
Five9
Cisco Webex
FAQ
- Is Five9 better than Cisco Webex?
- No universal winner. Choose based on which criteria matter most for your team.
- Which business communications fits which team?
- Five9: Mid-market and enterprise contact centres that need blended dialer strength Cisco Webex: Enterprises standardising on Cisco hybrid-work UC (meetings + Calling + messaging)
- Does Five9 or Cisco Webex have a free plan?
- Five9: No free plan. Cisco Webex: Free plan available.
- How does Five9 vs Cisco Webex pricing compare?
- Five9 starts from $119.00/user/mo. Cisco Webex starts from $14.50/user/mo. Confirm live vendor pricing before purchasing.
- How did SoftwareGlimpse compare these products?
- We map both products to the same category criteria, then evaluate trade-offs using verified product, pricing and feature evidence. Affiliate relationships never change outcomes.
- reviewFive9 review
- reviewCisco Webex review
- pricingFive9 pricing
- pricingCisco Webex pricing
- alternativeTalkdesk alternative
- alternativeGenesys alternative
- alternativeRingCentral alternative
- guideWhat Is Business Communications Software? Beginner's Guide
- guideHow to Choose Business Communications Software: Job-First Framework
- guideBusiness Communications Pricing Guide: Seats, Minutes & Message Fees
- categorybusiness communications hub
- finderBest communications software
- calculatorCost calculator
Related comparisons
Alternatives to consider
Talkdesk
Cloud contact center (CCaaS) — Digital Essentials from $85/user/mo; Voice $105; Elite $165; Industry Clouds from $225.
Genesys
Enterprise CCaaS (Genesys Cloud CX) — CX 1 from $75/user/mo annual; CX 2 $115; CX 3 $155; CX 4 $240.
RingCentral
Enterprise-grade UCaaS / cloud phone platform (RingEX) with deep call routing, video, team messaging and contact-centre options — Core from ~$20/user/month annual.
8x8
Global UCaaS + contact-centre platform (8x8 Work / X Series) — Work X2 research floor ~$24/user/month annual; CC tiers custom/higher.
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