Gladly vs Pylon: Pricing Comparison 2026
Side-by-side pricing comparison of Gladly and Pylon. See all plans, features, and costs at a glance.
Bottom line: Gladly starts at $29/mo, making it $21/mo cheaper than Pylon ($50/mo). Gladly offers a free plan.
Last updated: June 22, 2026
Gladly - Gladly offers a free plan, starts at $21/mo lower ($29/mo vs $50/mo).
Gladly vs Pylon: Quick Pricing Facts
| Feature | Gladly | Pylon |
|---|---|---|
| Starting Price | $29/mo | $50/mo |
| Number of Plans | 5 | 6 |
| Free Tier | Yes | No |
| Pricing Model | per-seat | per-seat |
| Annual Discount | N/A | N/A |
Gladly is the more affordable option, starting at $29/mo compared to Pylon's $50/mo. Both are Customer Support tools with 11 combined pricing plans and 15 features compared. At comparable tiers, the monthly price difference is $10.
Gladly stands out with a free plan for getting started.
Review the detailed tier-by-tier comparison above to see exactly which features are included at each price point and find the best fit for your Customer Support needs.
| Pricing Plans |  Gladly Try free |  Pylon Try free |
|---|---|---|
| Tier 1 | Starter $59/month | |
| Tier 2 | Starter $29/monthCheapest $29 / year Includes
| ProfessionalPopular $89/month |
| Tier 3 | ProPopular $99/monthCheapest $99 / year Includes
| Enterprise $139/month |
| Tier 4 | Business $199/month $199 / year Includes
| AI Assistants $50/monthCheapest |
| Tier 5 | Enterprise Custom pricing Includes
| AI Agents $100/monthCheapest |
| Tier 6 | - | Account Intelligence Custom pricing |
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Frequently Asked Questions: Gladly vs Pylon
Which is cheaper, Gladly or Pylon?
How many pricing plans does Gladly have vs Pylon?
Does Gladly or Pylon offer a free plan?
Can I save money by paying annually for Gladly or Pylon?
What is the most popular Gladly plan?
What is the most popular Pylon plan?
Does Gladly or Pylon offer custom enterprise pricing?
Sources
- Gladly Official Pricing- Vendor pricing page
- Pylon Official Pricing- Vendor pricing page
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