Orb vs Square: Pricing Comparison 2026
Side-by-side pricing comparison of Orb and Square. See all plans, features, and costs at a glance.
Bottom line: Orb starts at Custom pricing and Square starts at $35/mo. Compare all 5 pricing tiers side by side.
Last updated: March 16, 2026
Orb vs Square: Quick Pricing Facts
| Feature | Orb | Square |
|---|---|---|
| Starting Price | Custom pricing | $35/mo |
| Number of Plans | 3 | 2 |
| Free Tier | No | Yes |
| Pricing Model | usage-based | usage-based |
| Annual Discount | N/A | N/A |
Orb and Square are both priced at Custom pricing, making them equally accessible Payment & Billing tools. Together they offer 5 pricing plans with 22 features compared, so the best choice comes down to which features match your needs.
Square 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 Payment & Billing needs.
| Pricing Plans |  Orb Try it free |  Square Try it free |
|---|---|---|
| Tier 1 | Core Custom pricing Includes
| Free $0/monthCheapest Includes
|
| Tier 2 | AdvancedPopular Custom pricing Includes
| Square Payroll $35/monthCheapest $5 / year Includes
|
| Tier 3 | Enterprise Custom pricing Includes
| — |
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Which Should You Choose?
Choose Orb if:
- •You need 3 pricing tiers for flexible team sizing—more options mean less overpaying for features you don't need
- •You want more features built-in—Orb offers 8 additional features across its plans
- •Your team needs custom enterprise pricing—Orb offers negotiated terms for large deployments
Choose Square if:
- •You need a free plan with End-to-end encrypted payments, Active fraud prevention—Square offers no-cost access with no credit card required
- •You prioritize Square's user experience and interface over price (both tools are similarly priced)
- •You prefer Square's usage-based model with its 2-tier structure
Square offers a free plan [1], eliminating the cost barrier for evaluation, while Orb requires paid subscription from the start. This gives Square a significant advantage for teams with budget constraints or extended trial periods. Once you outgrow Square's free tier, upgrading to a paid plan at approximately $35/mo provides substantial additional functionality. Compare this pricing path against Orb's tiering starting at Custom pricing to assess total cost of ownership over 12 months. Square's 2 tiers provide flexibility at different budgets, while Orb's 3 tiers structure may force you into higher-cost plans than necessary for your use case. If evaluation cost matters to your decision, Square is the obvious starting point with zero financial commitment. Use the free tier to validate core functionality before committing to paid plans from either tool.
Frequently Asked Questions: Orb vs Square
How many pricing plans does Orb have vs Square?
Does Orb or Square offer a free plan?
Can I save money by paying annually for Orb or Square?
What is the most popular Orb plan?
Does Orb or Square offer custom enterprise pricing?
How do Orb and Square compare for Payment & Billing?
Sources
- Orb Official Pricing— Vendor pricing page
- Square Official Pricing— Vendor pricing page
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