Square vs Stripe Billing: Pricing Comparison 2026
Side-by-side pricing comparison of Square and Stripe Billing. See all plans, features, and costs at a glance.
Bottom line: Stripe Billing starts at $11/mo, making it $24/mo cheaper than Square ($35/mo). Square offers a free plan.
Last updated: July 6, 2026
Square - Square offers a free plan.
Square vs Stripe Billing: Quick Pricing Facts
| Feature | Square | Stripe Billing |
|---|---|---|
| Starting Price | $35/mo | $11/mo |
| Number of Plans | 2 | 4 |
| Free Tier | Yes | No |
| Pricing Model | usage-based | usage |
| Annual Discount | N/A | N/A |
Stripe Billing is the more affordable option, starting at $11/mo compared to Square's $35/mo. Both are Payment & Billing tools with 6 combined pricing plans and 7 features compared.
Square stands out with a free plan for getting started. Square uses usage-based pricing while Stripe Billing uses usage pricing, which may affect your total cost at scale.
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 |  Square Try free |  Stripe Billing Try free |
|---|---|---|
| Tier 1 | Free $0/monthCheapest Includes
| $620 $11/month |
| Tier 2 | Square Payroll $35/month $5 / year Includes
| $1,500 $14/monthCheapest |
| Tier 3 | - | $2,950 $16/monthCheapest |
| Tier 4 | - | $5,750 $18/monthCheapest |
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Stripe Billing
View all Stripe Billing plansFrequently Asked Questions: Square vs Stripe Billing
Which is cheaper, Square or Stripe Billing?
How many pricing plans does Square have vs Stripe Billing?
Does Square or Stripe Billing offer a free plan?
Can I save money by paying annually for Square or Stripe Billing?
What pricing models do Square and Stripe Billing use?
How do Square and Stripe Billing compare for Payment & Billing?
Sources
- Square Official Pricing- Vendor pricing page
- Stripe Billing Official Pricing- Vendor pricing page
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