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Payment & Billing

Pleo vs Square: Pricing Comparison 2026

Side-by-side pricing comparison of Pleo and Square. See all plans, features, and costs at a glance.

Bottom line: Pleo starts at $9.5/mo, making it $26/mo cheaper than Square ($35/mo). Square offers a free plan.

Last updated: July 6, 2026

Data compiled by Arthur Jacquemin
Updated July 6, 2026
Try Pleo freeTry Square freePrice updated 11d agoUpdated this month
Best Value

Pleo - Pleo starts at $25.5/mo lower ($9.5/mo vs $35/mo), offers 4 tiers vs 2.

Pleo vs Square: Quick Pricing Facts

FeaturePleoSquare
Starting Price$9.5/mo$35/mo
Number of Plans42
Free TierNoYes
Pricing Modelper-seatusage-based
Annual DiscountN/AN/A

Pleo is the more affordable option, starting at $9.5/mo compared to Square's $35/mo. Both are Payment & Billing tools with 6 combined pricing plans and 36 features compared.

Square stands out with a free plan for getting started. Pleo uses per-seat pricing while Square uses usage-based 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
Pleo
Square
Square
Try free
Tier 1
Starter
$10/month
Includes
  • Physical and virtual cards
  • Accounts payable
  • Real-time expense tracking
  • Automated expense reports
  • Accounting system integrations
  • Live support via chat
  • 1 vendor card
Start with Starter
Free
$0/monthCheapest
Includes
  • End-to-end encrypted payments
  • Active fraud prevention
  • Next day transfers
  • Offline payments
Start with Free
Tier 2
Essential
$39/month
Includes
  • Reimbursements
  • Mileage
  • Flexible card limits
  • Up to 25 vendor cards
  • Approval workflows
  • Recurring vendor tracking
  • Credit limit up to GBP 20,000*
Start with Essential
Square Payroll
$35/monthCheapest
$5 / year
Includes
  • Full-service payroll
  • Starting at $35 per month
  • $6 per person paid
Start with Square Payroll
Tier 3
Advanced
$99/monthCheapest
Includes
  • Multi-entity management
  • Advanced card controls
  • Up to 100 vendor cards
  • Budgets
  • HRIS integrations
  • Phone support
  • Credit limit up to GBP 250,000*
Start with Advanced
-
Tier 4
Beyond
$199/monthCheapest
Includes
  • AI expense review
  • Spending insights
  • Up to 10 sub-accounts
  • Purchase orders
  • Assisted onboarding
  • Concierge support
  • Customer success manager
  • Credit limit up to GBP 500,000*
Start with Beyond
-

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Pleo

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Square

Payment processing for in-person and online transactions

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Frequently Asked Questions: Pleo vs Square

Which is cheaper, Pleo or Square?
As of July 2026, Pleo starts at a lower price point. Pleo starts at $9.5/mo while Square starts at $35/mo. However, the best value depends on the features you need at each tier.
How many pricing plans does Pleo have vs Square?
Pleo offers 4 pricing plans, while Square offers 2 plans. More plans typically means more flexibility to match your exact needs and budget.
Does Pleo or Square offer a free plan?
Square offers a free plan, while Pleo does not. If budget is a concern, Square lets you get started at no cost.
Can I save money by paying annually for Pleo or Square?
Both Pleo and Square offer annual billing options. Check each plan's yearly pricing for potential savings compared to monthly billing.
What pricing models do Pleo and Square use?
Pleo uses a per-seat pricing model, while Square uses usage-based pricing. The right model depends on your team size and usage patterns.
How do Pleo and Square compare for Payment & Billing?
Both Pleo and Square are Payment & Billing tools. Pleo offers 4 plans starting at $9.5/mo, while Square offers 2 plans starting at $35/mo. Review the feature breakdowns above to see which better fits your Payment & Billing needs.
AI Recommendations

Sources

  1. Pleo Official Pricing- Vendor pricing page
  2. Square Official Pricing- Vendor pricing page

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