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Home/Migration Guides/Stripe to Square
Migration GuideE-commerce

How to Migrate from Stripe to Square

A complete step-by-step guide to switching from Stripe to Square, including what breaks, what improves, and a hands-on migration checklist.

Difficulty
Moderate
Estimated Time
2-4 weeks
Data Portability
Complex

What Breaks When Migrating from Stripe

  • Stripe API integrations and webhook configurations
  • Stripe Connect marketplace payment flows
  • Stripe Billing subscription management
  • Custom Stripe Checkout and Elements implementations
  • Revenue recognition and Stripe Tax configurations

What Improves with Square

  • Built-in POS hardware for in-person payments
  • Unified online + in-person payment ecosystem
  • Free invoicing and virtual terminal features
  • Built-in appointment scheduling and booking
  • Square Dashboard for unified sales analytics

Stripe to Square Migration Checklist

1

Document all Stripe API integrations and webhook endpoints

2

Export customer and subscription data from Stripe

3

Sign up for Square and set up your business profile

4

Integrate Square API into your website/application

5

Migrate customer payment methods (requires re-collection for PCI compliance)

6

Set up Square subscriptions for recurring billing customers

7

Order and configure Square POS hardware (if needed)

8

Update webhook endpoints to Square notification URLs

9

Test all payment flows: one-time, recurring, refunds

10

Run both processors in parallel during transition

11

Notify customers of payment processor change

12

Deactivate Stripe account after full migration

Should You Switch from Stripe to Square?

Switch to Square If...

Businesses needing unified online + in-person payments, companies wanting built-in POS hardware, and small businesses wanting free invoicing and appointment scheduling.

Stay with Stripe If...

Developer-focused businesses with custom Stripe API integrations, marketplace platforms using Stripe Connect, and SaaS companies using Stripe Billing for complex subscriptions.

Stripe to Square Related Resources

Stripe Review
Full review & pricing
Square Review
Full review & pricing
Stripe vs Square
Side-by-side comparison

Stripe to Square Migration FAQ

How long does it take to migrate from Stripe to Square?
The typical migration from Stripe to Square takes 2-4 weeks, depending on data volume, customizations, and team size. We recommend running both tools in parallel during the transition.
What data can I transfer from Stripe to Square?
Data portability is rated "Complex" for this migration. Most core data (contacts, records, content) can be exported and imported, but custom configurations, automations, and integrations typically need to be rebuilt manually.
What breaks when switching from Stripe to Square?
Key things that may break: Stripe API integrations and webhook configurations; Stripe Connect marketplace payment flows; Stripe Billing subscription management. Plan for these disruptions by mapping alternatives before starting the migration.
Is it worth switching from Stripe to Square?
It depends on your needs. Square improves: Built-in POS hardware for in-person payments; Unified online + in-person payment ecosystem. However, you should stay with Stripe if: Developer-focused businesses with custom Stripe API integrations.

Need Help Deciding?

Compare features, pricing, and ratings side by side before making your switch.

Compare Stripe vs Square