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Checkout.com vs Square: Pricing and Ratings Compared (2026)

Entry prices and free plans as read on each vendor's pricing page, and user ratings as published on review sites, for Checkout.com and Square side by side. This page compares data; it is not a hands-on review.

On the data: On the data below, Square leads on a free plan. We do not name an overall winner for this pair.

Data comparison compiled by Toolradar, not hand-reviewed Methodology
Data comparison 1,282 user reviews compared Pricing checked Sep 29, 2026

Short on time? Here's the quick answer

Based on published vendor pricing and features and on public review data, here's who should pick what:

Checkout.com

Payment processing built for the digital economy

Best for you if:

  • • You want enterprise-grade

Square

Payment processing and POS systems

Best for you if:

  • • You want a free tier before you commit
At a glance: Checkout.com vs Square
At a Glance
Checkout.com Checkout.com
Square Square
Starts at
Not published
Free plan, paid from $49/mo, billed monthly Plus plan
Category
E-commerce Payment Processing
Payment Processing E-commerce
Rating
4.6/5 G2 4.6 71 reviews 4.6/5 G2 4.6 1,211 reviews
Free plan
No Yes
Watch out for
Potential minimum transaction volume requirements n/a

Choose Checkout.com or Square?

Checkout.com

Choose Checkout.com if

  • You want enterprise-grade
  • You want global coverage
  • You work in e-commerce, not payment processing
Square

Choose Square if

  • You want a free tier before you commit
  • You want easy payment processing
  • You want POS hardware
  • You work in payment processing, not e-commerce

In-Depth Analysis

Checkout.com Checkout.com

Payment processing built for the digital economy

Good value

The 'no surprise fees' claim is positive, but the lack of transparent pricing upfront suggests it's likely tailored for larger enterprises with significant transaction volumes.

Watch out

Potential minimum transaction volume requirements

Strengths

  • Pro: Enterprise-grade
  • Pro: Global coverage
  • Pro: High acceptance rates
  • Pro: Flexible pricing

Weaknesses

  • Con: Enterprise focused
  • Con: Minimum volumes
  • Con: Complex integration

Key features

Global payments Intelligent routing Fraud detection Issuing Payouts Analytics

Square Square

Payment processing and POS systems

Good value

Square's pricing is generally fair, especially for small businesses.

Strengths

  • Pro: Easy payment processing
  • Pro: POS hardware
  • Pro: Good for small business
  • Pro: Fair pricing
  • Pro: Many features

Weaknesses

  • Con: Account holds possible
  • Con: Not for high-risk
  • Con: International limited
  • Con: Support varies
  • Con: Fees add up

Key features

Payment processing Point of sale Online payments Invoicing Banking services Inventory management

Plans and prices: Checkout.com vs Square

Plans and prices of Checkout.com and Square, as read on each vendor's pricing page. Each plan keeps its own billing unit.
Tool Plans and prices Source
Checkout.com
  • Custom: Custom pricing
checkout.com/pricing read Sep 29, 2026
Square
  • Free: Free
  • Plus: $49/mo, billed monthly
  • Premium: $149/mo, billed monthly
squareup.com/pricing read Sep 29, 2026

Prices as read on each vendor's own pricing page on the date shown. Plans are listed per tool and are not matched against the other tool's plans: a plan name or price in one column says nothing about the same row in the other. Details on Checkout.com pricing and Square pricing.

Key Takeaways

Checkout.com

  • Choose if you want payment processing built for the digital economy

Square

  • Has a free plan

What the data shows

On the data below, Square leads on a free plan. We do not name an overall winner for this pair.

  • User ratings are within 0.2 points (4.6/5 from 71 reviews for Checkout.com, 4.6/5 from 1,211 reviews for Square).
  • Square starts at $49/mo, billed monthly; Checkout.com has no public paid plan price on file.
  • Only Square has a free plan.

Criteria: user rating (only above 20 reviews on both sides, gap of 0.2 or more), entry price (only on the same billing basis), free plan. How we rate

Frequently Asked Questions

How do Checkout.com and Square compare in 2026?

On the data below, Square leads on a free plan. We do not name an overall winner for this pair. User ratings are within 0.2 points (4.6/5 from 71 reviews for Checkout.com, 4.6/5 from 1,211 reviews for Square). Square starts at $49/mo, billed monthly; Checkout.com has no public paid plan price on file. Only Square has a free plan.

What are Checkout.com and Square used for?

Checkout.com: Payment processing built for the digital economy. Square: Payment processing and POS systems.

What does Checkout.com cost vs Square?

Checkout.com has no public paid-plan price on file. Square's cheapest paid plan is Plus at $49/mo, billed monthly; it also has a free plan. Prices read on the vendors' pricing pages, latest check Sep 29, 2026.

What's the main difference between Checkout.com and Square?

Checkout.com's main strength: enterprise-grade. Square's main strength: easy payment processing.

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