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Josh P.
Advisor, 7 years

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Updated February 9, 2026
Heartland Payments+ vs Square Payments: Which is best for you?
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55+ software advisors
1 million+ businesses helped
2 million+ verified software reviews
Starting Price
Pricing available upon request
Pricing available upon request
Free Trial
Free Version
Screenshots
and Demo
and Demo
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Top Rated
Features
Features
Online Invoicing
5.0
API
4.89
Payment Processing
4.74
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Transaction History
4.92
Receipt Management
4.88
Credit Card Processing
4.79
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Integrations
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Pros / Cons
- With great customer service, security features, and customizable options, it’s ideal for medium to large businesses that need a robust system.
- At that time, I canceled my payroll services after the year-end processing and also canceled my merchant credit card processing account for that company. Despite the business closure, Heartland continued billing me for merchant services — over $300 per month — even though the account was inactive and no credit card transactions occurred. When I contacted Heartland for assistance, I was told they could not locate my account due to a misspelled name, and I was given no resolution. Once the found it I was basically told it was too bad so sad.
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- Overall, Square Payments is a very good payment-processing solution for small-to-mid sized businesses, startups, side hustles, or anyone who values ease of setup and flexibility over deep customization or maximum cost efficiency.
- The flat percentage-per-transaction model can be more expensive than custom merchant-account rates if you do a lot of sales, or have large-ticket items — so for high-volume businesses, fees may become significant.
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Ease-of-Use
4.4/ 5
Highest performing feature
in the comparison
4.7/ 5in the comparison
Value for Money
4/ 5
Highest performing feature
in the comparison
4.5/ 5in the comparison
Customer Support
4.1/ 5
Highest performing feature
in the comparison
4.4/ 5in the comparison
Functionality
4.3/ 5
Highest performing feature
in the comparison
4.6/ 5in the comparison
Support Options
Email/Help Desk
FAQs/Forum
Knowledge Base
Phone Support
24/7 (Live Rep)
Chat
Email/Help Desk
FAQs/Forum
Knowledge Base
Phone Support
24/7 (Live Rep)
Chat
Training Options
In Person
Live Online
Webinars
Documentation
Videos
In Person
Live Online
Webinars
Documentation
Videos
FrontRunners
FrontRunners 2025
FrontRunners 2026
Advisor
Recommendations
Recommendations
N/A
N/A
Ideal Customer Size
Small
Medium
Large
Small
Medium
Large
Deployment Options
Cloud, SaaS, Web-Based
Desktop - Mac
Desktop - Windows
Desktop - Linux
Desktop - Chromebook
On-Premise - Windows
On-Premise - Linux
Mobile - Android
Mobile - iPhone
Mobile - iPad
Cloud, SaaS, Web-Based
Desktop - Mac
Desktop - Windows
Desktop - Linux
Desktop - Chromebook
On-Premise - Windows
On-Premise - Linux
Mobile - Android
Mobile - iPhone
Mobile - iPad