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Lightspeed Retail vs Windward System Five

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Updated February 4, 2026

Lightspeed Retail vs Windward System Five: Which is best for you?

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1 million+ businesses helped
2 million+ verified software reviews
Starting Price
$109.00

per month

$131.00

per month

Free Trial
Free Version
Screenshots
and Demo
Product Screenshot
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Product Screenshot
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Top Rated
  Features
Catalog Management
4.33
Barcoding/RFID
4.29
Reporting/Analytics
4.22
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Retail Management
4.33
Sales Reports
4.24
Product Identification
4.14
See All
Integrations
Marketman
Marketman
Meta for Business
Meta for Business
Stitch Labs
Stitch Labs
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Worldpay for Enterprise
Worldpay for Enterprise
Descartes ShipRush
Descartes ShipRush
See All
Pros / Cons
  • What drew me to Lightspeed was that I was told by the sales representative that we did not have to use their credit card processing service and we could continue to process with our currents provider.
  • I want to share my experience with Lightspeed POS, which has been disappointing and frustrating from the start. When I first signed up, I was assured by our sales representative that we could use our own credit card processor and that Lightspeed would only charge a monthly subscription fee of $246.66.
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  • My overall experience was positive, and still is to some extent, though we largely use System Five as a database for older customer information now.
  • Very difficult to move away from - their database structure is as well thought out as a dump truck full of spaghetti.
Read more
Ease-of-Use
Highest performing feature
in the comparison
4.1/ 5
3.7/ 5
Value for Money
Highest performing feature
in the comparison
3.8/ 5
3.6/ 5
Customer Support
Highest performing feature
in the comparison
3.9/ 5
3.7/ 5
Functionality
Highest performing feature
in the comparison
3.9/ 5
3.8/ 5
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 2024
N/A
Advisor
  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