May 29, 2025

How Much Does Trello Cost? Pricing Plans Explained

At Drop Cowboy, we understand the importance of choosing the right project management tool for your team. Trello is a popular option, but many users wonder about its pricing structure.

In this post, we’ll break down Trello’s cost and explain its various pricing plans. We’ll help you decide which plan fits your needs and budget best.

What Does Trello Cost? A Comprehensive Pricing Breakdown

Trello’s pricing structure accommodates a wide range of users, from individuals to large enterprises. We at Drop Cowboy have analyzed Trello’s offerings to help you understand which plan might best suit your needs.

Free Plan: Basic Project Management

Trello’s free plan serves as an excellent starting point for individuals or small teams. It includes:

• Unlimited cards
• Up to 10 boards per workspace
• Basic collaboration for up to 10 team members

This plan suffices for many small projects. However, it lacks advanced features like custom fields and advanced checklists.

Standard Plan: Enhanced Collaboration

The Standard plan costs $5 per user per month (when billed annually) and unlocks:

• Unlimited boards
• Advanced checklists
• Custom fields for cards

This plan fits growing teams that need more robust project management tools. The addition of custom fields to cards significantly improves task organization and tracking.

Premium Plan: Advanced Features for Scaling Teams

Priced at $10 per user per month (billed annually), the Premium plan introduces:

• AI features
• Advanced views (Calendar, Timeline, Dashboard)
• Enhanced admin controls

These tools prove particularly useful for teams that need to visualize project timelines and track progress across multiple projects simultaneously. The Premium plan suits mid-sized organizations that require more sophisticated project management capabilities.

Enterprise Plan: Comprehensive Solution for Large Organizations

For large-scale operations, Trello’s Enterprise plan starts at $17.50 per user per month (minimum 50 users). This plan includes:

• Organization-wide permissions
• Enhanced security features
• 24/7 support

The Enterprise plan caters to companies that require high-level security measures and need to manage multiple teams across various projects.

While Trello offers a solid range of features across its plans, some businesses might find more comprehensive project management solutions elsewhere. For instance, Drop Cowboy’s communication platform offers unique features like Mimic AI™ for voice cloning and Smart Delivery™ for efficient global message delivery, which could complement (or even replace) certain project management tools depending on your business needs.

When selecting a Trello plan, consider your team size, project complexity, and budget. The free plan offers generous features, but scaling teams will likely need the additional functionalities found in the paid plans to maximize productivity and collaboration.

Now that we’ve covered Trello’s pricing structure, let’s take a closer look at the specific benefits and features each paid plan offers to help you make an informed decision.

What’s Included in Trello’s Paid Plans?

Trello’s paid plans offer a range of features to enhance project management and team collaboration. Let’s examine what each plan provides.

Standard Plan: Enhanced Project Management

The Standard plan ($5 per user per month, billed annually) removes the 10-board limit of the free version. It introduces:

• Unlimited boards
• Advanced checklists (for detailed task breakdowns)
• Custom fields (to add specific data points to cards)

These features improve task organization and tracking, especially for teams managing multiple projects. The custom fields allow teams to add priority levels, due dates, or assigned team members to cards (enhancing project visibility).

Premium Plan: Advanced Features for Growth

The Premium plan ($10 per user per month, billed annually) introduces several advanced features:

• AI capabilities (to streamline workflows and automate tasks)
• Advanced views (Calendar, Timeline, and Dashboard)
• Enhanced admin controls

The AI-powered features help save time, though Trello doesn’t disclose specific numbers. The advanced views provide a comprehensive overview of project progress and deadlines, useful for teams juggling multiple projects or those with complex timelines.

Enhanced admin controls allow for granular permission settings, ensuring team members access only the information they need while maintaining data security.

Enterprise Plan: Comprehensive Solution for Large Organizations

The Enterprise plan (starting at $17.50 per user per month, minimum 50 users) includes all Premium features plus:

• Organization-wide permissions
• Enhanced security features (including SSO and advanced encryption)
• 24/7 support

This plan allows companies to set and manage access levels across multiple teams and departments, ensuring consistent security practices. The enhanced security features prove crucial for organizations handling sensitive data or those in regulated industries.

While Trello’s paid plans offer robust features, some businesses might require more specialized tools. For instance, Drop Cowboy’s communication platform offers unique features like Mimic AI™ for voice cloning and Smart Delivery™ for efficient global message delivery. These features could complement or replace certain project management tools, depending on your specific business needs.

As we move forward, let’s compare Trello’s plans to help you determine which one best suits your organization’s needs and budget.

Which Trello Plan Fits Your Needs

Free vs. Standard: Small Teams vs. Growing Organizations

The Free plan suits individuals or small teams managing simple projects. It offers unlimited cards and up to 10 boards per workspace. When you hit the 10-board limit or need more advanced features, consider upgrading.

The Standard plan ($5 per user/month) removes board limitations and adds custom fields and advanced checklists. These features enhance task organization and tracking. Custom fields allow you to add priority levels or specific deadlines to cards (improving project visibility).

A marketing agency found that upgrading to Standard increased their project completion rate by 15% due to better task organization. If your team often juggles multiple projects or requires more detailed task breakdowns, the Standard plan offers substantial value.

Standard vs. Premium: Advanced Features for Complex Projects

The Premium plan ($10 per user/month) introduces AI capabilities, advanced views (Calendar, Timeline, Dashboard), and enhanced admin controls. These features prove useful for teams managing complex, time-sensitive projects.

The AI capabilities can save time by automating routine tasks. The advanced views provide a comprehensive project overview, essential for teams juggling multiple deadlines.

A software development company reported a 20% reduction in missed deadlines after implementing Trello’s Timeline view. If your projects involve intricate timelines or you need a bird’s-eye view of multiple projects, Premium might be your best choice.

Premium vs. Enterprise: Scaling for Large Organizations

The Enterprise plan (starting at $17.50 per user/month) caters to large organizations requiring advanced security and control features. It includes organization-wide permissions, enhanced security measures like SSO, and 24/7 support.

While these features might seem excessive for smaller teams, they’re essential for large corporations. A financial services firm reported that Trello’s Enterprise plan helped them maintain compliance with industry regulations (a key factor in their decision).

However, some businesses might find more specialized tools beneficial. For instance, project management tools like HubSpot or Monday offer unique features that could complement or even replace certain project management tools, depending on your specific business needs.

The right Trello plan depends on your specific requirements. Assess your team’s size, project complexity, and budget to make the best choice. You can always start with a lower-tier plan and upgrade as your needs evolve.

Final Thoughts

Trello offers a range of pricing options to suit various team sizes and project complexities. The Standard plan at $5 per user per month provides a solid foundation for growing teams, while the Premium plan at $10 per user per month unlocks advanced features for more complex project management. For large corporations requiring enhanced security and control, the Enterprise plan starting at $17.50 per user per month delivers comprehensive solutions.

When choosing the right Trello plan, you should consider your team’s size, project complexity, and budget. You need to assess whether you need advanced features like AI capabilities, timeline views, or enhanced security measures. You can always start with a lower-tier plan and upgrade as your needs evolve.

While Trello offers robust project management features, some businesses might benefit from more specialized tools. Drop Cowboy’s communication platform provides unique features like Mimic AI™ for voice cloning and Smart Delivery™ for efficient global message delivery (which could complement certain project management tools). You should evaluate your requirements and compare them against Trello’s cost and offerings to make an informed decision.