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As a legal professional, I understand the chaos that managing appointments, court dates, deadlines, and statutes of limitations can bring. Trust me, the right legal calendaring software can make all the difference. In essence, this tool organizes and integrates your scheduled due dates, client appointments, and legal deadlines into one accessible platform.

By harnessing its power, you open doors to improved productivity, profitability, increased client satisfaction, and a more balanced work life. It effectively eliminates the headaches of missed appointments, double bookings, and the anxiety of juggling multiple Outlook calendars. The options

I've compiled here for you the cream of the crop, and I firmly believe you'll find the perfect fit for your needs among them. So go on, explore these solutions, and take your legal practice to the next level.

Legal calendaring software is a digital tool designed to aid legal professionals in managing their time and tasks effectively. Utilized by law firms, solo practitioners, legal departments, and even courts, it serves as a one-stop solution for scheduling appointments, setting reminders for important rule-based deadlines, tracking court dates, and coordinating with team members.

Beyond just keeping a calendar, this software solution often integrates with case management systems, email, and billing platforms, providing an all-encompassing view of every case and every client.

The aim is to alleviate the stress of manual scheduling and reduce legal malpractice risk of costly mistakes, allowing legal professionals to focus more on their core duties - delivering top-notch legal services.

Best Legal Calendaring Software Summary

Tools Price
CARET Legal From $29/user/month (billed annually)
Clio From $39/user/month (billed annually)
SmartAdvocate Pricing upon request
MyCase From $49/user/month (billed annually)
CloudLex From $85/user/month.
PracticePanther From $39/user/month (billed annually)
CosmoLex From $79/user/month (billed annually).
Legal Track From $40/user/month (billed annually)
TimeSolv Legal Billing From $34.95/user/month (billed annually)
Docket Enterprise From $40/user/month
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Compare Software Specs Side by Side

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Best Legal Calendaring Software Reviews

Best for customization and user-specific workflows

  • From $29/user/month (billed annually)
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Rating: 4.8/5

CARET Legal is a comprehensive legal practice management tool designed with an emphasis on customization and individual workflow management. Its robust feature set provides a tailored experience for legal professionals, catering to their unique needs and preferences.

Why I Picked CARET Legal:

In my search for legal calendaring software, CARET Legal distinguished itself with its customizable options and user-centric approach. This tailoring to the user's workflows makes it the best choice for those seeking an experience that aligns with their specific work patterns and needs.

Standout features and integrations:

The key features of CARET Legal include matter management, time and expense tracking, and a calendar with automated reminders. These make it easy to manage tasks and deadlines effectively. Additionally, it integrates well with other tools, including popular office applications such as Microsoft Office and Google Workspace.

Pros and cons

Pros:

  • Seamless integration with common office applications
  • Comprehensive feature set including automated reminders
  • Highly customizable, catering to individual workflows

Cons:

  • It may take time to fully configure the platform due to its customizable nature
  • Pricing can be somewhat steep for small firms
  • No permanent free tier available

Best for comprehensive legal practice management

  • 7-day free trial
  • From $39/user/month (billed annually)
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Rating: 4.6/5

Clio is a cloud-based software that offers a complete package for managing legal practices, including scheduling, client communication, case management, and billing. With its in-depth features, it allows attorneys to stay organized, managing all aspects of their practice in one place.

Why I Picked Clio:

I chose Clio for its comprehensive nature and excellent user experience. While comparing various tools, it stood out for its extensive feature set, covering every aspect of legal practice management.

I believe Clio is best for comprehensive practice management because it offers more than just calendaring; it combines all elements of managing a legal practice - from communication to billing - making it an all-in-one solution.

Standout features and integrations:

Clio's core features include task management, document management, time tracking, timekeeping, and legal billing, among others. Its robust calendaring function supports deadline calculation, event reminders, and calendar sharing. Clio integrates with over 200 apps and services, including Microsoft 365, Google Workspace, Dropbox, and QuickBooks, providing a less time work environment.

Pros and cons

Pros:

  • User-friendly interface with excellent customer support
  • Integration with numerous other services and apps
  • Comprehensive feature set covering all aspects of legal practice

Cons:

  • Mobile app features are limited compared to the desktop version
  • Learning curve can be steep for non-tech-savvy users
  • Advanced features require more expensive plans

Best for large law firms seeking advanced features

  • Pricing upon request
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Rating: 4.7/5

SmartAdvocate is a comprehensive legal management software aimed at improving efficiency and organization in large law firms. Equipped with advanced features, it is primarily designed to handle high volumes of cases and manage complex legal proceedings, making it ideal for larger law firms.

Why I Picked SmartAdvocate:

I selected SmartAdvocate for this list due to its comprehensive suite of advanced features specifically designed to cater to the needs of larger law firms. The richness of its functionality, from document automation to detailed analytics, separates it from other tools. Considering these aspects, it's clear that SmartAdvocate is a top choice for large law firms seeking advanced features.

Standout features and integrations:

SmartAdvocate is known for its wide array of advanced features, including document automation, robust reporting, and detailed analytics. These features provide in-depth insights into firm performance and streamline various administrative tasks. Moreover, SmartAdvocate integrates with many other software tools, such as Microsoft Outlook, Dropbox, and QuickBooks, making it a versatile addition to any law firm's toolkit.

Pros and cons

Pros:

  • Offers a variety of software integrations
  • Robust reporting and analytics capabilities
  • Comprehensive suite of advanced features to streamline operations

Cons:

  • Might be too advanced or complex for smaller firms or solo practitioners
  • Pricing information is not readily available
  • Does not provide a free tier or plan

Best for intuitive user interface and accessibility

  • 10-day free trial + free demo available
  • From $49/user/month (billed annually)
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Rating: 4.4/5

MyCase is a robust, end-to-end legal case management software designed to streamline your law practice. Its emphasis on a user-friendly interface and easy access across devices makes it a strong contender for professionals on the go.

Why I Picked MyCase:

I selected MyCase for its simplicity and intuitive nature. Its modern, clean interface makes navigation and usability straightforward, even for those not technically inclined. This accessibility is why I determined MyCase to be best for intuitive user interface and accessibility—it facilitates ease of use, no matter your tech expertise or where you choose to access it.

Standout features and integrations:

MyCase offers a wide array of features, including case management, time tracking, billing, and client intake online payments. Its calendaring function supports sharing, reminders, and syncing with other calendars. Notably, it provides a client portal for secure communication and document sharing. Key integrations include QuickBooks for accounting and Google Calendar for scheduling.

Pros and cons

Pros:

  • No minimum user requirement for subscription
  • Client portal for secure communication and document sharing
  • Clean and user-friendly interface

Cons:

  • Some users may find the pricing a bit steep for solo practitioners or small firms
  • The mobile app could benefit from more features
  • Limited integrations compared to some other tools

Best for personal injury attorneys and paralegals with its specialized platform

  • From $85/user/month.
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Rating: 4.7/5

CloudLex is a legal practice management tool that primarily focuses on personal injury law. By streamlining the litigation process with its robust features, it serves as an efficient platform for personal injury attorneys.

Why I Picked CloudLex:

I chose CloudLex due to its specialization in personal injury law. Most legal practice management tools attempt to cater to a wide range of legal practices, but CloudLex distinguishes itself by focusing exclusively on personal injury. This specialization makes it the ideal choice for personal injury attorneys seeking a tool designed with their unique needs in mind.

Standout features and integrations:

CloudLex offers a variety of features designed for personal injury attorneys, such as matter management, medical record ordering, and referral management. Furthermore, its integration with popular third-party tools like Microsoft Office 365 and Outlook enhances user convenience and productivity.

Pros and cons

Pros:

  • Integrates with popular third-party tools
  • Robust set of features tailored for personal injury attorneys
  • Specializes in personal injury law

Cons:

  • Its focus on personal injury law might limit its usefulness for attorneys in other practice areas
  • Pricing is higher compared to more general legal practice management tools
  • No permanently free plan

Best for its robust set of features and client portal

  • 7-day free trial
  • From $39/user/month (billed annually)
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Rating: 4.2/5

PracticePanther is a comprehensive legal practice management tool known for its wide range of features and a very useful client portal. This tool integrates case management, billing, calendaring, and client communication into a single platform, making it ideal for firms seeking a comprehensive feature set and a dedicated client portal.

Why I Picked PracticePanther:

I selected PracticePanther for its comprehensive nature and the inclusion of a client portal. Its breadth of features makes it stand apart from many other legal management tools, offering an all-encompassing solution for various legal practice needs. Therefore, I regard PracticePanther as the top choice for those who need a tool with a robust set of features and a client portal.

Standout features and integrations:

Key features of PracticePanther include case management, time tracking, billing, and particularly a client portal. This client portal provides a unique selling point by facilitating transparent communication between lawyers and their clients. PracticePanther also integrates seamlessly with several third-party applications, including QuickBooks, Gmail, and Microsoft Calendar.

Pros and cons

Pros:

  • Integration with third-party applications
  • Dedicated client portal
  • Comprehensive feature set

Cons:

  • Might be overly complex for smaller firms or solo practitioners
  • Higher cost for smaller practices
  • Short free trial period

Best for integrated legal accounting and calendaring systems

  • From $79/user/month (billed annually).
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Rating: 4/5

CosmoLex offers a unified platform for legal practice management, including the critical functions of legal accounting and calendaring. It's a single solution designed to manage cases, client records, billing, and, importantly, legal-specific accounting needs.

Why I Picked CosmoLex:

CosmoLex caught my attention because of its comprehensive integration of legal accounting and calendaring—a rare but powerful combination. This integrated approach means you can avoid the juggle between multiple tools for different needs, making CosmoLex the best for an all-in-one solution.

Standout features and integrations:

CosmoLex excels in offering a complete practice management solution—from tracking billable hours and generating invoices to detailed financial reporting and trust accounting. Its built-in calendar can schedule tasks, manage deadlines, and even send automated reminders. Notably, CosmoLex integrates with LawPay for processing payments and has a secure client portal.

Pros and cons

Pros:

  • No additional setup fees
  • Extensive features including trust accounting and client portal
  • Integrated accounting and calendaring

Cons:

  • Limited integrations with other software tools
  • The user interface could be more intuitive
  • Lack of a permanent free tier

Best for legal matters management within Microsoft Outlook

  • From $40/user/month (billed annually)

Legal Track is a law practice management software designed to function within the familiar interface of Microsoft Outlook. It is optimized for managing legal matters and streamlining the process of tracking communications, documents, and billing information.

Why I Picked Legal Track:

I chose Legal Track for its unique approach to legal matters management - functioning within Microsoft Outlook. This ability to integrate fully with an already widely-used platform sets Legal Track apart. For legal professionals accustomed to Microsoft Outlook, it's easy to see why Legal Track is the best choice for managing their legal affairs without leaving their trusted email interface.

Standout features and integrations:

Legal Track's primary feature is its seamless integration with Microsoft Outlook, converting the familiar email client into a full-fledged law practice management tool. It also offers robust document and email management capabilities, making it easier to keep track of all communication related to a case. Integration with Microsoft 365 allows Legal Track to offer cloud storage, collaborative tools, and accessibility from any device.

Pros and cons

Pros:

  • Seamless integration with Microsoft 365 features
  • Robust document and email management capabilities
  • Fully integrates with Microsoft Outlook, offering a familiar interface to many users

Cons:

  • Less versatile for those who don't use Microsoft Outlook or Microsoft 365 regularly
  • Pricing might be higher for smaller firms or solo practitioners
  • Does not offer a permanent free tier or plan, only a limited trial

Best for seamless billing and calendaring integration

  • From $34.95/user/month (billed annually)

TimeSolv Legal Billing is a powerful time-tracking and legal billing software tool developed specifically for the legal profession. Its prowess lies in the ability to efficiently integrate billing and calendaring activities, making it an ideal choice for professionals who prioritize organized and streamlined invoicing workflows.

Why I Picked TimeSolv Legal Billing:

I chose TimeSolv Legal Billing because of its distinct focus on time tracking and billing, which are fundamental needs in any legal practice. The tool stands out for its capability to smoothly connect billing with calendaring, providing a unified platform to handle these crucial tasks. This uniqueness qualifies TimeSolv Legal Billing as the best choice for those seeking effective billing and calendaring integration.

Standout features and integrations:

TimeSolv Legal Billing shines with features like comprehensive time tracking, invoicing, and most notably, the integration of calendaring with billing. These features offer a balanced mix of functionality and usability. The tool also integrates well with other platforms such as LawPay, QuickBooks, and Dropbox, adding more value and versatility to its users.

Pros and cons

Pros:

  • Integrates well with other platforms like LawPay and QuickBooks
  • Comprehensive time tracking features
  • Excellent billing and calendaring integration

Cons:

  • The focus on billing may limit the comprehensiveness of other features
  • Pricing can be relatively high for smaller firms
  • Does not provide a permanently free tier

Best for docketing and legal calendaring in large firms

  • From $40/user/month

Docket Enterprise is a legal practice management tool with a strong focus on docketing and calendaring. Tailored to the requirements of large law firms, it offers robust features that promote effective and efficient management of large volumes of legal cases and schedules.

Why I Picked Docket Enterprise:

I selected Docket Enterprise due to its proficiency in docketing and legal calendaring. For large law firms dealing with numerous clients and cases, this tool stands out with its ability to handle complex scheduling and docketing requirements efficiently. Its unique blend of functionalities ideally suits the workflow of large firms, making it best for this use case.

Standout features and integrations:

Docket Enterprise excels in scheduling and docketing features, helping law firms maintain case deadlines and track court dates effectively. In terms of integrations, it can connect with various legal research and document management systems, adding value to its users.

Pros and cons

Pros:

  • Integrates with legal research and document management systems
  • Designed to handle the requirements of large law firms
  • Strong focus on docketing and legal calendaring

Cons:

  • Could be costly for firms with a large number of users
  • May be too complex for small firms or solo practitioners
  • No free tier or trial

Other Legal Calendaring Software

Below is a list of additional legal calendaring software I shortlisted but did not make it to the top 10. Definitely worth checking them out.

  1. Alt Legal

    For automated updates and notifications

  2. Westlaw Legal Calendaring

    For integration with Firm Central case management system

  3. MatterSuite

    Good for firms requiring customizable workflow templates

  4. Jarvis Legal

    Good for small law firms seeking all-round practice management

  5. Easy Legal Billing

    Good for easy-to-use legal billing and invoicing

  6. Rolling Legal

    Good for expense tracking in a user-friendly platform

  7. Thread Legal

    Good for enhancing team productivity through collaboration

  8. Bigle Legal

    Good for automating complex legal document workflows

  9. LEAP

    Good for seamless LawToolBox integration for matter management

Selection Criteria For Legal Calendaring Software

Choosing the right legal software for your firm is no small feat, and it's crucial to pick a tool that aligns with your firm's needs and work processes. Having tested and researched several of these tools, there are specific criteria I used to evaluate their effectiveness.

Core Functionality

A reliable legal software should enable you to:

  • Manage cases and clients in a centralized database
  • Schedule appointments and deadlines
  • Create, edit, and store legal documents
  • Track billable hours and generate invoices

Key Features

The key features that enhance the utility of legal software include:

  • Integration capability: This allows the software to work seamlessly with other tools that the firm already uses, like email clients, calendars, or accounting software.
  • Security measures: Since legal documents are sensitive, the software needs robust security features such as encryption and two-factor authentication.
  • Customization: The tool should be able to adapt to the specific jurisdiction and procedures of your law firm.
  • Compliance management: The software should assist in adhering to legal regulations and standards.
  • Document automation: This feature enables the quick creation of legal documents using predefined templates.

Usability

Usability is crucial for legal software. This ensures a smooth workflow and efficient use of the tool:

  • Intuitive design: Legal professionals should be able to navigate through the software without technical difficulties. Features and functions should be clearly labeled and accessible.
  • Accessible customer support: Legal work is time-sensitive. It is vital that customer support can be reached promptly for any issues or queries.
  • Training and onboarding resources: Due to the specialized nature of legal software, having a comprehensive set of training materials or onboarding programs can significantly shorten the learning curve.
  • Mobile access: Being able to access the software from a smartphone or tablet allows lawyers to work from anywhere.
  • Search capability: With the vast amount of data that legal software holds, a sophisticated search feature will aid in quickly retrieving necessary information.

People Also Ask (FAQs)

What are the benefits of using legal calendaring software?

Legal calendaring software offers several benefits including:

  • Efficient Time Management: It helps legal professionals keep track of appointments, court dates, deadlines, and other important events all in one place. This greatly reduces the risk of missing important dates.
  • Improved Collaboration: These tools often allow multiple users to access and update the calendar, facilitating better team collaboration.
  • Integration with Other Tools: Many legal calendaring software can integrate with other tools such as email clients, case management systems, and document management systems. This provides a streamlined workflow.
  • Reminders and Alerts: The software typically offers automated reminders and alerts, ensuring no important dates or deadlines are overlooked.
  • Document Linking: You can often link calendar entries to relevant case files or documents, which provides context and saves time when preparing for appointments or deadlines.

How much do these tools usually cost?

Pricing for legal calendaring software varies significantly depending on the features, the size of the firm, and whether the software is stand-alone or part of a larger practice management system. The pricing model typically falls into a per-user/month structure.

What are the pricing models for these tools?

Most legal calendaring software operates on a subscription-based model, typically charged per user on a monthly or annual basis. Some software may offer a one-time purchase option, but this is less common. There might also be additional costs for premium features or additional storage.

What is the typical range of pricing?

The pricing for legal calendaring software typically starts from around $20/user/month for basic plans and can go up to hundreds of dollars per user per month for advanced plans with more comprehensive features. Keep in mind that many providers require a minimum number of users or offer volume discounts for larger firms.

Which is the cheapest and the most expensive software?

Easy Legal Billing is one of the more affordable options, with prices starting from around $20/user/month. On the other hand, tools like LEAP, which offer more comprehensive legal practice management functionalities, can be on the higher end of the spectrum.

Are there any free tool options?

Yes, some legal calendaring tools offer a free version or a free trial. However, these free options may come with limited features or usage restrictions. Always check the specifics of what is offered in the free plan.

Summary

In this guide, we've delved into the world of legal calendaring software, a critical tool to enhance the efficiency and accuracy of legal practices. We've explored several top-tier options, each with unique selling propositions that make them suited for varying needs.

Key Takeaway

  • Key Takeaway 1: Prioritize Core Functionality Regardless of the software you choose, ensure that it caters to the core functionality expected from legal calendaring software. This includes event and task management, deadline tracking, reminders and alerts, and integration capabilities with legal software tools.
  • Key Takeaway 2: Consider Pricing and Usability Balancing cost and usability is essential. The software should fall within your legal team’s budget and also provide a user-friendly interface, an easy onboarding process, and reliable customer support.
  • Key Takeaway 3: Scrutinize Key Features and Integrations Different software excels in different areas, so consider your firm's specific needs. If you require extensive integrations or a focus on collaboration, choose software that shines in those areas. Always assess your firm's specific needs and workflow when deciding which tool to adopt.

Selecting the right legal calendaring software can be a pivotal decision that greatly impacts the efficiency of your legal practice. It's well worth the time and effort to choose wisely.

Ben Aston
By Ben Aston

Ben Aston is an online media entrepreneur and founder of Black & White Zebra, an indie media company on a mission to help people and organizations succeed.

Since 2011, he has been evaluating, reviewing, and helping to recommend software through hundreds of articles across the company's influential digital publications, seeking to make technical workplace topics fun and easier to understand.