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Head-to-head · Legal Calendar Software

Time Matters vs DocketCalendar

  • Updated Sep 2026
  • Both researched from official sources
  • 2 checks side by side
Higher score Time Matters #4 in Legal Calendar Software 7.6/10 From $950/user ✓ 1 of 1 features Visit Time Matters
DocketCalendar #6 in Legal Calendar Software 4.0/10 From $15/user/mo ✓ 0 of 1 features Visit DocketCalendar

Time Matters leads on 1 check, DocketCalendar on 0, and 1 is even. Who comes out ahead on the 2 yes/no, price and count checks where we have data for both products. The editor score weighs everything else too.

Our verdict

  • Highest scoreTime Matters · 7.6/10
  • Most featuresTime Matters · 1 of 1

Time Matters scores higher on our rubric for legal calendar software: 7.6 against 4.0 out of 10; our editors rank them #4 and #6.

Time Matters offers matter linking; DocketCalendar doesn't publish it.

Time Matters is the better fit for firms needing established docketing and calendars. DocketCalendar is the better fit for smaller firms managing court-rule deadlines.

  • Time Matters fits best

    Firms needing established docketing and calendars

  • DocketCalendar fits best

    Smaller firms managing court-rule deadlines

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Side by side

Feature Time Matters 7.6/10 Visit ↗ DocketCalendar 4.0/10 Visit ↗
At a glance
Editor score 7.6 4.0
Ranking #4 in Legal Calendar Software #6 in Legal Calendar Software
Best for Firms needing established docketing and calendars Smaller firms managing court-rule deadlines
Pricing model Paid Paid
Starting price Not published $15/user/mo
Free plan — —
Free trial — —
Support Phone, Docs Email, Phone, Docs
Integrations 8 integrations 3 integrations
Built for Solo, Small business, Mid-market, Enterprise Small business, Mid-market, Enterprise
Features Time Matters 1/1 · DocketCalendar 0/1
Matter linking ✓ (best) Not published
Specs
Deadline calculation Not published Automated
Court-rule coverage Not published Not published
Calendar sync Not published Not published
Reminder channels Not published Not published
Mobile access Not published Not published
Our review
Pros
  • Links contacts, notes, events and calls to matters
  • Combines docketing, scheduling, alerts and real-time firm calendars
  • Integrates with Outlook and legal billing products
  • Recalculates deadlines when dates change and removes canceled deadlines
  • Connects with Outlook and Google Calendar, plus CalendarRules
  • Exports deadline reports to CSV or Excel
Cons
  • The first concurrent-user license starts at $950 one time
  • Annual maintenance renewal starts at $350 for the first user
  • Calendar features do not document legal rule-based deadline calculation
  • Calendar sync is one-way
  • Plans are paid, starting at $15 monthly by user, court, or calendar
  • Focused on litigation calendaring rather than broader legal practice management
Our verdict

Time Matters brings case and practice management together for law firms, legal departments and other organizations. Its calendar capabilities include docketing, scheduling, real-time firm calendars, alerts and reminders, with events tied…

Read the review →

DocketCalendar is a web-based legal calendaring application for law firms managing litigation deadlines. It calculates dates from jurisdiction-specific court rules and places them on Outlook or Google Calendars. Its court-rule library,…

Read the review →
  1. Time MattersLegal Calendar Software 7.6From $950/user
  2. DocketCalendarLegal Calendar Software 4.0From $15/user/mo

Strengths and trade-offs

  • Time Matters — where it wins

    • Links contacts, notes, events and calls to matters
    • Combines docketing, scheduling, alerts and real-time firm calendars
    • Integrates with Outlook and legal billing products

    Where it doesn't

    • The first concurrent-user license starts at $950 one time
    • Annual maintenance renewal starts at $350 for the first user
    • Calendar features do not document legal rule-based deadline calculation
  • DocketCalendar — where it wins

    • Recalculates deadlines when dates change and removes canceled deadlines
    • Connects with Outlook and Google Calendar, plus CalendarRules
    • Exports deadline reports to CSV or Excel

    Where it doesn't

    • Calendar sync is one-way
    • Plans are paid, starting at $15 monthly by user, court, or calendar
    • Focused on litigation calendaring rather than broader legal practice management

More comparisons

Reviewed by iTechGuides Editors · Editorial team · Updated Sep 2026