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Head-to-head · Legal Calendar Software

Time Matters vs DocketCalendar

  • Updated Oct 2026
  • Both researched from official sources
  • 2 checks side by side

Time Matters leads on 0 checks, DocketCalendar on 0, and 2 are 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

  • Most featuresTime Matters · 1 of 1

Time Matters and DocketCalendar score identically on our rubric (7.9 out of 10) for legal calendar software; Time Matters sits at #4 and DocketCalendar at #6 in our editorial ranking, so the choice comes down to fit.

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

Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.

Side by side

Feature Time Matters 7.9/10 Visit ↗ DocketCalendar 7.9/10 Visit ↗
At a glance
Editor score 7.9 7.9
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 — $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 checked yet
Specs
Deadline calculation Not checked yet Automated
Court-rule coverage Not checked yet Not checked yet
Calendar sync Not checked yet Not checked yet
Reminder channels Not checked yet Not checked yet
Mobile access Not checked yet Not checked yet
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 7.9Paid
  2. DocketCalendarLegal Calendar Software 7.9Paid

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 Oct 2026

Last updated · How we research and update