Best Legal Calendaring Software in 2026
Updated
Managing legal dates involves more than adding events to a calendar: deadline calculations, court rules, and reminders may all factor into the work. Compare deadline calculation and court rule library coverage with calendar sync, reminder channels, and statute limitations. Supported platforms, free-plan availability, and paid-from pricing are also listed for comparison. ClockOrbit Court Deadline Calculator, LitigationDeadline, and Dockets.ca are among the options, alongside Case Calendar and CalendarRules. Consider which deadline-related capabilities and calendar connections are relevant to your practice, and compare the listed features against the work you need the software to support.
5 of 11 with known pricing have a free tier;0 apps show full bars: free, open, on most devices and documented.
| # | App | Signal | Free tier | Open code | Devices | From | Score |
|---|---|---|---|---|---|---|---|
| 1 | ClockOrbit Court Deadline CalculatorWeb | Two bars | 1 of 6 | Free | 6.4 | ||
| 2 | Deadline EngineWeb | Two bars | 1 of 6 | $25/mo | 6.4 | ||
| 3 | JudgeCalcWeb | Two bars | 1 of 6 | Free | 6.4 | ||
| 4 | LitigationDeadlineWeb | Two bars | 1 of 6 | Free | 6.4 | ||
| 5 | Court Deadline CalculatorWeb | Two bars | 1 of 6 | Free | 6.3 | ||
| 6 | Dockets.caWeb · Windows · Mac · Linux · Android · iPhone | Two bars | 6 of 6 | 5.8 | |||
| 7 | Case CalendarWeb · Windows · Mac · Linux · Self-hosted | Two bars | 4 of 6 | 5.6 | |||
| 8 | CourtAlert Case ManagementWeb · Windows · Self-hosted | One bar | 2 of 6 | 5.5 | |||
| 9 | Docket EnterpriseWindows · Android · iPhone · Self-hosted | Two bars | 3 of 6 | 5.5 | |||
| 10 | JuraLawWeb · iPhone | One bar | 2 of 6 | 5.5 | |||
| 11 | CalendarRulesWeb | One bar | 1 of 6 | 5.4 | |||
| 12 | MilanaWeb | One bar | 1 of 6 | 5.4 | |||
| 13 | Deadline AssistantWeb | No signal | 1 of 6 | 5.2 | |||
| 14 | Deadlines.comWeb · Windows · Mac · iPhone | Two bars | No | 4 of 6 | $20/mo | 5.2 | |
| 15 | eLaw Case TrackingWeb · iPhone · API | One bar | No | 2 of 6 | $3.50/mo | 5.1 | |
| 16 | MatterAlertWeb | One bar | No | 1 of 6 | $1,545/mo | 5.1 | |
| 17 | BailiffWeb | One bar | No | 1 of 6 | $35/mo | 5.0 | |
| 18 | DocketCalendarWeb | One bar | No | 1 of 6 | $15/mo | 5.0 | |
| 19 | TexasLawDateWeb | One bar | No | 1 of 6 | $59/mo | 5.0 | |
| 20 | Thomson Reuters Case TrackingWeb | One bar | 1 of 6 | 5.0 | |||
| 21 | LawToolBoxWeb | One bar | 1 of 6 | 4.9 |
Compare all 21 in a table
| # | App | Score | Free plan | From | Free plan | Paid from | Deadline calculation | Court rule library |
|---|---|---|---|---|---|---|---|---|
| 1 | ClockOrbit Court Deadline Calculator | 6.4 | Free plan | Free | Yes | automated | No | |
| 2 | Deadline Engine | 6.4 | Free plan | $25/mo | Yes | 29.99 /user/mo | automated | Yes |
| 3 | JudgeCalc | 6.4 | Free plan | Free | Yes | automated | ||
| 4 | LitigationDeadline | 6.4 | Free plan | Free | Yes | both | No | |
| 5 | Court Deadline Calculator | 6.3 | Free plan | Free | Yes | both | Yes | |
| 6 | Dockets.ca | 5.8 | ||||||
| 7 | Case Calendar | 5.6 | automated | |||||
| 8 | CourtAlert Case Management | 5.5 | both | Yes | ||||
| 9 | Docket Enterprise | 5.5 | automated | Yes | ||||
| 10 | JuraLaw | 5.5 | both | Yes | ||||
| 11 | CalendarRules | 5.4 | automated | Yes | ||||
| 12 | Milana | 5.4 | both | Yes | ||||
| 13 | Deadline Assistant | 5.2 | automated | Yes | ||||
| 14 | Deadlines.com | 5.2 | No | $20/mo | No | automated | Yes | |
| 15 | eLaw Case Tracking | 5.1 | No | $3.50/mo | No | automated | ||
| 16 | MatterAlert | 5.1 | No | $1,545/mo | both | Yes | ||
| 17 | Bailiff | 5.0 | No | $35/mo | No | automated | Yes | |
| 18 | DocketCalendar | 5.0 | No | $15/mo | No | 15 /user/mo | automated | Yes |
| 19 | TexasLawDate | 5.0 | No | $59/mo | No | automated | Yes | |
| 20 | Thomson Reuters Case Tracking | 5.0 | automated | Yes | ||||
| 21 | LawToolBox | 4.9 | No | automated | Yes |
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Numbered spots on this list can be sponsored, and a sponsored row is labelled as paid.