Best Legal Calendaring Software in 2026
Updated
Keeping legal dates and deadlines in view means comparing more than calendar connections. Consider how deadline calculation, court rule library coverage, and statute limitations fit your work, alongside calendar sync and reminder channels. Supported platforms can shape where you manage dates, while free-plan availability and paid-from pricing give cost context. Dockets.ca, Deadlines.com, and LitigationDeadline are among the software entries to examine. Compare the capabilities listed for each option to see which deadline workflows and reminder methods align with your needs.
21ranked
5free plans on this page
$3.50/molowest paid tier
8 Oct 2026last checked
Input list Legal Calendaring Software 21 channels on this page · 103 of 168 spec lines stated by the makers
Ch Tool Free planPaid fromDeadline calculationCourt rule libraryStatute limitationsCalendar syncReminder channelsSupported platforms Spec sheet Score
01 Dockets.ca Free planPaid fromDeadline calculationCourt rule libraryStatute limitationsCalendar syncReminder channelsemail, textSupported platformsweb 2/8spec lines stated 7.4
02 JudgeCalc Free planYesPaid fromDeadline calculationautomatedCourt rule libraryStatute limitationsCalendar syncReminder channelsSupported platformsweb 3/8spec lines stated 7.2
03 Case Calendar Free planPaid fromDeadline calculationautomatedCourt rule libraryStatute limitationsCalendar syncone-wayReminder channelspopup, emailSupported platformsLinux, Windows via WSL2, macOS 4/8spec lines stated 7.1
04 Deadlines.com Free planNoPaid fromDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelsemail, OutlookSupported platformsweb, Windows, macOS, iPhone 6/8spec lines stated 6.9
05 CalendarRules Free planPaid fromDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelsSupported platformsweb 4/8spec lines stated 6.8
06 Court Deadline Calculator Free planYesPaid fromDeadline calculationbothCourt rule libraryYesStatute limitationsCalendar syncReminder channelsSupported platformsweb 4/8spec lines stated 6.8
07 Deadline Engine Free planYesPaid from29.99/user/moDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelsSupported platformsweb 6/8spec lines stated 6.8
08 Docket Enterprise Free planPaid fromDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar synctwo-wayReminder channelsemail, Outlook calendarSupported platforms 4/8spec lines stated 6.8
09 ClockOrbit Court Deadline Calculator Free planYesPaid fromDeadline calculationautomatedCourt rule libraryNoStatute limitationsNoCalendar syncReminder channelscalendar (.ics)Supported platformsweb 6/8spec lines stated 6.7
10 DocketCalendar Free planNoPaid from15/user/moDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelscalendar notifications, pop-up remindersSupported platformsweb 7/8spec lines stated 6.7
11 LitigationDeadline Free planYesPaid fromDeadline calculationbothCourt rule libraryNoStatute limitationsYesCalendar syncReminder channelsSupported platformsweb 5/8spec lines stated 6.7
12 TexasLawDate Free planNoPaid fromDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelscalendarSupported platformsweb 6/8spec lines stated 6.7
13 Bailiff Free planNoPaid fromDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelsGoogle Calendar, OutlookSupported platformsweb 6/8spec lines stated 6.6
14 CourtAlert Case Management Free planPaid fromDeadline calculationbothCourt rule libraryYesStatute limitationsCalendar synctwo-wayReminder channelsemail, Outlook, web, printed reportsSupported platformsweb 5/8spec lines stated 6.6
15 eLaw Case Tracking Free planNoPaid fromDeadline calculationautomatedCourt rule libraryStatute limitationsCalendar syncone-wayReminder channelsemail, faxSupported platformsweb, api 5/8spec lines stated 6.6
16 JuraLaw Free planPaid fromDeadline calculationbothCourt rule libraryYesStatute limitationsCalendar syncReminder channelsemailSupported platformsweb 4/8spec lines stated 6.6
17 Milana Free planPaid fromDeadline calculationbothCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelsSupported platformsweb 4/8spec lines stated 6.6
18 MatterAlert Free planPaid fromDeadline calculationbothCourt rule libraryYesStatute limitationsYesCalendar syncone-wayReminder channelsin-dashboard, email, calendarSupported platformsweb 6/8spec lines stated 6.5
19 Thomson Reuters Case Tracking Free planPaid fromDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelsemailSupported platformsweb 5/8spec lines stated 6.4
20 LawToolBox Free planNoPaid fromDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelsemailSupported platformsweb, api 6/8spec lines stated 6.1
21 Deadline Assistant Free planPaid fromDeadline calculationautomatedCourt rule libraryYesStatute limitationsCalendar syncone-wayReminder channelsemailSupported platformsweb 5/8spec lines stated 5.8
Compare all 21 in a table
| # | Tool | Score | Free plan | From | Free plan | Paid from | Deadline calculation | Court rule library |
|---|---|---|---|---|---|---|---|---|
| 1 | Dockets.ca | 7.4 | ||||||
| 2 | JudgeCalc | 7.2 | Free plan | Free | Yes | automated | ||
| 3 | Case Calendar | 7.1 | automated | |||||
| 4 | Deadlines.com | 6.9 | No | $20/mo | No | automated | Yes | |
| 5 | CalendarRules | 6.8 | automated | Yes | ||||
| 6 | Court Deadline Calculator | 6.8 | Free plan | Free | Yes | both | Yes | |
| 7 | Deadline Engine | 6.8 | Free plan | $25/mo | Yes | 29.99 /user/mo | automated | Yes |
| 8 | Docket Enterprise | 6.8 | automated | Yes | ||||
| 9 | ClockOrbit Court Deadline Calculator | 6.7 | Free plan | Free | Yes | automated | No | |
| 10 | DocketCalendar | 6.7 | No | $15/mo | No | 15 /user/mo | automated | Yes |
| 11 | LitigationDeadline | 6.7 | Free plan | Free | Yes | both | No | |
| 12 | TexasLawDate | 6.7 | No | $59/mo | No | automated | Yes | |
| 13 | Bailiff | 6.6 | No | $35/mo | No | automated | Yes | |
| 14 | CourtAlert Case Management | 6.6 | both | Yes | ||||
| 15 | eLaw Case Tracking | 6.6 | No | $3.50/mo | No | automated | ||
| 16 | JuraLaw | 6.6 | both | Yes | ||||
| 17 | Milana | 6.6 | both | Yes | ||||
| 18 | MatterAlert | 6.5 | No | $1,545/mo | both | Yes | ||
| 19 | Thomson Reuters Case Tracking | 6.4 | automated | Yes | ||||
| 20 | LawToolBox | 6.1 | No | automated | Yes | |||
| 21 | Deadline Assistant | 5.8 | automated | Yes |
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Numbered spots on this list can be sponsored, and a sponsored row is labelled as paid.
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