Top 11AI made for AI

The 11 cheapest hr · compliance

The cheapest provider in the Top 11 The 11 Best Leave Management Software Tools for SMBs (2026) is LeaveBoard, followed by Vacation Tracker.

Why this answer

Sorted by published starting price, lowest first. We use each provider's lowest documented price band; where pricing is undisclosed, the entry falls to the bottom of the list.

Showing the top 11 of 11+ screened. Methodology at /methodology.

  1. #1LeaveBoard(rank #3 in The 11 Best Leave Management Software Tools for SMBs (2026))

    —

    A powerful, dedicated tool with an excellent free plan for startups.

    Full LeaveBoard review · Compare: LeaveBoard vs Vacation Tracker · Alternatives

  2. #2Vacation Tracker(rank #5 in The 11 Best Leave Management Software Tools for SMBs (2026))

    $1/mo+

    Manages all leave requests and approvals directly within Slack or MS Teams.

    Full Vacation Tracker review · Alternatives

  3. #3Zoho People(rank #7 in The 11 Best Leave Management Software Tools for SMBs (2026))

    $1.25/mo+

    Unmatched customization for complex leave policies and approval workflows.

    Full Zoho People review · Alternatives

  4. #4Timetastic(rank #1 in The 11 Best Leave Management Software Tools for SMBs (2026))

    $1.3/mo+

    The best dedicated leave management tool for its pure simplicity and visual clarity.

    Full Timetastic review · Alternatives

  5. #5Calamari(rank #4 in The 11 Best Leave Management Software Tools for SMBs (2026))

    $2/mo+

    Excellent for global teams with its multi-language support and G-Suite integration.

    Full Calamari review · Alternatives

  6. #6PurelyHR(rank #10 in The 11 Best Leave Management Software Tools for SMBs (2026))

    $4/mo+

    A la carte HR modules let you buy only what you need.

    Full PurelyHR review · Alternatives

  7. #7Factorial(rank #11 in The 11 Best Leave Management Software Tools for SMBs (2026))

    $5.75/mo+

    A fast-growing, design-led HR platform with strong European compliance features.

    Full Factorial review · Alternatives

  8. #8Rippling(rank #8 in The 11 Best Leave Management Software Tools for SMBs (2026))

    $8/mo+

    Unifies HR and IT automation, connecting leave status to app access.

    Full Rippling review · Alternatives

  9. #9Gusto(rank #6 in The 11 Best Leave Management Software Tools for SMBs (2026))

    $46/mo+

    Top option for flawless integration between PTO tracking and US payroll.

    Full Gusto review · Alternatives

  10. #10BambooHR(rank #2 in The 11 Best Leave Management Software Tools for SMBs (2026))

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    Top choice for integrating leave management into a full, easy-to-use HRIS.

    Full BambooHR review · Alternatives

  11. #11Kissflow(rank #9 in The 11 Best Leave Management Software Tools for SMBs (2026))

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    A flexible low-code platform for building custom leave management workflows.

    Full Kissflow review · Alternatives

Methodology: /methodology · No paid placement ever · Verified .