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WhenToWork

#30 of 42 in Employee Scheduling SoftwareTeam Management

WhenToWork: A capable scheduling tool for small teams, but its pricing and limited integrations narrow the fit. Ranked #30 of 42 in Employee Scheduling Software by our editors (6.3/10); pricing: 30-day trial; best for small teams needing automatic schedule generation.

6.3/10Editor score
WhenToWork6.3 Visit WhenToWork

At a glance

  • Editor score
    6.3 / 10
  • Pricing
    30-day trial
  • Best for
    Small teams needing automatic schedule generation
  • Free plan
    No
  • Paid from
    $273/yr
  • Auto-scheduling
    Yes
  • Founded
    2000 · San Angelo, Texas, United States
  • Facts checked
    21 Sep 2026
WhenToWork screenshot
  • Where it wins

    • AutoFill generates schedules automatically for up to 10 employees
    • Availability, leave, open shifts, and shift trading support team changes
    • Web, iOS, and Android access with email, text, and app notifications
  • Where it doesn't

    • Starts at $38 per month for up to 10 employees
    • No integrations are included
    • The permanent free plan is not available

Our verdict on WhenToWork

WhenToWork is web-based employee scheduling software for organizations managing hourly, part-time, seasonal, volunteer, or multi-location teams. Managers can build schedules manually or use AutoFill, apply reusable templates, publish changes, and monitor coverage. Employees can submit availability, request time off, pick up open shifts, and trade shifts subject to manager controls. Access is available through web browsers and mobile apps for iOS and Android, making it a fit for small teams that need scheduling automation alongside employee self-service.

The published plans show one feature set across four billing periods, with capacity of up to 10 employees. The 1 Month plan costs $38 per month, while the 3 Months plan costs $100 per 3 months, the 6 Months plan costs $164 per 6 months, and the 1 Year plan costs $273 per year. Each plan includes all features. A 30-day trial is available, but there is no permanent free plan. The pricing structure is straightforward for a small team, although the starting monthly cost is significant when the employee limit is only 10.

WhenToWork covers the core scheduling workflow well: availability collection, time-off approval, automatic schedule generation, open-shift pickup, shift trading, multi-location and department scheduling, and schedule-change notifications. Its web, iOS, and Android access also supports teams that need mobile schedule updates. The tradeoff is ecosystem fit: integrations are not included, so organizations seeking connections with other business systems may need a different product. Choose WhenToWork if automatic scheduling and shift management are the priority for a small team; consider an alternative if integrations or broader system connectivity matter more than the scheduling feature set.

Your product? Our editors can test WhenToWork in depth and publish a review, labelled as paid · from $149/mo →

WhenToWork pricing

Plans 30-day trial No free plan — trial or paid only. Prices checked 21 Sep 2026.
See plans on whentowork.com

All 4 WhenToWork plans and prices →

WhenToWork fact sheet

Free planNo
Paid from$273/yr
Employee limit10 employees
Auto-schedulingYes
Availability collectionYes
Time-off managementYes
Open-shift managementYes
Shift swapsYes
Mobile appsYes
Free trial30 days · no card needed
DeploymentCloud, Mobile
PlatformsWeb, iOS, Android
SupportEmail, Phone, Docs · 24/7
Built forSmall business, Mid-market, Enterprise (editorial estimate)
Integrations2 integrations: Google Calendar, Outlook
Pricing30-day trial (source)
Websitewhentowork.com
Facts checked21 Sep 2026

WhenToWork integrations

WhenToWork lists 2 integrations on its own site.

  • Google Calendar
  • Outlook

Alternatives to WhenToWork

See all WhenToWork alternatives →

Also Ranked In

WhenToWork is ranked in 2 of our directories.

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Featured on iTechGuides

Featured on iTechGuides — WhenToWork 6.3/10

WhenToWork is listed in our Employee Scheduling Software directory. Add the badge to your site — it links back to this page.

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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

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