Productivity Tools

5 Best Work Scheduling Apps in 2020

Are you researching cost-effective work scheduling apps to schedule work, track your hours, and book appointments with clients? Or perhaps you need are a manager or team leader who is tired of juggling dozens of availability calendars and phone calls from employees and in need of time tracker employee scheduling software. Regardless of your position in the working world, a work scheduling app can help you take charge of your and your team’s work schedules and save time and money by integrating online calendars, messaging, and time tracking all in one app. 

However, with so many different types of scheduling software available, it can be difficult to decide which one provides the best and most cost-effective service for your needs. That is why we at Droplr have done the difficult job of comparing employee apps for you and compiled a list of the 5 Best Work Scheduling Apps in 2020. Any one of these apps is an excellent choice that is sure to increase work productivity and efficiency and decrease costs. At the same time, each app has its own unique set of tools that target different types of businesses. Read on to discover which work scheduling app best fits your employment needs in 2020.

When I Work

When I Work is a simple and easy-to-use employee online scheduling app perfect for small and medium-size businesses that also works as a time tracker and applicant finder. The free version includes group scheduling, messaging, shift trading, and time off requests for a team of up to 75 users.

when i work calendar

When I Work’s basic package, costing $1.50/user per month, adds multiple schedules, work locations, and overtime visibility. The pro package, at $2.25/user, includes all the features of the cheaper versions in addition to auto scheduling, task lists, shift bidding, document storage, and labor reports. For enterprise clients, When I Work offers a custom package that also includes API, enhanced privacy settings, labor insights, and personalized implementation. Adding an hours tracker app to any package costs $2/user, while applicant tracking and hiring costs $20/month.


Calendly’s product is aimed towards business clients who frequently schedule meetings with both fellow employees and customers. Calendly’s free, premium ($10/user/month) and pro ($15/user/month) packages are aimed more towards individuals, while its team package provides custom pricing for enterprises. The free version includes one online calendar, one event type, unlimited scheduled events, automated event notifications, a personalized Calendly link, and integrations with Google Calendar, Office 365, Outlook, iCloud, and Intercom. The premium package upgrades to two online calendars per user, unlimited event types, custom branding and integrations, customizable notifications, detailed analytics, an additional 700 app integrations with Zapier, and live chat for 10+ users. The pro package includes everything above along with 6 online calendars/user, SMS notifications, redirects, and integration with HubSpot, Stripe, PayPal, Google Analytics, and Facebook Pixel.

calendly scheduling

Calendly’s custom team packaging is great for customer service teams or other businesses that hold frequent team and client meetings. It includes individual online scheduling for each team member, auto-assigned meetings according to individual availability, team-wide pages, and centralized billing. Calendly customizes its package according to company size, number of team members, and department, with specific features targeted towards marketing, customer service, accounting, recruiting, education, and consultant teams.


Connecteam is more than just a staff scheduling app–it provides tools and resources that ensure employee success. Connecteam includes a time card app, communication tools, checklists and reports, and a unique employee training and resource center. Connecteam can be used to onboard employees, log hours, schedule shifts, and communicate expectations.

Connecteam’s free plan includes everything listed above for up to 200 users. Paid plans, ranging from $35 to $149/month, add a GPS time clock, powerful scheduling, customizable workflows, a suggestion box, surveys, events, and quizzes. Smart groups, archives, live polls, and advanced workflows are also included in the advanced plan. Other features, such as enhanced security, 2FA, API, and multiple time clocks and schedules require either the Expert or customizable Enterprise plan. New features such as geo location based reminders, automatic clocking in and out, and smart locks are forthcoming.


Shiftboard is a cloud-based employee scheduling tool made specifically for large enterprises. Their clients include United Airlines, SXSW, and JW Marriott. Shiftboard’s employee scheduling software offers more flexibility and configurability than its competitors so that you can forecast and build employee schedules quickly and efficiently. Shiftboard also includes applicant tracking and onboarding, multiple communication options, detailed analytics, and a time tracker app.

shiftboard scheduling

Shiftboard’s basic plan starts at $3/user/month and includes mobile apps, multiple languages, texting and email alerts, a news board, and open API and can support up to 20 teams. The professional plan adds site branding, custom profiles, member rating, shift trading, two-way texting, time tracking, and payroll and other integrations for an unlimited number of teams. The enterprise plan adds in labor law compliance tracking and alerts, applicant tracking and onboarding, multi-site usability, and drop point service. For all plans, non-profits are offered a discounted price.


Sling is another popular employee schedule maker that services famous clients such as Subway, AMC, and Amazon. Sling advertises itself as a multi-use app that in addition to scheduling includes team messaging, task management, time tracking, labor cost optimization, reporting, and news sharing. Sling provides a customizable product optimized for different industries including retail, nonprofits, call centers, and healthcare services.

Sling offers three pricing plans–free, premium ($2/user/month), and business ($4/user/month). The free plan offers shift scheduling, alarms, and offers along with time off requests, news sharing, and task management for an unlimited number of employees, managers, and locations. The premium upgrade adds timesheets, automatic clock-in and -out, geofencing, shift swaps, shift templates, private and group messaging, labor cost management, and Google Calendar synchronization. The business plan also adds in PTO tracking, reports, salary support, and dedicated account management.

Choosing the best work scheduling app

Overall, work scheduling apps are a great way to decrease labor costs and time spent scheduling and tracking employees. Schedule maker apps are an integral investment for any business, no matter the size or field. Be sure to research which plan works best for your plan and request a free demo or trial period from your chosen app before committing to their product. If you would like to know more about how to use online scheduling, check out our article.

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