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Desk365 vs TeamsWork: Pricing, Features & Alternatives 2026

Jul 31
6 min read

Updated: Sep 24

Two ticketing apps share a Microsoft Teams tab, but they are built on opposite bets about how support software should work. That is the short version of this Desk365 comparison. TeamsWork's Ticketing as a Service runs entirely inside Teams, carries Microsoft 365 certification, and bills one flat rate per organization. Desk365 spreads itself across email, a web portal, and chat as well as Teams, and bills per agent.


Four things decide which one fits. Jump to whichever matters most:


TeamsWork vs Desk365: Feature comparison

On paper, TeamsWork and Desk365 look similar: custom fields, email-to-ticket, SLA reminders, and a free tier show up on both feature lists. The gap opens somewhere else entirely: how native the Teams experience actually is, whether the app carries Microsoft's own certification, and how each one plugs in AI.

Feature

Ticketing as a Service

Desk365

Built for Microsoft Teams

Native on every plan

One of several channels

Microsoft 365 certified

Yes

No

Pricing model

Flat, per organization

Per agent

Unlimited users

Every paid plan

Billed per agent

Custom fields

Yes

Yes

SLA reminders

Yes

Yes

Email to ticket

Yes

Yes

AI assistant support

Connects to any AI platform via MCP

Built-in Copilot (Plus plan only, extra credits required)

Free plan

Yes

Yes


TeamsWork's pitch is packaging that same feature list inside Teams itself, at a rate that does not move with headcount, and connecting to whatever AI platform a team already runs, including Microsoft Copilot or Claude, through an open MCP server, included from the Professional plan. Desk365 takes the opposite route: Copilot only ships on the Plus plan, and using it draws down a separate credit allotment.


Per-agent pricing hits small support teams hardest, which is exactly why small business ticketing on Microsoft Teams is worth reading before locking into a per-seat tool.


TeamsWork vs Desk365: Microsoft Teams integration

TeamsWork runs natively inside Microsoft Teams; Desk365 treats Teams as one channel in a wider omni-channel helpdesk. That split shows up in where tickets actually get worked and whether the app carries Microsoft's own certification.

Microsoft Teams integration

Ticketing as a Service

Desk365

Primary support channel

Microsoft Teams

Teams, email, web portal, chat

Ticket management

Inside Teams chat and tabs, no separate portal

Support Bot for basic actions; full management needs the Agent Portal

Microsoft 365 certified

Yes

No


Microsoft 365 certification is worth pausing on. It means Microsoft itself reviewed the app for security and compliance, not just listed it in a directory, and for organizations already standardized on Microsoft, that can cut a slow internal approval process down considerably.


It is also what separates a genuine Microsoft 365 ticketing system from a tool that simply connects to Teams from the outside. Several other platforms take that outside-in approach too, covered in our broader comparison of Microsoft Teams ticketing tools.


Desk365 pricing (2026): plans and per-agent cost

Desk365 charges per agent, per month, billed annually, across three paid plans. AI features cost extra.

Desk365 plan

Price

What it adds

Free

$0

50 tickets/month, aimed at solo users

Standard

$12/agent/mo

Email, Teams and portal ticketing, SLA reminders, custom fields, knowledge base, reports

Plus

$22/agent/mo

Round-robin assignment, CSAT surveys, time tracking, Entra ID sync, AI Copilot

Premium

$32/agent/mo

Asset management, Intune sync, audit logs, HIPAA and PII controls

AI Agent add-on

$50 per 1,000 credits

Autonomous AI agents; Plus and Premium include a limited number of free credits


What Desk365 costs a 10-agent team: $120/month on Standard, $220 on Plus and $320 on Premium. Each new hire adds $12 to $32 a month, depending on the plan.


TeamsWork Ticketing pricing works the other way: one flat rate for the whole organization, with unlimited users on every paid plan.

For a 10-agent team

TeamsWork Ticketing

Desk365

Billing model

Flat, per organization

Per agent

Entry paid plan

$8.75/mo (Premium)

$120/mo (Standard)

Feature-matched plan

$29.50/mo (Professional)

$120/mo (Standard)

AI assistant

Professional plan or higher, connects to any AI platform via MCP

Plus plan or higher, and uses credits

Adding 10 more agents

No change

$240 to $640/mo

Yearly cost (feature-matched)

$354

$1,440


That's a difference of about $1,086 a year on Desk365's cheapest plan. The gap grows to $3,486 a year if you need Copilot on Desk365 Plus.


Prices from Desk365's pricing page and TeamsWork, September 2026. Check current rates before you buy.


TeamsWork vs Desk365: Free plan and trial

Both companies offer a free plan and a free trial, but the fine print is where they differ. TeamsWork's free plan covers 30 tickets a month with unlimited users. Desk365's free plan covers 50 tickets a month, priced per agent the same way its paid tiers are.

Free options

TeamsWork Ticketing

Desk365

Free plan

30 tickets/mo, unlimited users

50 tickets/mo

Free trial

30 days, no credit card

21 days

User count, not ticket volume, is what actually separates the two free plans. Desk365's free tier suits one person or a very small team. TeamsWork stays unlimited on users even for free, so a whole team can kick the tires without hitting a seat wall in week one.


TeamsWork also throws in a 30-day trial of its paid plans with no credit card required, plenty of time to run a real support cycle through it before deciding anything. A support team building this from scratch can follow our guide to setting up a Teams help desk.


Desk365 alternatives for Microsoft Teams

If you're comparing Desk365, these are the other Teams help desk tools buyers usually shortlist:


  • TeamsWork Ticketing as a Service. Runs fully inside Teams and is Microsoft 365 certified. You pay one flat price per organization, and there's a free plan with unlimited users. Best for teams whose support already happens in Teams chats and channels.

  • HelpDesk 365. Built on SharePoint and Microsoft 365, with ticket intake from Teams and email. A good fit for IT departments that already run everything on SharePoint, but expect more setup work.

  • Tikit (Cireson). An IT service management tool built for Teams, with a virtual agent and an ITIL-style workflow. Aimed at internal IT teams that need change and asset processes. Priced per agent.

  • Zendesk and Freshdesk. Full customer-service suites that cover many channels, with Teams as a bolt-on integration. They make sense when most requests come from external customers by email or web chat, not from employees in Teams.


Which one should you pick? Choose Desk365 or Zendesk if you need email, a customer portal and chat widgets across many channels. Choose Tikit or HelpDesk 365 if you run IT processes on SharePoint or follow ITIL. Choose TeamsWork if you want ticketing to live entirely inside Microsoft Teams at a price that doesn't rise with headcount. For a side-by-side of every option, see our comparison of Microsoft Teams ticketing tools.


TeamsWork vs Desk365: Which Microsoft Teams ticketing is best?

TeamsWork's Microsoft Teams ticketing system is the stronger fit for teams that want ticketing to stay inside Microsoft Teams instead of spreading across a separate portal.

  • Support already flows through your Teams channels and chats, not email or a public-facing portal

  • Your organization runs on Microsoft 365 and values apps that carry that certification

  • Your headcount is expected to grow, and a flat per-organization rate beats a per-agent bill that climbs with every hire

  • Nobody on your team wants to manage a dedicated agent portal outside of Teams


Teams that route a large share of requests through email, a public portal, or a website widget will get more mileage from a broader omni-channel helpdesk. For a team that lives in Microsoft Teams day to day, that is not the common case, and keeping support inside Teams cuts the app-switching and per-seat billing that usually push ticketing into some separate tool nobody actually enjoys using, which is the exact problem Ticketing as a Service was built to solve.

Frequently Asked Questions

Is Desk365 native to Microsoft Teams?

Not entirely. Desk365 treats Microsoft Teams as one channel inside a broader omni-channel helpdesk that also covers email, a web portal, and a chat widget, so Teams works as an entry point rather than the platform the product is built around. A fully native option, like Ticketing as a Service, runs entirely inside a Teams tab with no separate portal to manage.


Does TeamsWork Ticketing have a free plan?

Yes. TeamsWork's Ticketing as a Service includes a free plan covering 30 tickets a month with unlimited users, on top of a 30-day free trial of the paid plans that does not require a credit card.


Is there a Microsoft 365 certified ticketing system for Teams?

Yes. Ticketing as a Service holds Microsoft 365 certification, meaning it has passed Microsoft's own security and compliance review for the ecosystem, a stronger claim than simply integrating with Teams from the outside.

TeamsWork is a Microsoft Partner Network member, and their expertise lies in developing Productivity Apps that harness the power of the Microsoft Teams platform and its dynamic ecosystem. Their SaaS products, including CRM as a Service, Ticketing as a Service and Checklist as a Service, are highly acclaimed by users. Users love the user-friendly interface, seamless integration with Microsoft Teams, and affordable pricing plans. They take pride in developing innovative software solutions that enhance company productivity while being affordable for any budget.

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