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Toolradar Benchmark

What AI assistants like ChatGPT and Claude really cost for a team of 5, 20 and 50 (2026)

Toolradar data: For a team of 20 users, team AI assistant costs from $400 a month (ChatGPT Business Standard seat, billed annually) to $680 (Perplexity AI Enterprise Pro), with a median of $400 across 3 tools, on prices confirmed on each vendor's pricing page on November 4, 2026.

A team AI assistant is a chat assistant such as ChatGPT, Claude or Copilot sold on a business plan, with admin controls and no training on company data by default. It is sold per user.

Data as of November 4, 2026. Prices confirmed on vendor pages on November 4, 2026; re-confirmed every few days.

Key findings

  • For a team of 5 users, the cheapest confirmed team AI assistant is ChatGPT Business Standard seat at $100 a month (billed annually); the median of 3 tools is $100 and the highest is Perplexity AI Enterprise Pro at $170.
  • For a team of 20 users, the cheapest confirmed team AI assistant is ChatGPT Business Standard seat at $400 a month (billed annually); the median of 3 tools is $400 and the highest is Perplexity AI Enterprise Pro at $680.
  • For a team of 50 users, the cheapest confirmed team AI assistant is ChatGPT Business Standard seat at $1,000 a month (billed annually); the median of 3 tools is $1,000 and the highest is Perplexity AI Enterprise Pro at $1,700.

Source: Toolradar benchmark, prices confirmed on each vendor's US pricing page on November 4, 2026.

3

tools compared under the same method

5 left out, reasons below

$100

median monthly cost for 5 users

$20 per user, n = 3

$400

median monthly cost for 20 users

$20 per user, n = 3

$1,000

median monthly cost for 50 users

$20 per user, n = 3

How every row is computed

  • For each team size, the cheapest paid plan with a published US price in USD that allows that many users. Plans sold only on quote are not counted.
  • Monthly billing and annual billing are computed apart; annual is the yearly total divided by 12. A price with no billing term next to it is not counted, except a price per month on a page that offers no yearly billing at all (no monthly or annual switch, no mention of yearly billing), which is counted as month to month.
  • Seat minimums, seat packs and user caps are applied, required add-ons and mandatory vendor fees are added, one-time setup fees are shown apart. A free plan is never the cost; whether it covers the team is shown apart.
  • Each price is confirmed on the vendor's live page by two AI checkers from different model families, each quoting the page word for word. A price that is not confirmed is left out; a higher plan left out this way is skipped only when, at its last read price, it costs more than the cheapest confirmed plan.
  • Not counted: taxes, usage (AI credits, contacts, tickets, overages), plans capped by usage volume (tickets or conversations a month), discounts shown only in the cart, behind a code or for a limited time, and optional add-ons.
  • Rows are ordered by computed cost. No score, no rank of our own; sponsored or paid status never changes inclusion or order.
  • A confirmation counts for 14 days: a tool not re-confirmed in that time leaves the tables until it is.

What a team of 5 users pays

The cheapest plan that allows 5 users, as a monthly bill for the whole team. Ordered by the lower of the two monthly figures; billed annually is the yearly total divided by 12.
Team AI assistant cost for a team of 5 users, USD a month for the whole team, cheapest first, prices confirmed on vendor pages Nov 4, 2026
ToolBilled monthlyBilled annuallyPer userHow it was countedPricing page
ChatGPT$125/mo Business Standard seat$100/mo Business Standard seat, $1,200/yr$20per-seat price x team sizeopenai.comconfirmed Nov 4, 2026
Claude$125/mo Team Standard seat$100/mo Team Standard seat, $1,200/yr$20per-seat price x team sizeclaude.comconfirmed Nov 4, 2026
Perplexity AInot confirmed$170/mo Enterprise Pro, $2,040/yr$34no monthly price confirmedperplexity.aiconfirmed Nov 4, 2026

What a team of 20 users pays

The cheapest plan that allows 20 users, as a monthly bill for the whole team. Ordered by the lower of the two monthly figures; billed annually is the yearly total divided by 12.
Team AI assistant cost for a team of 20 users, USD a month for the whole team, cheapest first, prices confirmed on vendor pages Nov 4, 2026
ToolBilled monthlyBilled annuallyPer userHow it was countedPricing page
ChatGPT$500/mo Business Standard seat$400/mo Business Standard seat, $4,800/yr$20per-seat price x team sizeopenai.comconfirmed Nov 4, 2026
Claude$500/mo Team Standard seat$400/mo Team Standard seat, $4,800/yr$20per-seat price x team sizeclaude.comconfirmed Nov 4, 2026
Perplexity AInot confirmed$680/mo Enterprise Pro, $8,160/yr$34no monthly price confirmedperplexity.aiconfirmed Nov 4, 2026

What a team of 50 users pays

The cheapest plan that allows 50 users, as a monthly bill for the whole team. Ordered by the lower of the two monthly figures; billed annually is the yearly total divided by 12.
Team AI assistant cost for a team of 50 users, USD a month for the whole team, cheapest first, prices confirmed on vendor pages Nov 4, 2026
ToolBilled monthlyBilled annuallyPer userHow it was countedPricing page
ChatGPT$1,250/mo Business Standard seat$1,000/mo Business Standard seat, $12,000/yr$20per-seat price x team sizeopenai.comconfirmed Nov 4, 2026
Claude$1,250/mo Team Standard seat$1,000/mo Team Standard seat, $12,000/yr$20per-seat price x team sizeclaude.comconfirmed Nov 4, 2026
Perplexity AInot confirmed$1,700/mo Enterprise Pro, $20,400/yr$34no monthly price confirmedperplexity.aiconfirmed Nov 4, 2026

Excluded, and why

Tools we considered and left out of the tables. A tool comes back as soon as its prices are confirmed on its own page.
  • Google Gemini: Its US page shows only introductory prices for new customers next to struck-through regular ones (Starter $3.50 vs $7, Standard $7 vs $14, Plus $11 vs $22 per user a month, first 20 users for 12 months; read 2026-11-04) and states no regular price plainly elsewhere.
  • Microsoft Copilot: The prices we last read were not on its pricing page on November 4, 2026: they may have changed, or the page loads them in a way our readers do not see.
  • Mistral AI: Its pricing page shows per-user prices without saying whether they are billed monthly or annually, so a team total cannot be stated.
  • Notion AI: Its plan prices are missing from the US page text our readers got; only the European read shows them, in EUR (Plus 9.50 EUR, Business 19.50 EUR per member a month).
  • You.com: Its pricing page sells only search and research APIs priced per call ('No minimums, no seats'); no per-user assistant plan is published.

What each price leaves out

Plans, add-ons and usage charges not in the figures, tool by tool
  • ChatGPT: ChatGPT Enterprise: price on request (Contact sales); Individual plans (Go, Plus, Pro): one user each, not a team's plan; Usage beyond the seat's included limits: usage
  • Claude: Free, Pro ($20 a month, or $17 a month billed annually), Max ($100 a month) and Ultra ($200 a month): individual plans; Enterprise (self-serve): $20/seat/month billed annually, 20 seat minimum, plus all usage at API rates (usage); Enterprise (sales-assisted): contact sales; Usage credits beyond a seat's included usage: usage based
  • Perplexity AI: Monthly billing: its prices are not shown on the page as read; Pro ($17 a month) and Max ($167 a month), billed annually: individual plans; Additional security and governance: custom pricing, contact sales; Computer credits beyond those included: usage

Questions

How much does team AI assistant cost for a team of 5?

Across 3 tools whose prices Toolradar confirmed on the vendor's pricing page (November 4, 2026), the cheapest paid plan for 5 users costs from $100 a month (ChatGPT Business Standard seat, billed annually) to $170 (Perplexity AI Enterprise Pro), median $100 a month, or $20 per user. Taxes, usage and optional add-ons are not included.

How much does team AI assistant cost for a team of 20?

Across 3 tools whose prices Toolradar confirmed on the vendor's pricing page (November 4, 2026), the cheapest paid plan for 20 users costs from $400 a month (ChatGPT Business Standard seat, billed annually) to $680 (Perplexity AI Enterprise Pro), median $400 a month, or $20 per user. Taxes, usage and optional add-ons are not included.

How much does team AI assistant cost for a team of 50?

Across 3 tools whose prices Toolradar confirmed on the vendor's pricing page (November 4, 2026), the cheapest paid plan for 50 users costs from $1,000 a month (ChatGPT Business Standard seat, billed annually) to $1,700 (Perplexity AI Enterprise Pro), median $1,000 a month, or $20 per user. Taxes, usage and optional add-ons are not included.

Which team AI assistant tools were left out of this benchmark?

5 tools were left out: Google Gemini (Its US page shows only introductory prices for new customers next to struck-through regular ones (Starter $3.50 vs $7, Standard $7 vs $14, Plus $11 vs $22 per user a month, first 20 users for 12 months; read 2026-11-04) and states no regular price plainly elsewhere); Microsoft Copilot (The prices we last read were not on its pricing page on November 4, 2026: they may have changed, or the page loads them in a way our readers do not see); Mistral AI (Its pricing page shows per-user prices without saying whether they are billed monthly or annually, so a team total cannot be stated); Notion AI (Its plan prices are missing from the US page text our readers got; only the European read shows them, in EUR (Plus 9.50 EUR, Business 19.50 EUR per member a month)); You.com (Its pricing page sells only search and research APIs priced per call ('No minimums, no seats'); no per-user assistant plan is published).

About this benchmark

Why it exists. A vendor's page tells you its own price per user. This page applies one method to every tool, under the same conditions, so the totals can be compared: seat minimums, seat packs, user caps and required fees are applied the same way for all.

Independence. Toolradar sells advertising, including sponsored placements on some pages. Sponsored or paid status never changes which tools are included here or their order: inclusion is the list of tools considered (all shown, in the tables or under Excluded) and order is the computed cost. There is no score or rank of our own on this page. See how we rate.

Related. Best team AI assistant tools · Team AI assistant statistics · All benchmarks

Reuse. Free to reuse under CC BY 4.0 with a link to this page. Cite this: Toolradar, “What AI assistants like ChatGPT and Claude really cost for a team of 5, 20 and 50”, prices confirmed November 4, 2026, toolradar.com/benchmarks/team-ai-assistant-cost. Machine-readable: JSON, CSV.