kitio.aiDioptra vs Cloud Contracts 365
A side-by-side look at pricing plans, free tiers, features, pros and cons, updated for 2026. Dioptra starts at $450/mo and Cloud Contracts 365 starts at See pricing page. Check both pricing pages for current plans.
At a glance
Best for
Pricing model
Starting price
Free plan
Made by
Based in
Rating
Key features
- Redlines in Word
- Playbook distillation
- Term search
- Issues lists and risk summaries
- Legal AI assistant
- Prompt library
- Contract builder
- AI contract reviewer
- Contract manager
- E-signatures
- IT contract templates
| Feature | Dioptra | Cloud Contracts 365 |
|---|---|---|
| Best for | AI contract redlining inside Microsoft Word for legal teams | Contract builder, reviewer and manager for IT service providers |
| Category | Legal, finance & HR | Legal, finance & HR |
| Pricing model | Free trial | Paid |
| Starting price | $450/mo | See pricing page |
| Free plan | No, 7-day trial | No |
| Made by | Dioptra | Cloud Contracts 365 |
| Based in | – | – |
| Rating | No ratings yet | No ratings yet |
| Key features |
|
|
Pricing compared
Dioptra starts at $450/mo and Cloud Contracts 365 starts at See pricing page. Check both pricing pages for current plans.
Free plan
Cheapest paid plan
Top plan
Free trial
3 plans
Starter
$450/mo
- Market playbooks and prompt library
- No training on your data
- 7-day free trial
Teams
From $4,200/yr per seat
- Per seat
- Team prompt library
- Customized onboarding plan
Enterprise
Contact sales
- 30-day guided ROI program
- Playbook building services
3 plans
Go Bundle
£299/mo, billed yearly
- 24 build credits per year
- 24 review credits per year
- E-signature credits
Pro Bundle
£399/mo, billed yearly
- 100 build credits per year
- 100 review credits per year
Scale Bundle
£599/mo, billed yearly
- Unlimited build credits
- Unlimited review credits
Prices in USD, checked Oct 29, 2026 or later. Plans change often, so confirm on each tool's site before you buy.
Pros and cons
Dioptra
- Works inside Microsoft Word
- Builds playbooks from your contracts
- No training on your data
- Starter costs $450 per month
- Team pricing is per seat per year
- Now part of Icertis
Cloud Contracts 365
- Templates written for IT services
- Build, review and sign in one place
- Unlimited tiers available
- Priced in pounds with annual terms
- Aimed at IT providers, not general use
- Credits limited on lower bundles
Which one should you choose?
Choose Dioptra if you want:
- Works inside Microsoft Word
- Builds playbooks from your contracts
- No training on your data
Watch out: starter costs $450 per month.
Choose Cloud Contracts 365 if you want:
- Templates written for IT services
- Build, review and sign in one place
- Unlimited tiers available
Watch out: priced in pounds with annual terms.
Dioptra vs Cloud Contracts 365 FAQ
What is the difference between Dioptra and Cloud Contracts 365?
Dioptra: AI contract redlining inside Microsoft Word for legal teams. Cloud Contracts 365: Contract builder, reviewer and manager for IT service providers. Both are legal, finance & hr tools.
Is Dioptra or Cloud Contracts 365 cheaper?
Dioptra starts at $450/mo and Cloud Contracts 365 starts at See pricing page. Check both pricing pages for current plans.
Do Dioptra and Cloud Contracts 365 have free plans?
Dioptra: No, 7-day trial. Cloud Contracts 365: No.
Who makes Dioptra?
Dioptra is made by Dioptra.
Who makes Cloud Contracts 365?
Cloud Contracts 365 is made by Cloud Contracts 365.
Which should I choose, Dioptra or Cloud Contracts 365?
Choose Dioptra if you value works inside microsoft word and builds playbooks from your contracts. Choose Cloud Contracts 365 if you value templates written for it services and build, review and sign in one place.