kitio.aiHowie vs Sidekick AI
A side-by-side look at pricing plans, free tiers, features, pros and cons, updated for 2026. Howie starts at See pricing page and Sidekick AI starts at $5/mo. Check both pricing pages for current plans.
At a glance
Best for
Category
Pricing model
Starting price
Free plan
Made by
Based in
Rating
Key features
- Email-based scheduling
- Availability checks
- Preference learning
- Rescheduling
- Calendar event creation
- Scheduling pages
- Forward to Schedule
- Team pages
- Google Calendar and Teams
- Meeting stats
| Feature | Howie | Sidekick AI |
|---|---|---|
| Best for | AI scheduling assistant you CC on email to book meetings | AI scheduling that books meetings from forwarded emails |
| Category | Productivity | Productivity |
| Pricing model | Free trial | Freemium |
| Starting price | See pricing page | $5/mo |
| Free plan | No, trial available | Yes |
| Made by | Howie | Sidekick |
| Based in | United States | – |
| Rating | No ratings yet | No ratings yet |
| Key features |
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Pricing compared
Howie starts at See pricing page and Sidekick AI starts at $5/mo. Check both pricing pages for current plans.
Free plan
Cheapest paid plan
Top plan
Free trial
2 plans
Free
Free
- Scheduling pages
- Sidekick branding
Superhero
$5/mo
- Unlimited sources and calendars
- Remove Sidekick branding
- Team pages
- Meeting stats
Prices in USD, checked Oct 28, 2026 or later. Plans change often, so confirm on each tool's site before you buy.
Pros and cons
Howie
- No scheduling links needed
- Handles back-and-forth replies
- Learns your preferences
- Only works through email
- Paid service for most users
Sidekick AI
- Free forever plan
- Schedules from a forwarded email
- Paid plan is only $5 a month
- Free plan shows Sidekick branding
- Team pages need the paid plan
- Smaller integration list than larger schedulers
Which one should you choose?
Choose Howie if you want:
- No scheduling links needed
- Handles back-and-forth replies
- Learns your preferences
Watch out: only works through email.
Choose Sidekick AI if you want:
- Free forever plan
- Schedules from a forwarded email
- Paid plan is only $5 a month
Watch out: free plan shows sidekick branding.
Howie vs Sidekick AI FAQ
What is the difference between Howie and Sidekick AI?
Howie: AI scheduling assistant you CC on email to book meetings. Sidekick AI: AI scheduling that books meetings from forwarded emails. Both are productivity tools.
Is Howie or Sidekick AI cheaper?
Howie starts at See pricing page and Sidekick AI starts at $5/mo. Check both pricing pages for current plans.
Do Howie and Sidekick AI have free plans?
Howie: No, trial available. Sidekick AI: Yes.
Who makes Howie?
Howie is made by Howie, based in United States.
Who makes Sidekick AI?
Sidekick AI is made by Sidekick.
Which should I choose, Howie or Sidekick AI?
Choose Howie if you value no scheduling links needed and handles back-and-forth replies. Choose Sidekick AI if you value free forever plan and schedules from a forwarded email.