Otto + Your Calendar: Trips That Fit Your Schedule

Otto connects to your Google or Microsoft calendar. Every booking lands on your calendar automatically, and Otto uses your meetings to make decisions — which flight to recommend, and which rebooking actually gets you to the 9 AM board meeting.

By

Michael Gulmann

August 12, 2026

Otto + Your Calendar: Trips That Fit Your Schedule

How it works

  1. Connect once. Google or Microsoft calendar, at signup or anytime ("connect my calendar"). Email sign-in works — no Google account required.
  2. Bookings appear automatically. Flights, hotels, cars. No forwarding confirmation emails, no itinerary apps.
  3. Recommendations respect your meetings. Otto favors options that fit your schedule instead of making you cross-reference tabs.
  4. Disruptions get ranked against your day. A 2-hour delay before a board meeting is a crisis; Otto's rebooking options know the difference.

The numbers

  • 100% of bookings auto-added to your connected calendar
  • 2 calendar platforms supported: Google and Microsoft (Outlook/365)

What Otto doesn't do yet

  • Connect to Apple Calendar
  • Rebooking is triggered automatically by a moved meeting. today Otto flags the conflict and you confirm the change

FAQ

  1. Does Otto sync with my calendar? Yes. Google and Microsoft calendars. Bookings are added automatically and meetings inform Otto's recommendations.
  2. Does Otto read my whole calendar? Otto uses calendar access to place bookings and check trip conflicts. View privacy policy
  3. Do I need a Google account to use Otto? No. Sign in with any email; connect a Google or Microsoft calendar optionally.
  4. If my meeting moves, does my flight move? Otto flags the conflict and proposes the change; you approve it in one tap. Fully automatic rebooking is on the roadmap.

Try Otto for free

Free – no credit card required. No contracts, no agent-assist fees, no minimum spend

Learn more about Otto