"Device Timed Out" error in Sidecar

Toggling handoff on both Mac and iPad works

I tried all solutions on the internet, but only one worked for me. Check that keychain is turned on in icloud settings on both devices, it can fix problem.

I tried the following steps:

1. Turning off handoff on both mac and iPad
2. Turning off today view on iPad
3. Signing out of icloud on my Macbook

The last step-3 solved it.

Signing out and Signing in again worked like a charm :D

Did several BTS and didn't work but SIGNING IN AND OUT both from my MacBook and iPad works for me and everything went well afterward. I am using a MacBook Air M1 and iPad Air 2020.

Thank you! After spending over an hour trying to get sidecar to work on two fairly new devices, this is what finally worked for me. I turned off handoff on my iPad.

I had the same problem, none of the suggestions below worked. Turning off VPN did it.

It worked for me after signing out and signing back in on my Mac. Thanks!

Make sure that Handoff is not checked on both the iPad and the Mac.

To Disable Handoff on your devices

• iPad, iPhone, and iPod touch: Go to Settings , then tap General > Handoff.
• Mac: Choose Apple Menu > System Preferences > General, then turn off “Allow Handoff between this Mac and your iCloud devices.”

(From: Support.Apple)

Additionally, I have handoff on, I logged out of Apple ID - logged back in, renamed my iPad, restarted both devices, ensured they were both in the same light mode, etc. However, restarting wifi was the final solution I tried and it worked.

I found this article to be of most help: https://support.apple.com/en-us/HT202351#extended

Hope it works for you!!

just reboot your ipad, simple.

Hey cocarco,

Thank you for using Apple Support Communities!

I see that you're having issues with Sidecar timing out. I'd like to help out.

First, I'd like for you to restart both devices and confirm these steps are set up:

Restart your iPhone, iPad, or iPod touch - Apple Support

Use your iPad as a second display for your Mac with Sidecar - Apple Support

Cheers!

I also have been messing with this for a week after I bought a new iPad so I could use sidecar. Now find out that you cannot use while on VPN. I guess it was a waste as I am working from home on VPN. Apple this is a half baked feature that only frustrates consumers. Please figure something out.

On your mac - Make sure that the Airdrop settings is changed to "Everyone" instead of contacts. If it's shared only with your contacts and your iPad is not in one of the contacts, then that may not allow you to enter into it!