Watch OS 5 update says not connected to Internet

I went to check for a Apple Watch OS and it says not connected to Internet. I am definetly connected via Internet on my iPhone 6 so I am lost at what to try. I have done the following

1. Switched the iPhone and Watch into Airplane mode then back on

2. Rebooted the watch and the iPhone

Not sure what to do next, any ideas would be welcome.

Does anyone know if Apple is working on a fix for this? I have tried everything short of using a phone with IOS 13 (as I can’t find one) and NOTHING is working. Apple Watch series 3 just simply useless now.
Apple needs fix this issue immediately.
How would they oblige you to purchase their newer versions? simply break old versions, and ask clients to send it to repair, it'll cost 249 bucks, then, nope it's not worth it, i'll buy the newer version.
That's what the customer support told me "you're 50 bucks short to buying a new watch"
This is ********.
I freed up storage on my phone and that fixed the issue for me!!
This is happening to my watch it seems that they just don’t want old versions to work so you have to but a new one
I found a solution after trying for almost 3 months. Just keep the watch and the phone connected to power. Both devices should be at full charge before the update.
My mom just got the nike series 5, and it says the same thing. She's got an iPhone xr, ios14. Not working. Apple NEEDS to do something. We have been trying for two days now and still nothing.
Hey guys! I got mine to work. So get it started til it goes crazy saying you’re not connected to internet. At that time plug phone into power and put watch on charger. Hit retry like 4 times on your phone and it should go through.
I had to delete the watch app and redownload it and it worked perfectly fine after that
I tried basically everything on here and here is the only thing that worked for me:
  • Reset my Apple Watch (delete everything) and deleted the Apple Watch app from my iPhone

  • Had my boyfriend use his iPhone to do the update. This was the only way I was able to update it without getting the internet error message.

  • when it was done updating, I unpaired it from his phone and paired it to mine after re-downloading the app . It worked!

Good luck!

I’m having the exact same problem. I didn’t use my apple watch (series 5) for a while, and I upgraded my iPhone XS to ios 14.
I tried to pair my watch to my phone it didn’t pair.
then I reseted my watch to reset it as a new watch, it told me that a software update is available for my watch and I should do the update to continue setting it up.
when I tried to update it the “unable to check for update because you are not connected to the internet” message poped up. I’m 100% connected to the internet.
I tried everything I found on the web and nothing works.
trying to find an iphone with 13 ios to do the trick and see if it works.
any updates on this problem by far?
I am so sad and frustrated...

Hey guys I know how to fix this, just do a hard reboot on your iPhone

Steps: 1 press quickly volume up and then volume down

2: press and hold the power button until the i phone turns off and then wait like 5 sec and then press the power button until you see the Apple logo that should fix it.
I just got mine to work! It was a Series 1 watch with an iphone 7 plus on ios 14.

I can't tell exactly what did it (I tried a lot of stuff) but it was some combination of the following:
  • factory reset the watch

  • download the newest software update on the iphone

  • reset the phone

  • manually pair the watch to the phone

I also had to do the "reset everything" stuff twice - once to get the watch's update to download onto the phone, and a second time to get it to update the watch. After all of that though, it worked!

I called Apple support to help and they stuck with me through it all, they were really great :) Also, both update downloads took a really long time so I just had to be patient

So, like many of you here, I tried EVERYTHING I read in this forum, over a month’s time, and finally found something that worked. Let me detail....

I tried:
Hard reset of both watch and iphone.
Network reset.
Airplane mode with WiFi on.
Fully charging both phone and watch to 100%

Want to know what finally worked?
In your iphone, go to Settings, Cellular, and then scroll down to Watch app. In my case, it was in the OFF position. Turn it to on. Worked like a charm and I was able to finally update my Watch.

Hope this helps. Good luck.
Good evening,

I just wanted to give a update that actually works. So I haven't used my watch in months and my phone was updated no issues there, the issue came from me having accidentally deleted the watch and now having a download on the app but the app being on the "Setup Screen" all I did was plug in both devices to get charged, and when you get to the part where it provides the error, just go ahead and keep tapping try again. Once it stops giving the error let it sit and will give you the download screen next.

Hope it works!

Thank you,
MistressStarr
Watch OS 5 update says not connected to Internet
 
 
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