[Apple Watch] Unable to Check for Update - Not connected to the internet error

Hard resetting iPhone fixed this issue.

Steps are:

1. Press Volume Up and let go.

2. Press Volume Down and let go.

3. Press and hold the side button.

Note: This does not wipe any data from your phone

Have same issue on replacement series 5 due to charging issues. I tried everything including the suggestion here but still complains about not being connected to internet. Its not an internet issue, I have this problem setting the watch up on my wifes iphone 8/ios14 and mine iphone8+/ios14.

I have the same issue with a brand new apple watch series 5 and iOS 14.0.1. I got error “Unable to Check for update, your phone is not connected to the internet.” It’s just infinite loop from there. 

I tried using iphone 6s and 8, both are running newest iOS 14.0.1 and I got the same error. I don’t have other iphone running older iOS.

I have the same issue. I have done the hard reset and it did not help. My error says:

Unable to Check for Update
Checking for a software update failed because you are not connected to the Internet.

However, I am connected to the internet!?

I’m currently having the same issue. I did the hard reset, I reset my network connections, uninstalled add reinstalled the watch app and still get the same message when I have internet connectivity. Has anyone else gotten past this?

Having the same issue with my wife’s watch. Why has nobody responded with a solution to this problem??? @apple

Same issue. Can someone from Apple jump in here?

I have the same issue!

Hard resetting iPhone doesn’t fix it!

I reset my network connections, uninstalled and reinstalled the watch app and still get the same message when I have internet connectivity.

Please help!

Has anyone found a fix yet? I spoke with Apple for hours yesterday and all they could tell me was to send it back to Best Buy's.. I told them my replacement will probably have the same issue since I'm thinking this has to be software related. Sucks because I wanted to use this new S5 but it's a sitting brick at my house at the moment.

I finally fixed it, guys! This is what I did to get it to finally update...

1. Hard reset apple watch > when the apple logo shows hold down the button next to the crown and hold for 30 seconds > select erase all settings and content.

2. After watch resets > power down the watch do not hard reset, move the power slider to the right you might have to put in your wrist to do that and then put it back on the charger.

3. On your iPhone sign out of iCloud completely > go to settings > general > scroll down > shut down iphone (do not hard reset)

4. Power up Watch and then your iPhone > sign into iCloud/AppleID

5. Start the pairing process > it should say your watch is now paired > select update > it will give you the update error again saying no internet but let it sit for a minute > boom it will start updating the watch. Headache is GONE hopefully!

Hope this works for everyone because after trying everything these are the steps that I took you might have to try a few times but mine worked the very first try.

Cheers!!

Same problem here. Apple watch series 3, iPhone 12 mini running iOS 14.4. Apple, please help.

Got the same issue with watch series 1 =( Hard reset not helped me at all.

@Beem335i solution worked for me, thank you!

After spending couple hours trying to figure out the "Unable to Check for Update," issue on my Apple Watch series 5 setup, I found something that worked for me.

I first did what @heisenbert suggested and hard set set the phone.
"Steps are:
Press Volume Up and let go.
Press Volume Down and let go.
Press and hold the side button.
NOTE*: This does not wipe any data from your phone"

Then, I also did a hard reset before pairing the watch to my phone and wiped all content from the watch.

You do this by:
-Turning off the watch completely from the side Botton below the digital crown.
-Turn it back on, and when you see the apple logo pop up, press and hold the same Botton for 30+ second
until it ask to wipe all content of the Apple Watch.

Once both of those steps are completed, I went and started paring the watched to my phone. Make sure you press the option do pair it manually and enter the sequence of numbers displayed on the Apple Watch. From there on, I was able to update the Apple Watch with no issues. This update took me more than an hour so keep that in mind.

Beem335i's Method worked! Strange that it had to do all for a software update.