Hello ParrisWeitzman,
Welcome to Apple Support Communities!
We want to help get these videos uploaded to iCloud.
If you're referring to your Photo Stream, start with the steps here:
"I don't see photos from My Photo Stream on my iPhone, iPad, iPod touch, Mac, or Apple TV
If you turned on My Photo Stream on all of your devices, your last 30 days of photos are available in the My Photo Stream album so that you can view or add them to your library on each device.* If you recently created your Apple ID, My Photo Stream might not be available. Use iCloud Photos to keep your photos and videos in iCloud. Learn more about iCloud Photos and My Photo Stream.
If you can't find your My Photo Stream images in the Photos app, follow these steps on each of your devices:
iPhone, iPad, or iPod touch
- Tap Settings > Wi-Fi on all of your devices. Check that Wi-Fi is on and you have an internet connection.
- Tap Settings > [your name] > iCloud > Photos. Make sure Upload to My Photo Stream is turned on. If you don't see this option, turn on iCloud Photos to keep your photos and videos in iCloud instead.
- On the device that captured the photo that you're looking for, close the Camera app. (Nothing uploads to My Photo Stream until you do.)
- See if your iOS device is below 20% battery power. If it is, My Photo Stream disables itself temporarily to save battery life."
This Apple Support page has the full details: If My Photo Stream isn't updating - Apple Support
You can also check the upload progress using these steps:
"How do I check the status of my uploads or downloads to iCloud Photos?
- Open the Photos app.
- Select the Library tab, then tap All Photos.
- Scroll to the bottom to see the status bar."
Explained here: Get help with iCloud Photos - Apple Support
We hope this helps to further isolate and resolve the issue causing the videos to not upload for you.
Cheers!