Q: How do I transfer all files from an earlier iPad to a new iPad pro ?

Do you own a computer?

Start here: http://help.apple.com/ipad/9/#/iPad995bb83d

You will need to back up the old device first (either iCloud or via iTunes). You will be prompted as part of the set up process to use a back up. You do NOT need to connect the two devices directly (which can't be done anyway).

Click here and follow the instructions.

(141246)

I am not done, yet.

More info coming.

You need to do plenty more than what everyone has posted, so far.

Yes.

You'll be using iTunes on your 2008 iMac to backup the data from your older iPad and restore it to your new iPad.

However, new iDevices need a more recent iTunes version than what you may have on your computer currently.

Before you backup your older iPad, there is much more that you will need to do to get prepared that no one has mentioned,myet.

New iDevices need the recent iTunes version 12.3.3.

To get that you need to upgrade your iMac's operating system to either the free OS X 10.11 El Capitán OR pay Apple a $20 fee for a special download code to install an older version of OS X. In this case, OS X 10.8 Mountain Lion which is the minimum OS X version needed to update iTunes to the latest 12.3.3 version.

What version of OS X is your 2008 iMac running, now, and how much RAM is installed?

To find out info about your system,
Click on the Apple symbol in the upper left of the OS X main menu bar. A drop down menu appears.
Click About this Mac. A smaller popup window appears. This gives you basic info like what version of OS X your iMac is running, the speed of your iMac's CPU and how much RAM is installed.
Click on the button that says More Info.
A larger window appears giving you a complete overview of your iMac's hardware specs.
Highlight all of this info and copy/paste all of this into another reply to this post, editing out your iMac's serial number before actually posting the reply.

When performing a major Mac system upgrade.

Before embarking on a major OS upgrade, it would be wise, advisable and very prudent if you have a good,working backup of your current system to an external connected and Mac formatted Flash drive OR externally connected USB, Thunderbolt or FireWire 800, Mac formatted hard drive. Then, use either OS X Time Machine app to backup your entire system to the external drive OR purchase, install and use a data cloning app, like CarbonCopyCloner or SuperDuper, to make an exact and bootable copy (clone) of your entire Mac's internal hard drive. This step is really needed in case something goes wrong with the install of the new OS or you simply do not like the new OS, you have a very easy way/procedure to return your Mac to its former working state.

Then, determine if your Mac meets ALL minimum system install requirements.

To install OS X 10.8 Mountain Lion or the free OS X 10.10.11 El Capitán, you need one of these Macs:

OS X 10.8 Mountain Lion purchased emailed download code here. http://store.apple.com/us/product/D6377Z/A/os-x-mountain-lion Apple will send you an email for the special download code for the Mac App Store within three days of purchasing the download code. iMac (Mid-2007 or later) MacBook (13-inch Aluminum, Late 2008), (13-inch, Early 2009 or later) MacBook Pro (13-inch, Mid-2009 or later), MacBook Pro (15-inch or 17-inch, Mid/Late 2007 or later) MacBook Air (Late 2008 or later) Mac mini (Early 2009 or later) Mac Pro (Early 2008 or later) Xserve (Early 2009) Your Mac also needs: OS X Mountain Lion, Lion, or Snow Leopard v10.6.8 already installed 2 GB or more of memory (I strongly advise, at least, 4 GBs of RAM or more) 8 GB or more of available space Next, If you run any older Mac software from the earlier PowerPC Macs, then none of this software will work with the newer OS X versions (10.7 and onward). OS X Snow Leopard had a magical and invisible PowerPC emulation application, called Rosetta, that worked seamlessly in the background that still allowed older PowerPC coded software to still operate in a Intel CPU Mac. The use of Rosetta ended with OS X Snow Leopard as the Rosetta application was licensed to Apple, from a software company called Transitive, which got bought out, I believe, by IBM and Appe could no longer secure their rights to continue to use Rosetta in later versions of OS X. So, you would need to check to see if you have software on your Mac that maybe older than, say, 2006 or older. Also, check for app compatibilty here. http://roaringapps.com/ If you have any commercial antivirus installed and/or hard drive cleaning apps installed on your Mac, like MacKeeper, CleanMyMac, TuneUpMyMac, MacCleanse, etc. now would be a good time to completely uninstall these apps by doing a Google search to learn how to properly uninstall these types of apps. These types of apps will only cause your Mac issues later after the install of the new OS X version and you will have to completely uninstall these types of apps later. Once you have determined all of this, you should be able to find the latest versions of OS X by clicking on the Mac App Store icon in the OS X Dock and then login to the Mac App Store using your Apple ID and password and if you purchased a download code, input that code. You can then begin the download and installation process of installing the newer versions of OS X from the Mac App Store. Good Luck!

Re-writing part of this as formatting, for some strange reason, isn't working in my last reply post.

This is a duplicate of info of some of the last info that got screwed up with a failure to format properly.

Here it is again, written more neatly and in its original list formatting.

Then, determine if your Mac meets ALL minimum system install requirements.

To install OS X 10.8 Mountain Lion or the free OS X 10.10.11 El Capitán, you need one of these Macs:

OS X 10.8 Mountain Lion purchased emailed download code here.

http://store.apple.com/us/product/D6377Z/A/os-x-mountain-lion

Apple will send you an email for the special download code for the Mac App Store within three days of purchasing the download code.

iMac (Mid-2007 or later)
MacBook (13-inch Aluminum, Late 2008), (13-inch, Early 2009 or later)
MacBook Pro (13-inch, Mid-2009 or later),
MacBook Pro (15-inch or 17-inch, Mid/Late 2007 or later)
MacBook Air (Late 2008 or later)
Mac mini (Early 2009 or later)
Mac Pro (Early 2008 or later)
Xserve (Early 2009)
Your Mac also needs:
OS X Mountain Lion, Lion, or Snow Leopard v10.6.8 already installed
2 GB or more of memory (I strongly advise, at least, 4 GBs of RAM or more)
8 GB or more of available space

Next,
If you run any older Mac software from the earlier PowerPC Macs, then none of this software will work with the newer OS X versions (10.7 and onward). OS X Snow Leopard had a magical and invisible PowerPC emulation application, called Rosetta, that worked seamlessly in the background that still allowed older PowerPC coded software to still operate in a Intel CPU Mac.
The use of Rosetta ended with OS X Snow Leopard as the Rosetta application was licensed to Apple, from a software company called Transitive, which got bought out, I believe, by IBM and Appe could no longer secure their rights to continue to use Rosetta in later versions of OS X.

So, you would need to check to see if you have software on your Mac that maybe older than, say, 2006 or older.

Also, check for app compatibilty here.

http://roaringapps.com/

If you have any commercial antivirus installed and/or hard drive cleaning apps installed on your Mac, like MacKeeper, CleanMyMac, TuneUpMyMac, MacCleanse, etc. now would be a good time to completely uninstall these apps by doing a Google search to learn how to properly uninstall these types of apps.
These types of apps will only cause your Mac issues later after the install of the new OS X version and you will have to completely uninstall these types of apps later.
Once you have determined all of this, you should be able to find the latest versions of OS X by clicking on the Mac App Store icon in the OS X Dock and then login to the Mac App Store using your Apple ID and password and if you purchased a download code, input that code.
You can then begin the download and installation process of installing the newer versions of OS X from the Mac App Store.

Good Luck!