You have checked your brake fluid level at the reservour, NOT look for an idiot light, and it is above the fill line, correct? Have you've done the key dance and looked for any stored fault codes that read out in the EVIC?
You're being a little confusing in your terms, if your brakes fail after the ABS activates, how do you stop the vehicle? If they have failed, how can you get them back and keep driving?
From what I read, you loose significant brake pressure and control (or all of it?) after the ABS activates. Pumping the pedal many times builds back up brake pressure and returns full control, until the next time ABS activates?
Like SAL is saying, this is NOT a safe condition to be driving the vehicle, when you need the brakes the most is likely when the ABS will activate and result in you loosing them.
The ABS module has a Pump, an electric motor, a valve body and an electronic control unit to control it. Anything in that unit could be bad and causing this.
My wild guess in the dark, you've got a valve in the ABS module sticking. Probably will require replacing the ABS module to fix it, which requires proprietary scan tools to bleed the module. So, like SAL is saying, you've got to take it in to get it fixed.
Even if you can't get fault codes to read out, you may still have them stored in the ABS computers. Chrysler, like all the other manufacturers keeps most of the electronics proprietary and only reads outs codes required by Federal Law, so you may need an expensive and/or proprietary scan tool to scan the ABS computers and get the stored fault codes. Most independent shops will have a tool capabel of reading ABS, if they do NOT have the dealer proprietary tool, you probably are NOT stuck going to the dealer to fix this.
It is possible you have a brake leak, and are low on brake fluid. If all the brake fluid is gone on one side of the reservour, that is the tell tale sign of a brake leak, it doesn't run out, unless you have a leak, and sucking air into the master cylinder will do what you describe. Inspect the brake and lines and look for evidence of leaks and moisture that is brake fluid. Clean it all thoroughly and go back and check for fresh leaks. If you have a leaking hose, you may be able to replace it and bleed it yourself and the ABS NOT need bleeding.