You can monitor an iPad's traffic with Fiddler 2 and a PC
Fiddler 2 Setup
1. Install Fiddler http://www.fiddler2.com/fiddler2/version.asp
2. Tools > Fiddler Options > HTTPS and ticking the Decrypt HTTPS Traffic box
Monitoring iPad traffic with Fiddler 2
1. Tools > Fiddler Options > Allow remote computers to connect
2. Accept generic SSL certficate and restart fiddler
3. Make sure Fiddler is set to capture traffic
Install Certifcate Maker
To resolve the incompatibility, you may replace Fiddler's default certificate generator. Download and install the new Certificate Maker and restart Fiddler.
1. FiddlerCertMaker.exe
2. When initially doing this had installed certificate without using FiddlerCertMaker.exe
3. How to uncheck and delete installed cert, closed Fiddler, ran FiddlerCertMaker.exe, started Fiddler
4. After all that re-added the certificate again
Setup iPad to use Proxy
1. Click on your Wifi Setup
2. DHCP, Manual
3. Enter the IP of your computer and Port 8888
Save session as:
httpArchive v1.2
and Fiddler Session Archive