How can I get photos from my DSLR (with a CF card) to my iPad wirelessly?

You have a variety of choices!

Without using the MBP:

1. A iPad card reader such as http://photojojo.com/store/awesomeness/ipad-cf-sd-reader/ (not supported by Apple) for CF cards.

2. If your DSLR has a USB port, get the Apple Camera Connection Kit and plug in your camera via USB.

   This may not work, depending on your camera. It needs to support either Mass Storage Device or Picture Transfer Protocol. The older your camera, the less likely it is to support these transfer options. I recommend trying a connection kit belonging to a friend or a friendly shop first.

3. Get an SD-CF adaptor for your camera, a SD card, and the Camera Connection Kit.
4. Get an SD-CF adaptor for your camera, a Eye-Fi brand WiFi SD card, and their free iPad app.

Using the MBP:

1. Get an SD-CF adaptor for your camera, a WiFi SD card, the latest iPhoto and sync via iCloud.
2. Tether your camera to your MBP, and use the latest iPhoto to sync via iCloud.