It's gonna be a crap shoot. Generally, aviation headsets are not compatible with LMR portables. The impedance of the mic and headphones is vastly different that what a LMR radio is expecting. Usually they connect to an audio panel, that has the ability to select and mix multiple audio sources together as well as selecting what radio transmits when the PTT is activated, either on the flight controls, or on the instrument panel('left' seat of Bell/Airbus helicopters). It also is the intercom for talking between different seats in the aircraft. The radios and other audio sources in the aircraft are then interfaced to the audio panel.
Companies like David Clark also make headsets that are specifically made to interface to LMR radios. They are not designed for use in aircraft, and will quite often have a PTT button on the ear muffs them selves.
With out knowing actual model numbers of the headsets you have, I couldn't tell you if you would be able to interface them with the portables you mention. Also keep in mind, I believe you will need different interfaces for the Astro Saber and the Saber radios. I don't believe the accessory connector is pinned the same between those series of radios.