Can You Connect Multiple Headphones To Ipad. 1 Answer from the Community I believe you can only connect one wireless headset to an Apple device at a time due to Bluetooth not allowing it. Using Apples Audio Sharing feature you can connect two pairs of wireless headphones to a single iPhone iPad or iPod Touch and seamlessly share the audio to both devices without any lag or stutter.
However to make things simpler Apple with iOS 132 has added a new feature. There is a second method which can help you connect two sets of AirPods or PowerBeats Pro to a single iPhone or iPad. But not all iOS 13 devices will support the feature.
Knowing that one pair of headphones can be connected to multiple devices via Bluetooth all thanks to Multipoint technology is the reverse possible.
But it is not possible to connect two headphones to one device. IOS will only output sound to one device at a time and that includes the internal speakers. So no you cant pair multiple Bluetooth headsets and listen through both simultaneously. We shall explore the ways of effective connection of more than one pair of headphones on laptopsdesktops and smartphones some of them running.