A communication device for reporting a wireless local area network (WLAN) connection status in a wireless communication system comprises a storage device for storing instructions and a processing circuit coupled to the storage device. The processing circuit is configured to execute the instructions stored in the storage device. The instructions comprise establishing a cellular connection to a base station (BS) of a cellular network via a cell of the BS; receiving a first Cellular-WLAN Radio Level Integration with Internet Protocol Security (IPsec) Tunnel (CWIP) configuration configuring a first IP address, a first Internet Key Exchange (IKE) identity and a first counter value for establishing a first IPsec tunnel over a WLAN, on the cellular connection from the BS; and transmitting a first WLANConnectionStatusReport message on the cellular connection to the BS, when the communication device has a WLAN connection with the WLAN, wherein the first WLANConnectionStatusReport message indicates “successfulAssociation”.