In this paper, a low-profile wideband dielectric resonator antenna (DRA) with a very compact planar size is investigated. The antenna consists of a high permittivity dielectric sheet on the top, a low permittivity substrate in the middle, and a probe feeding structure at the bottom. By digging an annular slot in the designated area of the square dielectric sheet, the resonant frequency of fundamental TE <inf xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink">111</inf> mode can be effectively increased to be close to the high-order TE <inf xmlns:mml="http://www.w3.org/1998/Math/MathML" xmlns:xlink="http://www.w3.org/1999/xlink">131</inf> mode. The two modes can be finally merged together, yielding a wide impedance bandwidth of 16.6%. Most importantly, the combination of the two modes is done on the premise of a fixed antenna planar size, which can be very compact and suitable for beam-scanning applications. A probe feeding structure is used to excite the DRA, making the antenna simple and practical to be integrated with other RF circuits. For verification, antenna prototypes with single-feed linear polarization and differential-feed dual polarization were fabricated and measured. Reasonable agreement between the measured and simulated results is observed.