This paper presents theoretical methods for the undrained stability analysis of shallow tunnels/sinkholes in clay based on the cavity contraction theory, with some assumptions and simplifications. To examine the accuracy and reliability of the new methods, a database was assembled, which consists of stability numbers of tunnel/sinkholes in clays from 22 centrifuge model tests, 10 field tests, and 62 FELA results. It is shown that the proposed methods give an average of 2.5% overestimation for the stability numbers from model tests and is in a good agreement with the FELA results. The cavity contraction theory-based methods are then discussed, which could provide useful guidance for designers to roughly assess shallow tunnel/sinkhole stability in clays.