The chapter introduces a look-ahead rolling economic dispatch approach of wind and thermal bundled power systems. The chapter focuses on technical factors such as the variable ramp rate of retrofitted coal-fired units and flexible voltage-constrained load transfer strategy via high-voltage distribution networks. The chapter presents second-order cone ramping constraints for retrofitted coal-fired units, which can be validated with acceptable inner-approximated error, and employs for multiple wind and thermal bundled power system agents to accommodate wind power fluctuations for minimizing the production, purchasing, and switch-over operation costs. Moreover, the chapter introduces the multi-cut generalized Benders decomposition as a decentralized method to solve the sub-problems in parallel, which facilitates solving a large-scale rolling economic dispatch model. Through numerical case studies, the chapter shows the computing performance is satisfactory and has high efficiency.