India has witnessed a surge of urbanisation since the past one decade. The face of India has tremendously changed. This revolution and transformation has not only accelerated the growth and development of urban areas, but has also opened new avenues for rural India. India has imbedded itself to modern and advanced technology, which has ultimately made India accept various transformations in the field of transport. Metro rail, mono rail, Bullet Trains are the new faces of the Indian Urban Transport system. This chapter we are going to unwind the growth and development of Urban transport with reference to monorail, Mumbai. We will try to find answers to is Mumbai going in the right direction? Did Aamchi Mumbai really get benefits after constructing Monorail?