Cloud computing has seen continuous growth over the last decade. The recent rise in popularity of next-generation applications brings forth the question: "Can current cloud infrastructure support the low latency requirements of such apps?" Specifically, the interplay of wireless last-mile and investments of cloud operators in setting up direct peering agreements with ISPs globally to current cloud reachability and latency has remained largely unexplored.This paper investigates the state of end-user to cloud connectivity over wireless media through extensive measurements over six months. We leverage 115,000 wireless probes on the Speed-checker platform and 195 cloud regions from 9 well-established cloud providers. We evaluate the suitability of current cloud infrastructure to meet the needs of emerging applications and highlight various hindering pressure points. We also compare our results to a previous study over RIPE Atlas. Our key findings are: (i) the most impact on latency comes from the geographical distance to the datacenter; (ii) the choice of a measurement platform can significantly influence the results; (iii) wireless last-mile access contributes significantly to the overall latency, almost surpassing the impact of the geographical distance in many cases. We also observe that cloud providers with their own private network backbone and direct peering agreements with serving ISPs offer noticeable improvements in latency, especially in its consistency over longer distances.