Ambulatory surgeries are gaining popularity and they became the order of the day. Factors limiting the use of Spinal Anaesthesia in the ambulatory setting include delayed ambulation, risk of urinary retention and pain after block regression. Lignocaine has been associated with a high incidence of transient neurological symptoms, and bupivacaine produces sensory and motor blocks of long duration. Preservative free 2–chloroprocaine has re–emerged as an alternative to Bupivacaine for outpatient spinal anaesthesia. We have designed this trail to compare the efficacy of 40 mg of intrathecal preservative free 1% 2–chloroprocaine with 10mg of 0.5% Bupivacaine for Ambulatory surgeries like Hernioplasty/Herniorrhaphy, Hydrocele correction , Anal Fistulectomy, Fissurectomy and Haemorrhoidectomy etc. Methods: After obtaining approval from the Institutional Ethical Committee and Informed Consent, 50 patients belonging to both sexes and aged between 18–55 years of ASA –1 & 2 Physical status were randomly taken for the study. They were divided into two groups, comprising of 25 patients each– C–Group (Chloroprocaine group) and B–Group (Bupivacaine Group). The primary outcome of the study was the time until reaching eligibility for discharge. Secondary outcomes included the duration of the sensory and motor blocks, the length of stay in the postanaesthesia care unit, the time until ambulation, and the time until micturition. They were compared and statistically analysed. Results: The average time to discharge readiness was 277 min in the Group C and 353 min in Group B, a difference of 76 min (95% confidence interval [CI]: 40 to 112 min; P<0.001). The average time for complete regression of the sensory block was 146 min in Group C and 329 min in the group, a difference of 185 min (95% CI: 159 to 212 min; P<0.001). Times to ambulation and micturition were also significantly lower in the Group C. (P<0.001). Conclusion: Spinal 2–chloroprocaine compared to bupivacaine provides adequate duration and depth of anaesthesia for short procedures with faster block resolution and earlier hospital discharge