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Anastrepha obliqua Macquart (Diptera: Tephritidae) is a polyphagous species with hog plums (Spondias spp.) (Sapindales: Anacardiaceae) and mangoes (Mangifera indica L.) (Sapindales: Anacardiaceae) as primary host fruits. In this study, the olfactory preference of A. obliqua for three stages of ripeness of two mango cultivars (‘Coche’ and ‘Ataulfo’) was investigated. The female flies were more attracted to ripe ‘Coche’ fruits compared to those ripe ‘Ataulfo’. Further, they were more attracted to the ‘Coche’ half-ripe and ripe fruits than to the unripe ones, but they did not discriminate among the stages of ripeness of ‘Ataulfo’ fruits. The male flies did not show preference for any specific mango cultivars or ripeness stage tested. Four compounds from ripe ‘Coche’ mangoes, and two from ripe ‘Ataulfo’ fruits were identified using coupled gas chromatography-electroantennographic (GC-EAD) recording and gas chromatography-mass spectrometry (GC-MS) analysis. ‘Coche’ mango volatiles eliciting responses from the female antennae were ethyl butyrate, ethyl hexanoate, ethyl heptanoate, and ethyl octanoate. The two ‘Ataulfo’ mango volatiles were identified as 3-carene and ethyl octanoate. These compounds were absent in unripe mangoes of both cultivars. Synthetic blends of these compounds were attractive to females as mango extracts in field cage tests. Our results suggest that the olfactory preference of A. obliqua for attractive hosts is based on the presence or absence of the compounds associated with fruit maturity.