| 1425 | Born in Lecce. |
| 1444ca | First preaching experiences as translator of a Hungarus frater. |
| 1446ca | Arrival in the Romita of Porcaria (Romita di Cesi). |
| 1448 Jan. – Apr. | Preaching Lent in Perugia. |
| 1448 May | Todi, pleading the city’s priors for a new Observant Franciscan convent. |
| 1448 Sep. – Nov. | Preaching in Rome. |
| 1449 Jan.(?) – May | Preaching Lent in Florence, general chapter in Bosco al Mugello, preaching in Piazza della Signoria on the day of Pentecost, closing day of the Order’s general chapter. |
| 1449 June | Preaching in Andria. |
| 1450 Jan.(?) – May | Preaching Lent in Rome, Holy Jubilee, Bernardino da Siena’s canonization. |
| 1450 June | Preaching in L’Aquila. |
| 1450 Aug. | In Foligno, where he saw the dead body of Francesco da Pavia. |
| 1450 Autumn(?) | Preaching in Bologna. |
| 1450 Dec. – 1451 May | Preaching Advent and Lent in Padua. |
| 1451 May – June | Preaching in Brescia. |
| 1451 June – July | Preaching in Milan. |
| 1451 July – Aug. | Preaching in Ferrara. |
| 1451 Aug. – Sep. | Preaching in Forlì, against Pietro Bianco da Durazzo. |
| 1452 Jan.(?) – May(?) | Preaching Lent in Siena. |
| 1452 May 28 | Observant cismontane chapter in L’Aquila. |
| 1452 Aug. | Preaching in Foligno. |
| 1453 Jan. | Preaching in Perugia. |
| 1453 Feb.(?) – Aug. (?) | Working and preaching against the Observance in Rome; announcing the fall of Constantinople to the Romans on 8 July. |
| 1453 Nov. | Presence in Assisi alongside Giacomo da Mozzanica. |
| 1453 Dec. – 1454 May | Working and preaching against the Observance in Rome. |
| 1454 Sep. (?) – 1455 Jan. | Working and preaching in Naples. |
| 1454–1455 | Decreed magister theologiae in an unknown Studium. |
| 1455 Oct. – Dec. | Nominations as crusade preacher in the Roman provinces of the Papal State. |
| 1457 Jan. | Funeral oration in Santa Maria sopra Minerva for the death of Pietro del Monte. |
| 1457 Feb. | Nomination as Papal Legate for the collection of tithes in the Duchy of Milan and in Monferrato. |
| 1457 Feb. – 1458 Apr. | Long stay in Milan, at the court of Francesco Sforza, preaching the crusade to the people and delivering sermons for the court, appreciated by humanists and the Duke in person. |
| 1458 June | Leaving Pavia towards Naples and then Rome, possibly passing from Florence. |
| 1459 Aug. – 1461 Apr. | Sporadic testimonies of his presence in Roma. |
| 1461 June 29 | Sermon held on the canonization day of Saint Catherine of Siena in Santa Maria sopra Minerva. |
| 1463 Jan. | Preaching in Padua, outside the cathedral. |
| 1463 Aug. ca | Nominated by cardinal Bessarion among the apostolic preachers entrusted with the preaching of the crusade in the Venetian territories. |
| 1464 Feb. – March | Preaching the crusade and collecting alms in Brescia. |
| 1464 Apr. – July | Preaching the crusade in Milan and its territories. |
| 1464 Dec. | Preaching Advent in Bologna. |
| 1464 Dec. – 1465 Jan. | Preaching in Venice. |
| 1465 Jan. – Apr. | Preaching Lent in Ferrara. |
| 1466 Jan. – Apr. | Preaching Lent in Naples. |
| 1466 May – 1467 Feb. ca | Preaching in Genoa. |
| 1470 Jan. – Apr. | Preaching Lent in Naples. |
| 1471 Feb. | Heading from Naples towards Lecce, presumably to preach there. |
| 1472 Jan. – Feb. | Preaching in Naples on the passing comet, possibly preaching for the whole Lent. |
| 1472 July | First known edition of the Quadragesimale de poenitentia appeared in Venice. |
| 1473 Jan. – Apr. | Preaching Lent in Naples. |
| 1473 July | First known edition of the Sermones de timore divinorum iudiciorum appeared in Naples. |
| 1473 Oct. | Leaving Naples to preach in Florence. |
| c. 1474 | Frist known editions of the Sermones de Adventu and the Quaresimale volgare appeared respectively in Venice and tentatively Verona. |
| 1474 | Preaching in Rome. |
| 1475 Oct. | Named bishop of Aquino. |
| 1479 | First known edition of the Latin Opera appeared in Venice. |
| 1480 Jan. – Apr. | Preaching Lent in Rome. |
| 1480 | Among the courtiers of Alfonso of Aragon at the siege of Otranto. |
| 1481 Feb. – Apr. | Preaching in Florence. |
| 1481 Nov. – 1482 Apr. | Present in the Roman court and preaching Lent in Rome; also preaching for the canonization of Saint Bonaventure. |
| 1483 | Working at the correction of the Quadragesimale de peccatis in Lecce. |
| 1484 Feb. | Nominated bishop of Lecce. |
| 1484 June | Present in Rome. |
| 1485 July | Resigned as bishop of Lecce, taking back his former see in Aquino. |
| 1487 May | Witnessed putting pressure on the bishop of Nardò to obtain his benefice. |
| 1487 Dec. – 1488 Jan. | Preaching in Lecce. |
| 1488 Sep. | First known edition of the Quadragesimale de peccatis appeared in Venice. |
| 1489 Jan. | First known edition of the Sermones de laudibus sanctorum appeared in Naples. |
| 1490 Jan. – Feb. | Preaching in Naples. |
| 1495 April | First known edition of the Specchio della fede appeared in Venice. |
| 1495 May | Died in Lecce. |
A map of Roberto’s main preaching venues and other relevant places for his biography
