‘Aa’ishah (may Allaah be pleased with her) said: “The Messenger (peace and blessings of Allaah be upon him) used to fast until we thought he would never break his fast, and not fast until we thought he would never fast. I never saw the Messenger of Allaah(sallallaahu ‘alayhi wa sallam) fasting for an entire month except in Ramadaan, and I never saw him fast more than he did in Sha’baan.” (Narrated by al-Bukhaari, no. 1833; Muslim, no. 1956).
A group of scholars, including Ibn al-Mubaarak and others, thought that the Prophet (peace and blessings of Allaah be upon him) did not fast all of Sha’baan, but he fasted most of it. This is supported by a report in Saheeh Muslim (no. 1954) narrated from ‘Aa’ishah(may Allaah be pleased with her), who said: “I never knew of him – meaning the Prophet (peace and blessings of Allaah be upon him) – fasting for any entire month apart from Ramadaan.”
According to another report also narrated by Muslim (no. 1955), ‘Aa’ishah said: “I never saw him fast for any entire month from the time he came to Madeenah, apart from Ramadaan.”
It was reported in al-Saheehayn that Ibn ‘Abbaas said: “The Messenger of Allaah (peace and blessings of Allaah be upon him) did not fast any entire month apart from Ramadaan.”
(Narrated by al-Bukhaari, no. 1971, and Muslim, no. 1157). Ibn ‘Abbaas regarded it as makrooh to fast any entire month apart from Ramadaan.
Ibn Hajar (may Allaah be pleased with him) said: “He observed more voluntary fasts in Sha’baan than in any other month, and he used to fast most of Sha’baan.”
Usaamah ibn Zayd (may Allaah be pleased with them both) said: “I said, ‘O Messenger of Allaah, I do not see you fasting in any other month like you fast in Sha’baan.’ He said,‘That is a month to which people do not pay attention, between Rajab and Ramadaan, and it is a month in which deeds are lifted up to the Lord of the Worlds. I like for my deeds to be lifted up when I am fasting.’” (Narrated by al-Nasaa’i, see Saheeh al-Targheeb wa’l-Tarheeb, page 425).
According to a report narrated by Abu Dawood (no. 2076) she said: “The most beloved of months for the Messenger of Allaah (peace and blessings of Allaahbe upon him) to fast in was Sha’baan, and his fasting in Sha’baan was continuous with his fasting in Ramadaan.” (Classed as saheeh by al-Albaani, see Saheeh Sunan Abi Dawood, 2/461).
Ibn Rajab (may Allaah have mercy on him) said: “Fasting in Sha’baan is better than fasting in the Sacred Months, and the best of voluntary fasts are those that are (observed in the months) closest to Ramadaan, before or after.
The status of these fasts is like that of as-Sunan ar-Rawaatib which are done before and after fard (prayers) and which make up for any short fall in the number of obliagtory prayers. The same applies to fasts observed before and after Ramadaan. Just as as-Sunan ar-Rawaatib are better than other kinds of voluntary prayers, so fasts observed (in the months) before and after Ramadaan are better than fasts at other times.
The phrase “ Sha’baan is a month to which people do not pay attention, between Rajab and Ramadaan” indicates that because it comes between two important months, the Sacred Month of Rajab and the month of fasting, people are preoccupied with those two months and they do not pay attention to Sha’baan. Many people think that fasting in Rajab is better than fasting in Sha’baan, because Rajab is one of the Sacred Months, but this is not the case.
These reports indicate that fasting in the month of Sha’ban, though not obligatory, is so meritorious that Prophet Muhammad, Sall-Allahu alayhi wa sallam, did not like to miss it.
But it should be kept in mind that the fasts of Sha’ban are for those persons only who are capable of keeping them without causing deficiency in the obligatory fasts of Ramadan.
Therefore, if one fears that after fasting in Sha’ban, he will lose strength or freshness for the fasts of Ramadan and will not be able to fast in it with freshness, heshould not fast in Sha’ban, because the fasts of Ramadan, being obligatory, are more important than the optional fasts of Sha’ban.
Fasting towards the end of Sha’baan:
Ibn `Abbas (May Allah be pleased with them) reported: The Messenger of Allah (peace and blessings of Allaahbe upon him) said, “Do not observe Saum (fasting) before the advent of Ramadan. Observe Saum at sighting of the crescent of Ramadan and terminate it at sighting the crescent (of Shawwal). If the sky is overcast, complete (the months) thirty (days).” [At-Tirmidhi].
Ammar bin Yasir (May Allah be pleased with them) reported: He who observes the fast on a doubtful day, has in fact disobeyed Abu-Qasim, (i.e., Messenger of Allah (sallallaahu ‘alayhi wa sallam)). [Abu Dawud and At-Tirmidhi].
“Doubtful day” here signifies the day of 30th Sha`ban.