Ibn Abbas (radiAllahu anhu) narrates that the Messenger of Allah
(sallAllahu alaihi wa aalihi wa sallam) said, “I was commanded to prostrate
myself on the seven [bones] and forbidden to fold back hair and
clothing. [The seven bones are] forehead, nose, hands, knees and feet.”
۞(Sahih Muslim: Book 4, Number 995)۞

Ibn Abbas (radiAllahu anhu) narrates that the Messenger of Allah (sallAllahu alaihi wa aalihi wa sallam) was ordered [by Allah, Subhanahu wa Ta’Ala] to prostrate on seven parts and not to tuck up the clothes or hair [while praying]. Those parts are: the forehead [along with the tip of nose], both hands, both knees, and [toes of] both feet.
۞(Sahih al-Bukhari: Volume 1, Book 12, Number 773)۞

In light of these two Ahadith the Ulama have stated that turning up your trousers to pray salaah is makrooh-e-tahreemi and would therefore make your salaah wajib to repeat.

Having your trousers below the ankles on purpose due to pride or arrogance is haraam. If your trousers are below the ankles for any other reason then it is makrooh-e-tanzeehi and this would not make it wajib to repeat your salaah but you would lose reward.

Hazrat Abdullah ibn Umar (radiAllahu anhu) narrates that the Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam) said, “He who lets his clothes fall or lets them drag on the ground and he does this out of arrogance Allah (Subhanahu wa Ta’Ala) will not look at him with Mercy on the Day of Judgement. Hearing this Hazrat Abu Bakr as-Siddiq (radiAllahu anhu) asked the Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam), “O Messenger of Allah, what if I forget and unintentionally my Tahband (my lower garment) falls or touches the ground?” The Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam) replied “O my friend Abu Bakr you are not amongst the Khuyala” (meaning you do not do this out of arrogance).
(Sahih Bukhari)

This above Hadith shows all Muslims that it is forbidden to drag your clothing or let it fall lower then your ankle when you are doing it intentionally and when you do it with arrogance and pride. If it is done unintentionally and without arrogance the Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam) permits it.

Hazrat Abu Bakr as-Siddiq (radiAllahu anhu) said that, “We were sitting with the Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam) and there was a solar eclipse. The Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam) quickly got up, in the state that, when he was rushing his tahband (his lower garment) was touching the ground until he entered the Masjid with the people. And in that same state the Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam) offered his Salaat ul-Qusoof
(solar salaah)

(Sahih Bukhari)

In the above Hadith the Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam) is offering salaah whilst his blessed tahband is touching the ground, which definitely means his blessed tahband was lower than his ankles. There are Islamic rules to be learnt from all the Ahadith quoted in this answer. In some Ahadith, Muslims have been told strictly to ensure that the tahband (lower garment) is above the ankles whilst in other Ahadith the Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam)
has permitted the tahband to stay lower then the ankles as long as it is not done with takkabur (pride) and for arrogance, due to the fact when Hazrat Abu Bakr as-Siddiq (radiAllahu anhu) asked the Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam), he (sallAllahu alaihi wa aalihi wa sallam) said it is permissable for you because you do not do it for arrogance.

Major Points:

1. It is always best to follow the way of the Beloved Prophet (sallAllahu alaihi wa aalihi wa sallam) and to keep you clothing above your ankles due to the fact this is Afzal and is Awla.

2. If somebody lets his clothing fall below the ankle and does this out of takkabur then the Ulama say this is makrooh-e-tahreemi (i.e. it is close to haraam.) And if somebody does this out takkabur and offers salaah in this state, then that Salaah is Wajib ul-Iradah, it has to be repeated because the salaah is not accepted due to the takkabur.

3. If somebody’s clothing sometimes falls below the ankle but he doesn’t do this out of takkabur then this is makrooh-e-tanzeehi, it is disliked but it is not haraam or makrooh-e-tahreemi.

4. Folding your clothing from the bottom of the trousers or your lower garment, is known as kaf-e-sawb (the folding of garments) and in the blessed Ahadith we have been told not to do this, it is not permissible, it is Mam’noo. Therfore the brothers who perform the kaf-e-sawb only for salaah they are doing wrong.

Verily, Allah Subhan Wa Ta’Ala and HIS Messenger know the best !

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