He is studying in Makkah and his family are in Jeddah; from where should he enter ihram for Hajj?
Question

                I am a university student; I live in Makkah and my family are in Jeddah, and I go to them every weekend. This year I intend to work during the Hajj (the work is official and requires me to wear a suit), and I have also intended to do Hajj. Then the break came and I went to stay with my family and go back for work and then Hajj. From where should I enter ihram, from Makkah or from Jeddah? (I also have a colleague in the same situation but his family are in Madeenah – from where should he enter ihram?.
Praise be to Allah.
      If your family are in Jeddah and you are living in Makkah 
      only for the purpose of study and you do not have a family there, then if 
      you are in Jeddah and want to go to Makkah for Hajj, not for study, you 
      have to enter ihraam from Jeddah. The same applies to your friend, if he 
      lives there but does not have a family there and he forms the intention to 
      do Hajj when he is in Madeenah, he has to enter ihram from Dhu’l-Hulayfah. 
      The fact that you want to work during the Hajj does not permit you not to 
      enter ihraam from where you are, because you have decided to do Hajj 
      during this journey and the Prophet (blessings and peace of Allah be upon 
      him) said, after describing the miqaats: “And these meeqaats are for the 
      people at those very places, and besides them for those who come through 
      those places with the intention of performing Hajj and ‘Umrah.” Narrated 
      by al-Bukhaari (1524) and Muslim (1181). 

    Shaykh Muhammad al-Mukhtaar al-Shanqeeti (may Allah preserve 
    him) was asked: if a person is studying in Makkah throughout the year but is 
    not one of the local people, and he went to his home city then came back to 
    perform Hajj, when he comes to the miqaat does he have to enter ihraam from 
    that point or is he regarded as one of the people of Makkah and is it 
    sufficient for him to enter ihram from there? 

    He replied:

    This matter is subject to further discussion. If he is going 
    out to his own city or to visit his family before the months of Hajj begin, 
    then he enters Makkah before the months of Hajj begin, in that case he 
    should enter ihram for Hajj from Makkah, and he comes under the same rulings 
    as the people of Makkah, because the time of Hajj has not yet begun. 

    But if he left Makkah after the month of Shawwaal began, then 
    he entered Makkah from any direction, then he comes under the same rulings 
    as the people who entered the city from that direction and he should only 
    enter with the intention of doing ‘umrah, or enter without any such 
    intention, then when the time for Hajj comes, he should go out to the miqaat 
    that he passed. The reason for this is because it is the time of Hajj, and 
    if a person passes by the miqaat at the time of Hajj and with the intention 
    of performing Hajj, then he has to enter ihram from that point, and this is 
    in compliance with the hadeeth “And these miqaats are for the people at 
    those very places, and besides them for those who come through those places 
    with the intention of performing Hajj and 'Umrah”. So he passed the miqaat, 
    intending to do Hajj after the time for it began, so he has to enter ihram 
    from this miqaat. In that case it should be said to him: Either enter ihram 
    for ‘umrah then exit ihram until the time for Hajj comes and you enter ihram 
    for Hajj in Makkah; in that case you are doing tamattu‘ Hajj and you have to 
    offer a sacrifice; or you may pass the miqaat without entering ihram, then 
    when the time for Hajj comes, go out to this miqaat and enter ihram from 
    there. And Allah knows best. 

    End quote from As’ilat Sharh Zaad al-Mustaqni‘ 


    http://www.islamway.com/?iw_s=Fatawa&iw_a=view&fatwa_id=225

    And Allah knows best.