Obstacles in the path of something beneficial are not deterrents but tests
30-1-2015 | IslamWeb
Question:
Asalam Alaikum Sometimes I plan to do something but obstacles get in my way. What I want to do is not haram and my intention is only to get closer to Allah. For example, choose a school for my kids that will help them stay away from haram. Or move to another city where I can practice Islam a lot better. But obstacles pop up in my way like a family member not allowing, travel tickets canceled, no transportation, and other kinds of obstacles. People tell me that these are a sign from Allah for me not to do them. Is this true, in Islam, do obstacles mean Allah puts them in our way to deter us from an act? I've always believed that Allah gives us struggles to test us. Didn't the prophets and companions have obstacles in their way? Jazakum Allahu khair!
Answer:
All perfect praise be to Allaah, The Lord of the Worlds. I testify that there is none worthy of worship except Allaah, and that Muhammad, sallallaahu ‘alayhi wa sallam, is His Slave and Messenger.
Facing obstacles while attempting to accomplish something does not necessarily mean that Allaah The Exalted does not want the person to accomplish that objective. As long as the objective is beneficial, he is advised to strive in overcoming the obstacles and then place his trust in Allaah and entrust his affairs to Him. The Prophet, sallallaahu ‘alayhi wa sallam, advised us to utilize all the available means to accomplish our objectives and then place our trust in Allaah. Abu Hurayrah 
reported that the Prophet, sallallaahu ‘alayhi wa sallam, said: "Be keen on what benefits you and seek help from Allaah, and do not give up…." [Muslim]
It is very important to resort to Istikhaarah (guidance-seeking prayer) in this regard, for it implies delegating one's affairs to Allaah who is the Knower of the Unseen and He is the All-Knowing of what is to come. Please refer to Fatwa 226012 about Istikhaarah.
Such obstacles that a person faces may be a kind of trial and test (from Allaah). Even the Prophets and righteous people were afflicted with trials and tests. It has been reported that while digging the trench during the Battle of the Trench, "the Companions 
came upon a hard rock which they could not break with their axes. They told the Prophet, sallallaahu ‘alayhi wa sallam, so he took the axe and struck it several times until it was broken." [Ahmad and An-Nasaa’i - Al-Albaani graded it Hasan (good)]
Thus, the Companions did not give up and stop digging; rather, they sought the means to overcome that obstacle.
Allaah Knows best.