Dan 9:26

26 After the sixty-two sevens the Anointed One shall be cut off, and shall have nothing: and the people of the prince who shall come shall destroy the city and the sanctuary; and the end of it shall be with a flood, and even to the end shall be war; desolations are determined.

after the sixty-two sevens – this is actually after 7 + 62 sevens. The 7 sevens in verse 25, and the 62 sevens. It is 69 sevens after the command to restore the walls.

the Messiah will be cutoff – “after half a seven” as we will see in verse 27.

the people of the Prince to come – these people are the Romans.  Jesus said “the ruler of this world is coming,” when He was about to be crucified (John 14:30). He was referring to the fulfillment of Daniel’s prophecy of His crucifixion.

shall destroy the City – there is a double meaning to “City” here. The “people of the ruler to come” destroyed Jerusalem and the temple in A.D. 70, when the Romans surrounded Jerusalem. However, when Jesus describes the City of Jerusalem that is surrounded by “armies” in Luke 21:20-24, He also refers to the spiritual City of New Jerusalem, which is clear in Luke 21:24, “Jerusalem shall be trampled under foot until the times of the Gentiles are fulfilled” – see Revelation 11:2, “they shall trample the Holy City underfoot for 42 months.”

and the sanctuary – literally “the holy” קֹ֫דֶשׁ (kodesh). 

the end of it shall be with a flood – that is the end of the sanctified Church, the “holy.” Here, we refer to the flood described in Rev 12:15, which is the persecution of the kingdom of heaven, by the Romans, that lasted until 313, culminating with “the Great Persecution.”

And til the end of the war desolations are determined – until the truth is fully restored, those believers outside of the sanctified Church will be desolate of the holy spirit. This spiritual war is described in Rev 12:17, “the dragon went out to make war with those who keep the commandments of God and have the testimony of Jesus.”