The Olivet discourse (Matthew 24, Mark 13, Luke 21) provides a good starting point. Here, Jesus gives an overview of the end times including some chronological milestones. Let’s begin with what is recorded in Matthew 24. Jesus starts by giving some signs which He says are the beginning of sorrows (Matthew 24:4-8).
And Jesus answered and said unto them, Take heed that no man deceive you. For many shall come in my name, saying, I am Christ; and shall deceive many. And ye shall hear of wars and rumours of wars: see that ye be not troubled: for all [these things] must come to pass, but the end is not yet. For nation shall rise against nation, and kingdom against kingdom: and there shall be famines, and pestilences, and earthquakes, in divers places. All these [are] the beginning of sorrows. (Matthew 24:4-8)
When ye therefore shall see the abomination of desolation, spoken of by Daniel the prophet, stand in the holy place, (whoso readeth, let him understand:) (Matthew 24:15)
And he shall confirm the covenant with many for one week: and in the midst of the week he shall cause the sacrifice and the oblation to cease, and for the overspreading of abominations he shall make [it] desolate, even until the consummation, and that determined shall be poured upon the desolate. (Daniel 9:27)
And arms shall stand on his part, and they shall pollute the sanctuary of strength, and shall take away the daily [sacrifice], and they shall place the abomination that maketh desolate. (Daniel 11:31)
In chapter 9 Daniel tells us that the abomination is set up in the middle of the 70th week of years which is 7 years. This implies that the signs mentioned in Matthew 24:9-14 occur in the first half of the 70th week of years.
Then shall they deliver you up to be afflicted, and shall kill you: and ye shall be hated of all nations for my name’s sake. And then shall many be offended, and shall betray one another, and shall hate one another. And many false prophets shall rise, and shall deceive many. And because iniquity shall abound, the love of many shall wax cold. But he that shall endure unto the end, the same shall be saved. And this gospel of the kingdom shall be preached in all the world for a witness unto all nations; and then shall the end come. (Matthew 24:9-14)
Matthew 24:16-28 would then occur during the second half of the 70th week of years.
Then let them which be in Judaea flee into the mountains: Let him which is on the housetop not come down to take any thing out of his house: Neither let him which is in the field return back to take his clothes. And woe unto them that are with child, and to them that give suck in those days! But pray ye that your flight be not in the winter, neither on the sabbath day: For then shall be great tribulation, such as was not since the beginning of the world to this time, no, nor ever shall be. And except those days should be shortened, there should no flesh be saved: but for the elect’s sake those days shall be shortened. Then if any man shall say unto you, Lo, here [is] Christ, or there; believe [it] not. For there shall arise false Christs, and false prophets, and shall shew great signs and wonders; insomuch that, if [it were] possible, they shall deceive the very elect. Behold, I have told you before. Wherefore if they shall say unto you, Behold, he is in the desert; go not forth: behold, [he is] in the secret chambers; believe [it] not. For as the lightning cometh out of the east, and shineth even unto the west; so shall also the coming of the Son of man be. For wheresoever the carcase is, there will the eagles be gathered together. (Matthew 24:16-28)
Matthew 24:29-31 describes the second coming of Jesus Christ.
Immediately after the tribulation of those days shall the sun be darkened, and the moon shall not give her light, and the stars shall fall from heaven, and the powers of the heavens shall be shaken: And then shall appear the sign of the Son of man in heaven: and then shall all the tribes of the earth mourn, and they shall see the Son of man coming in the clouds of heaven with power and great glory. And he shall send his angels with a great sound of a trumpet, and they shall gather together his elect from the four winds, from one end of heaven to the other. (Matthew 24:29-31)
We are also given some key chronological milestones. First, Jesus said that all of these things will happen in one generation:
Verily I say unto you, This generation shall not pass, till all these things be fulfilled. (Matthew 24:34)
Second, Jesus said that the Gospel would be preached to all the world before He returns:
And this gospel of the kingdom shall be preached in all the world for a witness unto all nations; and then shall the end come. (Matthew 24:14)
Third, Luke tells us that wars and commotions, and more specifically, nation rising against nation and kingdom against kingdom would be the first sign.
But when ye shall hear of wars and commotions, be not terrified: for these things must first come to pass; but the end [is] not by and by. Then said he unto them, Nation shall rise against nation, and kingdom against kingdom: (Luke 21:9-10)