The 1000 years, otherwise known as the "millenium" is spoken of in scripture with reference to the resurrection only. The first at the beginning of the 1000 years, that being for the righteous, the second for the wicked at the end of the 1000 years. Anything else that goes on in between is man's interpolation.
That phrase, bottomless pit, is in the Greek the precise same word 'abyss' , the same word used for the earth before creation...'darkness was upon the face of the deep'. If the entire planet is plunged into darkness (The heavens above be black Jer.4:28) and a complete and utter ruin (desolate Jer. 4:27) then Satan will most certainly be bound by a chain of circumstances (you cannot literally chain a spirit) and cannot tempt the nations anymore because everyone who wasn't saved is dead, and the rest are in heaven. (Yet I will not make a full end Jer. 4:27) will be fulfilled with the creation of the new heavens and the new earth. Do you recognize the typology? Peter said to the Lord a 1000 years is as a day....6 days of creation after a period of darkness and lifeless desolation then a day of rest. 6000 years of labor has rendered this planet tired and dying. Even scientists know this. The earth has not celebrated its sabbaths as the law asked.
Exodus 23:10 ¶ And six years thou shalt sow thy land, and shalt gather in the fruits thereof:
11 But the seventh year thou shalt let it rest and lie still; that the poor of thy people may eat: and what they leave the beasts of the field shall eat. In like manner thou shalt deal with thy vineyard, and with thy oliveyard.
It has had no opportunity to replenish itself. God Himself is going to see His law honored, and is going to rest His land for the final 1000 years. It will be left dormant, then after the New Jerusalem descends from heaven onto the earth (and flattens the Mount of Olives), the wicked are raised and the devil manages to convince them that attacking the city and defeating God!! Himself is their only hope (and it is...sort of if any hope can be found in that proposition...the hope of the desperate I suppose). However that said, I am sure Satan has more weapons at his disposal than an expectation just to trow rocks at the walls. Nuclear weapons maybe?
9 And they went up on the breadth of the earth, and compassed the camp of the saints about, and the beloved city: and fire came down from God out of heaven, and devoured them.
10 And the devil that deceived them was cast into the lake of fire and brimstone, where the beast and the false prophet are, and shall be tormented day and night for ever and ever.
That same fire, which will obviously encompass the entire planet, will destroy every last remains of pollution, and ruins left from the previous occupations, and the new heavens and earth will be raised from the destruction. Malachi 4:3 And ye shall tread down the wicked; for they shall be ashes under the soles of your feet in the day that I shall do this, saith the LORD of hosts.
Let me tell you one thing more, of great importance. Those people you know, who aren't truly 'wicked', will not get a second chance in the millenium. Their opportunity...their probation...is now. There is no opportunity after the second coming. Before Jesus returns, it is declared in heaven, 10 And he saith unto me, Seal not the sayings of the prophecy of this book: for the time is at hand.
11 He that is unjust, let him be unjust still: and he which is filthy, let him be filthy still: and he that is righteous, let him be righteous still: and he that is holy, let him be holy still.
12 And, behold, I come quickly; and my reward is with me, to give every man according as his work shall be.
13 I am Alpha and Omega, the beginning and the end, the first and the last.
14 Blessed are they that do his commandments, that they may have right to the tree of life, and may enter in through the gates into the city.
15 For without are dogs, and sorcerers, and whoremongers, and murderers, and idolaters, and whosoever loveth and maketh a lie.
16 I Jesus have sent mine angel to testify unto you these things in the churches. I am the root and the offspring of David, and the bright and morning star.
17 And the Spirit and the bride say, Come. And let him that heareth say, Come. And let him that is athirst come. And whosoever will, let him take the water of life freely.
18 For I testify unto every man that heareth the words of the prophecy of this book, If any man shall add unto these things, God shall add unto him the plagues that are written in this book:
19 And if any man shall take away from the words of the book of this prophecy, God shall take away his part out of the book of life, and out of the holy city, and from the things which are written in this book.
20 ¶ He which testifieth these things saith, Surely I come quickly. Amen. Even so, come, Lord Jesus.
21 The grace of our Lord Jesus Christ be with you all. Amen.