Nah, the Chiasm absolutely demands "bring with Him" refers to "bring forth from the tomb as Christ was" aka "the resurrection", the theme of the last half of the chapter...certainly not "celestial road trip".
Refer back to my post #161.
1 Thessalonians 4:14 (KJV):
(14) For if we believe that Jesus died and rose again, even so them also which sleep in Jesus will God bring with him.
Paul is reassuring those that were grieving for their fellow Christians that had died. Remember that this was the early years of the Church and most Christians were expecting that Jesus would return imminently, which Paul later corrects - 2 Thessalonians 2:1-5 (WEB):
(1) Now, brothers, concerning the coming of our Lord Jesus Christ, and our gathering together to him, we ask you
(2) not to be quickly shaken in your mind, and not be troubled, either by spirit, or by word, or by letter as if from us, saying that the day of Christ has already come.
(3) Let no one deceive you in any way. For it will not be, unless the rebellion comes first, and the man of sin is revealed, the son of destruction,
(4) he who opposes and exalts himself against all that is called God or that is worshiped; so that he sits as God in the temple of God, setting himself up as God.
(5) Don’t you remember that, when I was still with you, I told you these things?
(Note verse 1, where the coming of Jesus and our gathering together with him are regarded as two different events, both of which are still to come in the future.)
A few Chritians will have died, and some Christians were grieving for them, thinking that they would therefore miss out on Jesus' return to reign in glory. In verse 14 Paul is saying that those Chiristians that have died will
also (as well as those that are still alive when Jesus comes to gather his Church) be with Jesus when he returns for his second advent on the earth. He is not saying that the dead Christians will be brought with Jesus when Jesus comes for his bride - Jesus doesn't bring his betrothed with him when he comes to surprise his betrothed and take them to the wedding! Therefore, the implication is that the dead in Christ will be resurrected at some point before Jesus' coming back to earth, just as those alive will be changed (death and resurrection in the twinkling of an eye) and caught up to be with Jesus before Jesus comes to reign on the earth - for we will be reigning with him (Revelation 20:6, 2 Timothy 2:12).
Paul then descibes the events of Jesus' return for his Church, when Jesus descends from heaven to the sky (the air above the earth - he doesn't descend to the earth), which is then when the dead in Christ are resurrected and when the alive in Christ are changed. This is again to reassure the grieving saints that those saints that had died will not miss out - we will all be gathered to Jesus at the same time, and we will all return with Jesus when he (later) comes to reign on the earth.
1 Thessalonians 5:9-10 (WEB):
(9) For God didn’t appoint us to wrath, but to the obtaining of salvation through our Lord Jesus Christ,
(10) who died for us, that, whether we wake or sleep, we should live together with him.