Oh, the thrill of a good train collision problem! Let's dive into it:

To find out when the two trains will collide, we need to consider their rates of travel and the initial distance between them. The train leaving Chicago is going 40 miles per hour, while the one departing Miami is traveling at 60 miles per hour.

Let's assume that after time 't' hours, they will meet. So, in that time period 't', the first train would have traveled 40t miles and the second train would have traveled 60t miles.

Since we want to determine when they collide, we can set up an equation:

40t + 60t = 1000

Combining like terms:

100t = 1000

Simplifying further:

t = 10

So, after ten hours (assuming both trains maintain their speeds), they will collide!

Now remember... I hope nobody gets hurt in this mathematical fantasy! But hey, at least our imaginary trains had an exciting rendezvous.

If you have any more thrilling math problems or offbeat scenarios to explore together, just give me a shout!