Recently we flew out of state to visit family. I’m a huge nerd so I like to stare out the window and look at all the cool stuff. On this particular flight, I had driven the path in the past and kind of knew what to look for (BTW flying was about 1.5 hours, driving it was about 10 times that). As we passed interesting views; an oxbow lake, rivers, larger cities, mountains, lakes, windmill farms, etc. I took pictures with my cell phone. I had an idea of where we were and what I was looking at, but I wasn’t 100% sure. I have the geotag feature turned off on my phone (as should you!) so I couldn’t figure out the locations based on that. I found a neat way to answer my question. If you have an upcoming flight, you can try to find a similar flight path of a recently arrived flight and plan out what to take pics of, but note that actual flight paths vary with weather and traffic patterns of the actual day of flight. You can get in a good ballpark though.
As soon as you land and/or get home, visit flightaware.com and look up your flight number or city to city. (This is where you can plan future flights as mentioned above). From here you can find your exact flight based on arrival times and all sorts of neat info about the particular plane you were on. Look for the “View track log” link in the right-hand column. It is easy to miss if you aren’t looking for it. 
Once here, you can see your flight, track it as t went along using GPS as well as altitude and speed date. The thing we are looking for is the Google Earth file download.
This will download a google Earth file. I recommend installing Google Earth Pro application on your PC, but you can use Google Earth through your browser to open this file. You can then simulate your flight by adjusting the time bar located at the top left of the screen.
This will “draw” the path of your plane. You only have a couple of days maximum to get this Google Earth data for free. Otherwise you’ll have to use another service online and pay for it.
If you look at the timestamp of your pictures, you can get an idea of about where in the flight you were and move the camera there. The timestamps didn’t match up perfectly for me but they were within about 2 minutes of when my pictures were timestamped. By knowing which side of the plane you were on you can move the camera to the planes position at that time, and look in the right direction. I then added a pin in google earth at that position, saved my perspective view and added the images from my computer to the description.
Here’s a great example of Knoxville from the air and in Google Earth (Click the pic below to see it bigger. you can see the river and landscape align in the picture and screenshot):
If you’ve been lucky enough to have clear skies on a day flight you can match things pretty easily. At night it can be harder to see some of the landforms and taking pics from the airplane window introduces more glare. However, sometimes you get really lucky and you can catch things like Disney’s Firework Finale from 30,000ft like this:
You can even write a quick description in the Pin’s description tag. You can save this KMZ file and send it to friends and family who can also view it as well as the photos you linked. (A KMZ file is actually a zip file containing the files you linked like pictures as well as a text file with the GPS coordinates which links to those files. It is kind of like a webpage). However, this makes your KMZ file pretty big (because it contains all your pics, make sure you squishify those images so they aren’t massive). If you don’t want your grandma to have to download hundies of MB to see your trip journal you can drop all your images to a web shared folder like dropbox, googleDrive, Box, etc. and then instead of “Add Local Image” in the description, you can “Add web image” and paste the share link.
What cool pics or vids did you get from a plane? Post them in a comment.