I'm a very big fan of Speedplay pedals, but pedals are a personal preference sort of thing--not everyone loves them.
When I switched to Speedplays, after various pedals with limited and spring-centered "float" like your Looks, they felt odd at first. But the oddness faded quickly, and soon they felt entirely normal. I haven't pedaled anything else for quite a while, and I don't intend to.
Speedplays really are easy to click into. As you know, they're double-sided, so all you have to do is press down and go. They never--ever--"pre-release," but they are also easy to get out of when you need to. On my older "X" series Speedplays, you have to turn your heel out quite a ways before they let go, but there is little resistance to that twist. If it concerns you, the new "Light Action" series is described as even easier to enter and exit. And the newer models also allow you to limit the free float if you want to.
The only downside I've found to the Speedplays is their susceptibility to dirt, sand, snow, or other contamination. Just a little bit makes them very difficult to click in. The newer models have improved that, I'm told, with a slightly redesigned cleat and retention spring. And Speedplay road cleats are absolutely not made for walking! They make rubber covers for the cleats that help a lot, and protect the fragile aluminum cleats, but if you intend to walk much in your shoes, you should look elsewhere--or look at the Speedplay "Frog" mountainbike pedals and mountain shoes.
Good luck! Winter's coming, so I hope you get a chance to get some good riding in before the snow flies, whatever you choose.