Powdery mildew on the first one. Looks like some type of leaf sucking bug damage on the second one. I'd look for squash bug nymphs and eggs on the bottom of the leaves.

Should I spray it for powdery mildew or prune those leaves?

For the bugs would spraying ortho max defense around sunset be good? I don't want to kill bees by spraying during the day.

I'd spray for PM and remove those leaves. The spores will just keep spreading from the infected areas, especially after a rain.

Edit - Remove the badly infected leaves and spray all of the foliage, not just ones that look like they may be infected.

Should I prune even the ones with only a small "dot" of powdery mildew or leave those?

I agree with Chris on the PM treatment.

As for the pest damage you first want to positively identify the culprits. Ortho max defense is very indiscriminant on what it kills. If it is squash bugs then you can often use a piece of duct tape to remove nymphs and eggs if the infestation is not too severe. It could be some other type of pest so try to first find out what you are dealing with and get some close up pictures to post here if you can.

ETA - Dave and I were posting at the same time. He is spot on regarding if it is even pest damage.

I don't think pruning every single leaf that shows a speck is necessary, but definitely the badly infected leaves. Like Dave said, you can't cure it, only contain it. I make a potassium bicarbonate solution, but there are ready-to-use fungicides sold in stores. It's been a very wacky year. These rains and cool nights are perfect breeding conditions for the spores. Make sure you remember to re-apply after it rains.

Have you harvested many cucumbers? The plants are usually on the decline this time of year.

I think I have harvested about 20 cucumbers total. Other than the mildew and holes, the plant is still growing well, flowering and I can see cucumbers starting to grow.

This is from a total of 7 plants. I started from seeds a little late.

whats a normal average to harvest from each one?

I can't tell from the distance of the picture, but the holes could be from angular leaf spot. What variety of cucumber are you growing? I can't really speak to average production, but yields can vary greatly with weather, nutrients and sunlight. I would think that they should produce more than 3 per plant on average.

I bought these and started them from seed. Im bad at labeling, but it has to be one or all of these varieties.

• 1x Cucumber - Homemade Pickles - Sampler Pack
• 1x Cucumber - Marketmore - Sampler Pack
• 1x Cucumber - Space Master - Sampler Pack

The Spacemaster wouldn't be a big plant, because it was bred to be grown in containers. Pickling cukes would be small, so you would know right away because the fruit would be short and stubby. Marketmore produces larger cukes, 7-8" in size and would be on a larger plant.

I should have some cucumbers from the plants at home to upload pics

What I do is check the back side of the leaves and using tape - duct tape works good - press on any clusters of eggs or insects to remove from the plant.

Check every leaf, every day until you find no more insects or eggs.

PM is a problem because it is air born and as mentioned better off to prevent than to stop or even try stopping it. You can try things like making a spray of baking soda or milk or both. But that may also need daily application.

Another option would be to start more plants in a different location?

It's way too late to start new plants. I'd rather prune and hope for the best on the new foliage that is growing.

I would press duct tape on the underside of the leaves till I start finding bugs and eggs?

The mildew is pretty bad. It on most if not all the leaves. It runs down the stem and also covers some of the flowers.

Did I notice peaches on the ground? Is this growing under a tree? Can you take a closer picture of the PM?

There are peaches on the ground. The tree is a few feet away from the cucumbers. We can't reach parts of the peach tree, nor do we spray so many fall and roll. Then squirrels and other animals move them all over the garden.

I can get more pics on Friday. I pruned them significantly back. Sprayed them with some ortho product for diseases. Thinking I should also try the diluted milk spray people say works for PM.

If I prune the vine back, would it send out side shoots?

Cucumbers do send out side shoots, but I don't think they'll amount to anything in time to get a harvest.