Unfortunately, the vast majority of restaurants along Highway 99E are very forgettable. They are not so spectacularly bad that you will remember them forever, but few of them are memorably good as well.
Flying Pie is definitely one of the few that stand out above the rest as far as being a good place to eat, and having fairly good food. Unfortunately, it is limited by the local food market (what people here are willing to buy and willing to pay for) and so it is unfortunately not a spectacularly good place either. It is simply one of the better places in a sea of forgettable road side dive bars and restaurants that saw their heyday before Interstate 205 was completed in the early 1980s.
The walls are decorated with an eclectic collection of all sorts of memorabilia from various things, including a few television shows.
Generally it is a good idea to call ahead if you are in a hurry, as it takes about 30 minutes for them to prepare a pizza to order. There are no pre-cooked slices sitting in a pizza warming tray ready to go. If you order a small pizza for yourself the prices are a little steep, but if ordering a large pizza for several people it is a reasonable deal.
Unfortunately, despite their attempts at improving the landscape in front of their restaurant, like most places along highway 99E, it suffers from having a parking lot surrounding it on several sides, and a very busy highway on the east side. The parking lot is made all the more difficult as part of it is shared with the Les Schwab Tire Center next door, which means there is a lot of traffic during certain times of the day. However, it is one of the few places in its immediate area area with any significant amount of trees and greenery in front of it.
One of the unique features is they do have pinball games in the lobby of the restaurant. This does keep the noise down, while giving people something to do while waiting.
There is a salad bar, but it is somewhat mediocre. It is what you would expect it to be, and no more and no less.
Current hours are 11 to 10, except on Fridays and Saturdays when it closes at 11.
Favorite Dish: Really, any of the pizzas here are good, and they are made to order rather than made ahead of time. Expect to pay about $10 per person.
In Oregon and Washington, there is a variation on the standard fast food restaurant. The chain calls itself Burgerville. During the spring months you can get fresh strawberry milkshakes (the standard strawberry shakes are cheaper but don't use fresh fruit) or blackberry later on. Chocolate Hazelnut milkshakes happen during the summer, and in late summer you can get Walla Walla Sweet Onion Rings.
Cheese on the cheeseburgers comes from Tillamook.
As much as possible, local farmers, bakeries and ranchers are used to supply the ingredients.
At many restaurant locations, there are some sort of local decoration. The Milwaukie location has a jukebox that appears modern, but inspired by the historic machines that were once all over.
If you want to go sit down after ordering, you will get a number and then your food will typically be brought to your table.
Favorite Dish: Fresh fruit milkshakes, probably the strawberry one, though I like the various others as well.
Some years back, the Taco Bell in Oak Grove / Jenning's Lodge moved to a new location. The old location was purchased by a Mexican family, and converted into a "real" Mexican restaurant.
Food is reasonably priced. The place is open 24 hours a day. There is a drive-through.
Favorite Dish: Almost all of the food here is better than you will find at the nearby Taco Bell, and if you can speak a little Spanish you can communicate your orders better.
I don't recommend coming south all the way to Jenning's Lodge to go to this particular restaurant, but if you are on your way south on Highway 99E and happen to be hungry for Mexican Food, this is your best option beteen Milwaukie and Oregon City.