The old fishing boat captain tells the story of Chilly Willy, a singing polar bear and a bulldog who quickly falls asleep when he hears a lullaby.
As Pesky Pelican flies south for the winter, his wings begin to ice up. He's puzzled until he finds the South Pole.
A sentry is posted to guard the food supply at a South Pole expedition location, but Chilly Willy the penguin is hungry and has his eyes on the canned sardines and other sea-food choices at the post. Lots of chase and pursuit but Willy ends up well fed.
Chilly Willy's on a wharf fishing, using his accordion as a sea bag. As he catches a fish, he puts it in the sea bag.
A schooner anchors at the South Pole, and the skipper goes ashore and leaves the ship's mascot, a St. Bernard dog, to stand watch and guard the ship. A small penguin, Chilly Willy (the only penguin not equipped for cold weather...anywhere), sees the ship and tries to get warm by its stove. The watchdog attempts to get rid of him, but Willy manages to get the dog drunk from the rum in its own cask. The captain returns to find Willy saving the ship from sinking, while the dog is found sleeping it off. Willy is made mascot and the dog is tossed in the ship's brig.
Wally Walrus is the keeper of a fish hatchery in which trout are incubated and raised.
Forest ranger Clyde is given an order to make sure the park bears are not disturbed from their winter hibernation. He inspects their cave and finds Chilly Willy trying to sleep among them. He hollers at Chilly not to wake them up, waking one bear up himself. He sends the sleepwalking bear back to bed but it isn't that simple. The bear continues to sleepwalk going on a wild ride through the woods after Chilly gets him to put some skis on. The bear finally stops... and is now sleeping in Clyde's bed. Clyde returns to the cave where all the bears are now sleepwalking and Chilly is giving each one a lit dynamite stick!
Chilly Willy, perennially either cold or hungry (or both) is determined to use any strategy to get more than an average catch of fish at the market run by Wally Walrus.
Chilly and Maxie are sleeping in their igloo. A man in a submarine raises the periscope and puts Chilly's blanket on top of the igloo. Later, Chilly and Maxie capture the sub and smoke out the man.
A hungry Chilly Willy notices the good food the mounties get and enrolls for the job. Unfortunately, his enrollment photo is placed over a wanted poster for criminal Caribou Lou and officer Smedley presumes Chilly is Lou and gives chase.
In Switzerland, an underachieving rescue dog is told to go rescue someone.
This episode shows how Chilly and Maxie the Polar Bear meet
Chilly Willy is freezing in his igloo home (he lives in Coldernell, Alaska) and burning everything he owns in the fireplace to keep warm
Robinson Gruesome, marooned on a tropical island, has had nothing to eat but bananas for 28 years. Then Chilly Willy gets marooned with him.
In the Antarctic Ocean, the icebreaker USS Icepick is busy clearing the sea lanes.
Smedley (a dog), the hottest thing on television and the star of his own I Love Smedley show, achieved his present status quite by accident.
Chilly Willy and his friend the polar bear play rock music, which disturbs a ship's captain.
Smedley is the manager of Balancing Rock Canyon where various boulders are perched atop high poles. As Smedley explains, the slightest noise is enough to send the rocks tumbling ("You gotta be quieter than a goldfish in a sound-proof aquarium") so it's hardly a surprise that he panics when Chilly Willy arrives selling various loud noisemakers among them firecrackers, a "boomerang brick", a joy buzzer, novelty gun, and exploding telephone.
Smedley is fed up with Arctic weather, and wants to leave for Hawaii. But his longtime pal Chilly Willy won't let him.
Chilly Willy is cold and hungry until he finds the home of Colonel Pot Shot, where Smedley is the caretaker.