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.

Chilly Willy is freezing in his igloo home (he lives in Coldernell, Alaska) and burning everything he owns in the fireplace to keep warm. He notices an ad for the local fur factory and realizes that warmth is only a visit away. Unfortunately, it is guarded by a rather unexcitable watchdog who foils Chilly's attempts to steal the furs. Finally, he locks every fur in the storage bin but this doesn't stop Chilly who starts eyeing the watchdog's fur and makes various attempts to remove it from him.

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.

Chilly wants to use Smedley's stove in his cabin to keep warm. Smedley tries in vain to keep him out.

Smedley, manager of the "Snowtel" where Chilly Willy is visiting, notices Chilly has not paid his bill. When Chilly still refuses to pay, Smedley tries various methods of evicting him but all his attempts are thwarted either by Chilly or his own ineptitude. Eventually, the scenario culminates in Smedley chasing Chilly outside with Chilly tricking him into running into a whale's mouth. Finally, Chilly believes Smedley to be gone and returns to the "Snowtel"...only to find Smedley in bed next to him and still asking, "How 'bout this bill, Boy?"

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. Eventually, the rocks fall landing Smedley in the hospital where Chilly arrives to sell one last noisemaker to "cheer him up" with.

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.

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!

In Switzerland, an underachieving rescue dog is told to go rescue someone. He tries to rescue Chilly Willy, but he doesn't need to be rescued. The dog gets on the wrong end of a mountain goat several times.

When a penguin escapes from the zoo, another one must be captured. Will it be Chilly Willy? Don't bet on it.

Smedley is told to stop anyone from disturbing the producer at XYZ TV. Unfortunately, that is the day that Chilly Willy decides to audition. But, the producer loves what he sees and a star is born on "The I Love Smedley Show."

Robinson Gruesome, marooned on a tropical island, has had nothing to eat but bananas for 28 years. Then Chilly Willy gets marooned with him.

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. Often, Smedley ends up asking the real Caribou Lou for directions (with Lou always explaining, "Him go that-a-way."). Smedley chases Chilly to a buffalo crossing where he is chased by the inevitable buffalo herd. After eluding Smedley long enough to capture the real Caribou Lou, Chilly is deemed an honorary Mountie replacing Smedley to whom Chilly tosses a chicken bone.

Chilly visits an Aquarium where Smedley works and with the help of a dolphin gets to eat several fish.

Chilly mooches some fish from Wally Walrus' store, but Wally catches him. Then Chilly figures out how to fool Wally and buy out the store on credit. "Calling all ships at sea. More fish! More fish! More fish!"

Smedley is guarding his master's estate when he receives a package in the mail containing Chilly Willy. Chilly immediately sets his sights on devouring the master's stuffed barracuda which Smedley does everything in his power to prevent. Chilly eventually grinds the marlin into little pieces which Smedley tries to reconstruct before the master returns. While Smedley does succeed in piecing the marlin back together several times, Chilly strikes again until the marlin is once again in pieces and Smedley is forced to takes its place over the fireplace with his master none the wiser.

Chilly Willy goes deep sea fishing coming up with an old shoe which he proceeds to cook. Smedley explains normally he would be stealing fish from his salmon cannery but the salmon aren't running... until now. As Smedley gets to work catching and canning fish, Chilly gets to work stealing it despite Smedley's efforts to keep the pest out. Eventually, Smedley swallows a magnet Chilly was using and has a narrow escape with a meat cleaver. He throws the magnet to the ocean's bottom but, alas, the magnet attracts all the cans of salmon which go with it. So Smedley and Chilly decide to go with the shoe.

Marooned on a ship in wintertime, Chilly Willy and Smedley try to eat one another.

Chilly Willy goes face to face with lighthouse keeper Smedley for constantly disrupting his sleep.

Smedley is fed up with Arctic weather, and wants to leave for Hawaii. But his longtime pal Chilly Willy won't let him.

In order to afford money to eat Smedley's flapjacks, Chilly Willy tries various jobs that don't go well for him. When Chilly Willy discovers that Smedley has to make 200 flapjacks for a tough lumberjack, Chilly Willy ends up pillaging some of them getting Smedley into trouble until Chilly Willy drives the lumberjack away.

Chilly goes to a hotel where Smedley is the bellboy and interferes with Smedley's duties. A rude hunter comes to the hotel and Chilly stows away in his room, eating his food and setting the thermostat down to freezing levels.

Chilly sneaks into Smedley's lodge, which is closed for the winter, to eat some soup. Chilly keeps changing Smedley's radio to loud music, landing Smedley in trouble with a local hibernating bear.

Smedley is sent to capture an emperor penguin. He tries to capture Chilly, but Chilly gets some help from a real emperor penguin.

Chilly and Maxie are playing football with fish. When Chilly goes to get more fish he sees an eskimo that is hunting for a polar bear. Chilly Willy warns Maxie and helps him escape from the eskimo.

Chilly finds a tuna boat where Smedley happens to be working. Chilly eats the fish on the boat and the captain tells Smedley to get rid of Chilly. Chilly outsmarts Smedley and the captain several times.

Smedley is tired of being the one-man crew for Captain Blah of the Old Eye Sore. The captain tells him to go shanghai a crew. Chilly is watching Woody Woodpecker on TV when he is shanghai'd. Of course, Chilly doesn't make things easy for Smedley.

Chilly and Smedley are cutting ice blocks to build an igloo when they discover a viking who has been frozen in the ice for 800 years. The viking is very hungry so he tries to eat Chilly, Smedley and Maxie. He doesn't stop until he gets frozen again.

At a weather station at the South Pole, the captain wants Smedley to fly the plane to get food supplies, but Chilly is cutting holes in the runway and fishing.

A stressed out lumberjack with a bad case of nerves comes to Smedley's Rest Home for some much needed rest. There is not much rest when Chilly Willy is around though.

This episode shows how Chilly and Maxie the Polar Bear meet for the very first time. Chilly helps Maxie get away from the hunter Bring 'Em Back Alive Clive. This cartoon also features a rare guest appearance by Woody Woodpecker.

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.

Chilly and Maxie escape from the zoo and are hitchhiking on the highway. Colonel Pot Shot hears that there is a reward for their capture so he offers them a ride and catches them, ...but not for long.

Chilly Willy and his friend the polar bear play rock music, which disturbs a ship's captain.

Chilly Willy's quiet life is thrown into chaos when a military installation appears next to his home.

Chilly's friend, the Gooney bird, is pursued by the hunter Colonel Pot Shot.

When Maxie starts hibernating, a hunter tries to capture him for a zoo. It's up to Chilly to save his pal from the hunter.

Gooney's landings are ungraceful and incredibly funny so Chilly and Maxie help Gooney learn how to make smoother landings.

Chilly and Maxie make a fire and accidentally melt a baby wooly mammoth out of the ice. They try to feed the baby and make it happy, but don't have much luck. Finally the baby's mother comes to take care of him.

Chilly Willy is cold and hungry until he finds the home of Colonel Pot Shot, where Smedley is the caretaker. Smedley trys to kick Chilly out of the house in order to save his job. Eventually the two team-up to escape the gun-toting colonel.

Gooney birds sit on a runway and damage the planes, so Captain Sure Shot shoots at the birds to protect his planes. A gooney mom leaves her baby egg at the door of Chilly's igloo so he can protect her baby from the captain.

This episode has everyone: Chilly, Maxie, Gooney, & Smedley. Chilly goes with Gooney to Smedley's store, but he is closing the store for the winter and chases them out. Gooney and Chilly land back at the igloo where Maxie has caught a single small fish

Smedley and Colonel Pot Shot get away from the smog and go to a resort, but Chilly has moved into the resort and now Smedley has to kick him out.

Chilly & Maxie chase away a man trying to build an oil well near their home.