
Though he was the youngest, Jordan was the first of the boys who made up the Dead End Kids to work in films with a role in a 1933 Universal short. In 1935, he became one of the original Dead End Kids by winning the role of Angel in Sydney Kingsley's Broadway drama Dead End about life in the slums of the east side of New York City. The play was performed at the Belasco Theatre and ran for three years with over 600 performances. He appeared for the first season and the beginning of the second but left in mid-November 1936. He returned in time to join the others in 1937 in Hollywood, California to make the movie version of the play, starring big names such as Humphrey Bogart, Joel McCrea, Sylvia Sidney, and Claire Trevor.
Following the making of Dead End, Jordan found himself "released" from his contract at Goldwyn, and, subsequently, he appeared at Warner Brothers with the rest of the Dead End Kids. After one year, Warners released most of them, but kept Leo Gorcey and Jordan as solo performers. Jordan appeared (as "Douglas Fairbanks Rosenbloom") in Warner's Damon Runyon comedy A Slight Case of Murder (1938) and at Metro-Goldwyn-Mayer in Young Tom Edison (1940).
In 1940, Jordan appeared in the film Military Academy and accepted an offer from producer Sam Katzman to star in a new tough-kid series called "The East Side Kids." Leo Gorcey soon joined him, then Huntz Hall, and the trio continued to lead the series through 1943, when Jordan entered the United States Army during World War II as a foot soldier in the 97th Infantry Division. He was subsequently involved in an elevator accident, when the elevator fell five floors, that forced him to have surgery to remove his right kneecap.

Angels with Dirty Faces
1938 · as Swing

Dead End
1937 · as Angel

Junior Army
1942 · as Jockey

On Dress Parade
1939 · as Cadet Ronny Morgan

Reformatory
1938 · as Pinkey Leonard

Spooks Run Wild
1941 · as Danny

Hell's Kitchen
1939 · as Joel "Joey" Richards

Give Us Wings
1940 · as Rap

Crime School
1938 · as Lester 'Squirt' Smith

Young Tom Edison
1940 · as Joe 'Joey' Dingle

Live Wires
1946 · as Bobby

A Slight Case of Murder
1938 · as Douglas Fairbanks Rosenbloom

News Hounds
1947 · as Bobby

High Tor
1956 · as 3rd Sailor

Mr. Wise Guy
1942 · as Danny Collins

The Beginning or the End
1947 · as Radioman on Tinian Receiving A-Bomb Message

That Gang of Mine
1940 · as Danny Dolan

Classic Comedy Teams
1986 · as The East Side Kids (archive footage)