WHEN WE WONThe Title Time Machine / Est. 1869

The Title Time Machine

When did Edmonton Oilers last win the Stanley Cup?

Pick a team and we’ll open the exact world they last conquered— songs, shows, prices, people, inventions and all.

FIND YOUR TEAMDestination locked: 1990.

League / championship

THE PLAIN ANSWER

When did Edmonton Oilers last win the Stanley Cup?

Edmonton Oilers last won the Stanley Cup in the 1989-90 season. The 1989-90 season title was clinched on May 24, 1990.
Browse the NHL archive →
CHAMPIONSHIP SEASON1990May 24, 1990

THE MOST RECENT BANNER. FOR NOW.

THE EDMONTON OILERS WIN IT ALL.

Stanley Cup — 4–1 over Boston Bruins.

official1989-90 season

THAT WAS

36 years, 4 months ago36 seasons have started without another banner.

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Series: 4–1. Club began in the WHA and joined the NHL in 1979.

BEYOND THE SCOREBOARD…

The calendar reads 1990. Here is who arrived, who left, what launched, what people watched, and how the world worked.
ENTER THE WORLD OF1990

YOU ARE ENTERING

THE WORLD OF 1990

Dial-up on the horizon

The calendar reads 1990. Here is who arrived, who left, what launched, what people watched, and how the world worked.

Remembered

The world said goodbye to Jim Henson.

The Muppets creator and master puppeteer died at 53.
Source: Jim Henson ↗

World events

The Nobel Peace Prize went to Mikhail Gorbachev.

The committee recognized his leading role in the changes transforming East-West relations.
Source: Nobel Peace Prize 1990 ↗

Technology

Hubble left Earth.

Space shuttle Discovery launched the Hubble Space Telescope on April 24, beginning a new era of orbiting astronomy.
Source: The History of Hubble ↗
How do you count “winning it all”?

We count the top championship named for the selected competition—not conference, division, playoff appearance, or consolation titles. Season labels stay separate from the date the trophy was actually clinched.

  • NFL defaults to Super Bowls; pre-Super Bowl league titles are identified separately when included.
  • Relocations follow the franchise unless a league’s official record book separates the history.
  • FBS selectors, split titles, claims, vacancies, and co-champions are labeled rather than flattened.

Result checked 2026-08-28. View Stanley Cup Champions ↗

Stanley Cup as NHL playoff championship from 1926-27 onward; current 32-franchise field; completed through 2025-26. The archive includes every recognized title attributed to the current franchise under this policy.