Glen Sather trades
| Edmonton Oilers acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
 | German Titov | March 14, 2000 | Josef Beranek |  |
| Montreal Canadiens acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
 | Matthieu Descoteaux | March 9, 2000 | Alain Nasreddine | |
| Christian Laflamme | Igor Ulanov | |||
| Edmonton Oilers acquire | Date | Washington Capitals acquire | ||
|---|---|---|---|---|
| Alexandre Volchkov | February 4, 2000 | 2001 4th round pick (#118-Brandon Rogers) |  |
| Boston Bruins acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
 | Mike Matteucci | December 29, 1999 | Kay Whitmore | |
| Arizona Coyotes acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
 | Eric Houde | November 30, 1999 | Rob Murray | |
| Edmonton Oilers acquire | Date | Nashville Predators acquire | ||
|---|---|---|---|---|
| 1999 3rd round pick (#91-Mike Comrie) | June 26, 1999 | Craig Millar |  |
| Toronto Maple Leafs acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
 | 1999 4th round pick (#110-Jonathan Zion) | March 23, 1999 | Jason Smith | |
| 2000 2nd round pick (#51-Kris Vernarsky) | ||||
| Edmonton Oilers acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
| Vladimir Vorobiev | March 23, 1999 | Kevin Brown |  |
| Edmonton Oilers acquire | Date | New York Islanders acquire | ||
|---|---|---|---|---|
| Tommy Salo | March 20, 1999 | Mats Lindgren |  |
| 1999 8th round pick (#228-Radek Martinek) | ||||
| Edmonton Oilers acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Daniel Cleary | March 20, 1999 | Jonas Elofsson |  |
| Chad Kilger | Dean McAmmond | |||
| Christian Laflamme | Boris Mironov | |||
| Ethan Moreau | Oilers option to swap 1999 2nd round picks (#46-Dmitri Levinsky) | |||
| Oilers option to swap 1999 2nd round picks (#36-Alexei Semenov) | ||||
| Arizona Coyotes acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
| Mikhail Shtalenkov | March 11, 1999 | 2000 5th round pick (#154-Matt Koalska) | |
| Edmonton Oilers acquire | Date | Washington Capitals acquire | ||
|---|---|---|---|---|
| Brad Church | February 3, 1999 | rights to Barrie Moore | |
| Edmonton Oilers acquire | Date | Philadelphia Flyers acquire | ||
|---|---|---|---|---|
| Alexandre Daigle | January 29, 1999 | Andrei Kovalenko |  |
| Edmonton Oilers acquire | Date | Tampa Bay Lightning acquire | ||
|---|---|---|---|---|
| Alex Selivanov | January 29, 1999 | Alexandre Daigle |  |
| Edmonton Oilers acquire | Date | Philadelphia Flyers acquire | ||
|---|---|---|---|---|
| Daniel Lacroix | October 5, 1998 | Valeri Zelepukin | |
| Edmonton Oilers acquire | Date | Nashville Predators acquire | ||
|---|---|---|---|---|
| Jim Dowd | October 1, 1998 | Drake Berehowsky | |
| Mikhail Shtalenkov | Greg de Vries | |||
| Eric Fichaud | ||||
| New Jersey Devils acquire | Date | Edmonton Oilers acquire | ||
|---|---|---|---|---|
 | 1998 3rd round pick (#82-Brian Gionta) | June 27, 1998 | 1998 4th round pick (#113-Kristian Antila) | |
| 1998 5th round pick (#144-Oleg Smirnov) | ||||
| rights to Fredrik Lindquist (Fredrik Bremberg) | ||||
| Edmonton Oilers acquire | Date | New York Islanders acquire | ||
|---|---|---|---|---|
| Eric Fichaud | June 18, 1998 | Mike Watt | |
| Edmonton Oilers acquire | Date | Pittsburgh Penguins acquire | ||
|---|---|---|---|---|
| rights to Josef Beranek | June 16, 1998 | Bobby Dollas | |
| Tony Hrkac | ||||
| Edmonton Oilers acquire | Date | Philadelphia Flyers acquire | ||
|---|---|---|---|---|
| Janne Niinimaa | March 24, 1998 | Dan McGillis | |
| 1998 2nd round pick (#42-Jason Beckett) | ||||