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Notable deals for 1998-99
| Detroit Red Wings acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Chris Chelios | March 23, 1999 | Anders Eriksson |  |
| 1999 1st round pick (#23-Steve McCarthy) | ||||
| 2001 1st round pick (#29-Adam Munro) | ||||
| Vancouver Canucks acquire | Date | Florida Panthers acquire | ||
|---|---|---|---|---|
 | Mike Brown | January 17, 1999 | Pavel Bure |  |
| Dave Gagner | Brad Ference | |||
| Ed Jovanovski | Bret Hedican | |||
| Kevin Weekes | 1999 or 2000 3rd round pick (2000 #77-Robert Fried) | |||
| 1999 or 2000 1st round pick (2000 #23-Nathan Smith) | ||||
| Pittsburgh Penguins acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
 | Alexei Kovalev | November 25, 1998 | Petr Nedved |  |
| Harry York | Sean Pronger | |||
| future considerations | Chris Tamer | |||