Bob Murray trades
| Chicago Blackhawks acquire | Date | Tampa Bay Lightning acquire | ||
|---|---|---|---|---|
 | Michael Nylander | November 12, 1999 | Bryan Muir |  |
| Reid Simpson | ||||
| Toronto Maple Leafs acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | 2001 2nd round pick (#39-Karel Pilar) | October 8, 1999 | Sylvain Cote | |
| 2001 conditional pick | ||||
| Arizona Coyotes acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Craig Mills | September 11, 1999 | future considerations (cash) | |
| San Jose Sharks acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | 2000 5th round pick (#142-Michal Pinc) | August 23, 1999 | Michel Larocque | |
| Chicago Blackhawks acquire | Date | Washington Capitals acquire | ||
|---|---|---|---|---|
| 2000 7th round pick (#225-Vladislav Luchkin) | June 26, 1999 | 1999 9th round pick (#249-Igor Shadilov) |  |
| Vancouver Canucks acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | 1999 1st round pick (#4-Pavel Brendl) | June 25, 1999 | Bryan McCabe | |
| 2000 or 2001 1st round pick (2000 #11-Pavel Vorobiev) | ||||
| 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) | ||||
| Chicago Blackhawks acquire | Date | Ottawa Senators acquire | ||
|---|---|---|---|---|
| Chris Murray | March 23, 1999 | Nelson Emerson |  |
| 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) | ||||
| Chicago Blackhawks acquire | Date | Ottawa Senators acquire | ||
|---|---|---|---|---|
| Radim Bicanek | March 12, 1999 | 1999 6th round pick (#164-Martin Prusek) | |
| Anaheim Ducks acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | future considerations (1999 4th round pick (#105-Alexandr Chagodayev)) | January 28, 1999 | Josef Marha | |
| Chicago Blackhawks acquire | Date | Philadelphia Flyers acquire | ||
|---|---|---|---|---|
| Frank Bialowas | January 8, 1999 | Dennis Bonvie |  |
| Calgary Flames acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Andrei Trefilov | December 29, 1998 | future considerations (1999 7th round pick (#195-Yorick Treille)) | |
| Chicago Blackhawks acquire | Date | Carolina Hurricanes acquire | ||
|---|---|---|---|---|
| Nelson Emerson | December 29, 1998 | Paul Coffey |  |
| Chicago Blackhawks acquire | Date | Philadelphia Flyers acquire | ||
|---|---|---|---|---|
| Mike Maneluk | November 17, 1998 | Roman Vopat | |
| Montreal Canadiens acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | Jeff Hackett | November 16, 1998 | Brad Brown | |
| Alain Nasreddine | Dave Manson | |||
| Eric Weinrich | Jocelyn Thibault | |||
| 1999 4th round pick (#97-Chris Dyment) | ||||
| New Jersey Devils acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
 | 1999 or 2000 3rd round pick (Devils option) (2000 #76-Michael Rupp) | November 13, 1998 | Bryan Muir | |
| Chicago Blackhawks acquire | Date | Colorado Avalanche acquire | ||
|---|---|---|---|---|
| Roman Vopat | November 10, 1998 | Cam Russell |  |
| 1999 6th round pick (#164-Martin Prusek) | ||||
| Calgary Flames acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Steve Dubinsky | October 27, 1998 | Jamie Allison | |
| Jeff Shantz | Erik Andersson | |||
| Marty McInnis | ||||
| Anaheim Ducks acquire | Date | Chicago Blackhawks acquire | ||
|---|---|---|---|---|
| Marty McInnis | October 27, 1998 | 2000 4th round pick (#121-Ryan Van Buskirk) | |