head to head

New York Yankees ⇄ Chicago White Sox

36 trades · by score, NYY came out ahead in 20 of 36. Flip · NYY · CHW

Trade · 2 players2025
77CHW23NYY

Austin Slater changed clubs, and none of them amounted to much for either side.

Keynan Middleton and 1 other2023
30CHW70NYY

Keynan Middleton changed clubs, and none of them amounted to much for either side.

Caleb Frare and 1 other2018
42CHW58NYY

Caleb Frare changed clubs, and none of them amounted to much for either side.

David Robertson and 6 others2017
8CHW92NYY

New York Yankees came out ahead by 4.9 WAR, most of it from David Robertson.

Nick Swisher and 4 others2008
2CHW98NYY

New York Yankees came out ahead by 13.9 WAR, most of it from Nick Swisher.

José Contreras and 2 others2004
96CHW4NYY

Cash considerations is the whole of what changed hands besides José Contreras.

Orlando Hernández and 2 others2003
38CHW62NYY

Close to a wash — the margin never reached a full win.

Chris Singleton and 1 other1998
96CHW4NYY

Chicago White Sox came out ahead by 7.7 WAR, most of it from Chris Singleton.

Tim Raines and 1 other1995
44CHW56NYY

Close to a wash — the margin never reached a full win.

Jack McDowell and 2 others1994
23CHW77NYY

Close to a wash — the margin never reached a full win.

Paul Assenmacher and 1 other1994
42CHW58NYY

Close to a wash — the margin never reached a full win.

Melido Perez and 3 others1992
3CHW97NYY

New York Yankees came out ahead by 10.7 WAR, most of it from Melido Perez.

Dan Pasqua and 4 others1987
91CHW9NYY

Chicago White Sox came out ahead by 8.7 WAR, most of it from Dan Pasqua.

Ken Patterson and 3 others1987
49CHW51NYY

Ken Patterson and Jerry Royster changed clubs, and neither amounted to much for either side.

Randy Velarde and 3 others1987
15CHW85NYY

New York Yankees came out ahead by 5.1 WAR, most of it from Randy Velarde.

Wayne Tolleson and 5 others1986
39CHW61NYY

6 pieces changed hands and the ledger barely moved.

Neil Allen and 7 others1986
40CHW60NYY

4 pieces changed hands and the ledger barely moved.

Joe Cowley and 4 others1985
76CHW24NYY

Nobody in this deal stayed long. It was settled inside a season.

Doug Drabek and 2 others1984
21CHW79NYY

Close to a wash — the margin never reached a full win.

Jim Spencer and 5 others1977
31CHW69NYY

Stan Thomas, Jim Spencer and Tommy Cruz changed clubs, and none of them amounted to much for either side.

LaMarr Hoyt and 4 others1977
83CHW17NYY

Chicago White Sox came out ahead by 11.4 WAR, most of it from LaMarr Hoyt.

Ken Brett and 2 others1976
88CHW12NYY

Close to a wash — the margin never reached a full win.

Ed Herrmann and 5 others1975
31CHW69NYY

Cash considerations is the whole of what changed hands besides Ed Herrmann.

Cecil Upshaw and 1 other1974
64CHW36NYY

Cecil Upshaw and Eddie Leon changed clubs, and neither amounted to much for either side.

Stan Bahnsen and 1 other1971
96CHW4NYY

Chicago White Sox came out ahead by 8.3 WAR, most of it from Stan Bahnsen.

Trade · 2 players1971
36CHW64NYY

Rich Hinton and Jim Lyttle changed clubs, and neither amounted to much for either side.

Trade · 2 players1970
50CHW50NYY

Bill Robinson and Barry Moore changed clubs, and neither amounted to much for either side.

Pete Ward and 2 others1969
32CHW68NYY

Cash considerations is the whole of what changed hands besides Pete Ward.

Trade · 3 players1967
50CHW50NYY

Ramón Conde and Paul Toth changed clubs, and neither amounted to much for either side.

Bud Souchock and 1 other1948
58CHW42NYY

Jim Delsing and Bud Souchock changed clubs, and neither amounted to much for either side.

Eddie Lopat and 3 others1948
6CHW94NYY

New York Yankees got 19.9 WAR out of Eddie Lopat over 8 seasons. Chicago White Sox got 8.3 from the whole return.

Jake Wade and 1 other1944
33CHW67NYY

Close to a wash — the margin never reached a full win.

Bill Knickerbocker and 1 other1940
73CHW27NYY

Close to a wash — the margin never reached a full win.

Aaron Ward and 2 others1927
86CHW14NYY

Chicago White Sox came out ahead by 2.0 WAR, most of it from Aaron Ward.

Hal Chase and 2 others1913
92CHW8NYY

Chicago White Sox came out ahead by 3.7 WAR, most of it from Hal Chase.

Freddy Parent and 2 others1907
Boston Red Sox · Chicago White Sox · New York Yankees