The 1999 James Madison Dukes football team represented James Madison University (JMU) during the 1999 NCAA Division I-AA football season. It was the program's 28th season and they finished as Atlantic 10 Conference (A-10) co-champions with UMass after posting a 7–1 record in conference play.^[1][2] The Dukes earned a berth as the #12 seed into the 16-team Division I-AA playoffs, but lost in the first round to #5 seed Troy State, 7–27.^[1] JMU was led by first-year head coach Mickey Matthews.^[1]

Date	Time	Opponent	Rank	Site	TV	Result	Attendance	Source
September 4	1:00 p.m.	at No. 11 (I-A) Virginia Tech*		Lane Stadium Blacksburg, VA		L 0–47	51,907
September 11	6:00 p.m.	Northeastern		Bridgeforth Stadium Harrisonburg, VA		W 29–21	10,200
September 18	12:00 p.m.	at New Hampshire		Wildcat Stadium Durham, NH		W 35–28	4,594
September 25	6:00 p.m.	No. 7 Delaware		Bridgeforth Stadium Harrisonburg, VA (rivalry)		W 21–7	10,200
October 2	1:00 p.m.	at No. 11 Villanova	No. 22	Villanova Stadium Villanova, PA		W 23–20	12,546	[3]
October 16	1:00 p.m.	at William & Mary	No. 13	Zable Stadium Williamsburg, VA (rivalry)		W 30–20	9,225
October 23	3:00 p.m.	Connecticut	No. 11	Bridgeforth Stadium Harrisonburg, VA		W 48–14	12,500
October 30	1:30 p.m.	No. 16 South Florida*	No. 10	Bridgeforth Stadium Harrisonburg, VA	SCF	W 13–3	15,000
November 6	1:00 p.m.	at Maine	No. 8	Alfond Stadium Orono, ME		L 20–26	2,297
November 13	12:00 p.m.	at Richmond	No. 14	University of Richmond Stadium Richmond, VA (rivalry)		W 31–13	11,500
November 20	12:00 p.m.	at No. 4 Hofstra		James M. Shuart Stadium Hempstead, NY		L 16–34	6,842
November 27	1:20 p.m.	at No. 6 Troy State*	No. 13	Veterans Memorial Stadium Troy, AL (NCAA Division I-AA First Round)		L 7–27	17,102
*Non-conference game Homecoming Rankings from The Sports Network Poll released prior to the game All times are in Eastern time

• First Team All-America – Curtis Keaton (AFCA)
• Second Team All-America – Curtis Keaton (Associated Press, The Sports Network); Chris Morant (The Sports Network); Derick Pack (Associated Press)
• Third Team All-America – Derick Pack (The Sports Network)
• First Team All-Atlantic 10 – Ron Atkins, Delvin Joyce, Curtis Keaton, Mike Luckie, Chris Morant, Derick Pack, Dee Shropshire
• Second Team All-Atlantic 10 – Jason Inskee, Jason Parme
• Third Team All-Atlantic 10 – Ulrick Edmond, Mike Glover
• Atlantic 10 Defensive Player of the Year – Chris Morant
• Atlantic 10 Offensive Player of the Year – Curtis Keaton
• Eddie Robinson Award – Mickey Matthews