Due to time, these are not organized in any fashion. However, as a starting point I would suggest the first 3 books, one a monograph and the other two anthologies:
Jan Boxill, ed. Sports Ethics (Malden, MA: Blackwell, 2003); Mike McNamee, ed. The Ethics of Sports: A Reader (New York: Routledge, 2010).
M. Andrew Holowchak, ed. Philosophy of Sport: Critical Readings, Crucial Issues (Upper Saddle River, NJ: Prentice Hall, 2002).
Robert L. Simon, Fair Play: Sports, Values, & Society (Boulder, CO: Westview, 1991- several revised editions of this also are available).
Johan Huizinga, Homo Ludens: A Study of the Play Element in Culture (Boston: Beacon Press, 1955 ).
Roger Caillois, Man, Play, and Games, trans. Meyer Berlash (Urbana and Chicago, IL: University of Illinois Press, 2001 ).
John W. Loy, Jr. “The Nature of Sport: A Definitional Effort,” Quest 10:1 (May, 1968), 1-15.
Bernard Suits, “What Is A Game?” Philosophy of Science 34:1 (June, 1967), 148-156.
Bernard Suits, The Grasshopper: Games, Life, and Utopia (Toronto: University of Toronto Press, 1978).
Allen V. Sapora and Elmer D. Mitchell, The Theory of Play & Recreation (New York: The Ronald Press Co., 1961).
Eleanor Metheny, “This ‘Thing’ Called Sport,” Journal of Health, Physical Education, and Recreation 40 (March 1969), 59-60.
James W. Keating, “Sportsmanship as a Moral Category,” Ethics 75 (October, 1964), 25-35.
Howard S. Slusher, Man, Sport, and Existence (Philadelphia: Lea & Febiger, 1967).
Earle F. Zeigler, Philosophical Foundations for Physical, Health, and Recreation Education (Englewood Cliffs, NJ: Prentice- Hall,1964).
Paul Weiss, Sport: A Philosophic Inquiry (Carbondale, IL: Southern Illinois University Press, 1969).
Warren P. Fraleigh, “The Philosophic Society for the Study of Sport, 1972-1983” Journal of the Philosophy of Sport 10 (1984), 3-7.
R. Scott Kretchmar, “From Test to Contest: An Analysis of Two Kinds of Counterpoint in Sport” Journal of the Philosophy of Sport 1 (1975), 23-30.
B.C. Postow, “Women and Masculine Sports” Journal of the Philosophy of Sport 7 (1980), 51-58.
Craig Lehman, “Can Cheaters Play the Game?” Journal of the Philosophy of Sport 8 (1981), 41-46.
Warren P. Fraleigh, Right Actions in Sport: Ethics for Contestants (Champaign, IL: Human Kinetics, 1984).
William J. Morgan, Leftist Theories of Sport: A Critique and Reconstruction (Chicago: U. of Illinois Press, 1994).
Drew A. Hyland, Philosophy of Sport (New York: Paragon House, 1990); Heather L. Reid, The Philosophical Athlete (Durham, NC: Carolina Academic Press, 2002).
R. Scott Kretchmar, Practical Philosophy of Sport (Champaign, IL: Human Kinetics, 1994).
Sheryle Bergman Drewe, Why Sport? (Toronto: Thompson, 2003).
William J. Morgan, Klaus V. Meier, and Angela, J. Schneider, editors. Ethics in Sport ( Champaign, IL: Human Kinetics, 2001) with a second edition in 2007;
Mike McNamee, “Sport, Ethics and Philosophy: Context, History and Prospects” Sport, Ethics and Philosophy 1:1 (2007): 5.
Heather L. Reid, “Athletic virtue: between East and West,” Sport Ethics and Philosophy 4:1 (2010): 16-26.
Mike McNamee, Sports, Virtues and Vices (Routledge, 2008)
William J;. Morgan, Why Sports Morally Matter (New York: Routledge, 2006).