In the 1973 National Invitation Tournament, the Stags advanced to the second round where the team lost by one point to eventual champion Virginia Tech.

And in the 1997 NCAA tournament, the Stags nearly achieved a historical upset of top-seeded North Carolina after leading the Tar Heels by seven points at halftime.

The Stags received three straight postseason berths to the NCAA Men's Division II Basketball Championship Tournament between 1960 and 1962 and advanced to the second round in 1960 and 1961.

[3] The most successful stretch of Fairfield basketball occurred under Head Coach Fred Barakat when the Stags received three berths in the post-season NIT in six years which was chronicled in the book, 25 Years Plus One: Recounting the Meteoric Rise of Fairfield Basketball, by Connecticut sportswriter, Don Harrison.

In the 1st round, Captain George Groom led the Stags to an 80–76 victory over Marshall University playing before 13,904 fans at Madison Square Garden.

In the 1st round, Captain Richie O'Connor led the Stags to a 37–32 halftime lead before falling 65–66 to the University of Hawaii before 17,739 fans.

In the 1st round of the tournament, Junior Mark Young led the Stags with a 32 performance in a 93–108 losing effort to the Dayton Flyers.

During the 1995–96 season Head Coach Paul Cormier led the Stags to a 20–10 overall record, an appearance in the MAAC championship game and the program's fourth berth in the NIT.

Picked to win the Metro Atlantic Athletic Conference in 1996–97, Fairfield suffered through an injury-plagued regular season and finished in last place.

The Stags opened a 37–28 lead early in the second half before their bid to become the first 16 seed to win an NCAA tournament game fell 82–74.

Stag legend Greg Francis '97 almost single-handedly upset the Tar Heels scoring 26 points including eight three-pointers.

"[4] In 2002, Stags basketball moved from the on-campus Alumni Hall to the new 9,500 seat Webster Bank Arena in Bridgeport, Connecticut.

During that same season, Head Coach Tim O'Toole '87 led the Stags to a 19–12 overall record, an appearance to the MAAC tournament championship game, and the program's fifth berth in the NIT.

In the opening round of the NIT, Nick Delfico led the Stags with 14 points in a 90–78 losing effort to the Boston College Eagles before 6,500 fans at the arena.

During the first round of the 2010 CollegeInsider.com Postseason Tournament (CIT) the Stags overcame a 27-point deficit with 16:08 left to play to defeat George Mason in overtime, 101–96.

[5] The Stags were led by senior Mike Evanovich who finished with a career-high 32 points and a school record nine three-pointers including one with 0.9 seconds in regulation to send the game into overtime.

[8][9] He coached the 2011–12 Stags to the semifinals of the 2012 CollegeInsider.com Postseason Tournament where they lost to Mercer, after defeating Yale, Manhattan and Robert Morris to finish with a 22–15 record.