The cup competition was established in 2004 by the Charleston Battery, who invited teams from Major League Soccer to participate. It was the first competition hosted by a lower-league team to feature MLS teams during their preseason.
The cup was not held in 2016, instead opting to hold individual friendly matches with Saint Louis FC, Wilmington Hammerheads and the New York Cosmos.[3] The Carolina Challenge Cup was played again from 2017 to 2019, and resumed again in 2022 following a two-year hiatus. Breeze Airways was announced as the cup's title sponsor on January 13, 2022, in an official club statement.
Coffee Pot Cup
A highlight of the competitions that have been held so far is the Coffee Pot Cup, a game between D.C. United and the host Charleston Battery, making it a rare example of an MLS-USL team rivalry. The history behind this comes from a postgame incident after the Third Round of the 1999 U.S. Open Cup, where Charleston pulled a shocking 4-3 extra time upset at home over D.C. A news report from then:
"D.C. United apparently used the visitors' locker room to vent its frustration over losing to the Charleston Battery in last Wednesday's US Open Cup match at Blackbaud Stadium here. Members of the Major League Soccer team smashed two coffee pots and pulled off some showerheads, according to Battery officials. 'I think a bill will be sent to them,' Battery general manager Buckley Andrews said earlier this week. The US Soccer Federation website's match report on Charleston's 4-3 overtime win over the two-time MLS champion called it 'one of the biggest upsets ever seen in American soccer history ... It will surely go down as an Open Cup classic.'"[citation needed]
After a few years, supporters of both sides in the name of spirited competition decided to have an actual Coffee Pot played for between the sides as a friendly wager. The winner has the other team's supporters fill the Cup with beer for the winning team's supporters to enjoy. Supporters of both sides say that whenever the two sides play, they are playing for the Coffee Pot Cup (the two sides could meet in the U.S. Open Cup if drawn together, or in an arranged friendly). The inaugural winners of the Cup in 2004 were D.C. United after winning 2–1. In 2005 and 2006, the two teams played to a tie (2-2, 1-1), meaning no one had to pay for the beer to fill the Cup, but D.C. maintained possession.
Mainly due to their commitment to play in the CONCACAF Champions League, D.C. United were unable to play in the 2007 and 2008 versions of the tournament.
Most recently the teams competed in the final of the 2008 Lamar Hunt U.S. Open Cup, as D.C. United defeated Charleston 2–1 on September 3, 2008, at RFK Stadium.
- 2004, Carolina Challenge Cup: D.C. United 2, Charleston Battery 1
- 2005, Carolina Challenge Cup: D.C. United 2, Charleston Battery 2
- 2006, Carolina Challenge Cup: D.C. United 1, Charleston Battery 1
- 2006, Cary, NC Friendly: D.C. United 2, Charleston Battery 0
- 2008, US Open Cup: D.C. United 2, Charleston Battery 1
- 2009, Carolina Challenge Cup: D.C. United 2, Charleston Battery 0
- 2010, Carolina Challenge Cup: D.C. United 2, Charleston Battery 0
- 2011. Carolina Challenge Cup: D.C. United 2, Charleston Battery 1
- 2012. Carolina Challenge Cup: D.C. United 3, Charleston Battery 1
- 2014. Carolina Challenge Cup: D.C. United 1, Charleston Battery 1