The film was dedicated in loving memory of John Belushi, Cab Calloway, and John Candy, all three of whom acted in The Blues Brothers (1980), and all of whom died before Blues Brothers 2000 (1998) went into production. Ironically, Calloway, the oldest of the three actors, died last at the age of 86, which is older than Belushi's and Candy's combined ages at the times of their respective deaths (33 and 43 respectively).
John Landis and Dan Aykroyd were reportedly very unhappy with the changes the studio forced onto the film, even coming close to quitting the project. Afterwards Landis made the independent movie, Susan's Plan (1998), as a way to cleanse his palate.
104 cars were wrecked during filming. This beat the previous world record of 103 cars wrecked during the making of The Blues Brothers (1980). This record was not broken until 112 cars were wrecked during the filming of G.I. Joe: The Rise of Cobra (2009).
The "new" Bluesmobile is a 1991 Ford LTD Crown Victoria K9 (canine) unit. Bluesmobile tribute cars based on the 'new' film are easier to obtain than the Dodge Monaco since the former has became a collector's item; the 1979-91 Ford Panther platform cars (LTD Crown Victoria, Grand Marquis) have been in production even after the square-bodied generation ended in 1991 (the Panther platform is the final body-on-frame rear wheel drive passenger car which was phased out of production on September 15, 2011 - a brief run of Crown Victorias were manufactured as final editions for the Middle East market). A Houston, TX music duo known for performing Blues Brothers tribute music used an actual 1991 Crown Victoria former squad painted in the Bluesmobile livery - this particular Bluesmobile has been sighted in the Houston Art Car Parade until 2011 (including the previous year where Dan Aykroyd was the Grand Marshal alongside Houston Mayor Annise Parker (footage of this is seen in the documentary film Art Car: The Movie) when the music duo sold the car.
When the Russians roll their car, they get out and one of them says "They broke my watch!" in Russian. This is in reference to a running gag in the first Blues Brothers movie, where a cop is heard complaining that "They broke my watch!" after every major pile-up, beginning with the cop roll and slide in the mall chase.
(Joe Morton) was offered as another lead singer in the Blues Brothers after the film was released and the band got back together (in real life) by Dan Akroyd, but Joe declined the offer, because he'd rather stick to being just an acting career and not focus on a singing career as well as an acting career.
Blues singer and harmonica player Junior Wells made both his film debut and his final screen appearance as a member of the blues band in the strip club. He died just over three weeks before "Blues Brothers 2000" debuted in theaters.
When the Blues Brothers are playing "Ghost Riders In the Sky" at the bluegrass festival, we can hear Elwood say "Duck, give me a mountain tempo in A minor." In the first Blues Brothers film, when they need to play country music, and decide on "Theme from Rawhide", someone in the band asks "What key?", and Duck Dunn answers: "A. Good country key, A."
Cab Chamberlain, played by Joe Morton, has the same first name as the musician Cab Calloway, who played Curtis in the The Blues Brothers (1980). Cab Chamberlain is the biological son of Curtis. It would seem that Joe Morton's character is named after Calloway in his honor.
Paul Shaffer was the keyboard player and inspirational early member of the original Blues Brothers band but was prevented from appearing in the first movie for contractual reasons. He wrote the original music in this movie and gets a guest appearance as Marco the MC at Queen Moussette's.
The prison warden is played by Frank Oz, who also played the corrections officer who returned Jake's personal effects when he was released from prison in the original Blues Brothers film. It isn't clear that both characters are the same person, but it would signify the career progression for the officer as well as denote the passage of a significant period of time.
In the graveyard after insulting the Russians funeral in an attempt to gain "Mr. Fabulous", the Russian gunman is quoted saying in his native tongue "You will be able to drink vodka from their skull." This was said 8 years before Dan Aykroyd ever created his famous Crystal Skull Vodka.