The BEST episodes of WCW Monday Nitro season 5

Every episode of WCW Monday Nitro season 5, ranked from best to worst by thousands of votes from fans of the show. The best episodes of WCW Monday Nitro season 5!

WCW's flagship show led to the famous Monday Night War. Featuring the nWo, Lex Luger, Ric Flair, Sting, and the Cruiserweights.

Last Updated: 10/2/2025Network: TNT (US)Status: Ended
Nitro 211
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#1 - Nitro 211

Season 5 - Episode 39 - Aired 10/4/1999

Hulk Hogan & Ric Flair team up to face Lex Luger and WCW Champion Sting. As the mind games between Sid Vicious and Goldberg continue, a pair of familiar faces play some games of their own. Bret Hart competes in an epic special tribute match that ultimately steals the show. All this and plenty more action.

Nitro 199
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#2 - Nitro 199

Season 5 - Episode 27 - Aired 7/12/1999

WCW Champion "Macho Man" Randy Savage is challenged by an old nemesis. Ric Flair must face one of his former Horsemen, Dean Malenko. Also, Sting sets his sights on gold. Fit Finlay is crowned the new Hardcore Champion, but his mouth earns him some new enemies. Also in action, Konnan, Diamond Dallas Page, Booker T, and many more.

Nitro 200
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#3 - Nitro 200

Season 5 - Episode 28 - Aired 7/19/1999

The fate of WCW is up for grabs as Sting and Ric Flair face off for control over the company. WCW Champion Hollywood Hogan takes on Sid Vicious. "Macho Man" Randy Savage has a new enemy on his hands with a reputation for controversy. Plus, things get wicked with the WCW debut of the Insane Clown Posse. All this and much more.

Nitro 201
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#4 - Nitro 201

Season 5 - Episode 29 - Aired 7/26/1999

Hollywood Hogan & Sting battle Kevin Nash & Sid Vicious. Goldberg makes his in-ring return to face Curt Hennig. Plus, "Macho Man" Randy Savage looks for payback on Dennis Rodman, the Insane Clown Posse and Vampiro target Rey Mysterio Jr., and Shane Douglas explains why he returned to WCW. Steven Regal, Juventud Guerrera, and more in action.

Nitro 202
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#5 - Nitro 202

Season 5 - Episode 30 - Aired 8/2/1999

Sting looks for revenge against Sid Vicious and Rick Steiner, and asks for help from Goldberg. The rivalries between Hollywood Hogan and Kevin Nash, as well as between "Macho Man" Randy Savage and Dennis Rodman escalate. Plus, Harlem Heat reunite against The Triad. All this and more.

Nitro 203
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#6 - Nitro 203

Season 5 - Episode 31 - Aired 8/9/1999

WCW Champion Hollywood Hogan offers a unique stipulation to his match with Kevin Nash at Road Wild. Hogan teams with Sting & Goldberg to take on Nash, Sid Vicious & Rick Steiner. A musical performance by Chad Brock sends the West Texas Rednecks in an uproar. Plus, Dead Pool, Eddie Guerrero, Buff Bagwell, and many more in action.

Nitro 204
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#7 - Nitro 204

Season 5 - Episode 32 - Aired 8/16/1999

Hollywood Hogan faces a giant in Sid Vicious. As the last remnants of the NWO move on following the loss of Stevie Ray, their ranks get even thinner. The Insane Clown Posse take on Public Enemy, Diamond Dallas Page squares off against Kidman, and many more in action.

Nitro 205
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#8 - Nitro 205

Season 5 - Episode 33 - Aired 8/23/1999

As Sting prepares to challenge Hollywood Hogan for the WCW World Heavyweight Championship in the main event, an old friend arouses The Icon's suspicions by expressing distrust for The Hulkster. Plus, Goldberg goes one-on-one with Diamond Dallas Page, Harlem Heat defend the Tag Team Championship, and much more.

Nitro 206
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#9 - Nitro 206

Season 5 - Episode 34 - Aired 8/30/1999

While Hulk Hogan once again wears the red and yellow, Lex Luger looks to prove that the Hulkster's heart is still black. With Hogan's true motives called into question, Sting is faced with a difficult choice heading into Fall Brawl. The Demon has cryptic message for Vampiro. Plus, Goldberg, Diamond Dallas Page, Eddie Guerrero, and more in action.

Nitro 207
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#10 - Nitro 207

Season 5 - Episode 35 - Aired 9/6/1999

Loyalties, motives, secrets, and lies are running rampant in the triangle between Sting, Hulk Hogan, and Lex Luger. And with the returning Bret Hart being added to the mix, there are plenty of questions that need answers. Plus, a Steel Cage Match main event will pit some of WCW's top Superstars in an epic confrontation.

Nitro 208
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#11 - Nitro 208

Season 5 - Episode 36 - Aired 9/13/1999

Ric Flair returns to WCW and has a confrontation with new World Champion Sting and Lex Luger. However, they may have their hands full with Bret Hart and the former champion Hulk Hogan. Sid Vicious goes on a rampage that leads to Goldberg taking notice. Also in action, the Insane Clown Posse, Dean Malenko, Harlem Heat and more.

Nitro 209
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#12 - Nitro 209

Season 5 - Episode 37 - Aired 9/20/1999

As Ric Flair looks for revenge against Sting, he must first go through Diamond Dallas Page. The rivalry between Goldberg and Sid Vicious grows as both men continue to plow through their opponents. Rick Steiner introduces a special guest that leaves the fans hollering. Plus, Shaggy 2 Dope goes after the Cruiserweight Championship and much more.

Nitro 210
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#13 - Nitro 210

Season 5 - Episode 38 - Aired 9/27/1999

WCW Champion Sting tries to ensure Hulk Hogan won't make it to Halloween Havoc. Ric Flair & Bret Hart team up in a handicap match against three formidable opponents. The rivalry between Goldberg and Sid Vicious rages on as Goldberg looks to hit Sid where it hurts. Plus, Rey Mysterio Jr., Dean Malenko, Kidman, and many more in action.

Nitro 198
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#14 - Nitro 198

Season 5 - Episode 26 - Aired 7/5/1999

Sting's loyalties are called into question as things heat up between Team Madness and WCW Champion Kevin Nash. WCW President Ric Flair continues to abuse his power. Bret Hart returns to WCW and gives a heartfelt speech. Plus a performance by Megadeth that brings about the return of a former champion. All this and much more.

Nitro 212
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#15 - Nitro 212

Season 5 - Episode 40 - Aired 10/11/1999

There may be a no contact clause in the match contract between Goldberg and Sid Vicious leading into Halloween Havoc, but one of them will have the last laugh. The Outsiders continue to show up in attendance to tease a reunion. Ric Flair takes on Curt Hennig, the in-ring return of Meng, and a tag team main event with unexpected consequences.

Nitro 213
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#16 - Nitro 213

Season 5 - Episode 41 - Aired 10/18/1999

On this edition of Nitro, no one is safe as Goldberg goes on a rampage throughout the WCW Locker room. Bret Hart is finally given the opportunity that he has been waiting for. A guitar swinging, old boy makes his shocking return to WCW. Two finalists for Miss Nitro are announced. Plus, Lex Luger, Sting, and many more in action.

Nitro 214
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#17 - Nitro 214

Season 5 - Episode 42 - Aired 10/25/1999

The WCW Heavyweight Championship is vacant and up for grabs in a tournament involving WCW's top Superstars. The returning Jeff Jarrett may have to face the music when Lex Luger demands answers for the attack on Miss Elizabeth. The Outsiders return to action against a stunning tag team. Plus, David Flair, Diamond Dallas Page, and more.

Nitro 215
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#18 - Nitro 215

Season 5 - Episode 43 - Aired 11/1/1999

As the WCW World Heavyweight Championship Tournament continues, Scott Hall finds a new promoter to back him in his hunt for the title. United States Champion Bret Hart's honor buys him some new enemies. The Revolution continue to make things personal with the Filthy Animals. Plus, Sting & Lex Luger, Meng, Jeff Jarrett and much more.

Nitro 216
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#19 - Nitro 216

Season 5 - Episode 44 - Aired 11/8/1999

When Sting and Lex Luger find themselves at odds, the Icon proves that friends aren't forever. It becomes clear that the rivalry between Sid Vicious and Goldberg won't end until somebody quits. The Outsiders continue to show their talent for disruption. Plus, the WCW World Heavyweight Championship Tournament continues and more.

Nitro 217
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#20 - Nitro 217

Season 5 - Episode 45 - Aired 11/15/1999

While The Powers That Be establish their dominance over WCW's locker room, Kevin Nash has to answer to Sid Vicious. The Revolution and the Filthy Animals square off in a steel cage and the WCW Heavyweight Title Tournament gets closer to crowning a new champion. Plus, Sting, Lex Luger, Jeff Jarrett and many more in action.

Nitro 218
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#21 - Nitro 218

Season 5 - Episode 46 - Aired 11/22/1999

The new WCW Champion Bret Hart has his hands full as Jeff Jarrett challenges him for his title. The Powers That Be continue their reign of terror but some in the locker room choose to resist. A familiar face returns to WCW to give the established order a reality check. Goldberg sets his sights on The Outsiders. Plus, Booker T, Sting, and more

Nitro 219
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#22 - Nitro 219

Season 5 - Episode 47 - Aired 11/29/1999

The Powers That Be continue to shake things up. Goldberg continues to set his sights on taking out The Outsiders. Bret Hart puts the WCW World Heavyweight Championship on the line in the main event when he defends the gold against Meng. Plus, Sting, Jeff Jarrett, Booker T, and many more in action.

Nitro 220
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#23 - Nitro 220

Season 5 - Episode 48 - Aired 12/6/1999

Jeff Jarrett looks to prove that he is 'The Chosen One' against Goldberg but Dustin Rhodes may have something to say about it. Bret Hart defends his WCW Title against Lex Luger. The Powers That Be give "Rowdy" Roddy Piper a reality check. Plus, The Outsiders, Sting, and the return of Diamond Dallas Page. All this and much more.

Nitro 221
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#24 - Nitro 221

Season 5 - Episode 49 - Aired 12/13/1999

With Starrcade rapidly approaching, The Outsiders look to regain championship gold when they challenge Goldberg and WCW Champion Bret Hart for the WCW Tag Team Championship. Dustin Rhodes continues to be a thorn in the side of Jeff Jarrett. Meng and Tank Abbott face off in a Hardcore Match. Plus, Sting, Curt Hennig, Lex Luger, and many more.

Nitro 222
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#25 - Nitro 222

Season 5 - Episode 50 - Aired 12/20/1999

Lies and betrayal follow a controversial Starrcade as it becomes apparent that The Powers That Be screwed Goldberg out of the WCW Championship. Out of this chaos comes the retirement of a legend, the revealing of a hero's true colors, and the rebirth of an infamous faction. Plus, Diamond Dallas Page, Bam Bam Bigelow, Harlem Heat, and more.