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March Madness Upset Predictions: Best First-Round Picks for 2026

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Looking for March Madness upset predictions? See our best 2026 first-round upset picks, including Cinderella teams, matchup edges, and value betting angles.

Want to get more Covers content? Add us as a preferred source on your Google account here . The early-round upsets are what make March Madness one of the greatest spectacles in the sporting world.

This year’s opening round has several interesting matchups that present possible stumbling blocks for higher-seeded teams, and we’ve found two games on both Thursday and Friday that offer opportunities for Cinderella to find her glass slipper. Here are my favorite upset predictions and March Madness picks for the first round. Our favorite March Madness upset picks for Round 1 Team Odds VCU moneyline +120 South Florida moneyline +155 Northern Iowa moneyline +350 Akron moneyline +250 No.

11 VCU vs No. 6 North Carolina South Region, Thursday @ 6:50 p. m.

ET, TNT The North Carolina Tar Heels aren’t the same without Caleb Wilson. Finding alternatives to his 19. 8 points per game is difficult enough, but replacing his defense and playmaking has proven even tougher.

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