Five of the most shocking upsets in sports history, from Michigan-App State to Virginia-UMBC
Jannik Sinner's unexpected defeat at Roland Garros has sparked discussions about shocking upsets in sports history. The four-time Grand Slam champion lost after leading two sets to none and being ahead 5-1 in the third set. This event has prompted a look back at other significant sports upsets that have redefined expectations for underdogs.
- ▪Jannik Sinner was heavily favored to win the French Open before his shocking defeat.
- ▪He lost after leading two sets to none and having a 5-1 advantage in the third set.
- ▪This loss ended Sinner's impressive 30-match win streak.
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| Original publisher | Fox News — Latest |
| Canonical URL | https://www.foxnews.com/outkick-sports/five-shocking-upsets-sports-history |
| Publication time | Fri, 29 May 2026 09:05:22 -0400 |
| Retrieval time | 2026-05-29T13:15:00.373Z |
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OutKick-Sports Five of the most shocking upsets in sports history, from Michigan-App State to Virginia-UMBC Sinner blew a two-sets-to-none lead and was up 5-1 in the third before losing in five sets at Roland Garros By Austin Perry OutKick Published May 29, 2026 9:05am EDT Facebook Twitter Threads Flipboard Comments Print Email Add Fox News on Google close Video Top 10 Draft Winners Unveiled — One NFC Team SHOCKS at No. 1 🤯🏈 | First Things First Nick Wright, Kevin Wildes, Danny Parkins and Chris Broussard react as the Detroit Pistons face elimination, breaking down what’s gone wrong and whether there’s any path to extend the series. Then, Danny Parkins drops his Top 10 draft winners, ranking the teams that made the biggest impact — with one surprising NFC squad landing at No.
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