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Sakkari is the first player from her group through to the last four.
The win continues a phenomenal season for Swiatek, who rose to world No. 1 in April and has won eight titles, including two Grand Slams at Roland Garros and Flushing Meadows this year.
Sakkari battled past world No. 3 Pegula 7-6(6) 7-6(4) to record her first win over a top-five opponent this year.
It was Pegula's 41st match victory in WTA main draws this year, with only world No. 1 Iga Swiatek (62) and the second-ranked Ons Jabeur (46) winning more.
She will join Iga Swiatek, Ons Jabeur, Jessica Pegula, Coco Gauff, Caroline Garcia, Aryna Sabalenka and Daria Kasatkina at the season finale.
Greek fourth seed Sakkari kept alive her hopes of making the Finals by surviving an early scare and fighting back from a set down to beat American Danielle Collins 5-7, 6-3, 6-3.
'I struggled to win my first WTA title. It took me time. So I believe this will take me time,' said the Tunisian.
The WTA Tour will not be the same without Serena. She was a symbol of fighting spirit, pride and strength on the court and her legacy will be tough to match.
Serena Williams bid an emotional goodbye to the US Open with a third-round loss to Ajla Tomljanovic, in what may have been the last singles match of her glittering career.
After battling through qualifying, Garcia beat three top-10 world-ranked opponents, Maria Sakkari, Aryna Sabalenka and Jessica Pegula, on the way to the final where she delivered a master class against Czech Kvitova.