The 2008 Pilot Pen Tennis was a combined men's and women's tennis tournament played on outdoor hard courts. It was the 40th edition of the Pilot Pen Tennis, and was part of the International Series of the 2008 ATP Tour, and of the Tier II Series of the 2008 WTA Tour. It took place at the Cullman-Heyman Tennis Center in New Haven, United States, from August 15 through August 23, 2008.
The men's field was headlined by ATP No. 13, Nottingham runner-up and Umag champion Fernando Verdasco, Cincinnati Masters semifinalist and Nottingham titlist Ivo Karlović, and winner of back-to-back titles in Stuttgart, Kitzbühel, Los Angeles and Washington Juan Martín del Potro. Other top seeds are Gstaad and Umag finalist Igor Andreev, Viña del Mar and Pörtschach runner-up Juan Mónaco, Marin Čilić, Andreas Seppi and Mardy Fish.
The women's draw was led by WTA No. 10, Rome Tier I semifinalist and Paris champion Anna Chakvetadze, Australian Open semifinalist and Indian Wells Tier I quarterfinalist Daniela Hantuchová, and Paris, Eastbourne and Montreal semifinalist, Stanford finalist Marion Bartoli. Also competing are Paris finalist Ágnes Szávay, Bangalore runner-up Patty Schnyder, Flavia Pennetta, Alizé Cornet and Dominika Cibulková.
See main article: 2008 Pilot Pen Tennis – Men's singles. Marin Čilić defeated 
Mardy Fish, 6–4, 4–6, 6–2
See main article: 2008 Pilot Pen Tennis – Women's singles. Caroline Wozniacki defeated 
Anna Chakvetadze, 3–6, 6–4, 6–1
See main article: 2008 Pilot Pen Tennis – Men's doubles. 
Marcelo Melo / André Sá defeated 
Mahesh Bhupathi / Mark Knowles, 7–5, 6–2
See main article: 2008 Pilot Pen Tennis – Women's doubles. 
Květa Peschke / Lisa Raymond defeated 
Sorana Cîrstea / Monica Niculescu, 4–6, 7–5, [10–7]