Jim Courier defeated Cedric Pioline 6-3 6-4 in the Indianapolis quarter-final on hard. The upset overturned the form book — Cedric Pioline came in leading the head-to-head 4–3, defending last year's round of 32. Jim Courier narrowed the head-to-head to 4–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-09 | Cincinnati Masters | R32 | hard | Cedric Pioline | 6-7 7-6 2-0 |
| 1997-02-17 | Antwerp | R32 | hard | Cedric Pioline | 6-0 6-2 |
| 1995-10-02 | Toulouse | SF | hard | Jim Courier | 7-6(2) 6-4 |
| 1995-06-26 | Wimbledon | R64 | grass | Cedric Pioline | 6-4 6-4 6-4 |
| 1993-08-30 | US Open | R16 | hard | Cedric Pioline | 7-5 6-7(4) 6-4 6-4 |
| 1992-08-31 | US Open | R32 | hard | Jim Courier | 7-6(2) 6-4 3-6 6-3 |
| 1992-08-17 | Indianapolis | R32 | hard | Jim Courier | 6-4 6-2 |
Averages over each player's completed matches in the selected window (147 vs 200). ATP, WTA & Challenger.
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About