8‑Nov‑1988 | Wembley | Carpet | R32 | 54 | 86 | Patrik Kuhnen [GER] d. Pugh | 6-7 6-3 6-4 | | | | | | | | | |
31‑Oct‑1988 | Stockholm | Hard | R32 | 57 | 44 | Johan Kriek [USA] d. Pugh | 7-5 6-2 | | | | | | | | | |
31‑Oct‑1988 | Stockholm | Hard | R64 | 57 | 31 | Pugh d. (13)Slobodan Zivojinovic [YUG] | 6-3 6-4 | | | | | | | | | |
24‑Oct‑1988 | Paris Indoor | Carpet | R32 | 53 | 38 | Derrick Rostagno [USA] d. Pugh | 6-1 6-2 | | | | | | | | | |
17‑Oct‑1988 | Frankfurt | Carpet | SF | 56 | 8 | (1)Tim Mayotte [USA] d. (6)Pugh | 7-5 6-4 | | | | | | | | | |
17‑Oct‑1988 | Frankfurt | Carpet | QF | 56 | 21 | (6)Pugh d. (4)Brad Gilbert [USA] | 4-6 6-2 7-6 | | | | | | | | | |
17‑Oct‑1988 | Frankfurt | Carpet | R16 | 56 | 162 | (6)Pugh d. Olivier Delaitre [FRA] | 6-2 7-5 | | | | | | | | | |
17‑Oct‑1988 | Frankfurt | Carpet | R32 | 56 | 104 | (6)Pugh d. Eduardo Masso [BEL] | 6-2 5-7 6-1 | | | | | | | | | |
3‑Oct‑1988 | Scottsdale | Hard | SF | 71 | 206 | (Q)Glenn Layendecker [USA] d. Pugh | 3-6 6-4 6-1 | | | | | | | | | |
3‑Oct‑1988 | Scottsdale | Hard | QF | 71 | 43 | Pugh d. David Pate [USA] | 6-7 7-5 7-6 | | | | | | | | | |
3‑Oct‑1988 | Scottsdale | Hard | R16 | 71 | 28 | Pugh d. (6)Michael Chang [USA] | 6-4 5-7 6-4 | | | | | | | | | |
3‑Oct‑1988 | Scottsdale | Hard | R32 | 71 | 135 | Pugh d. Michael Robertson [USA] | 6-2 7-6 | | | | | | | | | |
26‑Sep‑1988 | San Francisco | Carpet | R16 | 58 | 22 | (3)John Mcenroe [USA] d. Pugh | 7-5 6-4 | | | | | | | | | |
26‑Sep‑1988 | San Francisco | Carpet | R32 | 58 | 536 | Pugh d. (WC)Patrick Mcenroe [USA] | 6-1 6-2 | | | | | | | | | |
19‑Sep‑1988 | Los Angeles | Hard | QF | 62 | 30 | (4)Mikael Pernfors [SWE] d. Pugh | 6-3 7-5 | | | | | | | | | |
19‑Sep‑1988 | Los Angeles | Hard | R16 | 62 | 33 | Pugh d. (6)Dan Goldie [USA] | 6-2 6-4 | | | | | | | | | |
19‑Sep‑1988 | Los Angeles | Hard | R32 | 62 | 271 | Pugh d. (Q)John Letts [USA] | 6-2 6-3 | | | | | | | | | |
29‑Aug‑1988 | US Open | Hard | R128 | 59 | 10 | (9)Tim Mayotte [USA] d. Pugh | 6-3 6-4 4-6 5-7 6-3 | | | | | | | | | |
15‑Aug‑1988 | Cincinnati | Hard | R64 | 58 | 110 | Nicklas Kroon [SWE] d. Pugh | 7-6 6-3 | | | | | | | | | |
8‑Aug‑1988 | Montreal / Toronto | Hard | R64 | 55 | 28 | (13)Jakob Hlasek [SUI] d. Pugh | 3-6 6-1 7-5 | | | | | | | | | |
1‑Aug‑1988 | Indianapolis | Hard | QF | 61 | 93 | Todd Witsken [USA] d. (13)Pugh | 6-3 4-6 6-3 | | | | | | | | | |
1‑Aug‑1988 | Indianapolis | Hard | R16 | 61 | 12 | (13)Pugh d. (3)Brad Gilbert [USA] | 6-0 6-4 | | | | | | | | | |
1‑Aug‑1988 | Indianapolis | Hard | R32 | 61 | 144 | (13)Pugh d. Glenn Michibata [CAN] | 6-2 6-1 | | | | | | | | | |
1‑Aug‑1988 | Indianapolis | Hard | R64 | 61 | 449 | (13)Pugh d. (Q)Grant Saacks [RSA] | 6-3 6-7 6-1 | | | | | | | | | |
25‑Jul‑1988 | Stratton Mountain | Hard | R16 | 62 | 5 | (2)Andre Agassi [USA] d. (16)Pugh | 3-6 6-3 6-4 | | | | | | | | | |
25‑Jul‑1988 | Stratton Mountain | Hard | R32 | 62 | 170 | (16)Pugh d. Scott Davis [USA] | 6-3 7-5 | | | | | | | | | |
25‑Jul‑1988 | Stratton Mountain | Hard | R64 | 62 | 142 | (16)Pugh d. John Ross [USA] | 7-5 6-2 | | | | | | | | | |
18‑Jul‑1988 | Washington | Hard | R32 | 57 | 84 | Michael Chang [USA] d. (12)Pugh | 6-7 6-2 6-3 | | | | | | | | | |
18‑Jul‑1988 | Washington | Hard | R64 | 57 | 127 | (12)Pugh d. Mark Dickson [USA] | 1-6 6-3 6-3 | | | | | | | | | |
4‑Jul‑1988 | Gstaad | Clay | R16 | 57 | 101 | Sergio Casal [ESP] d. Pugh | 6-4 6-2 | | | | | | | | | |
4‑Jul‑1988 | Gstaad | Clay | R32 | 57 | 207 | Pugh d. (WC)Mansour Bahrami [IRI] | 1-6 6-4 6-3 | | | | | | | | | |
20‑Jun‑1988 | Wimbledon | Grass | R128 | 53 | 24 | Joakim Nystrom [SWE] d. Pugh | 2-6 6-4 6-4 6-3 | | | | | | | | | |
23‑May‑1988 | Roland Garros | Clay | R64 | 49 | 15 | (12)Emilio Sanchez [ESP] d. Pugh | 6-1 6-4 6-2 | | | | | | | | | |
23‑May‑1988 | Roland Garros | Clay | R128 | 49 | 38 | Pugh d. Tomas Smid [CZE] | 6-3 6-1 6-3 | | | | | | | | | |
9‑May‑1988 | Rome | Clay | R16 | 51 | 19 | (6)Andres Gomez [ECU] d. Pugh | 4-6 6-3 7-5 | | | | | | | | | |
9‑May‑1988 | Rome | Clay | R32 | 51 | 57 | Pugh d. (LL)Jim Grabb [USA] | 6-1 4-6 6-4 | | | | | | | | | |
9‑May‑1988 | Rome | Clay | R64 | 51 | 64 | Pugh d. Alberto Mancini [ARG] | 7-5 6-3 | | | | | | | | | |
2‑May‑1988 | Munich | Clay | R32 | 53 | 103 | Karel Novacek [CZE] d. (12)Pugh | 6-3 7-6 | | | | | | | | | |
25‑Apr‑1988 | Hamburg | Clay | R32 | 54 | 180 | (WC)Hans Schwaier [GER] d. Pugh | 6-3 3-6 6-2 | | | | | | | | | |
25‑Apr‑1988 | Hamburg | Clay | R64 | 54 | 225 | Pugh d. (WC)Alexander Mronz [GER] | 6-1 6-4 | | | | | | | | | |
18‑Apr‑1988 | Monte Carlo | Clay | R64 | 55 | 89 | (WC)Thierry Tulasne [FRA] d. Pugh | 3-6 6-2 6-3 | | | | | | | | | |
11‑Apr‑1988 | Nice | Clay | R32 | 51 | 105 | Karel Novacek [CZE] d. (7)Pugh | 6-3 7-6 | | | | | | | | | |
14‑Mar‑1988 | Key Biscayne | Hard | R128 | 50 | 141 | Bruno Oresar [CRO] d. Pugh | 7-5 6-2 6-2 | | | | | | | | | |
29‑Feb‑1988 | Indian Wells | Hard | R64 | 46 | 99 | Horacio De La Pena [ARG] d. Pugh | 3-6 6-2 6-3 | | | | | | | | | |
22‑Feb‑1988 | Philadelphia | Carpet | R16 | 44 | 152 | Jorge Lozano [MEX] d. (12)Pugh | 6-3 6-7 6-4 | | | | | | | | | |
22‑Feb‑1988 | Philadelphia | Carpet | R32 | 44 | 102 | (12)Pugh d. Broderick Dyke [AUS] | 6-4 6-2 | | | | | | | | | |
15‑Feb‑1988 | Memphis | Hard | R16 | 47 | 20 | (3)David Pate [USA] d. (14)Pugh | 4-6 6-3 6-3 | | | | | | | | | |
15‑Feb‑1988 | Memphis | Hard | R32 | 47 | 84 | (14)Pugh d. Joey Rive [USA] | 7-6 6-7 6-3 | | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | R64 | 43 | 40 | Ramesh Krishnan [IND] d. Pugh | 4-6 6-4 6-2 6-4 | | | | | | | | | |
11‑Jan‑1988 | Australian Open | Hard | R128 | 43 | 148 | Pugh d. Brad Drewett [AUS] | 6-4 6-2 7-5 | | | | | | | | | |
4‑Jan‑1988 | Auckland | Hard | SF | 45 | 47 | Ramesh Krishnan [IND] d. (6)Pugh | 6-2 6-2 | | | | | | | | | |
4‑Jan‑1988 | Auckland | Hard | QF | 45 | 67 | (6)Pugh d. Jim Grabb [USA] | 6-3 2-6 8-6 | | | | | | | | | |
4‑Jan‑1988 | Auckland | Hard | R16 | 45 | 70 | (6)Pugh d. Christian Bergstrom [SWE] | 2-6 6-3 10-8 | | | | | | | | | |
4‑Jan‑1988 | Auckland | Hard | R32 | 45 | 58 | (6)Pugh d. Mark Woodforde [AUS] | 4-6 6-3 8-6 | | | | | | | | | |