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| Boca Raton $25,000 Clay | Jan 18 2009 |
| Qual 1 | Elena Kuznetsova - Capannolo | 3-6 6-3 6-2 |
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| Lutz $25,000 Clay | Jan 25 2009 |
| Qual 1 | Danielle Harmsen - Capannolo | 6-2 6-0 |
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| Laguna Nigel $25,000 Hard | Feb 1 2009 |
| Qual 1 | Katie Ruckert(15) - Capannolo | 6-4 6-1 |
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| Rancho Mirage $25,000 Hard | Feb 8 2009 |
| Qual 1 | Maria Mokh(9) - Capannolo | 6-2 6-1 |
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| Surprise $25,000 Hard | Feb 22 2009 |
| Qual 1 | Capannolo - Violetta Tosmuk | 6-2 6-0 |
| Qual 2 | Karolina Pliskova(12) - Capannolo | 6-1 6-4 |
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| North Shore City $10,000 Hard | Mar 15 2009 |
| Qual 1 | Capannolo(12) - Heidi Stewart | 6-3 6-0 |
| Qual 2 | Zi-Jun Yang(3) - Capannolo(12) | 6-1 6-4 |
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| Hamilton $10,000 Hard | Mar 22 2009 |
| Qual 1 | Capannolo(10) - Dana Gray | 6-2 6-0 |
| Qual 2 | Jessy Rompies(4) - Capannolo(10) | 7-62 6-4 |
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| Wellington $10,000 Hard | Mar 29 2009 |
| Qual 1 | Capannolo(5) - Soon Mi Seo | 6-3 6-3 |
| Qual 2 | Capannolo(5) - Yoshimi Kawasaki | 6-4 6-0 |
| 1 | Capannolo - Leela Beattie | 5-7 7-63 6-1 |
| 2 | I-Hsuan Hwang(1) - Capannolo | 7-5 6-1 |
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| Landisville $10,000 Hard | May 24 2009 |
| 1 | Capannolo - Hilary Toole | 6-0 6-1 |
| 2 | Laura Granville(4) - Capannolo | 6-0 6-1 |
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| Carson $50,000 Hard | May 31 2009 |
| Qual 1 | Capannolo(7) - Franziska Gotz | 6-3 7-65 |
| Qual 2 | Krista Hardebeck - Capannolo(7) | 6-3 6-4 |
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| Managua $10,000 Hard | Jun 7 2009 |
| 1 | Capannolo - Lucia Kovarcikova | 7-5 7-5 |
| 2 | Capannolo - Natalia Guitler(2) | 7-67 4-6 6-4 |
| QF | Francesca Segarelli(7) - Capannolo | 6-4 6-3 |
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| Brownsville $10,000 Hard | Jun 21 2009 |
| 1 | Capannolo - Tristen Z. Dewar | 6-3 6-1 |
| 2 | Maureen Diaz(7) - Capannolo | 6-3 6-1 |
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| Wichita $10,000 Hard | Jun 28 2009 |
| 1 | Capannolo(4) - Lutfiana Aris-Budiharto | 5-7 6-1 6-1 |
| 2 | Capannolo(4) - Rachel Kahan | 6-2 6-3 |
| QF | Courtney Dolehide - Capannolo(4) | 6-1 6-3 |
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| Evansville $10,000 Hard | Jul 26 2009 |
| 1 | Capannolo(4) - Samantha Powers | 6-1 3-6 7-5 |
| 2 | Capannolo(4) - Lauren Herring | 6-1 3-6 6-3 |
| QF | Elizabeth Lumpkin - Capannolo(4) | 2-6 6-4 6-4 |
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| St.Joseph $10,000 Hard | Aug 2 2009 |
| 1 | Sabrina Santamaria - Capannolo(6) | 6-1 6-1 |
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| Vancouver $75,000 Hard | Aug 9 2009 |
| Qual 1 | Story Tweedie-Yates(8) - Capannolo | 4-6 6-2 6-3 |
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| Celeya $10,000 Clay | Sep 6 2009 |
| 1 | Capannolo - Ingrid Vargas Calvo(8) | 6-4 6-4 |
| 2 | Alejandra Granillo - Capannolo | 6-1 6-0 |
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| Mazatlan $10,000 Hard | Sep 13 2009 |
| 1 | Dominika Dieskova - Capannolo | 6-3 6-4 |
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| Los Mochis $10,000 Clay | Sep 20 2009 |
| 1 | Capannolo - Macall Harkins | 2-6 6-1 6-4 |
| 2 | Carla Beltrami(6) - Capannolo | 6-1 6-4 |
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| Albuquerque $75,000 Hard | Sep 27 2009 |
| Qual 1 | Capannolo - Maureen Diaz | 6-2 6-1 |
| Qual 2 | Courtney Dolehide(4) - Capannolo | 7-5 6-4 |
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| Las Vegas $50,000 Hard | Oct 4 2009 |
| Qual 1 | Kaitlyn Christian - Capannolo | 7-5 7-5 |
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| Mexico City $25,000 Hard | Oct 11 2009 |
| Qual 1 | Capannolo(5) - Marina Moreno | 6-1 6-0 |
| Qual 2 | Capannolo(5) - Alexandra Moreno-Kaste(10) | 6-2 6-3 |
| 1 | Fernanda Hermenegildo - Capannolo | 6-2 7-64 |
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| Mexico City $10,000 Hard | Oct 18 2009 |
| 1 | Capannolo(8) - Elizabeth Ferris | 7-5 6-1 |
| 2 | Alejandra Granillo - Capannolo(8) | 6-4 4-6 6-3 |
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| Phoenix $50,000 Hard | Nov 15 2009 |
| Qual 1 | Claire De Gubernatis - Capannolo | 6-4 6-1 |