Winnetka CH 2011
James Blake won the title, beating Bobby Reynolds 6–3 6–1 in the final.
Main draw 32 players
- 1🇺🇸Michael RussellQuarterfinals · Lost to Bobby Reynolds
- 2🇺🇸James BlakeFinal · Champion
- 3🇺🇸Donald YoungSemifinals · Lost to Bobby Reynolds
- 4🇯🇵Go SoedaRound of 32 · Lost to Michael Venus
- 5🇺🇸Bobby ReynoldsFinal · Lost to James Blake
- 6🇦🇷Brian DabulRound of 32 · Lost to Robby Ginepri
- 7🇨🇱Paul CapdevilleQuarterfinals · Lost to James Blake
- 8🇿🇦Rik De VoestSemifinals · Lost to James Blake
- 🇳🇿Michael VenusQuarterfinals · Lost to Rik De Voest
- WC🇺🇸Robby GinepriQuarterfinals · Lost to Donald Young
- 🇩🇪Andre BegemannRound of 16 · Lost to Rik De Voest
- Q🇺🇸Denis KudlaRound of 16 · Lost to Michael Russell
- 🇦🇺Greg JonesRound of 16 · Lost to Donald Young
- 🇸🇰Ivo KlecRound of 16 · Lost to James Blake
- WC🇺🇸Jack SockRound of 16 · Lost to Michael Venus
- 🇨🇦Philip BesterRound of 16 · Lost to Paul Capdeville
- 🇨🇦Pierre Ludovic DuclosRound of 16 · Lost to Robby Ginepri
- 🇨🇦Vasek PospisilRound of 16 · Lost to Bobby Reynolds
- 🇺🇸Alex KuznetsovRound of 32 · Lost to Andre Begemann
- 🇧🇦Amer DelicRound of 32 · Lost to Greg Jones
- 🇮🇱Amir WeintraubRound of 32 · Lost to Denis Kudla
- Q🇺🇸Bradley KlahnRound of 32 · Lost to Philip Bester
- 🇹🇭Danai UdomchokeRound of 32 · Lost to James Blake
- WC🇺🇸Evan KingRound of 32 · Lost to Vasek Pospisil
- 🇺🇸Greg OuelletteRound of 32 · Lost to Jack Sock
- 🇺🇸Jesse WittenRound of 32 · Lost to Paul Capdeville
- 🇺🇸Kevin KimRound of 32 · Lost to Ivo Klec
- Q🇸🇮Luka GregorcRound of 32 · Lost to Donald Young
- Q🇺🇸Michael ShabazRound of 32 · Lost to Bobby Reynolds
- 🇺🇸Nicholas MonroeRound of 32 · Lost to Michael Russell
- 🇿🇦Raven KlaasenRound of 32 · Lost to Pierre Ludovic Duclos
- 🇲🇩Roman BorvanovRound of 32 · Lost to Rik De Voest