The 2014 Web.com Tour schedule consists of 25 events, kicking off in Colombia on Feb. 13 with the Pacific Rubiales Colombia Championship and culminating on Sept. 21 with the finish of the Web.com Tour Championship at the conclusion of the Web.com Tour Finals, which enters its second season of existence.
| Dates | Event | Location |
| Feb. 13-16 | Pacific Rubiales Colombia Championship | CC de Bogota, Bogota, Colombia |
| March 6-9 | Chile Classic | Prince of Wales CC, Santiago, Chile |
| March 13-16 | Brasil Champions | Sao Paulo GC, Sao Paulo, Brazil |
| March 20-23 | Panama Claro Championship | Club de Golf de Panama, Panama City, Panama |
| March 27-30 | Chitimacha Louisiana Open | Le Triomphe CC, Broussard, La. |
| April 10-13 | El Bosque Mexico Championship | El Bosque CC, Leon, Guanajuato, Mexico |
| April 24-27 | WNB Golf Classic | Midland CC, Midland, Tex. |
| May 1-4 | South Georgia Classic | Kinderlou Forest GC, Valdosta, Ga. |
| May 15-18 | BMW Charity Pro-Am | Thornblade Club, Greenville, S.C. |
| May 22-25 | Rex Hospital Open | TPC at Wakefield Plantation, Raleigh, N.C. |
| June 5-8 | Cleveland Open | Lakewood CC, Westlake, Ohio |
| June 19-22 | Air Capital Classic | Crestview CC, Wichita, Kan. |
| June 26-29 | United Leasing Championship | Victoria National GC, Newburgh, Ind. |
| July 3-6 | Nova Scotia Classic | Ashburn GC, New Course, Halifax, Nova Scotia |
| July 10-13 | Utah Championship | Willow Creek CC, Sandy, Utah |
| July 17-20 | Albertsons Boise Open | Hillcrest CC, Boise, Idaho |
| July 24-27 | Midwest Classic | Nicklaus GC at LionsGate, Overland Park, Kan. |
| July 31-Aug. 3 | Stonebrae Classic | TPC Stonebrae, Hayward, Calif. |
| Aug. 7-10 | Price Cutter Charity Championship | Highland Springs CC, Springfield, Mo. |
| Aug. 14-17 | News Sentinel Open | Fox Den CC, Farragut, Tenn. |
| Aug. 21-24 | WinCo Foods Portland Open | Pumpkin Ridge GC, Witch Hollow, Portland, Ore. |
Web.com Tour Finals
| Dates | Event | Location |
| Aug. 28-31 | Hotel Fitness Championship | Sycamore Hills GC, Fort Wayne, Ind. |
| Sept. 4-7 | Chiquita Classic | River Run CC, Davidson, N.C. |
| Sept. 11-14 | Nationwide Children's Hospital Championship | Ohio State University GC, Scarlet Course, Columbus, Ohio |
| Sept. 18-21 | Web.com Tour Championship | TPC Sawgrass, Dye's Valley Course, Ponte Vedra Beach, Fla. |
