A cutting device 100 feed a web 200 between a die roll 10 and an anvil roll 20, and cut a continuous portion 210 of the web 200. The cutting device 100 includes a continuous portion transport unit 30 configured to hold and transport the continuous portion 210 of the web being continuous in a moving direction of the web, and a discontinuous portion transport unit 40 configured to hold and transport a discontinuous portion of the web being discontinuous in the moving direction of the web. The die roll 10 includes a first large diameter portion 12 whose outer peripheral surface is provided with a cutting blade 15 configured to cut a continuous portion 210 of the web. The anvil roll 20 includes a second large diameter portion 22 disposed to face the first large diameter portion 12. By the discontinuous portion transport unit 40, the discontinuous portion 220 passes through between the die roll 10 and the anvil roll 20 without contacting the first large diameter portion 12 and the second large diameter portion 22.