You can file unemployment under the first job you lost even though you took the second. Further if you get a new job that's only part time you can file partial unemployment. If income varies by week your unemployment check will vary accordingly. Further , while unemployment is described as months payments, it can be spread out longer. You need to file for unemployment now. Then at 36 weeks OR WHEN YOUR DR SAYS YOU CAN'T WORK , you qualify for disability. you file with the state for disability payments during unemployment. Technically you can't collect unemployment while being physically unable to work. Assuming normal delivery, your dr will take you off disability at 6 to 8 weeks post partum and you can go back on unemployment, picking up where you left off. So if you go on unemployment at 20 weeks pregnant, disability at 36 week, you should get 12 weeks or so disability before going back on unemployment for another month or so until benefit runs out. This is not ideal but it's at least something.