The ability to continuously monitor workload in a real-world environment would have important implications for the offline design of human machine interfaces as well as the real-time online improvement of interaction between humans and machines. The present study explored the usefulness of combining electroencephalography (EEG) with the newer technique of near infrared spectroscopy (NIRS), under data acquisition and processing conditions that could be applied to real-time usage, for example as an input to adaptive automation. Eight EEG channels (Cz, Pz, FCz, Fz, C3, C4, F3, and F4) and three NIRS channels over the left forehead were acquired simultaneously, during repetitions of blocks of three difficulty conditions of the N-back task. The resulting data were separated into five-second windows and binary classifications on condition were performed on bandpower-derived features for EEG, and average hemoglobin levels for NIRS. Each type of data was classified independently, and in combination. In general, EEG could be used to reliably classify workload condition for most subjects, whereas the NIRS signal was less helpful and did not contribute to classification accuracies when combined with EEG. Implications and future directions are discussed.