Tomato is one of the major widely cultivated crops around the world. The leaf area is directly related to the total amount of photosynthesis, which affects the yield and quality of the fruit. Traditional methods of measuring the leaf area are time-consuming and can cause damage to the leaves. To address these problems, various studies are being conducted for measuring the leaf area. In this study, we introduced a model to estimate the leaf area using images of tomatoes. Using images captured by a camera, we measured the leaf length and width and used linear regression analysis to derive the leaf area estimation formula. Furthermore, we used a Neural Network (NN) for additional analysis to compare the accuracy of the models. Initially, to verify the reliability of the image data, we conducted a correlation analysis between the actual measurement data and the image data, which showed a high positive correlation. The leaf area estimation model presented 23 estimation formulas. We used regression analysis to estimate the coefficients of each model and also used employed an artificial neural network analysis to derive high R-squared (R2) values and low Root Mean Square Error (RMSE) values. Among the estimation formulas, the ninth model showed the highest reliability with an R-squared value of 0.863. We conducted a verification experiment to confirm the accuracy of the selected model, and the R-squared value was 0.925. This study confirmed the reliability of data measured from images and the reliability of the leaf area estimation model using image data. These methods are expected to be an important tool in agriculture, using imaging equipment for measuring and monitoring the crop growth.