- The pilots are already trained (this is a big one and is part of the reason behind the MCAS debacle - new features mean retraining which costs money and limits which crews can fly which aircraft) [0]
- The 737 generally fits easily at a lot of airports since it's been around for a while - no need to reconfigure your gates/jet ways/etc to accommodate another aircraft at your gates)
- Airlines more recently prefer twin engine jets for better fuel economy and some changes in regulations [1]
- The MAX upgrade to the 737 platform was mostly to jam larger, more fuel-efficient engines into an existing airframe to save on manufacturing, certification, and training costs (see first point)
- In the US many airlines have shifted to single-aisle "mid-sized" planes for domestic routes due to deregulation around direct service - instead airlines can use a hub-and-spoke model with several connecting flights as opposed to only providing direct routes with enough demand to fill a plane [2]
[0] https://www.theverge.com/2019/5/2/18518176/boeing-737-max-cr...
[1] https://simpleflying.com/two-engines-vs-four-engines/
[2] https://science.howstuffworks.com/transport/flight/modern/ai...