This particular rom-com outline really got a workout in the early 90s, you could just roll this back-to-back with Sleepless in Seattle: quirky heroine engaged to boring man seeks a more destiny-inflected romance.
I know Bonnie Hunt mostly does voice work these days but I miss seeing her onscreen. Her character is let down by the script, though.
Feel validated reading that Marisa Tomei and Robert Downey, Jr. were dating at the time—when their characters first kiss I thought, that looks like more than a stage kiss.