No doubt Bradley International Airport located in Windsor Locks Connecticut is the closest to Western Mass (between 36 and 50 miles depending on your destination) any ground transportation will get you there for less than $99.00, but would that be the case for the other Airports? Many travelers from the west coast find cheaper and direct flights to/from Logan Airport in Boston, the fare to/from Logan Airport to Western Mass. is around $200 using a cab or a shuttle van. Please keep in mind this cost when booking your flight.