1964 Dart 4 speed with overdrive

Can your slanty pull the gearsplits?
The ratios are 3.09-1.67-1.00-.73od.
Splits of 54-60-73 percent. Meaning, at each shift, the rpms will drop to those % splits. On the 1-2 shift, whatever you rev it to in first, the Rs will drop TO 54% in second and so on.

Lets say your current gear is 2.94. and with an 80"tire roll-out (25.5" tires), your rpm at 60Mph will be 2330 rpm in direct. Shifting into overdrive, the Rs will fall to 1700. Can your slanty pull 60@1700?
One thing I can guarantee you,
guarantee you,
is that your engine will not have nearly the required amount of ignition timing to make any kind of fuel economy, at 1700=60mph.

But suppose you already have 3.91s.
Now your cruise rpm will be 60=2260, and you will likely still not have nearly enough cruise-timing.

At 2400 your engine will want about 54 or more degrees of cruise timing. There is no way to get it with stock parts. So if yur thinking to install the OD box for fuel economy alone; it ain't gonna happen, or at least not at 1700rpm.
Of course running 3.91s is a huge advantage, lol.
To see where you are at;
> go rev your engine up to your cruising rpm and record your timing with the Vcan hooked up. I bet you can't get anywhere near 54*. If you can't get at least 28* at 2400rpm, check the Vcan and see if the diaphragm is ruptured.
If your diaphragm is good, then you will need to figure out how to get some decent cruise timing into the current combo, which will already increase your fuel economy substantially.

To run the OD box;
IMO
The smaller the engine is or the lower it's cylinder pressure, the more likely that engine is to require a change in rear gear.
But no matter what, the cruise timing is gonna need work.

AJ, I really appreciate the time and effort you put into your responses. But you tend to use worst case numbers in your calcs. Like tire diameter and rear end ratio.

I'm currently still using the original 3 speed manual and 3.23 in my 64 Valiant with 185/70 X 14 tires that are the same diameter as the original 6.50x13"s at 24.3 inches. According to my GPS, my speedo is dead nuts accurate at 70 MPH. I mean 70=70 so no BS here. I drove it to Carlisle a few weeks ago and my route is 5 miles from my house to the Ohio Turnpike entrance, then 310 miles to the Carlisle exit on the PA turnpike. 310 miles each way total, exactly 5 hrs with one stop at the half way point. The speed limit is 70 The whole way and that's what I cruise at. I fill up by my house and fill up again right off the Carlisle exit. This year 20.8 MPG, gas station to gas station.

But I know the 100% rebuilt, warmed up 225 in my 64 Valiant could pull the O/D trans and get better MPG. I just dont like the gear spread. Currently my engine speed at 70 is 3000 rpm. Multiply that by .73 and the rpm at 70 drops to 2190. Driving the car in its current state, the sweet cruising speed is around 2000 rpm. I can feel it at about 45 MPH.
There is a 1/4 mile long fairly steep inclined road near my house and my slant climbs that easily in top gear at 35 mph. In fact, it will accelerate while going up.
I have an aluminum Volare OD trans with BH, shifter, and fork ready to go. If it was good enough for the F bodies I feel it would work fine in my 2800 lb car.