Which is better for running and cycling?

The OpenRun Pro 2. Its hook and memory wire frame hold tighter, IP55 handles heavier sweat, and the dual mics cut wind noise on calls.

Which lasts longer on a charge?

The OpenFit Air, at up to 28 hours with its charging case. The OpenRun Pro 2 gives up to 12 hours per charge but adds a 5-minute quick charge for 2.5 hours.

Can I take calls on both?

Yes, both have mics. The OpenRun Pro 2 is tuned for wind, while the OpenFit Air adds multipoint pairing so you can switch between two devices.

Is the OpenRun Pro 2 worth stepping up to?

If you train hard outdoors, yes. The fit, water rating and call clarity are built for sport. For desk and commute use, the OpenFit Air is the easier daily pick.

Do either block outside noise?

No. Both are open-ear designs that leave your ears unblocked, so you hear traffic and surroundings. Neither has active noise cancellation.

Which is more comfortable for long wear?

The OpenFit Air. Its clip-on loop is lighter for hours at a desk. The OpenRun Pro 2 is stable but sits more firmly on the head.

Shokz OpenRun Pro 2 vs Shokz OpenFit Air Open-Ear Earbuds

Buy the OpenRun Pro 2 if you run or ride and want the most secure fit, the longest single-charge runtime and the best call clarity in wind. Buy the OpenFit Air if you want all-day wear, a charging case and multipoint pairing for switching between phone and laptop. The Pro 2 has the stronger reputation for sport durability and sound; the OpenFit Air wins on convenience and total battery with the case.

Choose the OpenRun Pro 2 if you train outdoors in sweat and rain and need headphones that stay put through hard intervals.
Choose the OpenFit Air if you want open-ear earbuds for work, calls and all-day listening with a case that tops them up.

Prices

Shokz OpenRun Pro 2: $159.68 at Quill (checked today)
Shokz OpenFit Air Open-Ear Earbuds: $49.97 at eBay (checked today)
Difference: the Shokz OpenFit Air Open-Ear Earbuds is $109.71 cheaper than the Shokz OpenRun Pro 2 today