Are there nonstop flights from Key West (EYW) to Portland (PWM)?

No. The fastest connection is via New York, about 3h 48m of total flying time.

What is the fastest connection from Key West (EYW) to Portland (PWM)?

via New York ≈ 3h 48m, via Newark ≈ 3h 48m, via Orlando ≈ 3h 49m (estimated flying time, excluding layovers).

from 15,000 ANA miles, from 15,000 JAL miles (economy, one way, based on the published award charts).

Key West International Airport (EYW) to Portland International Jetport (PWM)・2,365 km

No nonstop flights. The fastest connection is via New York (LGA), about 3h 48m of flying time (layover not included).

With milesANA 15,000 miles+ (via EWR)JAL 15,000 miles+ (via PHL)Economy, one way, estimate. Tap a connection for miles by cabin.

None.

15 one-stop options, sorted by estimated flying time. Tap one to see the airlines on each leg and booking links.

Times are estimated from distance. Check schedules, frequency and availability with the airline or a booking site.