Portland to Orlando 
and vice versa at $197 RT
Okay Portland and Orlando, let's make a deal!
PDX, you get summer vacation in the Theme Park Capital of the World. Nothing keeps the kids on good behavior like an upcoming trip to Disney.
Orlando, you've had your fair share of Florida summers. The warm season in Oregon means hiking through the forest, blackberry-picking, and kayaking down the Willamette.
Fair enough trade? We think so!
And if summer doesn't work for you, peep those later dates — Orlando (Universal Horror Nights, Mickey's Not-So-Scary Party) and Portland (an abundance of haunted spots, plus horror-themed bars and goth vibes) are both incredible spots for Halloween.
Taking off ✈️
Tip Published: Mar 13, 2025
Round trips from Orlando (MCO):
- Portland (PDX) - $197
Round trips from Portland (PDX):
- Orlando (MCO) - $197
How to Book
This is a Premium deal for Jack's Flight Club members only. For step by step instructions on how to book it you'll need to login or upgrade to Premium membership.