San Diego
in $90s-$130s RT
We could all use a wellness break, so let me remind you of one simple fact: San Diego doesn't really do seasons. While you folks are bundling up and stepping in slush, my hometown is still soaking up the sunshine.
Don't believe me? Here's a pic in my camera roll from the last time I was back home, dated February 1st, 2025:
So... think of this cheap non-stop flight less like a vacation and more like a quick little mental health retreat! That's totally a waaay more justifiable expense!
When you've been freezing (or soggy, in Seattle's case) for months, a sunny 68º beach day is the best cure around. Take a stroll around Ocean Beach (where this photo was taken), enjoying the neighborhood's hippie surf vibes. Wander La Jolla Cove admiring the sandstone cliffs. Go to Tacos El Gordo and stuff your face with carne asada fries.
The possibilities for your treatment are truly endless :-)
Taking off ✈️
Tip Published: Nov 05, 2025
To
- San Diego (SAN)
From
- Chicago O'Hare (ORD) - $137
- Salt Lake City (SLC) - $97
- Seattle (SEA) - $119
How to Book
This is a Takeoff-only Flight for Jack's Flight Club Takeoff members only. For step by step instructions on how to book it you'll need to login or upgrade to Takeoff membership.