Chile
at $645 RT
AndreiaJFC
Santiago is a pretty cool town, but you haven't really seen Chile until you've done some day trips!
The most popular is probably Valparaíso, the colorful, bohemian, seaside town about two hours from the capital. Pop into some effortlessly cool cafés, then ride the funicular for the best views.
To dip your toes into the rugged wilderness Chile is known for, stop by the Cajón del Maipo. The Andean valley is home to turquoise lakes, volcanoes, and hot springs, and it's a much easier excursion than a full blown Andes adventure.
Of course, it also doesn't hurt that it's packed with wineries 
Taking off ✈️
Tip Published: Sep 04, 2026
To
- Santiago (SCL) - $645
From
- Chicago (ORD)
How to Book
We've archived the booking information because we noticed availability has changed or the fares have gone up since it was first published. The inspiration is yours to keep 🙂