Dominican Republic
in $200s-$240s RT
Arajet thinks they're soooo sly by advertising $1 flights, but we know better. That little "Taxes, fees, and carrier charges not included" line in the fine print is really doing some heavy lifting here.
Eyeroll-inducing marketing aside, these are still some great deals! Every one of these routes is either the cheapest we've ever seen, or close to it. And those baggage prices? Shockingly reasonable!
It's also nice to see flights to both Santo Domingo and Punta Cana. Hoping to soak up some big city culture and Caribbean history? Drop down at SDQ. Want to head straight to the beach and get a coconut in your hand ASAP? Land in Punta Cana. Either way, it's just a quick non-stop hop.
See Arajet? You don't need to trick us. We know a good deal when we see one :-)
Taking off ✈️
Tip Published: Nov 27, 2025
Round trips to Punta Cana (PUJ):
- Chicago O'Hare (ORD) - $245
- Miami (MIA) - $225
- Newark (EWR) - $225
- Orlando Sanford (SFB) - $205
Round trips to Santo Domingo (SDQ):
- Boston (BOS) - $245
- Miami (MIA) - $225
- Newark (EWR) - $225
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.