Today's drop ·
Cheap flights from Chicago Midway to Curaçao
$763 round trip right now, 23% under the $991 this route usually costs.

How cheap is this?
Telly prices every departure date six months out on this route, for trips of 2 to 14 nights, and measures each fare against what the route usually costs. The cheapest round trip right now is $763 on Delta Air Lines, 1 stop, against a usual $991. 25% under usual, among this route's lowest.
When to go
The cheapest dates fall in Dec–Mar, for trips of 6 to 9 nights. Dec in Curaçao runs around 81°. The dates come picked because a cheap fare only exists on certain days; the exact ones and the booking link are in the app.
Passport required
Curaçao is outside the US and Canada, so you need a passport. Every flight on Telly leaves the country; that is the whole filter.
Questions about this route
How much is a flight from Chicago Midway to Curaçao?+
Right now $763 round trip, on Delta Air Lines. The route usually costs $991, so this fare is 23% under. Checked Nov 3, 2026.
When are the cheapest dates to fly to Curaçao?+
The cheapest dates Telly found are in Dec–Mar, for trips of 6 to 9 nights. It prices every departure date six months out on this route and keeps only the lowest. The exact dates are in the app.
Do I need a passport to fly from Chicago Midway to Curaçao?+
Yes. Curaçao is outside the US and Canada, and every flight on Telly leaves the country, so every one needs a passport.





