Today's drop ·
Cheap flights from Chicago Midway to Cartagena
$459 round trip right now, 32% under the $677 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 $459 on Delta Air Lines, 1 stop, against a usual $677. 32% below the usual fare.
When to go
The cheapest dates fall in Feb, for trips of 2 nights. Feb in Cartagena runs around 88°. 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
Cartagena 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 Cartagena?+
Right now $459 round trip, on Delta Air Lines. The route usually costs $677, so this fare is 32% under. Checked Nov 4, 2026.
When are the cheapest dates to fly to Cartagena?+
The cheapest dates Telly found are in Feb, for trips of 2 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 Cartagena?+
Yes. Cartagena is outside the US and Canada, and every flight on Telly leaves the country, so every one needs a passport.
