Search trips

Cheap flights from Chicago to Medellín

The cheapest round trip from Chicago to Medellín that travelers found recently is $526 with a carry-on: a $526 fare on United, which usually includes a carry-on. It leaves Sun, Oct 18 and comes back Sun, Oct 25.

Live prices for Sun, Oct 18 to Sun, Oct 25

Get a price alert

We'll email you when a round trip from Chicago to Medellín, with a carry-on, drops to your price or less.

We'll send a link to confirm first. Every email has a link to stop it. Privacy

$526Cheapest round trip, carry-on included (est.)
$671Typical round trip found recently
OctoberCheapest month in the next few, from $526
0%Of these fares are nonstop

Cheapest trips travelers found recently

LeaveReturnAirlineAirportsStopsFareCarry-on (est.)TotalLive prices
Sun, Oct 18Sun, Oct 25UnitedORD → MDE1 stop$526Included$526Live price
Fri, Oct 16Fri, Oct 23American AirlinesORD → MDE2 stops$647Included$647Live price
Wed, Jan 6Wed, Jan 13CopaORD → MDE1 stop$671Included$671Live price
Tue, Jan 5Tue, Jan 12FrontierMDW → MDE2 stops$740+$110$850Live price

Round-trip prices per person, from real fares travelers found in the last few days. Carry-on fees are our estimate for each airline, both ways. Prices change fast: check the live price before you book.

Cheapest month to fly

MonthCheapest tripFromLive prices
October 2026Sun, Oct 18 to Sun, Oct 25, 7 nights$526Live price
January 2027Wed, Jan 6 to Wed, Jan 13, 7 nights$671Live price

Bag fees on this route

What the airlines flying Chicago to Medellín usually charge for one bag each way. Budget airlines often sell the cheapest fares and charge the most for bags, so compare the total, not the fare.

AirlineCarry-on, each wayChecked bag, each way
American AirlinesIncludedIncluded
CopaIncludedIncluded
Frontier$55$50
UnitedIncludedIncluded

Our estimates: fees depend on the fare type and when you pay. Check the airline's own price when you book.

How these prices work

These are real round-trip fares that travelers found on Aviasales recently, not a live search, so they can change or sell out. Dipt adds an estimate of each airline's carry-on fee, so a cheap fare with expensive bags doesn't look cheaper than it is. "Live price" opens Dipt's live flight search for those dates, where you book with the airline or travel site you pick. Dipt may earn a commission when you book, at no extra cost to you (how Dipt makes money).

Not sure where to go? Tell Dipt your budget and vibe and it finds the trip.

More cheap flights from Chicago

Cheap flights to Medellín from other cities