Sixth Freedom

Flights from Chicago to Madrid

The cheapest recent fare is $294 one way with TAP Air Portugal for 29 Nov 2026, found on 10 Nov 2026. Non-stop from $458 one way with Iberia (found 11 Nov 2026).

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Cheapest month to fly

One way, the cheapest fare found for each month. Fares change all the time; the search shows today’s prices.

MonthFromAirlineStopsFound
November 2026$294TAP Air Portugal1 stop10 Nov 2026
December 2026$390Icelandair2 stops11 Nov 2026
February 2027$352jetBlue2 stops8 Nov 2026
March 2027$313Air Canada1 stop13 Nov 2026

Cheapest days in December 2026

DateFromAirlineStopsFound
9 Dec 2026$390Icelandair2 stops11 Nov 2026
5 Dec 2026$407Icelandair3 stops10 Nov 2026
12 Dec 2026$494Air Canada1 stop8 Nov 2026
19 Dec 2026$757Icelandair3 stops8 Nov 2026
21 Dec 2026$795Aer Lingus2 stops12 Nov 2026

Airlines flying non-stop

Non-stop flights take about 8 h 10 min.

Seat maps for this route

Select Hotels in Madrid

How many Avios or miles does this flight earn, and what does it cost in points?

Questions about this route

When is it cheapest to fly from Chicago to Madrid?

In our recent data November 2026 is cheapest, from $294 one way. Prices move every day, so check the search for your own dates.

Which airlines fly non-stop from Chicago to Madrid?

Recent non-stop fares were found with Iberia.

How long is the flight from Chicago to Madrid?

About 8 h 10 min non-stop.

Fares are the cheapest found recently by travellers, not live quotes, and can change.