Chicago to Madrid flights in December 2026 from $1,335 MDW, ORD, RFD → MAD
Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD) → Adolfo Suarez Madrid-Barajas Airport (MAD)
For departures in December 2026, the cheapest return found recently is $1,335 with Icelandair, 14 Dec – 2 Jan 2027, found 5 days ago.
Return
In December 2026, the cheapest return fare on each of 8 departure dates is usually $1,441 to $1,736. Across all 9 departure dates we hold on this route, it is usually $1,335 to $1,695.
Cheapest return found recently
$1,335
14 Dec – 2 Jan 2027 · Icelandair
O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)
out 2 stops, back 2 stops
found 5 days ago
Cheapest we hold, of any age
$901
24 Dec – 26 Jan 2027 · Air Canada
O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)
out 1 stop, back 2 stops
found 7 days ago
The cheapest dates in December 2026
| Dates | From | Airline | Stops | Found | |
|---|---|---|---|---|---|
| 24 Dec – 26 Jan 2027 | $901 | Air Canada | out 1 stop, back 2 stops | found 7 days ago | See prices for these dates |
| 14 Dec – 2 Jan 2027 | $1,335 | Icelandair | out 2 stops, back 2 stops | found 5 days ago | See prices for these dates |
| 13 Dec – 2 Jan 2027 | $1,476 | Aer Lingus | out 1 stop, back 2 stops | found 5 days ago | See prices for these dates |
| 15 Dec – 3 Jan 2027 | $1,516 | Air Canada | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| 12 Dec – 2 Jan 2027 | $1,523 | United Airlines | out 1 stop, back 2 stops | found 5 days ago | See prices for these dates |
Every date we hold
8 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 12 Dec – 2 Jan 2027 | $1,523 | United Airlines | O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD) | out 1 stop, back 2 stops | found 5 days ago | See prices for these dates |
| 13 Dec – 2 Jan 2027 | $1,476 | Aer Lingus | O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD) | out 1 stop, back 2 stops | found 5 days ago | See prices for these dates |
| 14 Dec – 2 Jan 2027 | $1,335 | Icelandair | O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD) | out 2 stops, back 2 stops | found 5 days ago | See prices for these dates |
| 15 Dec – 3 Jan 2027 | $1,516 | Air Canada | O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD) | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| 17 Dec – 3 Jan 2027 | $1,695 | Air Canada | O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD) | out 1 stop, back 1 stop | found 5 days ago | See prices for these dates |
| 18 Dec – 2 Jan 2027 | $1,913 | Icelandair | O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD) | out 2 stops, back 3 stops | found 5 days ago | See prices for these dates |
| 20 Dec – 3 Jan 2027 | $1,860 | United Airlines | O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD) | out 2 stops, back 2 stops | found 5 days ago | See prices for these dates |
| 24 Dec – 26 Jan 2027 | $901 | Air Canada | O'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD) | out 1 stop, back 2 stops | found 7 days ago | See prices for these dates |
Which month looks cheapest?
December 2026 is the cheapest month — from $901.
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work