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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 $1,506 to $1,846. Across all 9 departure dates we hold on this route, it is usually $1,476 to $1,841.

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

See prices for these datesCheck today's price

It is also the cheapest return we hold, of any age.

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The cheapest dates in December 2026

DatesFromAirlineStopsFound
14 Dec – 2 Jan 2027$1,335Icelandairout 2 stops, back 2 stopsfound 5 days agoSee prices for these dates
13 Dec – 2 Jan 2027$1,476Aer Lingusout 1 stop, back 2 stopsfound 5 days agoSee prices for these dates
15 Dec – 3 Jan 2027$1,516Air Canadaout 1 stop, back 1 stopfound 5 days agoSee prices for these dates
12 Dec – 2 Jan 2027$1,523United Airlinesout 1 stop, back 2 stopsfound 5 days agoSee prices for these dates
17 Dec – 3 Jan 2027$1,695Air Canadaout 1 stop, back 1 stopfound 5 days agoSee prices for these dates

Every date we hold

8 departure dates

12 Dec – 2 Jan 2027: $1,523, found 5 days ago13 Dec – 2 Jan 2027: $1,476, found 5 days ago14 Dec – 2 Jan 2027: $1,335, found 5 days ago15 Dec – 3 Jan 2027: $1,516, found 5 days ago17 Dec – 3 Jan 2027: $1,695, found 5 days ago18 Dec – 2 Jan 2027: $1,913, found 5 days ago19 Dec – 3 Jan 2027: $1,841, found 5 days ago20 Dec – 3 Jan 2027: $1,860, found 5 days agoDec
See the chart as a table
The cheapest price seen for each departure date — per traveler in Economy.
DatesFromAirlineAirportsStopsFound
12 Dec – 2 Jan 2027$1,523United AirlinesO'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)out 1 stop, back 2 stopsfound 5 days agoSee prices for these dates
13 Dec – 2 Jan 2027$1,476Aer LingusO'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)out 1 stop, back 2 stopsfound 5 days agoSee prices for these dates
14 Dec – 2 Jan 2027$1,335IcelandairO'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)out 2 stops, back 2 stopsfound 5 days agoSee prices for these dates
15 Dec – 3 Jan 2027$1,516Air CanadaO'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)out 1 stop, back 1 stopfound 5 days agoSee prices for these dates
17 Dec – 3 Jan 2027$1,695Air CanadaO'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)out 1 stop, back 1 stopfound 5 days agoSee prices for these dates
18 Dec – 2 Jan 2027$1,913IcelandairO'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)out 2 stops, back 3 stopsfound 5 days agoSee prices for these dates
19 Dec – 3 Jan 2027$1,841IcelandairO'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)out 3 stops, back 3 stopsfound 5 days agoSee prices for these dates
20 Dec – 3 Jan 2027$1,860United AirlinesO'Hare International Airport (ORD) → Adolfo Suarez Madrid-Barajas Airport (MAD)out 2 stops, back 2 stopsfound 5 days agoSee prices for these dates

Which month looks cheapest?

June 2027 is the cheapest month — from $1,012.

December 2026From $1,3358 departure dates14 Dec – 2 Jan 2027 · found 5 days agoSee prices for these dates
June 2027From $1,012Cheapest seen1 departure date4 Jun 2027 – 7 Jun 2027 · found yesterdaySee prices for these dates

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