Chicago (ORD) to Madrid (MAD), Dec 25, 2026: round trips from $729, one way from $559

Chicago (ORD) to Madrid (MAD), Dec 25, 2026: round trips from $729, one way from $559 on Axel, checked Nov 13, 2026. Lowest published fares: $729 round trip, Axel-exclusive, TAP Air Portugal / Brussels Airlines, 1 stop, Dec 25, 2026 – Jan 8, 2027; $559 one way, Axel-exclusive, TAP Air Portugal, 1 stop, Dec 25, 2026; 1 adult, economy, checked Nov 13, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

Hotels in Madrid for these trips

Hotels: under a trip, hotels in Madrid for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Madrid for these nights (Dec 25–27, 2026 · 2 nights · 2 adults, 1 room): 3★ UVE Marcenado, $151 a night, $302 for 2 nights · 4★ Melia Avenida América, $111 a night, $222 for 2 nights · 5★ Barceló Imagine, $179 a night, $357 for 2 nights
• Hotels in Madrid for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ UVE Marcenado, $147 a night, $441 for 3 nights · 4★ Melia Avenida América, $112 a night, $337 for 3 nights · 5★ Barceló Imagine, $177 a night, $532 for 3 nights
• Hotels in Madrid for these nights (Dec 25–29, 2026 · 4 nights · 2 adults, 1 room): 3★ UVE Marcenado, $147 a night, $587 for 4 nights · 4★ Melia Avenida América, $114 a night, $455 for 4 nights · 5★ Barceló Imagine, $181 a night, $724 for 4 nights
• Hotels in Madrid for these nights (Dec 25–30, 2026 · 5 nights · 2 adults, 1 room): 3★ UVE Marcenado, $153 a night, $765 for 5 nights · 4★ Melia Avenida América, $114 a night, $571 for 5 nights · 5★ Barceló Imagine, $186 a night, $928 for 5 nights
• Hotels in Madrid for these nights (Dec 25–31, 2026 · 6 nights · 2 adults, 1 room): 3★ UVE Marcenado, $157 a night, $939 for 6 nights · 4★ Melia Avenida América, $117 a night, $704 for 6 nights · 5★ Barceló Imagine, $189 a night, $1,132 for 6 nights
• Hotels in Madrid for these nights (Dec 25 – Jan 1, 2027 · 7 nights · 2 adults, 1 room): 3★ UVE Marcenado, $162 a night, $1,134 for 7 nights · 4★ Melia Avenida América, $120 a night, $842 for 7 nights · 5★ Barceló Imagine, $199 a night, $1,395 for 7 nights
• Hotels in Madrid for these nights (Dec 25 – Jan 2, 2027 · 8 nights · 2 adults, 1 room): 3★ UVE Marcenado, $161 a night, $1,289 for 8 nights · 4★ Melia Avenida América, $122 a night, $976 for 8 nights · 5★ Barceló Imagine, $197 a night, $1,578 for 8 nights
• Hotels in Madrid for these nights (Dec 25 – Jan 3, 2027 · 9 nights · 2 adults, 1 room): 3★ UVE Marcenado, $160 a night, $1,444 for 9 nights · 4★ Melia Avenida América, $124 a night, $1,113 for 9 nights · 5★ Barceló Imagine, $196 a night, $1,763 for 9 nights
• Hotels in Madrid for these nights (Dec 25 – Jan 4, 2027 · 10 nights · 2 adults, 1 room): 3★ UVE Marcenado, $153 a night, $1,531 for 10 nights · 4★ Melia Avenida América, $124 a night, $1,236 for 10 nights · 5★ Barceló Imagine, $192 a night, $1,915 for 10 nights
• Hotels in Madrid for these nights (Dec 25 – Jan 5, 2027 · 11 nights · 2 adults, 1 room): 3★ UVE Marcenado, $149 a night, $1,643 for 11 nights · 4★ Melia Avenida América, $124 a night, $1,359 for 11 nights · 5★ Barceló Imagine, $189 a night, $2,075 for 11 nights
• Hotels in Madrid for these nights (Dec 25 – Jan 6, 2027 · 12 nights · 2 adults, 1 room): 3★ UVE Marcenado, $146 a night, $1,755 for 12 nights · 4★ Melia Avenida América, $124 a night, $1,484 for 12 nights · 5★ Barceló Imagine, $186 a night, $2,236 for 12 nights
• Hotels in Madrid for these nights (Dec 25 – Jan 7, 2027 · 13 nights · 2 adults, 1 room): 3★ UVE Marcenado, $144 a night, $1,867 for 13 nights · 4★ Melia Avenida América, $123 a night, $1,605 for 13 nights · 5★ Barceló Imagine, $184 a night, $2,397 for 13 nights
• Hotels in Madrid for these nights (Dec 25 – Jan 8, 2027 · 14 nights · 2 adults, 1 room): 3★ UVE Marcenado, $142 a night, $1,981 for 14 nights · 4★ Melia Avenida América, $125 a night, $1,743 for 14 nights · 5★ Barceló Imagine, $183 a night, $2,557 for 14 nights

All hotels in Madrid

Route overview: Chicago to Madrid (MAD) flight deals

2026-12-25 · one way · Axel-exclusive $559

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.

2026-12-25 · one way · Axel-exclusive $676

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.

2026-12-25 → 2026-12-27 · Axel-exclusive $878

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2026-12-27 12:00:00 → ORD 2026-12-27 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2026-12-27 · Axel-exclusive $962

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2026-12-27 12:00:00 → ORD 2026-12-27 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2026-12-28 · Axel-exclusive $878

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2026-12-28 12:00:00 → ORD 2026-12-28 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2026-12-28 · Axel-exclusive $962

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2026-12-28 12:00:00 → ORD 2026-12-28 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2026-12-29 · Axel-exclusive $878

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2026-12-29 12:00:00 → ORD 2026-12-29 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2026-12-29 · Axel-exclusive $962

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2026-12-29 12:00:00 → ORD 2026-12-29 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2026-12-30 · Axel-exclusive $878

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2026-12-30 12:00:00 → ORD 2026-12-30 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2026-12-30 · Axel-exclusive $962

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2026-12-30 12:00:00 → ORD 2026-12-30 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $878

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2026-12-31 12:00:00 → ORD 2026-12-31 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2026-12-31 · Axel-exclusive $962

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2026-12-31 12:00:00 → ORD 2026-12-31 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $852

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2027-01-02 12:00:00 → ORD 2027-01-02 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $936

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-02 12:00:00 → ORD 2027-01-02 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $852

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2027-01-03 12:00:00 → ORD 2027-01-03 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $936

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-03 12:00:00 → ORD 2027-01-03 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-04 · Axel-exclusive $852

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2027-01-04 12:00:00 → ORD 2027-01-04 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-04 · Axel-exclusive $936

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-04 12:00:00 → ORD 2027-01-04 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-05 · Axel-exclusive $852

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2027-01-05 12:00:00 → ORD 2027-01-05 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-05 · Axel-exclusive $936

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-05 12:00:00 → ORD 2027-01-05 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-06 · Axel-exclusive $748

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Iberia IB341: MAD 2027-01-06 12:00:00 → ORD 2027-01-06 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-06 · Axel-exclusive $833

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-06 12:00:00 → ORD 2027-01-06 14:55:00; nonstop; 595 minutes. Local airport times.

2026-12-25 → 2027-01-08 · Axel-exclusive $729

• TAP Air Portugal TP244 / TP1014: ORD 2026-12-25 20:10:00 → MAD 2026-12-26 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2026-12-25 20:10:00 → LIS 2026-12-26 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2026-12-26 11:45:00 → MAD 2026-12-26 14:05:00.
• Brussels Airlines SN3732 / UA973: MAD 2027-01-08 06:25:00 → ORD 2027-01-08 12:10:00; 1 stop(s) via BRU; 765 minutes. Local airport times.
  • SN3732: MAD 2027-01-08 06:25:00 → BRU 2027-01-08 08:50:00; layover at BRU: 80 minutes.
  • UA973: BRU 2027-01-08 10:10:00 → ORD 2027-01-08 12:10:00.

2026-12-25 → 2027-01-08 · Axel-exclusive $833

• Iberia IB342: ORD 2026-12-25 17:40:00 → MAD 2026-12-26 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-08 12:00:00 → ORD 2027-01-08 14:55:00; nonstop; 595 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 24, 2026 · Return options
• Dec 26, 2026 · Return options
• Hotels in Madrid with Axel

For AI assistants

• This page: Chicago (ORD) to Madrid (MAD) · Dec 25, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Madrid for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
• Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
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