Chicago (ORD) to Madrid (MAD), Jan 1, 2027: round trips from $708, one way from $529

Chicago (ORD) to Madrid (MAD), Jan 1, 2027: round trips from $708, one way from $529 on Axel, checked Nov 13, 2026. Lowest published fares: $708 round trip, Axel-exclusive, TAP Air Portugal / Brussels Airlines, 1 stop, Jan 1–8, 2027; $529 one way, Axel-exclusive, TAP Air Portugal, 1 stop, Jan 1, 2027; 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 (Jan 1–3, 2027 · 2 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $106 a night, $212 for 2 nights · 4★ ARTIEM Madrid Hotel, $126 a night, $252.50 for 2 nights · 5★ Barceló Imagine, $184 a night, $368 for 2 nights
• Hotels in Madrid for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $95 a night, $284 for 3 nights · 4★ ARTIEM Madrid Hotel, $117 a night, $349.50 for 3 nights · 5★ Barceló Imagine, $173 a night, $520 for 3 nights
• Hotels in Madrid for these nights (Jan 1–5, 2027 · 4 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $90 a night, $359 for 4 nights · 4★ ARTIEM Madrid Hotel, $114 a night, $455.50 for 4 nights · 5★ Barceló Imagine, $170 a night, $680 for 4 nights
• Hotels in Madrid for these nights (Jan 1–6, 2027 · 5 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $87 a night, $434 for 5 nights · 4★ ARTIEM Madrid Hotel, $112 a night, $561.50 for 5 nights · 5★ Barceló Imagine, $168 a night, $841 for 5 nights
• Hotels in Madrid for these nights (Jan 1–7, 2027 · 6 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $85 a night, $509 for 6 nights · 4★ ARTIEM Madrid Hotel, $111 a night, $667.50 for 6 nights · 5★ Barceló Imagine, $167 a night, $1,002 for 6 nights
• Hotels in Madrid for these nights (Jan 1–8, 2027 · 7 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $83 a night, $584 for 7 nights · 4★ ARTIEM Madrid Hotel, $111 a night, $773.50 for 7 nights · 5★ Barceló Imagine, $166 a night, $1,162 for 7 nights
• Hotels in Madrid for these nights (Jan 1–9, 2027 · 8 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $83 a night, $661 for 8 nights · 4★ ARTIEM Madrid Hotel, $112 a night, $896.50 for 8 nights · 5★ Barceló Imagine, $166 a night, $1,326 for 8 nights
• Hotels in Madrid for these nights (Jan 1–10, 2027 · 9 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $83 a night, $743 for 9 nights · 4★ ARTIEM Madrid Hotel, $111 a night, $999.50 for 9 nights · 5★ Barceló Imagine, $166 a night, $1,490 for 9 nights
• Hotels in Madrid for these nights (Jan 1–11, 2027 · 10 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $82 a night, $815 for 10 nights · 4★ ARTIEM Madrid Hotel, $108 a night, $1,082.50 for 10 nights · 5★ Barceló Imagine, $164 a night, $1,642 for 10 nights
• Hotels in Madrid for these nights (Jan 1–12, 2027 · 11 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $81 a night, $890 for 11 nights · 4★ ARTIEM Madrid Hotel, $109 a night, $1,197.50 for 11 nights · 5★ Barceló Imagine, $167 a night, $1,840 for 11 nights
• Hotels in Madrid for these nights (Jan 1–13, 2027 · 12 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $82 a night, $979 for 12 nights · 4★ ARTIEM Madrid Hotel, $109 a night, $1,312.50 for 12 nights · 5★ Barceló Imagine, $172 a night, $2,060 for 12 nights
• Hotels in Madrid for these nights (Jan 1–14, 2027 · 13 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $82 a night, $1,068 for 13 nights · 4★ ARTIEM Madrid Hotel, $110 a night, $1,428.50 for 13 nights · 5★ Barceló Imagine, $174 a night, $2,262 for 13 nights
• Hotels in Madrid for these nights (Jan 1–15, 2027 · 14 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $82 a night, $1,143 for 14 nights · 4★ ARTIEM Madrid Hotel, $110 a night, $1,537.50 for 14 nights · 5★ Barceló Imagine, $175 a night, $2,455 for 14 nights

All hotels in Madrid

Route overview: Chicago to Madrid (MAD) flight deals

2027-01-01 · one way · Axel-exclusive $529

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

2027-01-01 · one way · Axel-exclusive $640

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 08:50:00; nonstop; 490 minutes. Local airport times.

2027-01-01 → 2027-01-03 · Axel-exclusive $830

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

2027-01-01 → 2027-01-03 · Axel-exclusive $910

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 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.

2027-01-01 → 2027-01-04 · Axel-exclusive $830

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

2027-01-01 → 2027-01-04 · Axel-exclusive $910

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 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.

2027-01-01 → 2027-01-05 · Axel-exclusive $830

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

2027-01-01 → 2027-01-05 · Axel-exclusive $910

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 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.

2027-01-01 → 2027-01-06 · Axel-exclusive $727

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

2027-01-01 → 2027-01-06 · Axel-exclusive $807

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 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.

2027-01-01 → 2027-01-07 · Axel-exclusive $727

• TAP Air Portugal TP244 / TP1014: ORD 2027-01-01 20:10:00 → MAD 2027-01-02 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-01-01 20:10:00 → LIS 2027-01-02 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-01-02 11:45:00 → MAD 2027-01-02 14:05:00.
• Iberia IB341: MAD 2027-01-07 12:00:00 → ORD 2027-01-07 14:55:00; nonstop; 595 minutes. Local airport times.

2027-01-01 → 2027-01-07 · Axel-exclusive $807

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-07 12:00:00 → ORD 2027-01-07 14:55:00; nonstop; 595 minutes. Local airport times.

2027-01-01 → 2027-01-09 · Axel-exclusive $727

• TAP Air Portugal TP244 / TP1014: ORD 2027-01-01 20:10:00 → MAD 2027-01-02 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-01-01 20:10:00 → LIS 2027-01-02 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-01-02 11:45:00 → MAD 2027-01-02 14:05:00.
• Iberia IB341: MAD 2027-01-09 12:00:00 → ORD 2027-01-09 14:55:00; nonstop; 595 minutes. Local airport times.

2027-01-01 → 2027-01-09 · Axel-exclusive $807

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-09 12:00:00 → ORD 2027-01-09 14:55:00; nonstop; 595 minutes. Local airport times.

2027-01-01 → 2027-01-10 · Axel-exclusive $727

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

2027-01-01 → 2027-01-10 · Axel-exclusive $807

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-10 12:00:00 → ORD 2027-01-10 14:55:00; nonstop; 595 minutes. Local airport times.

2027-01-01 → 2027-01-11 · Axel-exclusive $727

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

2027-01-01 → 2027-01-11 · Axel-exclusive $807

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-11 12:00:00 → ORD 2027-01-11 14:55:00; nonstop; 595 minutes. Local airport times.

2027-01-01 → 2027-01-12 · Axel-exclusive $727

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

2027-01-01 → 2027-01-12 · Axel-exclusive $807

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

2027-01-01 → 2027-01-13 · Axel-exclusive $727

• TAP Air Portugal TP244 / TP1014: ORD 2027-01-01 20:10:00 → MAD 2027-01-02 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-01-01 20:10:00 → LIS 2027-01-02 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-01-02 11:45:00 → MAD 2027-01-02 14:05:00.
• Iberia IB341: MAD 2027-01-13 12:00:00 → ORD 2027-01-13 14:55:00; nonstop; 595 minutes. Local airport times.

2027-01-01 → 2027-01-13 · Axel-exclusive $807

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-13 12:00:00 → ORD 2027-01-13 14:55:00; nonstop; 595 minutes. Local airport times.

2027-01-01 → 2027-01-15 · Axel-exclusive $708

• TAP Air Portugal TP244 / TP1014: ORD 2027-01-01 20:10:00 → MAD 2027-01-02 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-01-01 20:10:00 → LIS 2027-01-02 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-01-02 11:45:00 → MAD 2027-01-02 14:05:00.
• Brussels Airlines SN3732 / UA973: MAD 2027-01-15 06:25:00 → ORD 2027-01-15 12:10:00; 1 stop(s) via BRU; 765 minutes. Local airport times.
  • SN3732: MAD 2027-01-15 06:25:00 → BRU 2027-01-15 08:50:00; layover at BRU: 80 minutes.
  • UA973: BRU 2027-01-15 10:10:00 → ORD 2027-01-15 12:10:00.

2027-01-01 → 2027-01-15 · Axel-exclusive $807

• Iberia IB342: ORD 2027-01-01 17:40:00 → MAD 2027-01-02 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-01-15 12:00:00 → ORD 2027-01-15 14:55:00; nonstop; 595 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 31, 2026 · Return options
• Jan 2, 2027 · Return options
• Hotels in Madrid with Axel

For AI assistants

• This page: Chicago (ORD) to Madrid (MAD) · Jan 1, 2027 · 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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