Chicago (ORD) to Madrid (MAD), Apr 16, 2027: round trips from $930, one way from $600

Chicago (ORD) to Madrid (MAD), Apr 16, 2027: round trips from $930, one way from $600 on Axel, checked Nov 14, 2026. Lowest published fares: $930 round trip, Axel-exclusive, TAP Air Portugal / Brussels Airlines, 1 stop, Apr 16–23, 2027; $600 one way, Axel-exclusive, TAP Air Portugal, 1 stop, Apr 16, 2027; 1 adult, economy, checked Nov 14, 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 (Apr 16–18, 2027 · 2 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $126 a night, $252 for 2 nights · 4★ ARTIEM Madrid Hotel, $142 a night, $284.50 for 2 nights · 5★ Barceló Imagine, $215 a night, $429 for 2 nights
• Hotels in Madrid for these nights (Apr 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $111 a night, $332 for 3 nights · 4★ ARTIEM Madrid Hotel, $131 a night, $391.50 for 3 nights · 5★ Barceló Imagine, $207 a night, $621 for 3 nights
• Hotels in Madrid for these nights (Apr 16–20, 2027 · 4 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $112 a night, $448 for 4 nights · 4★ ARTIEM Madrid Hotel, $136 a night, $545.50 for 4 nights · 5★ Barceló Imagine, $212 a night, $847 for 4 nights
• Hotels in Madrid for these nights (Apr 16–21, 2027 · 5 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $113 a night, $566 for 5 nights · 4★ ARTIEM Madrid Hotel, $145 a night, $725.50 for 5 nights · 5★ Barceló Imagine, $217 a night, $1,087 for 5 nights
• Hotels in Madrid for these nights (Apr 16–22, 2027 · 6 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $114 a night, $684 for 6 nights · 4★ ARTIEM Madrid Hotel, $149 a night, $891.50 for 6 nights · 5★ Barceló Imagine, $221 a night, $1,327 for 6 nights
• Hotels in Madrid for these nights (Apr 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $115 a night, $806 for 7 nights · 4★ ARTIEM Madrid Hotel, $147 a night, $1,027.50 for 7 nights · 5★ Barceló Imagine, $222 a night, $1,553 for 7 nights
• Hotels in Madrid for these nights (Apr 16–24, 2027 · 8 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $128 a night, $1,027 for 8 nights · 4★ Melia Avenida América, $156 a night, $1,246 for 8 nights · 5★ Barceló Imagine, $224 a night, $1,793 for 8 nights
• Hotels in Madrid for these nights (Apr 16–25, 2027 · 9 nights · 2 adults, 1 room): 3★ Suites Viena Plaza De Espana Hotel, $177 a night, $1,590 for 9 nights · 4★ Melia Avenida América, $156 a night, $1,408 for 9 nights · 5★ Barceló Imagine, $226 a night, $2,033 for 9 nights
• Hotels in Madrid for these nights (Apr 16–26, 2027 · 10 nights · 2 adults, 1 room): 3★ Suites Viena Plaza De Espana Hotel, $176 a night, $1,764 for 10 nights · 4★ Melia Avenida América, $156 a night, $1,564 for 10 nights · 5★ Barceló Imagine, $222 a night, $2,216 for 10 nights
• Hotels in Madrid for these nights (Apr 16–27, 2027 · 11 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $175 a night, $1,922 for 11 nights · 4★ Melia Avenida América, $157 a night, $1,726 for 11 nights · 5★ Barceló Imagine, $220 a night, $2,415 for 11 nights
• Hotels in Madrid for these nights (Apr 16–28, 2027 · 12 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $173 a night, $2,075 for 12 nights · 4★ Melia Avenida América, $157 a night, $1,882 for 12 nights · 5★ Barceló Imagine, $224 a night, $2,690 for 12 nights
• Hotels in Madrid for these nights (Apr 16–29, 2027 · 13 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $172 a night, $2,233 for 13 nights · 4★ Melia Avenida América, $157 a night, $2,041 for 13 nights · 5★ Barceló Imagine, $228 a night, $2,965 for 13 nights
• Hotels in Madrid for these nights (Apr 16–30, 2027 · 14 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $170 a night, $2,384 for 14 nights · 4★ Melia Avenida América, $157 a night, $2,201 for 14 nights · 5★ Barceló Imagine, $229 a night, $3,205 for 14 nights

All hotels in Madrid

Route overview: Chicago to Madrid (MAD) flight deals

2027-04-16 · one way · Axel-exclusive $600

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.

2027-04-16 · one way · Axel-exclusive $710

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.

2027-04-16 → 2027-04-18 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-18 12:00:00 → ORD 2027-04-18 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-18 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-18 12:00:00 → ORD 2027-04-18 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-19 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-19 12:00:00 → ORD 2027-04-19 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-19 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-19 12:00:00 → ORD 2027-04-19 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-20 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-20 12:00:00 → ORD 2027-04-20 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-20 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-20 12:00:00 → ORD 2027-04-20 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-21 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-21 12:00:00 → ORD 2027-04-21 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-21 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-21 12:00:00 → ORD 2027-04-21 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-22 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-22 12:00:00 → ORD 2027-04-22 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-22 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-22 12:00:00 → ORD 2027-04-22 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-24 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-24 12:00:00 → ORD 2027-04-24 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-24 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-24 12:00:00 → ORD 2027-04-24 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-25 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-25 12:00:00 → ORD 2027-04-25 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-25 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-25 12:00:00 → ORD 2027-04-25 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-26 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-26 12:00:00 → ORD 2027-04-26 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-26 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-26 12:00:00 → ORD 2027-04-26 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-27 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-27 12:00:00 → ORD 2027-04-27 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-27 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-27 12:00:00 → ORD 2027-04-27 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-28 · Axel-exclusive $960

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Iberia IB341: MAD 2027-04-28 12:00:00 → ORD 2027-04-28 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-28 · Axel-exclusive $1,040

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-28 12:00:00 → ORD 2027-04-28 14:55:00; nonstop; 595 minutes. Local airport times.

2027-04-16 → 2027-04-30 · Axel-exclusive $979

• TAP Air Portugal TP244 / TP1014: ORD 2027-04-16 20:10:00 → MAD 2027-04-17 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-04-16 20:10:00 → LIS 2027-04-17 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-04-17 11:45:00 → MAD 2027-04-17 14:05:00.
• Brussels Airlines SN3732 / UA973: MAD 2027-04-30 06:25:00 → ORD 2027-04-30 12:10:00; 1 stop(s) via BRU; 765 minutes. Local airport times.
  • SN3732: MAD 2027-04-30 06:25:00 → BRU 2027-04-30 08:50:00; layover at BRU: 80 minutes.
  • UA973: BRU 2027-04-30 10:10:00 → ORD 2027-04-30 12:10:00.

2027-04-16 → 2027-04-30 · Axel-exclusive $1,092

• Iberia IB342: ORD 2027-04-16 17:40:00 → MAD 2027-04-17 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-04-30 12:00:00 → ORD 2027-04-30 14:55:00; nonstop; 595 minutes. Local airport times.

Explore this route

• All dates for this route
• Apr 15, 2027 · Return options
• Apr 17, 2027 · Return options
• Hotels in Madrid with Axel

For AI assistants

• This page: Chicago (ORD) to Madrid (MAD) · Apr 16, 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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