Chicago (ORD) to Madrid (MAD), Feb 19, 2027: round trips from $622, one way from $409

Chicago (ORD) to Madrid (MAD), Feb 19, 2027: round trips from $622, one way from $409 on Axel, checked Nov 13, 2026. Lowest published fares: $622 round trip, Axel-exclusive, TAP Air Portugal / Brussels Airlines, 1 stop, Feb 19–26, 2027; $409 one way, Axel-exclusive, TAP Air Portugal, 1 stop, Feb 19, 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 (Feb 19–21, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Europa, $135 a night, $270 for 2 nights · 4★ H10 Puerta de Alcalá 4* Sup, $146 a night, $292 for 2 nights · 5★ Barceló Imagine, $195 a night, $390 for 2 nights
• Hotels in Madrid for these nights (Feb 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Europa, $128 a night, $384 for 3 nights · 4★ H10 Puerta de Alcalá 4* Sup, $141 a night, $423 for 3 nights · 5★ Barceló Imagine, $186 a night, $557 for 3 nights
• Hotels in Madrid for these nights (Feb 19–23, 2027 · 4 nights · 2 adults, 1 room): 3★ Hotel Europa, $125 a night, $498 for 4 nights · 4★ H10 Puerta de Alcalá 4* Sup, $139 a night, $554 for 4 nights · 5★ Barceló Imagine, $188 a night, $753 for 4 nights
• Hotels in Madrid for these nights (Feb 19–24, 2027 · 5 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $122 a night, $609 for 5 nights · 4★ H10 Puerta de Alcalá 4* Sup, $139 a night, $693 for 5 nights · 5★ Barceló Imagine, $194 a night, $969 for 5 nights
• Hotels in Madrid for these nights (Feb 19–25, 2027 · 6 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $120 a night, $719 for 6 nights · 4★ H10 Puerta de Alcalá 4* Sup, $139 a night, $832 for 6 nights · 5★ Barceló Imagine, $200 a night, $1,202 for 6 nights
• Hotels in Madrid for these nights (Feb 19–26, 2027 · 7 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $118 a night, $823 for 7 nights · 4★ H10 Puerta de Alcalá 4* Sup, $139 a night, $971 for 7 nights · 5★ Barceló Imagine, $205 a night, $1,437 for 7 nights
• Hotels in Madrid for these nights (Feb 19–27, 2027 · 8 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $120 a night, $961 for 8 nights · 4★ H10 Puerta de Alcalá 4* Sup, $141 a night, $1,125 for 8 nights · 5★ Barceló Imagine, $204 a night, $1,631 for 8 nights
• Hotels in Madrid for these nights (Feb 19–28, 2027 · 9 nights · 2 adults, 1 room): 3★ Hotel Europa, $123 a night, $1,110 for 9 nights · 4★ H10 Puerta de Alcalá 4* Sup, $142 a night, $1,279 for 9 nights · 5★ Barceló Imagine, $203 a night, $1,825 for 9 nights
• Hotels in Madrid for these nights (Feb 19 – Mar 1, 2027 · 10 nights · 2 adults, 1 room): 3★ Hotel Europa, $122 a night, $1,224 for 10 nights · 4★ H10 Puerta de Alcalá 4* Sup, $141 a night, $1,410 for 10 nights · 5★ Barceló Imagine, $198 a night, $1,984 for 10 nights
• Hotels in Madrid for these nights (Feb 19 – Mar 2, 2027 · 11 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $121 a night, $1,334 for 11 nights · 4★ H10 Puerta de Alcalá 4* Sup, $140 a night, $1,541 for 11 nights · 5★ Barceló Imagine, $200 a night, $2,202 for 11 nights
• Hotels in Madrid for these nights (Feb 19 – Mar 3, 2027 · 12 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $121 a night, $1,450 for 12 nights · 4★ H10 Puerta de Alcalá 4* Sup, $141 a night, $1,695 for 12 nights · 5★ Barceló Imagine, $201 a night, $2,409 for 12 nights
• Hotels in Madrid for these nights (Feb 19 – Mar 4, 2027 · 13 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $121 a night, $1,571 for 13 nights · 4★ H10 Puerta de Alcalá 4* Sup, $142 a night, $1,849 for 13 nights · 5★ Barceló Imagine, $201 a night, $2,616 for 13 nights
• Hotels in Madrid for these nights (Feb 19 – Mar 5, 2027 · 14 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $122 a night, $1,708 for 14 nights · 4★ H10 Puerta de Alcalá 4* Sup, $143 a night, $2,003 for 14 nights · 5★ Barceló Imagine, $203 a night, $2,842 for 14 nights

All hotels in Madrid

Route overview: Chicago to Madrid (MAD) flight deals

2027-02-19 · one way · Axel-exclusive $409

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.

2027-02-19 · one way · Axel-exclusive $494

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.

2027-02-19 → 2027-02-21 · Axel-exclusive $641

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-02-21 12:00:00 → ORD 2027-02-21 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-21 · Axel-exclusive $703

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-02-21 12:00:00 → ORD 2027-02-21 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-22 · Axel-exclusive $641

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-02-22 12:00:00 → ORD 2027-02-22 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-22 · Axel-exclusive $703

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-02-22 12:00:00 → ORD 2027-02-22 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-23 · Axel-exclusive $641

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-02-23 12:00:00 → ORD 2027-02-23 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-23 · Axel-exclusive $703

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-02-23 12:00:00 → ORD 2027-02-23 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-24 · Axel-exclusive $641

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-02-24 12:00:00 → ORD 2027-02-24 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-24 · Axel-exclusive $703

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-02-24 12:00:00 → ORD 2027-02-24 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-25 · Axel-exclusive $641

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-02-25 12:00:00 → ORD 2027-02-25 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-25 · Axel-exclusive $703

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-02-25 12:00:00 → ORD 2027-02-25 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-27 · Axel-exclusive $641

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-02-27 12:00:00 → ORD 2027-02-27 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-27 · Axel-exclusive $703

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-02-27 12:00:00 → ORD 2027-02-27 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-28 · Axel-exclusive $641

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-02-28 12:00:00 → ORD 2027-02-28 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-02-28 · Axel-exclusive $703

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-02-28 12:00:00 → ORD 2027-02-28 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-03-01 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-03-01 12:00:00 → ORD 2027-03-01 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-03-01 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-01 12:00:00 → ORD 2027-03-01 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-03-02 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-03-02 12:00:00 → ORD 2027-03-02 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-03-02 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-02 12:00:00 → ORD 2027-03-02 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-03-03 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Iberia IB341: MAD 2027-03-03 12:00:00 → ORD 2027-03-03 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-03-03 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-03 12:00:00 → ORD 2027-03-03 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-19 → 2027-03-05 · Axel-exclusive $640

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-19 20:10:00 → MAD 2027-02-20 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-19 20:10:00 → LIS 2027-02-20 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-20 11:45:00 → MAD 2027-02-20 14:05:00.
• Brussels Airlines SN3732 / UA973: MAD 2027-03-05 06:25:00 → ORD 2027-03-05 12:10:00; 1 stop(s) via BRU; 765 minutes. Local airport times.
  • SN3732: MAD 2027-03-05 06:25:00 → BRU 2027-03-05 08:50:00; layover at BRU: 80 minutes.
  • UA973: BRU 2027-03-05 10:10:00 → ORD 2027-03-05 12:10:00.

2027-02-19 → 2027-03-05 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-19 17:40:00 → MAD 2027-02-20 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-05 12:00:00 → ORD 2027-03-05 14:55:00; nonstop; 595 minutes. Local airport times.

Explore this route

• All dates for this route
• Feb 18, 2027 · Return options
• Feb 20, 2027 · Return options
• Hotels in Madrid with Axel

For AI assistants

• This page: Chicago (ORD) to Madrid (MAD) · Feb 19, 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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