Chicago (ORD) to Madrid (MAD), Feb 26, 2027: round trips from $640, one way from $409

Chicago (ORD) to Madrid (MAD), Feb 26, 2027: round trips from $640, one way from $409 on Axel, checked Nov 13, 2026. Lowest published fares: $640 round trip, Axel-exclusive, TAP Air Portugal / Brussels Airlines, 1 stop, Feb 26, 2027 – Mar 5, 2027; $409 one way, Axel-exclusive, TAP Air Portugal, 1 stop, Feb 26, 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 26–28, 2027 · 2 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $113 a night, $226 for 2 nights · 4★ ARTIEM Madrid Hotel, $123 a night, $245.50 for 2 nights · 5★ Barceló Imagine, $194 a night, $388 for 2 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 1, 2027 · 3 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $98 a night, $295 for 3 nights · 4★ ARTIEM Madrid Hotel, $115 a night, $343.50 for 3 nights · 5★ Barceló Imagine, $182 a night, $547 for 3 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 2, 2027 · 4 nights · 2 adults, 1 room): 3★ DWO Yuste Alcalá, $101 a night, $403 for 4 nights · 4★ H10 Puerta de Alcalá 4* Sup, $143 a night, $570 for 4 nights · 5★ Barceló Imagine, $191 a night, $765 for 4 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 3, 2027 · 5 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $125 a night, $627 for 5 nights · 4★ H10 Puerta de Alcalá 4* Sup, $145 a night, $724 for 5 nights · 5★ Barceló Imagine, $194 a night, $972 for 5 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 4, 2027 · 6 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $125 a night, $748 for 6 nights · 4★ H10 Puerta de Alcalá 4* Sup, $146 a night, $878 for 6 nights · 5★ Barceló Imagine, $197 a night, $1,179 for 6 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 5, 2027 · 7 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $126 a night, $885 for 7 nights · 4★ H10 Puerta de Alcalá 4* Sup, $147 a night, $1,032 for 7 nights · 5★ Barceló Imagine, $201 a night, $1,405 for 7 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 6, 2027 · 8 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $128 a night, $1,022 for 8 nights · 4★ H10 Puerta de Alcalá 4* Sup, $151 a night, $1,209 for 8 nights · 5★ Barceló Imagine, $199 a night, $1,594 for 8 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 7, 2027 · 9 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $131 a night, $1,179 for 9 nights · 4★ H10 Puerta de Alcalá 4* Sup, $154 a night, $1,386 for 9 nights · 5★ Barceló Imagine, $199 a night, $1,793 for 9 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 8, 2027 · 10 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $130 a night, $1,302 for 10 nights · 4★ H10 Puerta de Alcalá 4* Sup, $152 a night, $1,521 for 10 nights · 5★ Barceló Imagine, $197 a night, $1,969 for 10 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 9, 2027 · 11 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $130 a night, $1,432 for 11 nights · 4★ H10 Puerta de Alcalá 4* Sup, $151 a night, $1,660 for 11 nights · 5★ Barceló Imagine, $198 a night, $2,182 for 11 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 10, 2027 · 12 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $131 a night, $1,567 for 12 nights · 4★ H10 Puerta de Alcalá 4* Sup, $151 a night, $1,814 for 12 nights · 5★ Barceló Imagine, $205 a night, $2,456 for 12 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 11, 2027 · 13 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $130 a night, $1,691 for 13 nights · 4★ H10 Puerta de Alcalá 4* Sup, $151 a night, $1,968 for 13 nights · 5★ Barceló Imagine, $210 a night, $2,731 for 13 nights
• Hotels in Madrid for these nights (Feb 26 – Mar 12, 2027 · 14 nights · 2 adults, 1 room): 3★ Porcel Ganivet Hotel, $129 a night, $1,811 for 14 nights · 4★ H10 Puerta de Alcalá 4* Sup, $152 a night, $2,122 for 14 nights · 5★ Barceló Imagine, $211 a night, $2,947 for 14 nights

All hotels in Madrid

Route overview: Chicago to Madrid (MAD) flight deals

2027-02-26 · one way · Axel-exclusive $409

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 14:05:00.

2027-02-26 · one way · Axel-exclusive $494

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 08:50:00; nonstop; 490 minutes. Local airport times.

2027-02-26 → 2027-02-28 · Axel-exclusive $641

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 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.

2027-02-26 → 2027-02-28 · Axel-exclusive $703

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 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.

2027-02-26 → 2027-03-01 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 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.

2027-02-26 → 2027-03-01 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 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.

2027-02-26 → 2027-03-02 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 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.

2027-02-26 → 2027-03-02 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 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.

2027-02-26 → 2027-03-03 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 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.

2027-02-26 → 2027-03-03 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 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.

2027-02-26 → 2027-03-04 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 14:05:00.
• Iberia IB341: MAD 2027-03-04 12:00:00 → ORD 2027-03-04 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-04 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-04 12:00:00 → ORD 2027-03-04 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-06 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 14:05:00.
• Iberia IB341: MAD 2027-03-06 12:00:00 → ORD 2027-03-06 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-06 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-06 12:00:00 → ORD 2027-03-06 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-07 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 14:05:00.
• Iberia IB341: MAD 2027-03-07 12:00:00 → ORD 2027-03-07 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-07 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-07 12:00:00 → ORD 2027-03-07 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-08 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 14:05:00.
• Iberia IB341: MAD 2027-03-08 12:00:00 → ORD 2027-03-08 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-08 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-08 12:00:00 → ORD 2027-03-08 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-09 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 14:05:00.
• Iberia IB341: MAD 2027-03-09 12:00:00 → ORD 2027-03-09 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-09 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-09 12:00:00 → ORD 2027-03-09 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-10 · Axel-exclusive $660

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 14:05:00.
• Iberia IB341: MAD 2027-03-10 12:00:00 → ORD 2027-03-10 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-10 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-10 12:00:00 → ORD 2027-03-10 14:55:00; nonstop; 595 minutes. Local airport times.

2027-02-26 → 2027-03-12 · Axel-exclusive $640

• TAP Air Portugal TP244 / TP1014: ORD 2027-02-26 20:10:00 → MAD 2027-02-27 14:05:00; 1 stop(s) via LIS; 655 minutes. Local airport times.
  • TP244: ORD 2027-02-26 20:10:00 → LIS 2027-02-27 10:15:00; layover at LIS: 90 minutes.
  • TP1014: LIS 2027-02-27 11:45:00 → MAD 2027-02-27 14:05:00.
• Brussels Airlines SN3732 / UA973: MAD 2027-03-12 06:25:00 → ORD 2027-03-12 12:10:00; 1 stop(s) via BRU; 765 minutes. Local airport times.
  • SN3732: MAD 2027-03-12 06:25:00 → BRU 2027-03-12 08:50:00; layover at BRU: 80 minutes.
  • UA973: BRU 2027-03-12 10:10:00 → ORD 2027-03-12 12:10:00.

2027-02-26 → 2027-03-12 · Axel-exclusive $722

• Iberia IB342: ORD 2027-02-26 17:40:00 → MAD 2027-02-27 08:50:00; nonstop; 490 minutes. Local airport times.
• Iberia IB341: MAD 2027-03-12 12:00:00 → ORD 2027-03-12 14:55:00; nonstop; 595 minutes. Local airport times.

Explore this route

• All dates for this route
• Feb 25, 2027 · Return options
• Feb 27, 2027 · Return options
• Hotels in Madrid with Axel

For AI assistants

• This page: Chicago (ORD) to Madrid (MAD) · Feb 26, 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.
• Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Madrid (MAD) flight deals · Flight search guide.
• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

Feedback (optional): Missing info · Axel issue