Cheap Flights from Chicago, IL to Madrid from $253

Return flight: Madrid – Chicago

On Cheapflightsplus.com you will find 6 direct and 898 connecting flights from Chicago to Madrid. You can compare airfare deals from 31 airlines and multiple travel sites from $253, book and save on cheap plane tickets and last minute offers. Also check out CHI-MAD flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Madrid Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $253 (one-way), $434 (round-trip).
Direct flights
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Full flight schedule will help you in detecting at what time planes fly from Chicago to Madrid. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
16:30 — 07:55
+1 day
16:30 — 07:55 BA4272 British Airways
Chicago — Madrid
8h 25m
Find flight
from$565
16:30 — 07:55
+1 day
16:30 — 07:55 IB342 Iberia
Chicago — Madrid
8h 25m
Find flight
from$565
16:30 — 07:55
+1 day
16:30 — 07:55 AY5660 Finnair
Chicago — Madrid
8h 25m
Find flight
from$570
22:15 — 13:25
+1 day
22:15 — 13:25 BA1638 British Airways
Chicago — Madrid
8h 10m
Find flight
from$565
22:15 — 13:25
+1 day
22:15 — 13:25 IB4481 Iberia
Chicago — Madrid
8h 10m
Find flight
from$605
22:15 — 13:25
+1 day
22:15 — 13:25 AY5768 Finnair
Chicago — Madrid
8h 10m
Find flight
from$618
05:51 — 11:20
+1 day
05:51 — 09:00 NK2175 Spirit Airlines
Chicago — New York
13h 5m stop
22:05 — 11:20 UX92 Air Europa
New York — Madrid
22h 29m
including layover
Find flight
from$291
15:35 — 06:40
+2 days
15:35 — 18:50 AC8964 Air Canada
Chicago — Montreal
23h 3m stop
17:50 — 06:40 AC834 Air Canada
Montreal — Madrid
32h 5m
including layover
Find flight
from$330
15:50 — 08:20
+2 days
15:50 — 18:35 AC508 Air Canada
Chicago — Toronto
24h stop
18:35 — 08:20 AC824 Air Canada
Toronto — Madrid
33h 30m
including layover
Find flight
from$334
17:58 — 06:40
+2 days
17:58 — 21:29 AC4048 Air Canada
Chicago — Montreal
20h 21m stop
17:50 — 06:40 AC834 Air Canada
Montreal — Madrid
29h 42m
including layover
Find flight
from$330
18:27 — 07:50
+2 days
18:27 — 22:07 AF8625 Air France
Chicago — New York
20h 13m stop
18:20 — 07:50 AF3571 Air France
New York — Madrid
30h 23m
including layover
Find flight
from$356
18:30 — 08:20
+2 days
18:30 — 21:16 AC8912 Air Canada
Chicago — Toronto
21h 21m stop
18:50 — 08:20 AC824 Air Canada
Toronto — Madrid
30h 50m
including layover
Find flight
from$334
20:25 — 08:20
+2 days
20:25 — 23:07 AC510 Air Canada
Chicago — Toronto
19h 25m stop
18:50 — 08:20 AC824 Air Canada
Toronto — Madrid
28h 55m
including layover
Find flight
from$334
21:08 — 11:20
+2 days
21:08 — 00:29 NK2542 Spirit Airlines
Chicago — New York
21h 36m stop
22:05 — 11:20 UX92 Air Europa
New York — Madrid
31h 12m
including layover
Find flight
from$285
05:05 — 11:20
+1 day
05:05 — 09:06 NK2 Spirit Airlines
Chicago — Miami
4h 28m stop
13:34 — 16:34 NK2691 Spirit Airlines
Miami — New York
5h 31m stop
22:05 — 11:20 UX92 Air Europa
New York — Madrid
23h 15m
including layover
Find flight
from$303
07:04 — 22:30
+1 day
07:04 — 09:58 AC4986 Air Canada
Chicago — Toronto
12h 12m stop
22:10 — 10:00 WS34 WestJet
Toronto — Dublin
8h 55m stop
18:55 — 22:30 FR10 Ryanair
Dublin — Madrid
32h 26m
including layover
Find flight
from$341
08:17 — 11:20
+1 day
08:17 — 12:30 NK2193 Spirit Airlines
Chicago — Miami
1h 59m stop
14:29 — 17:30 NK2177 Spirit Airlines
Miami — New York
4h 35m stop
22:05 — 11:20 UX92 Air Europa
New York — Madrid
20h 3m
including layover
Find flight
from$303
08:50 — 22:30
+1 day
08:50 — 11:49 AC5212 Air Canada
Chicago — Toronto
10h 21m stop
22:10 — 10:00 WS34 WestJet
Toronto — Dublin
8h 55m stop
18:55 — 22:30 FR10 Ryanair
Dublin — Madrid
30h 40m
including layover
Find flight
from$285
09:40 — 09:55
+2 days
09:40 — 12:20 PD2388 Porter Airlines
Chicago — Toronto
9h 50m stop
22:10 — 10:00 WS34 WestJet
Toronto — Dublin
20h 20m stop
06:20 — 09:55 IB6001 Iberia
Dublin — Madrid
41h 15m
including layover
Find flight
from$253
09:40 — 21:55
+1 day
09:40 — 12:20 PD2388 Porter Airlines
Chicago — Toronto
9h 50m stop
22:10 — 10:00 WS34 WestJet
Toronto — Dublin
8h 20m stop
18:20 — 21:55 I21884 Iberia Express
Dublin — Madrid
29h 15m
including layover
Find flight
from$268
10:50 — 22:30
+1 day
10:50 — 13:42 AC4407 Air Canada
Chicago — Toronto
8h 28m stop
22:10 — 10:00 WS34 WestJet
Toronto — Dublin
8h 55m stop
18:55 — 22:30 FR10 Ryanair
Dublin — Madrid
28h 40m
including layover
Find flight
from$341
13:43 — 20:20
+1 day
13:43 — 18:00 NK2193 Spirit Airlines
Chicago — Miami
4h 20m stop
22:20 — 13:40 VY9780 Vueling
Miami — Barcelona
5h 15m stop
18:55 — 20:20 IB420 Iberia
Barcelona — Madrid
23h 37m
including layover
Find flight
from$325
13:43 — 19:35
+1 day
13:43 — 18:00 NK2193 Spirit Airlines
Chicago — Miami
4h 20m stop
21:45 — 13:05 VY9780 Vueling
Miami — Barcelona
4h 30m stop
18:10 — 19:35 IB418 Iberia
Barcelona — Madrid
22h 52m
including layover
Find flight
from$327
16:43 — 22:30
+1 day
16:43 — 19:37 AC5014 Air Canada
Chicago — Toronto
2h 33m stop
22:10 — 10:00 WS34 WestJet
Toronto — Dublin
8h 55m stop
18:55 — 22:30 FR10 Ryanair
Dublin — Madrid
22h 47m
including layover
Find flight
from$257
16:43 — 19:40
+1 day
16:43 — 19:37 AC5014 Air Canada
Chicago — Toronto
2h 33m stop
22:10 — 10:00 WS34 WestJet
Toronto — Dublin
6h 5m stop
16:05 — 19:40 FR7156 Ryanair
Dublin — Madrid
19h 57m
including layover
Find flight
from$275
17:08 — 23:59
+2 days
17:08 — 21:09 F93044 Frontier Airlines
Chicago — Orlando
23h 21m stop
20:30 — 10:00 Z0784 Z0
Orlando — London
10h 40m stop
20:40 — 23:59 I21864 Iberia Express
London — Madrid
47h 51m
including layover
Find flight
from$335
19:25 — 08:45
+2 days
18:30 — 06:40 FI852 Icelandair
Chicago — Reykjavik
1h 10m stop
08:20 — 14:00 FI562 Icelandair
Reykjavik — Rome
15h 30m stop
06:15 — 08:55 W46011 Aero Services Executive
Rome — Madrid
30h 20m
including layover
Find flight
from$304
19:35 — 11:20
+2 days
19:35 — 23:45 NK1986 Spirit Airlines
Chicago — Miami
6h 15m stop
06:00 — 08:57 NK2068 Spirit Airlines
Miami — New York
13h 8m stop
22:05 — 11:20 UX92 Air Europa
New York — Madrid
32h 45m
including layover
Find flight
from$292
20:25 — 06:40
+2 days
20:25 — 23:07 AC510 Air Canada
Chicago — Toronto
1h 20m stop
00:30 — 01:51 AC7774 Air Canada
Toronto — Montreal
15h 59m stop
17:35 — 06:40 AC834 Air Canada
Montreal — Madrid
27h 15m
including layover
Find flight
from$353
21:12 — 23:59
+2 days
21:12 — 00:53 F93854 Frontier Airlines
Chicago — Orlando
19h 37m stop
20:30 — 10:00 Z0784 Z0
Orlando — London
10h 40m stop
20:40 — 23:59 I21864 Iberia Express
London — Madrid
43h 47m
including layover
Find flight
from$301
22:15 — 08:45
+3 days
22:15 — 09:20 FI856 Icelandair
Chicago — Reykjavik
22h 30m stop
07:50 — 14:35 FI562 Icelandair
Reykjavik — Rome
15h 30m stop
06:05 — 08:45 W46011 Aero Services Executive
Rome — Madrid
51h 30m
including layover
Find flight
from$279
22:15 — 00:10
+3 days
22:15 — 09:20 FI856 Icelandair
Chicago — Reykjavik
22h 30m stop
07:50 — 14:35 FI562 Icelandair
Reykjavik — Rome
7h stop
21:35 — 00:10 AZ64 Alitalia
Rome — Madrid
42h 55m
including layover
Find flight
from$320
*Departure and arrival times - local. Updated on May 17, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to Madrid depends on and how to choose the most interesting flight option for you.

Distance between Chicago and Madrid is 6730 miles. Time difference between the cities is 7h. Airplanes depart 01:25 to 23:20 from 7 Chicago airports and arrive 01:25 to 23:20 to 2 Madrid airports. Average flight time is 8h 18m.

  • The fastest flight 8h 10m
  • Average flight time 8h 18m
  • The earliest flight 01:25
  • The latest flight 23:20
  • Distance 4182 ml

The cheapest months to travel to Madrid are june (from 338 $), november (from 373 $), may (from 373 $).

The most expensive months are december (from 672 $), february (from 460 $), january (from 393 $).

What is the lowest airfare Chicago to Madrid?

The cheapest plane ticket found by our users is $253. This airfare is for economy class on one-way PD2388 flight by Porter Airlines for June 6, 2025 which leaves Midway in Chicago at 09:40 am and arrives at Madrid Barajas at 09:55.

Economy class
$253
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Business class
?
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First class
?
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Popular Airlines on the Route

The flight Chicago — Madrid is served by 31 regular airline and 7 low-cost airlines. Most of the flights on this route are operated by LOT - 6 departures per week at the price of from $ 771 . And the most expensive tickets are offered by SAS airline - from $ 6277.

Direct flights

There are 6 nonstop flights on the route. The fastest direct flight is BA1638 by British Airways takes 8h 10m and the cheapest is PD2388 by Porter Airlines for $565.

  • AY - Finnair
    from $570
    Find
  • IB - Iberia
    from $565
    Find
  • BA - British Airways
    from $565
    Find
See more direct flights

Connecting Flights

There are 898 flights with layovers on the route. The fastest connecting flight is BA5686 by British Airways takes 9h 51m and the cheapest is PD2388 by Porter Airlines for $253.

  • FI - Icelandair
    from $279
    Find
  • LO - LOT
    from $771
    Find
  • JU - Air Serbia
    from $918
    Find
  • UA - United Airlines
    from $349
    Find
  • LX - SWISS International Air Lines
    from $366
    Find
  • SK - SAS
    from $696
    Find
  • IB - Iberia
    from $531
    Find
  • SN - Brussels Airlines
    from $511
    Find
  • KL - KLM
    from $452
    Find
  • QR - Qatar Airways
    from $807
    Find
  • AC - Air Canada
    from $257
    Find
  • EI - Aer Lingus
    from $486
    Find
See more connecting flights

Airports

You can fly from Chicago to Madrid from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $257
    Find
  • Midway-MDW
    from $253
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Madrid airports

  • Barajas-MAD
    Find
  • Torrejon-TOJ
    Find

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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