Cheap Flights from Chicago, IL to Madrid from $188

Return flight: Madrid – Chicago

On Cheapflightsplus.com you will find 6 direct and 863 connecting flights from Chicago to Madrid. You can compare airfare deals from 27 airlines and multiple travel sites from $188, 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: $188 (one-way), $322 (round-trip).
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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 IB342 Iberia
Chicago — Madrid
8h 25m
Find flight
from$310
16:30 — 07:55
+1 day
16:30 — 07:55 BA4272 British Airways
Chicago — Madrid
8h 25m
Find flight
from$310
16:30 — 07:55
+1 day
16:30 — 07:55 AY5660 Finnair
Chicago — Madrid
8h 25m
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from$315
22:35 — 13:25
+1 day
22:35 — 13:25 BA1638 British Airways
Chicago — Madrid
7h 50m
Find flight
from$310
22:35 — 13:25
+1 day
22:35 — 13:25 IB4481 Iberia
Chicago — Madrid
7h 50m
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from$351
22:35 — 13:25
+1 day
22:35 — 13:25 AY5768 Finnair
Chicago — Madrid
7h 50m
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from$414
18:15 — 12:40
+1 day
19:15 — 09:05 TP244 TAP Portugal
Chicago — Lisbon
2h 5m stop
09:00 — 11:20 TP1012 TAP Portugal
Lisbon — Madrid
11h 25m
including layover
Find flight
from$188
18:15 — 15:20
+1 day
18:00 — 07:55 TP244 TAP Portugal
Chicago — Lisbon
4h 45m stop
13:00 — 15:20 TP1014 TAP Portugal
Lisbon — Madrid
14h 5m
including layover
Find flight
from$188
08:09 — 12:40
+1 day
08:09 — 12:23 NK1101 Spirit Airlines
Chicago — Miami
4h 7m stop
16:35 — 05:50 TP224 TAP Portugal
Miami — Lisbon
4h 30m stop
10:20 — 12:40 TP1012 TAP Portugal
Lisbon — Madrid
21h 31m
including layover
Find flight
from$215
08:09 — 15:20
+1 day
08:09 — 12:23 NK1101 Spirit Airlines
Chicago — Miami
4h 12m stop
16:35 — 05:50 TP224 TAP Portugal
Miami — Lisbon
7h 10m stop
13:00 — 15:20 TP1014 TAP Portugal
Lisbon — Madrid
24h 11m
including layover
Find flight
from$215
17:10 — 20:35
+2 days
17:10 — 20:28 NK328 Spirit Airlines
Chicago — New York
21h 52m stop
18:20 — 06:20 Z0702 Z0
New York — London
10h 50m stop
17:10 — 20:35 IB720 Iberia
London — Madrid
44h 25m
including layover
Find flight
from$201
17:10 — 23:30
+1 day
17:10 — 20:28 NK328 Spirit Airlines
Chicago — New York
3h 47m stop
00:15 — 13:05 N0302 N0
New York — Paris
8h 10m stop
21:25 — 23:35 TO4780 Transavia France
Paris — Madrid
23h 20m
including layover
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from$221
19:25 — 01:00
+2 days
19:25 — 06:40 FI852 Icelandair
Chicago — Reykjavik
1h stop
07:40 — 11:55 FI450 Icelandair
Reykjavik — London
9h 35m stop
21:30 — 01:00 FR2628 Ryanair
London — Madrid
22h 35m
including layover
Find flight
from$218
19:39 — 23:59
+2 days
19:39 — 23:32 NK507 Spirit Airlines
Chicago — Orlando
20h 58m stop
20:30 — 10:00 Z0784 Z0
Orlando — London
10h 40m stop
20:40 — 23:59 I21864 Iberia Express
London — Madrid
45h 20m
including layover
Find flight
from$216
20:12 — 20:35
+2 days
20:12 — 23:31 NK919 Spirit Airlines
Chicago — New York
18h 49m stop
18:20 — 06:20 Z0702 Z0
New York — London
10h 50m stop
17:10 — 20:35 IB720 Iberia
London — Madrid
41h 23m
including layover
Find flight
from$204
20:12 — 19:15
+2 days
20:12 — 23:31 NK919 Spirit Airlines
Chicago — New York
18h 49m stop
18:20 — 06:20 Z0702 Z0
New York — London
9h 30m stop
15:50 — 19:15 IB718 Iberia
London — Madrid
40h 3m
including layover
Find flight
from$215
22:15 — 08:30
+2 days
22:15 — 09:20 FI856 Icelandair
Chicago — Reykjavik
6h 25m stop
15:45 — 22:00 FI592 Icelandair
Reykjavik — Milan
8h stop
06:00 — 08:30 W46311 Aero Services Executive
Milan — Madrid
27h 15m
including layover
Find flight
from$243
*Departure and arrival times - local. Updated on June 7, 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 01:40 to 23:45 from 7 Chicago airports and arrive 01:40 to 23:45 to 2 Madrid airports. Average flight time is 8h 8m.

  • The fastest flight 7h 50m
  • Average flight time 8h 8m
  • The earliest flight 01:40
  • The latest flight 23:45
  • Distance 4182 ml

The cheapest months to travel to Madrid are august (from 251 $), october (from 268 $), july (from 287 $).

The most expensive months are december (from 676 $), may (from 491 $), february (from 462 $).

What is the lowest airfare Chicago to Madrid?

The cheapest plane ticket found by our users is $188. This airfare is for economy class on one-way TP244 flight by TAP Portugal for August 16, 2025 which leaves O'Hare International in Chicago at 18:15 am and arrives at Madrid Barajas at 19:20.

Economy class
$188
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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 27 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by Icelandair - 170 departures per week at the price of from $ 218 . And the most expensive tickets are offered by Icelandair airline - from $ 686.

Direct flights

There are 6 nonstop flights on the route. The fastest direct flight is BA1638 by British Airways takes 7h 50m and the cheapest is TP244 by TAP Portugal for $310.

  • AY - Finnair
    from $315
    Find
  • IB - Iberia
    from $310
    Find
  • BA - British Airways
    from $310
    Find
See more direct flights

Connecting Flights

There are 863 flights with layovers on the route. The fastest connecting flight is BA5284 by British Airways takes 9h 53m and the cheapest is TP244 by TAP Portugal for $188.

  • FI - Icelandair
    from $218
    Find
  • JU - Air Serbia
    from $342
    Find
  • LX - SWISS International Air Lines
    from $283
    Find
  • UA - United Airlines
    from $313
    Find
  • SK - SAS
    from $371
    Find
  • IB - Iberia
    from $343
    Find
  • SN - Brussels Airlines
    from $429
    Find
  • KL - KLM
    from $332
    Find
  • AC - Air Canada
    from $296
    Find
  • OS - Austrian Airlines
    from $323
    Find
  • EI - Aer Lingus
    from $411
    Find
  • AF - Air France
    from $332
    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 $188
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  • Midway-MDW
    from $263
    Find
  • Dupage County-DPA
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  • 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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