Cheap Flights from Chicago, IL to Madrid from $242

Return flight: Madrid – Chicago

On Cheapflightsplus.com you will find 6 direct and 994 connecting flights from Chicago to Madrid. You can compare airfare deals from 27 airlines and multiple travel sites from $242, 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.

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 242 $), october (from 258 $), july (from 277 $).

The most expensive months are december (from 653 $), november (from 518 $), may (from 457 $).

What is the lowest airfare Chicago to Madrid?

The cheapest plane ticket found by our users is $242. This airfare is for economy class on one-way TP244 flight by TAP Portugal for September 27, 2025 which leaves O'Hare International in Chicago at 18:15 am and arrives at Madrid Barajas at 19:20.

Economy class
$242
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Business class
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First class
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Flight Schedule Chicago (Illinois) to Madrid

16:30 — 07:55+1day
8h 25m flight time
Find flight
from$400
Chicago — Madrid
IB342 Iberia
16:30 — 07:55+1day
8h 25m flight time
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from$400
Chicago — Madrid
BA4272 British Airways
16:30 — 07:55+1day
8h 25m flight time
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from$406
Chicago — Madrid
AY5660 Finnair
17:10 — 20:35+2days
44h 25m flight time
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from$258
17:10 — 20:28 Chicago — New York
NK328 Spirit Airlines
21h 52m stop
18:20 — 06:20 New York — London
Z0702 Z0
10h 50m stop
17:10 — 20:35 London — Madrid
IB720 Iberia
18:15 — 15:20+1day
14h 5m flight time
Find flight
from$242
18:00 — 07:55 Chicago — Lisbon
TP244 TAP Portugal
4h 45m stop
13:00 — 15:20 Lisbon — Madrid
TP1014 TAP Portugal
18:15 — 17:05+1day
15h 50m flight time
Find flight
from$242
18:00 — 07:55 Chicago — Lisbon
TP244 TAP Portugal
6h 30m stop
14:45 — 17:05 Lisbon — Madrid
TP1016 TAP Portugal
18:15 — 19:20+1day
18h 5m flight time
Find flight
from$242
18:15 — 08:15 Chicago — Lisbon
TP244 TAP Portugal
8h 45m stop
17:00 — 19:20 Lisbon — Madrid
TP1018 TAP Portugal
18:15 — 21:25+1day
20h 10m flight time
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from$242
18:00 — 07:55 Chicago — Lisbon
TP244 TAP Portugal
10h 55m stop
19:05 — 21:25 Lisbon — Madrid
TP1020 TAP Portugal
18:15 — 00:20+2days
23h 5m flight time
Find flight
from$242
18:00 — 07:55 Chicago — Lisbon
TP244 TAP Portugal
13h 45m stop
22:00 — 00:20 Lisbon — Madrid
TP1022 TAP Portugal
18:15 — 12:40+1day
11h 25m flight time
Find flight
from$243
19:15 — 09:05 Chicago — Lisbon
TP244 TAP Portugal
2h 5m stop
09:00 — 11:20 Lisbon — Madrid
TP1012 TAP Portugal
18:15 — 10:15+2days
33h flight time
Find flight
from$246
18:00 — 07:55 Chicago — Lisbon
TP244 TAP Portugal
23h 40m stop
07:55 — 10:15 Lisbon — Madrid
TP1010 TAP Portugal
20:12 — 20:35+2days
41h 23m flight time
Find flight
from$263
20:12 — 23:31 Chicago — New York
NK919 Spirit Airlines
18h 49m stop
18:20 — 06:20 New York — London
Z0702 Z0
10h 50m stop
17:10 — 20:35 London — Madrid
IB720 Iberia
22:35 — 13:25+1day
7h 50m flight time
Find flight
from$400
Chicago — Madrid
BA1638 British Airways
22:35 — 13:25+1day
7h 50m flight time
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from$453
Chicago — Madrid
IB4481 Iberia
22:35 — 13:25+1day
7h 50m flight time
Find flight
from$534
Chicago — Madrid
AY5768 Finnair
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 and arrival times - local. Updated on October 28, 2025.

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 - 175 departures per week at the price of from $ 281 . And the most expensive tickets are offered by SWISS International Air Lines airline - from $ 629.

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 $400.

  • AY - Finnair
    from $406
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  • IB - Iberia
    from $400
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  • BA - British Airways
    from $400
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See more direct flights

Connecting Flights

There are 994 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 $242.

  • FI - Icelandair
    from $281
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  • JU - Air Serbia
    from $440
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  • LX - SWISS International Air Lines
    from $365
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  • UA - United Airlines
    from $404
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  • SK - SAS
    from $478
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  • IB - Iberia
    from $442
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  • SN - Brussels Airlines
    from $553
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  • KL - KLM
    from $428
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  • AC - Air Canada
    from $334
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  • OS - Austrian Airlines
    from $416
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  • EI - Aer Lingus
    from $528
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  • AF - Air France
    from $428
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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 $242
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  • Midway-MDW
    from $328
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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Madrid airports

  • Barajas-MAD
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  • Torrejon-TOJ
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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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