Cheap Flights from Chicago, IL to Madrid from $256

Return flight: Madrid – Chicago
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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 $256, 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: $256 (one-way), $439 (round-trip).
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Best Flights from Chicago to Madrid Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Madrid with the lowest price of $256. The fastest direct flight takes 7h 50m and the fastest connecting – 9h 53m.
Price Departure Arrival Flight Duration Airline Flight
from $422
Find flight
16:30
Chicago
O'Hare International
 07:55+1 день
Madrid
Barajas
 8h 25m Iberia
IB342
from $423
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22:35
Chicago
O'Hare International
 13:25+1 день
Madrid
Barajas
 7h 50m British Airways
BA1638
from $429
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16:30
Chicago
O'Hare International
 07:55+1 день
Madrid
Barajas
 8h 25m Finnair
AY5660
from $505
Find flight
22:35
Chicago
O'Hare International
 13:25+1 день
Madrid
Barajas
 7h 50m Iberia
IB4481
from $564
Find flight
22:35
Chicago
O'Hare International
 13:25+1 день
Madrid
Barajas
 7h 50m Finnair
AY5768
from $256
Find flight
18:15
Chicago
O'Hare International
 12:40+1 день
Madrid
Barajas
 11h 25m
layover
2h 5m - Lisbon
 TAP Portugal
TP244
TP1012
from $389
Find flight
21:08
Chicago
O'Hare International
 11:20+2 дня
Madrid
Barajas
 31h 12m
layover
21h 36m - New York
 Spirit Airlines
NK2542
UX92
from $402
Find flight
10:40
Chicago
O'Hare International
 06:40+1 день
Madrid
Barajas
 13h 0m
layover
3h 56m - Montreal
 Air Canada
AC522
AC834
from $273
Find flight
17:10
Chicago
O'Hare International
 20:35+2 дня
Madrid
Barajas
 44h 25m
layover
21h 52m - New York
10h 50m - London
 Spirit Airlines
NK328
Z0702
IB720
from $277
Find flight
20:12
Chicago
O'Hare International
 20:35+2 дня
Madrid
Barajas
 41h 23m
layover
18h 49m - New York
10h 50m - London
 Spirit Airlines
NK919
Z0702
IB720
from $292
Find flight
20:12
Chicago
O'Hare International
 19:15+2 дня
Madrid
Barajas
 40h 3m
layover
18h 49m - New York
9h 30m - London
 Spirit Airlines
NK919
Z0702
IB718
from $293
Find flight
08:09
Chicago
O'Hare International
 12:40+1 день
Madrid
Barajas
 21h 31m
layover
4h 7m - Miami
4h 30m - Lisbon
 Spirit Airlines
NK1101
TP224
TP1012
from $293
Find flight
08:09
Chicago
O'Hare International
 15:20+1 день
Madrid
Barajas
 24h 11m
layover
4h 12m - Miami
7h 10m - Lisbon
 Spirit Airlines
NK1101
TP224
TP1014
from $293
Find flight
08:09
Chicago
O'Hare International
 19:20+1 день
Madrid
Barajas
 28h 11m
layover
12h 12m - Miami
3h 5m - Lisbon
 Spirit Airlines
NK1101
TP226
TP1018
from $293
Find flight
08:09
Chicago
O'Hare International
 21:25+1 день
Madrid
Barajas
 30h 16m
layover
4h 7m - Miami
13h 10m - Lisbon
 Spirit Airlines
NK1101
TP224
TP1020
from $297
Find flight
19:25
Chicago
O'Hare International
 01:00+2 дня
Madrid
Barajas
 22h 35m
layover
1h 0m - Reykjavik
9h 35m - London
 Icelandair
FI852
FI450
FR2628
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on August 11, 2025
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$422
16:30 — 07:55
+1 day
16:30 — 07:55 BA4272 British Airways
Chicago — Madrid
8h 25m
Find flight
from$423
16:30 — 07:55
+1 day
16:30 — 07:55 AY5660 Finnair
Chicago — Madrid
8h 25m
Find flight
from$429
22:35 — 13:25
+1 day
22:35 — 13:25 BA1638 British Airways
Chicago — Madrid
7h 50m
Find flight
from$423
22:35 — 13:25
+1 day
22:35 — 13:25 IB4481 Iberia
Chicago — Madrid
7h 50m
Find flight
from$505
22:35 — 13:25
+1 day
22:35 — 13:25 AY5768 Finnair
Chicago — Madrid
7h 50m
Find flight
from$564
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$256
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$256
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$293
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$293
13:43 — 19:20
+1 day
13:43 — 18:00 NK2193 Spirit Airlines
Chicago — Miami
6h 35m stop
00:35 — 13:55 TP226 TAP Portugal
Miami — Lisbon
3h 5m stop
17:00 — 19:20 TP1018 TAP Portugal
Lisbon — Madrid
22h 37m
including layover
Find flight
from$341
13:43 — 21:25
+1 day
13:43 — 18:00 NK2193 Spirit Airlines
Chicago — Miami
6h 35m stop
00:35 — 13:55 TP226 TAP Portugal
Miami — Lisbon
5h 5m stop
19:00 — 21:25 TP1020 TAP Portugal
Lisbon — Madrid
24h 42m
including layover
Find flight
from$341
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$273
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
Find flight
from$301
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$297
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$294
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$277
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$292
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$332
*Departure and arrival times - local. Updated on August 11, 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 256 $), october (from 273 $), july (from 293 $).

The most expensive months are december (from 690 $), may (from 483 $), february (from 472 $).

What is the lowest airfare Chicago to Madrid?

The cheapest plane ticket found by our users is $256. 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
$256
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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 - 175 departures per week at the price of from $ 297 . And the most expensive tickets are offered by Lufthansa airline - from $ 1171.

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 $422.

  • AY - Finnair
    from $429
    Find
  • IB - Iberia
    from $422
    Find
  • BA - British Airways
    from $423
    Find
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 $256.

  • FI - Icelandair
    from $297
    Find
  • JU - Air Serbia
    from $465
    Find
  • LX - SWISS International Air Lines
    from $407
    Find
  • UA - United Airlines
    from $426
    Find
  • SK - SAS
    from $504
    Find
  • IB - Iberia
    from $467
    Find
  • SN - Brussels Airlines
    from $585
    Find
  • KL - KLM
    from $452
    Find
  • AC - Air Canada
    from $352
    Find
  • OS - Austrian Airlines
    from $440
    Find
  • EI - Aer Lingus
    from $562
    Find
  • AF - Air France
    from $452
    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 $256
    Find
  • Midway-MDW
    from $347
    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

Airplanes

There are flights to Madrid from Chicago by 27 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Top International Destinations from Chicago

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

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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