Cheap Flights from Madrid to Chicago, IL from $269

Return flight: Chicago – Madrid

On Cheapflightsplus.com you will find 6 direct and 994 connecting flights from Madrid to Chicago. You can compare airfare deals from 35 airlines and multiple travel sites from $269, book and save on cheap plane tickets and last minute offers. Also check out MAD-CHI 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 Madrid to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Madrid and Chicago is 6730 miles. Time difference between the cities is 7h. Airplanes depart 00:30 to 23:55 from 2 Madrid airports and arrive 00:30 to 23:55 to 7 Chicago airports. Average flight time is 9h 8m.

  • The fastest flight 8h 35m
  • Average flight time 9h 8m
  • The earliest flight 00:30
  • The latest flight 23:55
  • Distance 4182 ml

The cheapest months to travel to Chicago are june (from 269 $), may (from 354 $), august (from 354 $).

The most expensive months are january (from 655 $), july (from 488 $), february (from 488 $).

What is the lowest airfare Madrid to Chicago?

The cheapest plane ticket found by our users is $269. This airfare is for economy class on one-way TP1021 flight by TAP Portugal for August 27, 2025 which leaves Barajas in Madrid at 22:15 am and arrives at Chicago O'Hare International at 12:50.

Economy class
$269
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Business class
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First class
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Flight Schedule Madrid to Chicago (Illinois)

07:10 — 06:32+1day
30h 22m flight time
Find flight
from$337
07:10 — 08:25 Madrid — Barcelona
IB403 Iberia
10h 15m stop
18:40 — 21:40 Barcelona — Newark
VY9797 Vueling
7h 20m stop
05:55 — 07:27 Newark — Chicago
NK2543 Spirit Airlines
07:10 — 06:32+1day
30h 22m flight time
Find flight
from$343
07:10 — 08:25 Madrid — Barcelona
VY5010 Vueling
10h 15m stop
18:40 — 21:40 Barcelona — Newark
VY9797 Vueling
7h 20m stop
05:55 — 07:27 Newark — Chicago
NK2543 Spirit Airlines
07:40 — 12:50
12h 10m flight time
Find flight
from$269
07:40 — 08:00 Madrid — Lisbon
TP1023 TAP Portugal
1h 30m stop
12:45 — 16:10 Lisbon — Chicago
TP243 TAP Portugal
11:05 — 16:10
12h 5m flight time
Find flight
from$269
11:05 — 11:30 Madrid — Lisbon
TP1011 TAP Portugal
1h 15m stop
12:55 — 16:10 Lisbon — Chicago
TP243 TAP Portugal
11:35 — 14:15
9h 40m flight time
Find flight
from$354
Madrid — Chicago
AY5659 Finnair
11:35 — 14:15
9h 40m flight time
Find flight
from$359
Madrid — Chicago
BA4271 British Airways
11:35 — 14:15
9h 40m flight time
Find flight
from$359
Madrid — Chicago
IB341 Iberia
13:35 — 12:50+1day
30h 15m flight time
Find flight
from$276
12:10 — 12:30 Madrid — Lisbon
TP1013 TAP Portugal
19h 35m stop
11:55 — 15:30 Lisbon — Chicago
TP243 TAP Portugal
16:20 — 12:50+1day
27h 30m flight time
Find flight
from$275
14:55 — 15:15 Madrid — Lisbon
TP1015 TAP Portugal
16h 50m stop
11:55 — 15:30 Lisbon — Chicago
TP243 TAP Portugal
16:40 — 18:15
8h 35m flight time
Find flight
from$359
Madrid — Chicago
BA1637 British Airways
16:40 — 18:15
8h 35m flight time
Find flight
from$387
Madrid — Chicago
IB4230 Iberia
16:40 — 18:15
8h 35m flight time
Find flight
from$436
Madrid — Chicago
AY5767 Finnair
17:55 — 12:50+1day
25h 55m flight time
Find flight
from$275
17:55 — 18:20 Madrid — Lisbon
TP1017 TAP Portugal
15h 15m stop
12:55 — 16:10 Lisbon — Chicago
TP243 TAP Portugal
20:10 — 12:50+1day
23h 40m flight time
Find flight
from$269
20:10 — 20:35 Madrid — Lisbon
TP1019 TAP Portugal
13h stop
12:45 — 16:10 Lisbon — Chicago
TP243 TAP Portugal
22:15 — 12:50+1day
21h 35m flight time
Find flight
from$269
21:10 — 21:30 Madrid — Lisbon
TP1021 TAP Portugal
10h 55m stop
11:55 — 15:30 Lisbon — Chicago
TP243 TAP Portugal
Full flight schedule will help you in detecting at what time planes fly from Madrid to Chicago. 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 Madrid — Chicago is served by 35 regular airlines and 9 low-cost airlines. Most of the flights on this route are operated by Vueling - 15 departures per week at the price of from $ 343 . And the most expensive tickets are offered by Welcome Air Luftfahrt airline - from $ 888.

Direct flights

There are 6 nonstop flights on the route. The fastest direct flight is BA1637 by British Airways takes 8h 35m and the cheapest is TP1021 by TAP Portugal for $354.

  • AY - Finnair
    from $354
    Find
  • IB - Iberia
    from $359
    Find
  • BA - British Airways
    from $359
    Find
See more direct flights

Connecting Flights

There are 994 flights with layovers on the route. The fastest connecting flight is AF1001 by Air France takes 11h 55m and the cheapest is TP1021 by TAP Portugal for $269.

  • VY - Vueling
    from $343
    Find
  • LO - LOT
    from $618
    Find
  • I2 - Iberia Express
    from $413
    Find
  • JU - Air Serbia
    from $610
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  • FR - Ryanair
    from $407
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  • LX - SWISS International Air Lines
    from $608
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  • A3 - Aegean Airlines
    from $611
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  • E9 - AJT Air
    from $447
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  • DY - Norwegian
    from $614
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  • OG - Air Onix
    from $541
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  • IB - Iberia
    from $337
    Find
  • SN - Brussels Airlines
    from $761
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See more connecting flights

Airports

You can fly from Madrid to Chicago from 2 airports (Barajas, Torrejon).

Madrid airports

  • Barajas-MAD
    from $269
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  • Torrejon-TOJ
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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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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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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