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Cheap flights from Madrid to Chicago from £256

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madrid to Chicago departing on 15/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags
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TAP AIR PORTUGAL Logo
21:10 - 14:45MAD-ORD
24h 35m1 stop
TAP AIR PORTUGAL Logo
19:10 - 20:20ORD-MAD
18h 10m1 stop
£375TAP AIR PORTUGAL
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Sat, 22 Nov - Wed, 10 Dec
Delta Logo
06:00 - 14:20MAD-ORD
15h 20m1 stop
Delta Logo
13:23 - 11:30ORD-MAD
15h 07m2 stops
£378Delta
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Mon, 24 Nov - Mon, 8 Dec
United Airlines Logo
08:30 - 20:05MAD-ORD
18h 35m1 stop
United Airlines Logo
14:24 - 09:15ORD-MAD
11h 51m1 stop
£385United Airlines
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Wed, 3 Dec - Mon, 8 Dec
British Airways Logo
16:40 - 18:50MAD-ORD
9h 10mdirect
British Airways Logo
11:36 - 05:35ORD-MAD
10h 59m1 stop
£386British Airways
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Thu, 9 Apr - Thu, 23 Apr
Multiple Airlines Logo
12:00 - 14:55MAD-ORD
9h 55mdirect
Multiple Airlines Logo
14:42 - 08:55ORD-MAD
11h 13m1 stop
£386Multiple Airlines
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Mon, 24 Nov - Mon, 8 Dec
United Airlines Logo
06:00 - 13:10MAD-ORD
14h 10m1 stop
United Airlines Logo
18:25 - 16:00ORD-MAD
14h 35m1 stop
£388United Airlines
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Thu, 11 Dec - Wed, 7 Jan
British Airways Logo
12:10 - 17:43MAD-ORD
12h 33m1 stop
British Airways Logo
11:36 - 05:35ORD-MAD
10h 59m1 stop
£389British Airways
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Tue, 14 Apr - Tue, 21 Apr
Multiple Airlines Logo
13:00 - 19:22MAD-ORD
13h 22m1 stop
Multiple Airlines Logo
17:40 - 08:50ORD-MAD
8h 10mdirect
£390Multiple Airlines
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Wed, 3 Dec - Mon, 8 Dec
SWISS Logo
19:35 - 16:20MAD-ORD
27h 45m1 stop
SWISS Logo
18:50 - 09:20ORD-MAD
31h 30m1 stop
£392SWISS
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Tue, 23 Dec - Tue, 30 Dec
SWISS Logo
19:35 - 12:45MAD-ORD
24h 10m1 stop
SWISS Logo
18:50 - 09:20ORD-MAD
31h 30m1 stop
£392SWISS
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Tue, 2 Dec - Tue, 9 Dec

KLM flights from Madrid to Chicago

Our best KLM deals on Madrid to Chicago flight tickets
KLM
24 Nov
MAD07:05Madrid Barajas
14h 15m
1 stop
ORD14:20Chicago O'Hare Intl
8 Dec
ORD13:23Chicago O'Hare Intl
13h 52m
2 stops
MAD10:15Madrid Barajas
£408
Find similar
KLM
8 Nov
MAD06:00Madrid Barajas
15h 20m
1 stop
ORD14:20Chicago O'Hare Intl
12 Nov
ORD13:25Chicago O'Hare Intl
13h 50m
2 stops
MAD10:15Madrid Barajas
£454
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Delta flights from Madrid to Chicago

Our best Delta deals on Madrid to Chicago flight tickets
Delta
24 Nov
MAD06:00Madrid Barajas
15h 20m
1 stop
ORD14:20Chicago O'Hare Intl
8 Dec
ORD13:23Chicago O'Hare Intl
15h 07m
2 stops
MAD11:30Madrid Barajas
£378
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Delta
24 Nov
MAD06:00Madrid Barajas
15h 20m
1 stop
ORD14:20Chicago O'Hare Intl
8 Dec
ORD17:07Chicago O'Hare Intl
15h 13m
2 stops
MAD15:20Madrid Barajas
£379
Find similar
Delta
24 Nov
MAD06:00Madrid Barajas
15h 20m
1 stop
ORD14:20Chicago O'Hare Intl
8 Dec
ORD17:20Chicago O'Hare Intl
18h 50m
1 stop
MAD19:10Madrid Barajas
£379
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momondo Fare Finder

 
Customise your flight search to find flights from Madrid to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 279,928 searches. Data last updated 31 October 2025.
Use the filters below to find and compare flights from Madrid to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 22/11

21:10-14:45

1 stop24h 35m

Chicago O'Hare Intl

Wed 10/12

19:10-20:20

1 stop18h 10m

£375

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 24/11

06:00-14:20

1 stop15h 20m

Chicago O'Hare Intl

Mon 8/12

13:23-11:30

2 stops15h 07m

£378

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Wed 3/12

08:30-20:05

1 stop18h 35m

Chicago O'Hare Intl

Mon 8/12

14:24-09:15

1 stop11h 51m

£385

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 9/4

16:40-18:50

Nonstop9h 10m

Chicago O'Hare Intl

Thu 23/4

11:36-05:35

1 stop10h 59m

£386

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 24/11

12:00-14:55

Nonstop9h 55m

Chicago O'Hare Intl

Mon 8/12

14:42-08:55

1 stop11h 13m

£386

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 11/12

06:00-13:10

1 stop14h 10m

Chicago O'Hare Intl

Wed 7/1

18:25-16:00

1 stop14h 35m

£388

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 14/4

12:10-17:43

1 stop12h 33m

Chicago O'Hare Intl

Tue 21/4

11:36-05:35

1 stop10h 59m

£389

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Wed 3/12

13:00-19:22

1 stop13h 22m

Chicago O'Hare Intl

Mon 8/12

17:40-08:50

Nonstop8h 10m

£390

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 23/12

19:35-16:20

1 stop27h 45m

Chicago O'Hare Intl

Tue 30/12

18:50-09:20

1 stop31h 30m

£392

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 2/12

19:35-12:45

1 stop24h 10m

Chicago O'Hare Intl

Tue 9/12

18:50-09:20

1 stop31h 30m

£392

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Madrid to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Madrid and Chicago?

What is the cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from Madrid is in February. Flight prices, which tend to average around £367, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Chicago from Madrid during November instead. Flights to Chicago in November, while not as cheap as those in February, still average around £435.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as £458. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Tuesday, with ticket prices averaging around £1,049.

What is the cheapest time of day to depart on your flight to Chicago?

Flying to Chicago from Madrid in the morning is the least expensive time of day to depart. momondo users have found prices as low as £488 when looking at flights departing in the morning. Flights in the afternoon are often more expensive, with an average ticket price of £577.

What is the cheapest Madrid Barajas to Chicago flight route?

Fly from Madrid Barajas to Chicago O'Hare Intl for the best Madrid Barajas - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Madrid when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £490 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Madrid for as low as £414 on momondo.

What cabin class options are available on Madrid Barajas to Chicago flights?

There is only 1 cabin class available to choose from on Madrid Barajas to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Madrid to Chicago flight prices changed over time?

As of October 2025, prices for Madrid to Chicago flights are approximately 7% more expensive when compared to flights at the same time last year.

When to book flights from Madrid to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Madrid to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Madrid to Chicago (MAD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madrid to Chicago

Fastest flight time

9h 10m

Direct flights

Every day

Airports in Chicago

1 airport
The fastest flight from Madrid to Chicago takes 9h 10m
Direct flights go from Madrid to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
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  • How far is Madrid Barajas to Chicago by plane?

    A flight from Madrid Barajas to Chicago will travel around 4175.7 mi. 9h 10m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Madrid Barajas Airport to Chicago?

    Prices for flights from Madrid Barajas Airport to Chicago are updated daily.

  • How old do you have to be to fly from Madrid Barajas Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madrid Barajas Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Madrid to Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Madrid to Chicago?

Finding the right flight to Chicago from Madrid is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Madrid to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Madrid with this policy.

How can momondo help me find flights from Madrid to Chicago?

Once you have performed a search for Madrid to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Madrid to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Madrid and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport