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Cheap flights from Madrid to Chicago from £272

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 11/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap return flights

United Airlines Logo
06:00 - 23:43MAD-ORD
24h 43m2 stops
United Airlines Logo
11:15 - 09:15ORD-MAD
15h 00m2 stops
£377United Airlines
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Fri, 28 Nov - Sat, 6 Dec
United Airlines Logo
05:55 - 14:55MAD-ORD
16h 00m2 stops
United Airlines Logo
22:35 - 20:10ORD-MAD
14h 35m1 stop
£377United Airlines
Find Deal
Wed, 12 Nov - Thu, 20 Nov
SWISS Logo
10:05 - 15:55MAD-ORD
12h 50m1 stop
SWISS Logo
19:50 - 18:45ORD-MAD
16h 55m1 stop
£381SWISS
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Wed, 15 Oct - Sun, 26 Oct
SWISS Logo
19:35 - 16:20MAD-ORD
27h 45m1 stop
SWISS Logo
18:50 - 09:20ORD-MAD
31h 30m1 stop
£382SWISS
Find Deal
Mon, 3 Nov - Tue, 2 Dec
United Airlines Logo
13:35 - 20:00MAD-ORD
13h 25m1 stop
United Airlines Logo
10:00 - 08:05ORD-MAD
15h 05m1 stop
£383United Airlines
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Fri, 14 Nov - Sun, 23 Nov
Logo
16:40 - 18:50MAD-ORD
9h 10mdirect
Logo
11:47 - 05:40ORD-MAD
10h 53m1 stop
£383
Find Deal
Thu, 2 Oct - Sat, 11 Oct
Logo
06:25 - 13:10MAD-ORD
12h 45m1 stop
Logo
12:50 - 08:00ORD-MAD
12h 10m1 stop
£384
Find Deal
Thu, 30 Oct - Thu, 6 Nov
United Airlines Logo
06:25 - 13:10MAD-ORD
12h 45m1 stop
United Airlines Logo
06:00 - 08:00ORD-MAD
19h 00m2 stops
£385United Airlines
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Thu, 30 Oct - Thu, 6 Nov
Lufthansa Logo
06:00 - 12:55MAD-ORD
13h 55m1 stop
Lufthansa Logo
23:35 - 23:50ORD-MAD
18h 15m1 stop
£401Lufthansa
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Wed, 15 Oct - Fri, 31 Oct
Finnair Logo
07:10 - 13:30MAD-ORD
13h 20m1 stop
Finnair Logo
16:28 - 08:50ORD-MAD
10h 22m1 stop
£408Finnair
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Sat, 25 Oct - Wed, 29 Oct

United Airlines flights from Madrid to Chicago

Our best United Airlines deals on Madrid to Chicago flight tickets
United Airlines
28 Nov
MAD06:00Madrid Barajas
24h 43m
2 stops
ORD23:43Chicago O'Hare Intl
6 Dec
ORD11:15Chicago O'Hare Intl
15h 00m
2 stops
MAD09:15Madrid Barajas
£377
Find similar
United Airlines
12 Nov
MAD05:55Madrid Barajas
16h 00m
2 stops
ORD14:55Chicago O'Hare Intl
20 Nov
ORD22:35Chicago O'Hare Intl
14h 35m
1 stop
MAD20:10Madrid Barajas
£377
Find similar
United Airlines
14 Nov
MAD13:35Madrid Barajas
13h 25m
1 stop
ORD20:00Chicago O'Hare Intl
23 Nov
ORD10:00Chicago O'Hare Intl
15h 05m
1 stop
MAD08:05Madrid Barajas
£383
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SWISS flights from Madrid to Chicago

Our best SWISS deals on Madrid to Chicago flight tickets
SWISS
15 Oct
MAD10:05Madrid Barajas
12h 50m
1 stop
ORD15:55Chicago O'Hare Intl
26 Oct
ORD19:50Chicago O'Hare Intl
16h 55m
1 stop
MAD18:45Madrid Barajas
£381
Find similar
SWISS
3 Nov
MAD19:35Madrid Barajas
27h 45m
1 stop
ORD16:20Chicago O'Hare Intl
2 Dec
ORD18:50Chicago O'Hare Intl
31h 30m
1 stop
MAD09:20Madrid Barajas
£382
Find similar
SWISS
15 Oct
MAD10:05Madrid Barajas
12h 50m
1 stop
ORD15:55Chicago O'Hare Intl
29 Oct
ORD22:05Chicago O'Hare Intl
29h 15m
2 stops
MAD09:20Madrid Barajas
£397
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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 16 September 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

Fri 28/11

06:00-23:43

2 stops24h 43m

Chicago O'Hare Intl

Sat 6/12

11:15-09:15

2 stops15h 00m

£377

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Wed 12/11

05:55-14:55

2 stops16h 00m

Chicago O'Hare Intl

Thu 20/11

22:35-20:10

1 stop14h 35m

£377

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Wed 15/10

10:05-15:55

1 stop12h 50m

Chicago O'Hare Intl

Sun 26/10

19:50-18:45

1 stop16h 55m

£381

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 3/11

19:35-16:20

1 stop27h 45m

Chicago O'Hare Intl

Tue 2/12

18:50-09:20

1 stop31h 30m

£382

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 14/11

13:35-20:00

1 stop13h 25m

Chicago O'Hare Intl

Sun 23/11

10:00-08:05

1 stop15h 05m

£383

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 2/10

16:40-18:50

Nonstop9h 10m

Chicago O'Hare Intl

Sat 11/10

11:47-05:40

1 stop10h 53m

£383

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 30/10

06:25-13:10

1 stop12h 45m

Chicago O'Hare Intl

Thu 6/11

12:50-08:00

1 stop12h 10m

£384

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 30/10

06:25-13:10

1 stop12h 45m

Chicago O'Hare Intl

Thu 6/11

06:00-08:00

2 stops19h 00m

£385

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Wed 15/10

06:00-12:55

1 stop13h 55m

Chicago O'Hare Intl

Fri 31/10

23:35-23:50

1 stop18h 15m

£401

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 25/10

07:10-13:30

1 stop13h 20m

Chicago O'Hare Intl

Wed 29/10

16:28-08:50

1 stop10h 22m

£408

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 £343, 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 £411.

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 £444. 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 £1,018.

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 £473 when looking at flights departing in the morning. Flights in the afternoon are often more expensive, with an average ticket price of £559.

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 £474 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 £434 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 September 2025, prices for Madrid to Chicago flights are approximately 14% cheaper 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