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Cheap flights from Madrid to Chicago from £281

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 16/2. 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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Scandinavian Airlines Logo
17:00 - 16:45
MAD
-
ORD
30h 45m1 stop
Scandinavian Airlines Logo
19:10 - 16:10
ORD
-
MAD
14h 00m1 stop
£377Scandinavian Airlines
Fri, 6 Feb - Sun, 22 Feb
TAP AIR PORTUGAL Logo
20:10 - 16:00
MAD
-
ORD
26h 50m1 stop
TAP AIR PORTUGAL Logo
18:15 - 21:25
ORD
-
MAD
20h 10m1 stop
£383TAP AIR PORTUGAL
Thu, 2 Apr - Sat, 11 Apr
Multiple Airlines Logo
12:00 - 14:55
MAD
-
ORD
9h 55mdirect
Multiple Airlines Logo
18:25 - 13:35
ORD
-
MAD
12h 10m1 stop
£400Multiple Airlines
Thu, 22 Jan - Thu, 5 Feb
British Airways Logo
12:00 - 14:55
MAD
-
ORD
9h 55mdirect
British Airways Logo
18:25 - 13:35
ORD
-
MAD
12h 10m1 stop
£401British Airways
Thu, 22 Jan - Thu, 5 Feb
British Airways Logo
20:50 - 18:45
MAD
-
ORD
28h 55m1 stop
British Airways Logo
21:45 - 16:55
ORD
-
MAD
12h 10m1 stop
£403British Airways
Tue, 13 Jan - Tue, 20 Jan
Multiple Airlines Logo
11:00 - 17:42
MAD
-
ORD
13h 42m1 stop
Multiple Airlines Logo
18:25 - 13:35
ORD
-
MAD
12h 10m1 stop
£405Multiple Airlines
Thu, 22 Jan - Thu, 5 Feb
British Airways Logo
13:15 - 12:35
MAD
-
ORD
30h 20m1 stop
British Airways Logo
18:25 - 13:35
ORD
-
MAD
12h 10m1 stop
£405British Airways
Thu, 22 Jan - Thu, 5 Feb
Delta Logo
06:00 - 14:20
MAD
-
ORD
15h 20m1 stop
Delta Logo
10:35 - 11:30
ORD
-
MAD
17h 55m2 stops
£406Delta
Sat, 7 Feb - Sun, 22 Feb
Delta Logo
06:00 - 21:43
MAD
-
ORD
22h 43m2 stops
Delta Logo
13:58 - 11:30
ORD
-
MAD
14h 32m2 stops
£409Delta
Sun, 1 Feb - Sun, 8 Feb
Delta Logo
06:00 - 17:55
MAD
-
ORD
18h 55m2 stops
Delta Logo
17:20 - 17:40
ORD
-
MAD
17h 20m1 stop
£410Delta
Thu, 22 Jan - Thu, 5 Feb

TAP AIR PORTUGAL flights from Madrid to Chicago

Our best TAP AIR PORTUGAL deals on Madrid to Chicago flight tickets
TAP AIR PORTUGAL
2 Apr
MAD20:10Madrid Barajas
26h 50m
1 stop
ORD16:00Chicago O'Hare Intl
11 Apr
ORD18:15Chicago O'Hare Intl
20h 10m
1 stop
MAD21:25Madrid Barajas
£383
Find similar
TAP AIR PORTUGAL
23 Dec
MAD18:00Madrid Barajas
28h 00m
1 stop
ORD15:00Chicago O'Hare Intl
14 Jan
ORD19:10Chicago O'Hare Intl
15h 00m
1 stop
MAD17:10Madrid Barajas
£480
Find similar
TAP AIR PORTUGAL
23 Dec
MAD21:10Madrid Barajas
24h 50m
1 stop
ORD15:00Chicago O'Hare Intl
8 Jan
ORD07:45Chicago O'Hare Intl
18h 45m
2 stops
MAD09:30Madrid Barajas
£574
Find similar

British Airways flights from Madrid to Chicago

Our best British Airways deals on Madrid to Chicago flight tickets
British Airways
13 Jan
MAD20:50Madrid Barajas
28h 55m
1 stop
ORD18:45Chicago O'Hare Intl
20 Jan
ORD21:45Chicago O'Hare Intl
12h 10m
1 stop
MAD16:55Madrid Barajas
£403
Find similar
British Airways
22 Jan
MAD13:15Madrid Barajas
14h 00m
1 stop
ORD20:15Chicago O'Hare Intl
5 Feb
ORD18:25Chicago O'Hare Intl
15h 30m
1 stop
MAD16:55Madrid Barajas
£405
Find similar
British Airways
22 Jan
MAD13:15Madrid Barajas
30h 20m
1 stop
ORD12:35Chicago O'Hare Intl
26 Jan
ORD21:45Chicago O'Hare Intl
13h 40m
1 stop
MAD18:25Madrid Barajas
£405
Find similar

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 18 December 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 6/2

17:00-16:45

1 stop30h 45m

Chicago O'Hare Intl

Sun 22/2

19:10-16:10

1 stop14h 00m

£377

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 2/4

20:10-16:00

1 stop26h 50m

Chicago O'Hare Intl

Sat 11/4

18:15-21:25

1 stop20h 10m

£383

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 22/1

12:00-14:55

Nonstop9h 55m

Chicago O'Hare Intl

Thu 5/2

18:25-13:35

1 stop12h 10m

£400

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 22/1

12:00-14:55

Nonstop9h 55m

Chicago O'Hare Intl

Thu 5/2

18:25-13:35

1 stop12h 10m

£401

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 13/1

20:50-18:45

1 stop28h 55m

Chicago O'Hare Intl

Tue 20/1

21:45-16:55

1 stop12h 10m

£403

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 22/1

11:00-17:42

1 stop13h 42m

Chicago O'Hare Intl

Thu 5/2

18:25-13:35

1 stop12h 10m

£405

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 22/1

13:15-12:35

1 stop30h 20m

Chicago O'Hare Intl

Thu 5/2

18:25-13:35

1 stop12h 10m

£405

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 7/2

06:00-14:20

1 stop15h 20m

Chicago O'Hare Intl

Sun 22/2

10:35-11:30

2 stops17h 55m

£406

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sun 1/2

06:00-21:43

2 stops22h 43m

Chicago O'Hare Intl

Sun 8/2

13:58-11:30

2 stops14h 32m

£409

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 22/1

06:00-17:55

2 stops18h 55m

Chicago O'Hare Intl

Thu 5/2

17:20-17:40

1 stop17h 20m

£410

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 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 £384, 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 £413.

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 £451. 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 £1,034.

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 £540 when looking at flights departing in the morning. Flights in the afternoon are often more expensive, with an average ticket price of £568.

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 £512 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 £408 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 December 2025, prices for Madrid to Chicago flights are approximately 19% 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 55m

Direct flights

Every day

Airports in Chicago

3 airports
The fastest flight from Madrid to Chicago takes 9h 55m
Direct flights go from Madrid to Chicago every day.
There are 3 airports in Chicago. From Madrid there are direct flights to 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 55m 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