Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Madrid to Chicago from £257

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 28/10. 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
Voted winner of Europe's Best Travel App 2023

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Madrid to Chicago

Cheap return flights

Scandinavian Airlines Logo
17:00 - 16:45MAD-ORD
30h 45m1 stop
Scandinavian Airlines Logo
19:20 - 16:10ORD-MAD
13h 50m1 stop
£366Scandinavian Airlines
Find Deal
Thu, 25 Dec - Mon, 29 Dec
Scandinavian Airlines Logo
18:35 - 16:45MAD-ORD
29h 10m1 stop
Scandinavian Airlines Logo
19:20 - 16:10ORD-MAD
13h 50m1 stop
£383Scandinavian Airlines
Find Deal
Sat, 22 Nov - Thu, 27 Nov
ITA Airways Logo
05:55 - 13:10MAD-ORD
14h 15m1 stop
ITA Airways Logo
15:00 - 17:10ORD-MAD
19h 10m1 stop
£390ITA Airways
Find Deal
Sat, 13 Sep - Sat, 20 Sep
Scandinavian Airlines Logo
17:00 - 16:45MAD-ORD
30h 45m1 stop
Scandinavian Airlines Logo
19:20 - 16:10ORD-MAD
13h 50m1 stop
£392Scandinavian Airlines
Find Deal
Tue, 23 Dec - Wed, 31 Dec
Scandinavian Airlines Logo
17:00 - 16:45MAD-ORD
30h 45m1 stop
Scandinavian Airlines Logo
19:20 - 17:45ORD-MAD
15h 25m1 stop
£394Scandinavian Airlines
Find Deal
Fri, 26 Dec - Sat, 10 Jan
Scandinavian Airlines Logo
17:00 - 16:45MAD-ORD
30h 45m1 stop
Scandinavian Airlines Logo
19:20 - 16:10ORD-MAD
13h 50m1 stop
£396Scandinavian Airlines
Find Deal
Tue, 23 Dec - Mon, 29 Dec
British Airways Logo
16:40 - 18:50MAD-ORD
9h 10mdirect
British Airways Logo
22:35 - 17:25ORD-MAD
11h 50m1 stop
£425British Airways
Find Deal
Thu, 16 Oct - Mon, 20 Oct
British Airways Logo
16:40 - 18:50MAD-ORD
9h 10mdirect
British Airways Logo
17:40 - 19:55ORD-MAD
19h 15m1 stop
£426British Airways
Find Deal
Thu, 25 Sep - Thu, 9 Oct
Air Canada Logo
06:20 - 14:55MAD-ORD
15h 35m2 stops
Air Canada Logo
10:40 - 06:40ORD-MAD
13h 00m1 stop
£432Air Canada
Find Deal
Sat, 13 Sep - Sat, 20 Sep
TAP AIR PORTUGAL Logo
07:40 - 15:15MAD-ORD
14h 35m1 stop
TAP AIR PORTUGAL Logo
20:15 - 14:05ORD-MAD
10h 50m1 stop
£434TAP AIR PORTUGAL
Find Deal
Fri, 28 Nov - Fri, 5 Dec

Delta flights from Madrid to Chicago

Our best Delta deals on Madrid to Chicago flight tickets
Delta
3 Sept
MAD06:00Madrid Barajas
15h 40m
1 stop
ORD14:40Chicago O'Hare Intl
7 Sept
ORD11:05Chicago O'Hare Intl
17h 15m
2 stops
MAD11:20Madrid Barajas
£454
Find similar
Delta
27 Sept
MAD06:00Madrid Barajas
15h 10m
1 stop
ORD14:10Chicago O'Hare Intl
3 Oct
ORD10:40Chicago O'Hare Intl
15h 30m
2 stops
MAD09:10Madrid Barajas
£456
Find similar
Delta
9 Oct
MAD06:00Madrid Barajas
19h 14m
2 stops
ORD18:14Chicago O'Hare Intl
13 Oct
ORD17:10Chicago O'Hare Intl
15h 25m
1 stop
MAD15:35Madrid Barajas
£458
Find similar

Scandinavian Airlines flights from Madrid to Chicago

Our best Scandinavian Airlines deals on Madrid to Chicago flight tickets
Scandinavian Airlines
25 Dec
MAD17:00Madrid Barajas
30h 45m
1 stop
ORD16:45Chicago O'Hare Intl
29 Dec
ORD19:20Chicago O'Hare Intl
13h 50m
1 stop
MAD16:10Madrid Barajas
£366
Find similar
Scandinavian Airlines
22 Nov
MAD18:35Madrid Barajas
29h 10m
1 stop
ORD16:45Chicago O'Hare Intl
27 Nov
ORD19:20Chicago O'Hare Intl
13h 50m
1 stop
MAD16:10Madrid Barajas
£383
Find similar
Scandinavian Airlines
23 Dec
MAD17:00Madrid Barajas
30h 45m
1 stop
ORD16:45Chicago O'Hare Intl
31 Dec
ORD19:20Chicago O'Hare Intl
13h 50m
1 stop
MAD16:10Madrid Barajas
£392
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 1 August 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

Thu 25/12

17:00-16:45

1 stop30h 45m

Chicago O'Hare Intl

Mon 29/12

19:20-16:10

1 stop13h 50m

£366

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 22/11

18:35-16:45

1 stop29h 10m

Chicago O'Hare Intl

Thu 27/11

19:20-16:10

1 stop13h 50m

£383

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 13/9

05:55-13:10

1 stop14h 15m

Chicago O'Hare Intl

Sat 20/9

15:00-17:10

1 stop19h 10m

£390

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 23/12

17:00-16:45

1 stop30h 45m

Chicago O'Hare Intl

Wed 31/12

19:20-16:10

1 stop13h 50m

£392

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 26/12

17:00-16:45

1 stop30h 45m

Chicago O'Hare Intl

Sat 10/1

19:20-17:45

1 stop15h 25m

£394

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 23/12

17:00-16:45

1 stop30h 45m

Chicago O'Hare Intl

Mon 29/12

19:20-16:10

1 stop13h 50m

£396

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 16/10

16:40-18:50

Nonstop9h 10m

Chicago O'Hare Intl

Mon 20/10

22:35-17:25

1 stop11h 50m

£425

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 25/9

16:40-18:50

Nonstop9h 10m

Chicago O'Hare Intl

Thu 9/10

17:40-19:55

1 stop19h 15m

£426

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 13/9

06:20-14:55

2 stops15h 35m

Chicago O'Hare Intl

Sat 20/9

10:40-06:40

1 stop13h 00m

£432

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 28/11

07:40-15:15

1 stop14h 35m

Chicago O'Hare Intl

Fri 5/12

20:15-14:05

1 stop10h 50m

£434

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 £358, 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 £422.

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 £456. 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 £1,045.

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

Flying to Chicago from Madrid in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as £524 when looking at flights departing in the afternoon. Flights in the morning are often more expensive, with an average ticket price of £545.

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 £487 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 £448 on momondo.

How have Madrid to Chicago flight prices changed over time?

As of August 2025, prices for Madrid to Chicago flights are approximately 18% 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

Best price found

£257

Fastest flight time

9h 10m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Madrid in the past 72 hours is £257. The best return flight deal from Madrid to Chicago found on momondo in the last 72 hours is £366.
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)
Search flight deals

  • 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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 6/8
Wed 13/8
By creating a price alert you accept our terms of use and privacy policy.

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