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Cheap flights from Madrid to Chicago from $363

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 10/1. 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 round-trip flights

United Airlines Logo
6:00 am - 3:20 pmMAD-ORD
16h 20m1 stop
United Airlines Logo
2:06 pm - 8:05 amORD-MAD
10h 59m1 stop
$509United Airlines
Find Deal
jue., nov. 20 - jue., nov. 27
American Airlines Logo
11:35 am - 2:15 pmMAD-ORD
9h 40mnonstop
American Airlines Logo
2:41 pm - 9:35 amORD-MAD
11h 54m1 stop
$511American Airlines
Find Deal
jue., oct. 9 - lun., oct. 13
United Airlines Logo
6:00 am - 11:43 pmMAD-ORD
24h 43m2 stops
United Airlines Logo
2:30 pm - 9:15 amORD-MAD
11h 45m1 stop
$512United Airlines
Find Deal
lun., nov. 3 - mar., dic. 2
United Airlines Logo
5:55 am - 2:55 pmMAD-ORD
16h 00m2 stops
United Airlines Logo
10:35 pm - 8:10 pmORD-MAD
14h 35m1 stop
$513United Airlines
Find Deal
mié., nov. 12 - jue., nov. 20
Multiple Airlines Logo
6:45 am - 1:30 pmMAD-ORD
13h 45m1 stop
Multiple Airlines Logo
11:47 am - 5:40 amORD-MAD
10h 53m1 stop
$514Multiple Airlines
Find Deal
mié., oct. 15 - mié., oct. 22
Scandinavian Airlines Logo
5:00 pm - 4:45 pmMAD-ORD
30h 45m1 stop
Scandinavian Airlines Logo
7:20 pm - 5:45 pmORD-MAD
15h 25m1 stop
$515Scandinavian Airlines
Find Deal
mar., nov. 4 - vie., nov. 28
Multiple Airlines Logo
6:45 am - 1:30 pmMAD-ORD
13h 45m1 stop
Multiple Airlines Logo
11:47 am - 5:40 amORD-MAD
10h 53m1 stop
$517Multiple Airlines
Find Deal
mié., oct. 15 - mié., oct. 22
Iberia Logo
4:25 pm - 5:45 pmMAD-ORD
32h 20m1 stop
Iberia Logo
6:35 pm - 8:50 pmORD-MAD
19h 15m1 stop
$531Iberia
Find Deal
lun., nov. 3 - jue., dic. 4
Iberia Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
Iberia Logo
4:52 pm - 8:55 amORD-MAD
10h 03m1 stop
$538Iberia
Find Deal
jue., oct. 16 - lun., oct. 27
Finnair Logo
11:35 am - 3:30 pmMAD-ORD
9h 55mnonstop
Finnair Logo
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
$554Finnair
Find Deal
vie., oct. 31 - vie., nov. 7

SWISS flights from Madrid to Chicago

Our best SWISS deals on Madrid to Chicago flight tickets
SWISS
Oct 15
MAD10:05 amMadrid Barajas
12h 50m
1 stop
ORD3:55 pmChicago O'Hare Intl
Oct 27
ORD7:50 pmChicago O'Hare Intl
16h 55m
1 stop
MAD6:45 pmMadrid Barajas
$518
Find similar
SWISS
Oct 15
MAD10:05 amMadrid Barajas
12h 50m
1 stop
ORD3:55 pmChicago O'Hare Intl
Oct 29
ORD10:05 pmChicago O'Hare Intl
29h 15m
2 stops
MAD9:20 amMadrid Barajas
$540
Find similar
SWISS
Nov 5
MAD7:35 pmMadrid Barajas
27h 45m
1 stop
ORD4:20 pmChicago O'Hare Intl
Dec 2
ORD3:45 pmChicago O'Hare Intl
20h 00m
2 stops
MAD6:45 pmMadrid Barajas
$541
Find similar

Iberia flights from Madrid to Chicago

Our best Iberia deals on Madrid to Chicago flight tickets
Iberia
Sep 26
MAD4:40 pmMadrid Barajas
9h 10m
ORD6:50 pmChicago O'Hare Intl
Oct 6
ORD1:43 pmChicago O'Hare Intl
11h 32m
1 stop
MAD8:15 amMadrid Barajas
$521
Find similar
Iberia
Oct 1
MAD1:45 pmMadrid Barajas
12h 05m
1 stop
ORD6:50 pmChicago O'Hare Intl
Oct 5
ORD10:30 pmChicago O'Hare Intl
7h 55m
MAD1:25 pmMadrid Barajas
$526
Find similar
Iberia
Nov 3
MAD4:25 pmMadrid Barajas
32h 20m
1 stop
ORD5:45 pmChicago O'Hare Intl
Dec 4
ORD6:35 pmChicago O'Hare Intl
19h 15m
1 stop
MAD8:50 pmMadrid Barajas
$531
Find similar

momondo Fare Finder

 
Customize 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 832,500 searches. Data last updated septiembre 17, 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

jue. 11/20

6:00 am-3:20 pm

1 stop16h 20m

Chicago O'Hare Intl

jue. 11/27

2:06 pm-8:05 am

1 stop10h 59m

$509

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

jue. 10/9

11:35 am-2:15 pm

Nonstop9h 40m

Chicago O'Hare Intl

lun. 10/13

2:41 pm-9:35 am

1 stop11h 54m

$511

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

lun. 11/3

6:00 am-11:43 pm

2 stops24h 43m

Chicago O'Hare Intl

mar. 12/2

2:30 pm-9:15 am

1 stop11h 45m

$512

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

mié. 11/12

5:55 am-2:55 pm

2 stops16h 00m

Chicago O'Hare Intl

jue. 11/20

10:35 pm-8:10 pm

1 stop14h 35m

$513

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

mié. 10/15

6:45 am-1:30 pm

1 stop13h 45m

Chicago O'Hare Intl

mié. 10/22

11:47 am-5:40 am

1 stop10h 53m

$514

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

mar. 11/4

5:00 pm-4:45 pm

1 stop30h 45m

Chicago O'Hare Intl

vie. 11/28

7:20 pm-5:45 pm

1 stop15h 25m

$515

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

mié. 10/15

6:45 am-1:30 pm

1 stop13h 45m

Chicago O'Hare Intl

mié. 10/22

11:47 am-5:40 am

1 stop10h 53m

$517

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

lun. 11/3

4:25 pm-5:45 pm

1 stop32h 20m

Chicago O'Hare Intl

jue. 12/4

6:35 pm-8:50 pm

1 stop19h 15m

$531

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

jue. 10/16

4:40 pm-6:50 pm

Nonstop9h 10m

Chicago O'Hare Intl

lun. 10/27

4:52 pm-8:55 am

1 stop10h 03m

$538

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

vie. 10/31

11:35 am-3:30 pm

Nonstop9h 55m

Chicago O'Hare Intl

vie. 11/7

4:45 pm-7:55 am

Nonstop8h 10m

$554

Flights are sorted by cheapest round-trip 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 month of February is, on average, the cheapest month to fly to Chicago from Madrid, with most prices found around $466. If you’re not able to fly to Chicago in February, then November is your next best option. Flight prices from Madrid to Chicago during November average around $559.

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 Monday when prices can be found for as low as $700. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Madrid to Chicago for around $917.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Madrid to Chicago during this time can be as low as $687. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $834.

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 $644 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Madrid for as low as $590 on momondo.

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

There are 3 cabin classes 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.

Can stopping save me money on Madrid to Chicago flights?

You could potentially save up to 21% on your flight if you consider stops on a Madrid to Chicago flight.

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 round-trip 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

$783

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 $783. The best round-trip flight deal from Madrid to Chicago found on momondo in the last 72 hours is $606.
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?

    Chicago is 4175.7 mi away from Madrid Barajas. Typically, this will take 9h 10m by plane in normal conditions.

  • 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 many operators does momondo search for flights from Madrid Barajas Airport to Chicago?

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Madrid Barajas Airport to Chicago.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

  • What is the most popular airline from Madrid to Chicago?

Best airlines flying from Madrid to Chicago

Compare and see reviews for airlines that fly from Madrid to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $437Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
TAP AIR PORTUGALPriceFrom $445Free CancellationRating
7.1
1,977 reviews
Search TAP AIR PORTUGAL flights
IberiaPriceFrom $462Free CancellationRating
7.0
2,925 reviews
Search Iberia flights
FinnairPriceFrom $477Free CancellationRating
7.6
1,324 reviews
Search Finnair flights
British AirwaysPriceFrom $563Free CancellationRating
6.7
7,367 reviews
Search British Airways flights
United AirlinesPriceFrom $563Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights

  • Finnair Flights From Madrid to Chicago

    Across 14 Finnair flights from Madrid to Chicago this week, the average price was $630, with the best Finnair deals starting from $477 round-trip. 1,324 users have rated Finnair on momondo, with an average score of 7.6/10.

  • American Airlines Flights From Madrid to Chicago

    American Airlines (7.2/10 from 10,000 reviews) operates around 14 flights from Madrid to Chicago in any given week. The average American Airlines airfare for this route is around $654, with deals from around $437 rare but found on momondo. Referenced prices are for round-trip Madrid to Chicago flight searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Madrid to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

momondo does allow users to show only those flights to Chicago from Madrid which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Madrid to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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1 adult
vie. 10/17
vie. 10/24
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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