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Cheap flights from Madrid to Chicago from $302

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 12/4. 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

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Finnair Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
Finnair Logo
4:30 pm - 7:55 amORD-MAD
8h 25mnonstop
$501Finnair
Find Deal
sex, mai 8 - dom, mai 17
Iberia Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
Iberia Logo
10:35 pm - 10:10 pmORD-MAD
16h 35m1 stop
$502Iberia
Find Deal
sex, mai 8 - qui, mai 14
Iberia Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
Iberia Logo
5:40 pm - 8:35 pmORD-MAD
19h 55m1 stop
$503Iberia
Find Deal
dom, mai 10 - ter, mai 19
Iberia Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
Iberia Logo
10:20 pm - 1:25 pmORD-MAD
8h 05mnonstop
$504Iberia
Find Deal
seg, mai 11 - dom, mai 17
British Airways Logo
11:00 am - 5:36 pmMAD-ORD
13h 36m1 stop
British Airways Logo
5:40 pm - 8:50 amORD-MAD
8h 10mnonstop
$505British Airways
Find Deal
sex, dez 12 - sáb, jan 17
British Airways Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
British Airways Logo
10:20 pm - 1:25 pmORD-MAD
8h 05mnonstop
$506British Airways
Find Deal
sex, mai 8 - seg, mai 18
American Airlines Logo
12:55 am - 9:53 amMAD-ORD
15h 58m1 stop
American Airlines Logo
5:40 pm - 8:50 amORD-MAD
8h 10mnonstop
$507American Airlines
Find Deal
sex, fev 6 - sáb, fev 21
British Airways Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
British Airways Logo
5:40 pm - 3:50 pmORD-MAD
15h 10m1 stop
$509British Airways
Find Deal
dom, mai 10 - sáb, mai 16
Delta Logo
6:00 am - 5:26 pmMAD-MDW
18h 26m2 stops
Delta Logo
1:28 pm - 11:30 amMDW-MAD
15h 02m2 stops
$549Delta
Find Deal
qui, dez 25 - ter, jan 13
Delta Logo
11:15 am - 10:22 pmMAD-MDW
18h 07m1 stop
Delta Logo
1:49 pm - 11:30 amMDW-MAD
14h 41m2 stops
$553Delta
Find Deal
sex, dez 26 - qua, jan 14

British Airways flights from Madrid to Chicago

Our best British Airways deals on Madrid to Chicago flight tickets
British Airways
Dec 12
MAD11:00 amMadrid Barajas
13h 36m
1 stop
ORD5:36 pmChicago O'Hare Intl
Jan 17
ORD5:40 pmChicago O'Hare Intl
8h 10m
MAD8:50 amMadrid Barajas
$505
Find similar
British Airways
May 8
MAD4:40 pmMadrid Barajas
9h 10m
ORD6:50 pmChicago O'Hare Intl
May 18
ORD10:20 pmChicago O'Hare Intl
8h 05m
MAD1:25 pmMadrid Barajas
$506
Find similar
British Airways
May 10
MAD4:40 pmMadrid Barajas
9h 10m
ORD6:50 pmChicago O'Hare Intl
May 16
ORD5:40 pmChicago O'Hare Intl
15h 10m
1 stop
MAD3:50 pmMadrid Barajas
$509
Find similar

Iberia flights from Madrid to Chicago

Our best Iberia deals on Madrid to Chicago flight tickets
Iberia
May 8
MAD4:40 pmMadrid Barajas
9h 10m
ORD6:50 pmChicago O'Hare Intl
May 14
ORD10:35 pmChicago O'Hare Intl
16h 35m
1 stop
MAD10:10 pmMadrid Barajas
$502
Find similar
Iberia
May 10
MAD4:40 pmMadrid Barajas
9h 10m
ORD6:50 pmChicago O'Hare Intl
May 19
ORD5:40 pmChicago O'Hare Intl
19h 55m
1 stop
MAD8:35 pmMadrid Barajas
$503
Find similar
Iberia
May 11
MAD4:40 pmMadrid Barajas
9h 10m
ORD6:50 pmChicago O'Hare Intl
May 17
ORD10:20 pmChicago O'Hare Intl
8h 05m
MAD1:25 pmMadrid Barajas
$504
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 novembro 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

sex 5/8

4:40 pm-6:50 pm

Nonstop9h 10m

Chicago O'Hare Intl

dom 5/17

4:30 pm-7:55 am

Nonstop8h 25m

$501

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

sex 5/8

4:40 pm-6:50 pm

Nonstop9h 10m

Chicago O'Hare Intl

qui 5/14

10:35 pm-10:10 pm

1 stop16h 35m

$502

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

dom 5/10

4:40 pm-6:50 pm

Nonstop9h 10m

Chicago O'Hare Intl

ter 5/19

5:40 pm-8:35 pm

1 stop19h 55m

$503

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

seg 5/11

4:40 pm-6:50 pm

Nonstop9h 10m

Chicago O'Hare Intl

dom 5/17

10:20 pm-1:25 pm

Nonstop8h 05m

$504

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

sex 12/12

11:00 am-5:36 pm

1 stop13h 36m

Chicago O'Hare Intl

sáb 1/17

5:40 pm-8:50 am

Nonstop8h 10m

$505

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

sex 5/8

4:40 pm-6:50 pm

Nonstop9h 10m

Chicago O'Hare Intl

seg 5/18

10:20 pm-1:25 pm

Nonstop8h 05m

$506

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

sex 2/6

12:55 am-9:53 am

1 stop15h 58m

Chicago O'Hare Intl

sáb 2/21

5:40 pm-8:50 am

Nonstop8h 10m

$507

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

dom 5/10

4:40 pm-6:50 pm

Nonstop9h 10m

Chicago O'Hare Intl

sáb 5/16

5:40 pm-3:50 pm

1 stop15h 10m

$509

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

qui 12/25

6:00 am-5:26 pm

2 stops18h 26m

Chicago Midway

ter 1/13

1:28 pm-11:30 am

2 stops15h 02m

$549

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

sex 12/26

11:15 am-10:22 pm

1 stop18h 07m

Chicago Midway

qua 1/14

1:49 pm-11:30 am

2 stops14h 41m

$553

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 $489. 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 $563.

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 $701. 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 $910.

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 $839.

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 $660 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 $545 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 4% 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 November 2025, prices for Madrid to Chicago flights are approximately 2% 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 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

$457

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 $457. The best round-trip flight deal from Madrid to Chicago found on momondo in the last 72 hours is $541.
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
11,047 reviews
Search American Airlines flights
TAP AIR PORTUGALPriceFrom $445Free CancellationRating
7.1
2,065 reviews
Search TAP AIR PORTUGAL flights
IberiaPriceFrom $462Free CancellationRating
7.0
3,020 reviews
Search Iberia flights
FinnairPriceFrom $477Free CancellationRating
7.6
1,334 reviews
Search Finnair flights
United AirlinesPriceFrom $505Free CancellationRating
7.4
9,015 reviews
Search United Airlines flights
British AirwaysPriceFrom $542Free CancellationRating
6.7
7,528 reviews
Search British Airways flights

  • Finnair Flights From Madrid to Chicago

    Across 7 Finnair flights from Madrid to Chicago this week, the average price was $600, with the best Finnair deals starting from $477 round-trip. 1,334 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 11,047 reviews) operates around 7 flights from Madrid to Chicago in any given week. The average American Airlines airfare for this route is around $646, 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
Portage
Lansing
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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qua 12/17
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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