HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$399+ Cheap flights from Madrid, Spain (MAD) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
MAD — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madrid to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Madrid Barajas to Chicago are usually found in February or November, booked 79 days in advance, depart on a Monday or Thursday and return on a Wednesday

Cheap flight deals from Madrid to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Madrid (MAD) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 12, 2025.

Round-trip from

$599
(Air Canada)

One-way from

$399
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$740

Good round-trip deal

$704 or less

Good one-way deal

$654 or less
From Madrid Barajas to Chicago (CHI)
Search Deals
One-way flight from Madrid Barajas to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($140 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals
Price to beat on a round-trip flight from Madrid Barajas to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Madrid Barajas to Chicago (CHI).
Search Deals

Find flight deals from Madrid to Chicago

Cheapest flights from Madrid to Chicago
Explore the most affordable flight options available from Madrid to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Air Canada deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:00 amMAD - ORD
2 stops20h 29mAir Canada
Sat 10/48:40 amORD - MAD
1 stop15h 00mAir Canada
Deal found 6/10$599
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/86:00 amMAD - MDW
2 stops18h 37mDelta
Sat 9/275:59 pmMDW - MAD
2 stops14h 36mDelta
Deal found 6/10$603
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:00 amMAD - ORD
2 stops18h 37mDelta
Wed 9/246:10 pmORD - MAD
2 stops15h 35mDelta
Deal found 6/10$603
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/266:00 amMAD - ORD
2 stops19h 25mUnited Airlines
Sat 5/98:25 pmORD - MAD
1 stop28h 55mUnited Airlines
Deal found 6/12$606
This Booking.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1111:35 amMAD - ORD
Nonstop9h 40mIberia
Thu 7/174:30 pmORD - MAD
Nonstop8h 25mIberia
Deal found 6/11$608
This Air Canada deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/912:45 pmMAD - ORD
2 stops15h 24mMultiple Airlines
Wed 8/610:40 amORD - MAD
2 stops14h 40mMultiple Airlines
Deal found 6/10$610
This TAP AIR PORTUGAL deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2311:05 amMAD - ORD
1 stop12h 25mTAP AIR PORTUGAL
Sat 9/206:15 pmORD - MAD
1 stop23h 05mTAP AIR PORTUGAL
Deal found 6/10$614
This British Airways deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/234:40 pmMAD - ORD
Nonstop9h 10mBritish Airways
Sat 9/209:15 pmORD - MAD
1 stop12h 05mBritish Airways
Deal found 6/10$616
This Virgin Atlantic deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/510:05 amMAD - MDW
1 stop18h 21mVirgin Atlantic
Wed 9/241:05 pmMDW - MAD
1 stop13h 30mVirgin Atlantic
Deal found 6/10$617
This Finnair deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2311:35 amMAD - ORD
Nonstop9h 40mFinnair
Tue 7/84:30 pmORD - MAD
Nonstop8h 25mFinnair
Deal found 6/11$617
This SWISS deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/257:35 pmMAD - ORD
1 stop23h 35mSWISS
Sun 5/107:05 pmORD - MAD
1 stop31h 15mSWISS
Deal found 6/12$619
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2611:35 amMAD - ORD
Nonstop9h 40mAmerican Airlines
Thu 7/318:15 amORD - MAD
1 stop14h 25mAmerican Airlines
Deal found 6/10$621

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Madrid to Chicago that are best for you.

Fly from

Madrid

Fly to

Chicago

Route

Depart

Return

Price

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 9/26

6:00 am-7:29 pm

2 stops20h 29m

Chicago O'Hare Intl

Sat 10/4

8:40 am-6:40 am

1 stop15h 00m

$599

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 9/8

6:00 am-5:37 pm

2 stops18h 37m

Chicago Midway

Sat 9/27

5:59 pm-3:35 pm

2 stops14h 36m

$603

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 9/5

6:00 am-5:37 pm

2 stops18h 37m

Chicago O'Hare Intl

Thu 9/25

10:40 am-9:10 am

2 stops15h 30m

$603

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 8/26

6:00 am-6:25 pm

2 stops19h 25m

Chicago O'Hare Intl

Sat 5/9

8:25 pm-8:20 am

1 stop28h 55m

$606

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 7/11

11:35 am-2:15 pm

Nonstop9h 40m

Chicago O'Hare Intl

Thu 7/17

4:30 pm-7:55 am

Nonstop8h 25m

$608

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Wed 7/9

12:45 pm-9:09 pm

2 stops15h 24m

Chicago O'Hare Intl

Wed 8/6

10:40 am-8:20 am

2 stops14h 40m

$610

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 8/23

11:05 am-4:30 pm

1 stop12h 25m

Chicago O'Hare Intl

Sat 9/20

6:15 pm-12:20 am

1 stop23h 05m

$614

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 8/23

4:40 pm-6:50 pm

Nonstop9h 10m

Chicago O'Hare Intl

Sat 9/20

9:15 pm-4:20 pm

1 stop12h 05m

$616

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 9/5

10:05 am-9:26 pm

1 stop18h 21m

Chicago Midway

Wed 9/24

1:05 pm-9:35 am

1 stop13h 30m

$617

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 6/23

11:35 am-2:15 pm

Nonstop9h 40m

Chicago O'Hare Intl

Tue 7/8

4:30 pm-7:55 am

Nonstop8h 25m

$617

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 34 results
1
2
3
4

The best insider tips for Madrid to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Madrid to Chicago trip
Airports
MAD

For a smooth departure, use automated kiosks at MAD for faster check-in, especially with Iberia. Security lines move quickly even during peak times.

Read more about MADby Lori Zaino
ORD

At ORD, prepare for long walks to immigration in Terminal 5 after international flights. Free shuttles connect terminals, but expect lengthy waits.

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Lori Zaino

Lori Zaino

Expert on MAD

Lori Zaino

Lori Zaino

US-born but now based in Spain, Lori's visited 60 countries---and written about them for publications like CNN, Forbes, The Points Guy, NBC, and TripAdvisor. She loves combining affordable adventures with luxury travel experiences and feels equally at home salsa dancing in Colombia, sipping wine in a French castle, or backpacking through Malaysia.

Read more

Best time to book a flight from Madrid to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Madrid with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Madrid to Chicago

How far ahead should I book a flight from Madrid to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Madrid to Chicago. Price data was last updated on June 9, 2025.

To ensure you get the cheapest price possible for a flight from Madrid to Chicago, you should look to book at least 79 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Madrid to Chicago?

Currently, August is the cheapest month in which you can book a flight from Madrid to Chicago (average of $245). Flying from Madrid to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MAD to CHI?

Find hourly flight availability from Madrid to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

It’s optimal to fly from Madrid to Chicago in the evening. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the afternoon.

Weekly flight availability from Madrid to Chicago

Explore weekly flight availability from Madrid to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 12, 2025.

The most flights from MAD to CHI are scheduled on a Monday (10 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (10 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 12, 2025.
Peruse reviews from past customers who have flown with Delta, KLM and LOT from Madrid to Chicago to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,358 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
LOT
7.6
Good
1,077 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Finnair
7.6
Good
1,290 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air France
7.5
Good
1,463 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Madrid to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madrid to Chicago?

    If you book a flight to Chicago from Madrid, you will be flying from Barajas, which is the city’s only airport. Madrid Barajas (MAD) is located 8.5 mi from the center of Madrid. There are 10 flights from Barajas to Chicago per day from 5 different airlines.

  • What are the cheapest airlines flying from Madrid to Chicago round-trip?

    Air Canada, at $599, was found to be the cheapest airline from Madrid to Chicago.Alternate airlines to your destination round-trip include Delta and United Airlines. Air Canada is 9% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Madrid to Chicago one-way?

    The cheapest airlines for a one-way flight from Madrid to Chicago are Iberia ($421), TAP AIR PORTUGAL ($426), and Lufthansa ($451).

  • What are the most reliable airlines from Madrid to Chicago?

    The top 3 most reliable airlines when flying from Madrid to Chicago are Qatar Airways (70%), Alaska Airlines (70%) and American Airlines (69%).

  • What are the cheapest flights from Madrid to Chicago?

    On average you can expect to pay $1,526 for a flight from Madrid to Chicago. The cheapest flight overall is $497 while the most popular route, (Madrid Barajas - Chicago O'Hare Intl) is currently priced at $359.

  • Can I find deals for flights from Madrid to Chicago that include hotel bookings?

    Yes. In addition to deals on Madrid to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madrid to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madrid to Chicago.

  • Can I find deals for business class flights from Madrid to Chicago?

    Yes. Cheapflights offers flight deals from Madrid to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madrid to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Madrid to Chicago (average of $245). Flying from Madrid to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Madrid?

Book flights to Madrid if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madrid to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Madrid to O'Hare Intl flights
Madrid to Midway flights
Madrid to St. Louis flights

Top 5 airlines flying from Madrid to Chicago

Discover the top 5 airlines that operate flights from Madrid to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
IberiaCheapest$462Average$654FlexibilityNo cancel feeOn-time77%
FinnairCheapest$477Average$630FlexibilityNo cancel feeOn-time76%
British AirwaysCheapest$523Average$670FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$563Average$746FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$584Average$848FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.