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$438+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
MAD — CHI
Mar 9 — Mar 161
Mon 3/9
Mon 3/16
1 adult, Economy
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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

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3. Compare prices and book

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Cheapflights Tip: The best prices from Madrid Barajas to Chicago are usually found in February or November, booked 8 days in advance, depart on a Thursday or Monday and return on a Wednesday

Cheap 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 February 7, 2026.

This Mytrip deal was found by Cheapflights users on 2/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:40 am
MAD
-
ORD
1 stop15h 20m
TAP AIR PORTUGAL
Sun 4/266:00 pm
ORD
-
MAD
1 stop16h 20m
TAP AIR PORTUGAL
Deal found 2/6$479
This Mytrip deal was found by Cheapflights users on 2/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:25 pm
MAD
-
ORD
1 stop24h 35m
TAP AIR PORTUGAL
Sun 4/196:00 pm
ORD
-
MAD
1 stop16h 20m
TAP AIR PORTUGAL
Deal found 2/6$486
This Mytrip deal was found by Cheapflights users on 2/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:10 pm
MAD
-
ORD
1 stop25h 15m
TAP AIR PORTUGAL
Sun 3/18:25 pm
ORD
-
MAD
1 stop31h 55m
TAP AIR PORTUGAL
Deal found 2/5$488
This FlightHub deal was found by Cheapflights users on 2/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:10 pm
MAD
-
ORD
1 stop25h 15m
TAP AIR PORTUGAL
Wed 5/136:00 pm
ORD
-
MAD
1 stop11h 40m
TAP AIR PORTUGAL
Deal found 2/5$490
This deal was found by Cheapflights users on 2/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:40 am
MAD
-
ORD
1 stop14h 45m
TAP AIR PORTUGAL
Wed 2/187:10 pm
ORD
-
MAD
1 stop11h 55m
TAP AIR PORTUGAL
Deal found 2/4$494
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:35 am
MAD
-
ORD
1 stop16h 40m
TAP AIR PORTUGAL
Sun 5/36:00 pm
ORD
-
MAD
1 stop20h 25m
TAP AIR PORTUGAL
Deal found 2/5$499
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:40 am
MAD
-
ORD
1 stop15h 20m
TAP AIR PORTUGAL
Sun 4/196:00 pm
ORD
-
MAD
1 stop11h 40m
TAP AIR PORTUGAL
Deal found 2/3$501
This TAP AIR PORTUGAL deal was found by Cheapflights users on 2/6. 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 4/1811:05 am
MAD
-
ORD
1 stop12h 10m
TAP AIR PORTUGAL
Sat 4/256:15 pm
ORD
-
MAD
1 stop14h 05m
TAP AIR PORTUGAL
Deal found 2/6$502
This deal was found by Cheapflights users on 2/4. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:40 am
MAD
-
ORD
1 stop14h 45m
TAP AIR PORTUGAL
Sun 2/158:25 pm
ORD
-
MAD
1 stop13h 45m
TAP AIR PORTUGAL
Deal found 2/4$519
This Mytrip deal was found by Cheapflights users on 2/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:00 pm
MAD
-
ORD
1 stop30h 45m
Scandinavian Airlines
Sun 2/227:10 pm
ORD
-
MAD
1 stop14h 00m
Scandinavian Airlines
Deal found 2/5$527
This Delta deal was found by Cheapflights users on 2/6. 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.
Thu 2/266:00 am
MAD
-
MDW
2 stops18h 37m
Delta
Mon 3/21:49 pm
MDW
-
MAD
2 stops14h 41m
Delta
Deal found 2/6$562
This Delta deal was found by Cheapflights users on 2/5. 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.
Thu 2/266:00 am
MAD
-
MDW
2 stops19h 40m
Delta
Tue 3/36:20 pm
MDW
-
MAD
2 stops17h 50m
Delta
Deal found 2/5$563

Find 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 February 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$479
(Mytrip)

One-way from

$438
(Finnair)

Popular in

August

Cheapest in

February

Average price

$518

Good round-trip deal

$520 or less

Good one-way deal

$518 or less
Provider with most accurate pricing for Madrid Barajas-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madrid Barajas-Chicago (CHI) flights.
Search Deals
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. 8% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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

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 February 7, 2026.
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

Thu 4/16

10:25 pm-4:00 pm

1 stop24h 35m

Chicago O'Hare Intl

Sun 4/19

6:00 pm-5:20 pm

1 stop16h 20m

$486

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 4/18

10:25 pm-4:00 pm

1 stop24h 35m

Chicago O'Hare Intl

Sat 4/25

6:15 pm-5:00 pm

1 stop15h 45m

$502

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 2/23

6:00 am-1:25 pm

1 stop14h 25m

Chicago O'Hare Intl

Mon 3/9

3:40 pm-9:15 am

1 stop11h 35m

$551

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 2/24

12:00 pm-6:25 pm

1 stop13h 25m

Chicago O'Hare Intl

Tue 3/3

6:50 pm-6:45 pm

1 stop16h 55m

$551

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 2/24

6:00 am-1:25 pm

1 stop14h 25m

Chicago O'Hare Intl

Tue 3/3

11:15 am-9:15 am

2 stops15h 00m

$551

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 2/24

11:00 am-8:44 pm

2 stops16h 44m

Chicago O'Hare Intl

Tue 3/3

2:25 pm-3:20 pm

2 stops17h 55m

$562

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 2/24

12:00 pm-2:55 pm

Nonstop9h 55m

Chicago O'Hare Intl

Tue 3/3

5:40 pm-8:50 am

Nonstop8h 10m

$563

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 2/26

11:30 am-7:59 pm

1 stop15h 29m

Chicago O'Hare Intl

Tue 3/3

6:30 pm-2:15 pm

1 stop12h 45m

$563

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Wed 3/18

5:00 pm-5:45 pm

1 stop30h 45m

Chicago O'Hare Intl

Sun 3/22

8:20 pm-4:10 pm

1 stop13h 50m

$564

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 2/26

12:00 pm-2:55 pm

Nonstop9h 55m

Chicago O'Hare Intl

Tue 3/3

5:40 pm-8:50 am

Nonstop8h 10m

$565

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 42 results
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Compare providers for flights from Madrid to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madrid to Chicago in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
OneTravelPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madrid-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madrid-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madrid-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madrid-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madrid-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 January 30, 2026.

To ensure you get the cheapest price possible for a flight from Madrid to Chicago, you should look to book at least 8 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, February is the cheapest month in which you can book a flight from Madrid to Chicago (average of $394). Flying from Madrid to Chicago in July is currently the most expensive (average of $619). 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 February 7, 2026.

When flying from Madrid to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How often are flights from Madrid to Chicago delayed?

About 14% of weekly flights between Madrid and Chicago have experienced delays in the past year, with the average delay time being 167 minutes.

What is the most punctual flight time for Madrid to Chicago flights?

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Madrid to Chicago flights?

Over the last year, American Airlines have had the lowest number of delays on this route, with just 11% of flights being delayed.

The best insider tips for Madrid to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Madrid to Chicago trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

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

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

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 February 7, 2026.
See what other customers who have flown with Finnair, American Airlines, and TAP AIR PORTUGAL from Madrid to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Finnair
7.6
Good
1,357 reviews

Boarding

7.7

Crew

8.2

Food

6.7

Overall

7.6

Entertainment

6.9

Comfort

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.
Finnair
7.6
Good
1,357 reviews
Finnair
7.6
Good
1,357 reviews

Boarding

7.7

Crew

8.2

Food

6.7

Overall

7.6

Entertainment

6.9

Comfort

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.
American Airlines
7.2
Good
11,247 reviews
Finnair
7.6
Good
1,357 reviews

Boarding

7.7

Crew

8.2

Food

6.7

Overall

7.6

Entertainment

6.9

Comfort

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.
TAP AIR PORTUGAL
7.1
Good
2,135 reviews
Finnair
7.6
Good
1,357 reviews

Boarding

7.7

Crew

8.2

Food

6.7

Overall

7.6

Entertainment

6.9

Comfort

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.
Iberia
7.0
Good
3,106 reviews
Finnair
7.6
Good
1,357 reviews

Boarding

7.7

Crew

8.2

Food

6.7

Overall

7.6

Entertainment

6.9

Comfort

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.
British Airways
6.7
Okay
7,719 reviews
Finnair
7.6
Good
1,357 reviews

Boarding

7.7

Crew

8.2

Food

6.7

Overall

7.6

Entertainment

6.9

Comfort

7.5

Reviews

1 / 20
4.0
Okay

Anonymous,Sep 2025

WAW - HEL

My flight to Europe was cancelled and rebooked. Bags got lost by FinnAir. Flight back home from Europe was cancelled the very next day after we landed. Zero compensation for these back to back cancellations on the exact same trip. Kayak doesn’t help with flight cancellation before trips says to contact trip protection only for trip protection to say it’s up to kayak. Don’t fly FinnAir.

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 3 flights from Barajas to Chicago per day from 4 different airlines.

  • How long is the flight from Madrid to Chicago?

    Departing from Madrid to Chicago will take you 14h 25m. The distance between Madrid and Chicago is about 4188 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    American Airlines, at $437, was found to be the cheapest airline from Madrid to Chicago.Alternate airlines to your destination round-trip include Iberia and Finnair. American Airlines is 32% 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 TAP AIR PORTUGAL ($331), Finnair ($372), and American Airlines ($386).

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

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

  • What are the cheapest flights from Madrid to Chicago?

    On average you can expect to pay $1,329 for a flight from Madrid to Chicago. The cheapest flight overall is $383 while the most popular route, (Madrid Barajas - Chicago O'Hare Intl) is currently priced at $479.

  • 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, February is the cheapest month in which you can book a flight from Madrid to Chicago (average of $394). Flying from Madrid to Chicago in July is currently the most expensive (average of $619). 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 Chicago?

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

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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 3 airlines flying from Madrid to Chicago

Discover the top 3 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 February 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
IberiaCheapest$507Average$799FlexibilityNo cancel feeOn-time77%
FinnairCheapest$534Average$674FlexibilityNo cancel feeOn-time76%
British AirwaysCheapest$542Average$774FlexibilityNo cancel feeOn-time70%

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