$333 Find Cheap Flights from Madrid to Chicago

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Find cheap flights from Madrid to Chicago starting at $333.

Book one-way or return flights from Madrid to Chicago from as little as $333. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Madrid to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Madrid to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap airlines flights from Madrid to Chicago

View airlines operating flights from Madrid to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Iberia

From $321

PLAY Airline

From $325

Air Europa

From $333

Iberojet Airlines

From $338

World2Fly Airlines

From $340

Norwegian Air Shuttle ASA

From $351

Royal Air Maroc

From $357

Vueling Airlines

From $365

Icelandair

From $376

Air Transat

From $390

ANA airlines

Find more flights and airlines

Find cheap flights from Madrid to Chicago by different airports

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Madrid to Chicago.

Cheapest
MAD
11:35
41h 8m
2 transfer
ORD
21:43
Madrid Barajas Airport - O'Hare International Airport
Fri, May 3Iberia
$321
MAD
15:25
34h 2m
1 transfer
MDW
18:27
Madrid Barajas Airport - Midway International Airport
Tue, May 21Air Europa
$333
MAD
15:25
34h 2m
1 transfer
MDW
18:27
Madrid Barajas Airport - Midway International Airport
Tue, May 21Air Europa
$333
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Frequently Asked Questions

When are flight tickets from Madrid (MAD) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Madrid to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Madrid (MAD) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around $1,228.
How long does it take to fly from Madrid (MAD) to Chicago (CHI) and what is the distance?
It takes around 9 hours 45 minutes to fly from Madrid (MAD) to Chicago (CHI).
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
- The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.
What are the most popular airlines that fly from Madrid (MAD) to Chicago (CHI)?
Airlines with flights from Madrid (MAD) to Chicago (CHI): Alaska Airlines, American Airlines, Qatar Airways, Finnair, Iberia and British Airways.

How to find a cheap flight from Madrid to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Madrid to Chicago. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Madrid to Chicago Flight Information

Cheapest nonstop flight price	$332
Cheapest round-trip ticket price	$470
Off-season for travel	January
Peak season for travel	October
Flight distance	6,732.52km
Average flight time	9 hours 45 minutes
Popular airline	Finnair