S$ 541 Cheap Flights from Chicago to Madrid (CHI-MAD)

Cheap Flights from Chicago to Madrid

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Cheap Flights from Chicago to Madrid starting at CNY 365

We've found these cheap flights for you. You can book one-way or return flight tickets.

One way
Round-trip

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

Cheapest time to fly from Chicago to Madrid

We monitor flight fares to help you find the best deals effortlessly

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

Cheapest Airlines flying from Chicago to Madrid

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines

From S$ 365

Frontier Airlines

From S$ 433

Icelandair

From S$ 436

Spirit Airlines

From S$ 460

Delta Air Lines

From S$ 489

United Airlines

From S$ 509

Jetblue Airways

From S$ 509

Tap Portugal

From S$ 520

Porter Airlines

From S$ 558

Scandinavian Airlines

From S$ 573

ANA airlines

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Alternative Routes from Chicago to Madrid

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Madrid.

Cheapest
ORD
22:35
28h 5m
1 transfer
MAD
09:40
O'Hare International Airport - Madrid Barajas Airport
Sun, Apr 28American Airlines
S$ 365
MDW
16:51
30h 14m
2 transfer
MAD
06:05
Midway International Airport - Madrid Barajas Airport
Sat, Apr 20Frontier Airlines
S$ 433
RFD
22:00
27h 45m
2 transfer
MAD
08:45
Chicago Rockford International Airport - Madrid Barajas Airport
Fri, Apr 19Allegiant Air
S$ 916
RFD
22:00
27h 45m
2 transfer
MAD
08:45
Chicago Rockford International Airport - Madrid Barajas Airport
Fri, Apr 19Allegiant Air
S$ 916
Find More Flights

Frequently Asked Questions

When to buy flight tickets from Chicago (CHI) to Madrid (MAD) the cheapest?
Airlines adjust prices for flights from Chicago to Madrid based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Chicago (CHI) to Madrid (MAD) cost?
According to Trip.com's data, the lowest price is around S$ 1,708.
How long is a flight from Chicago (CHI) to Madrid (MAD)?
It takes about 8 hours 15 minutes to fly from Chicago (CHI) to Madrid (MAD).
What is the transportation method from the main airport to downtown in Madrid?
- The distance from Madrid Barajas Airport to downtown is about 14km, by taxi about 30 minutes.
What are the most popular airlines that fly from Chicago (CHI) to Madrid (MAD)?
Airlines with flights from Chicago (CHI) to Madrid (MAD): British Airways, Alaska Airlines, IBERIA, Finnair, Qatar Airways and American Airlines.
What's the most popular airline for direct flights from Chicago (CHI) to Madrid (MAD)?
IBERIA operates 2 direct flights from Chicago (CHI) to Madrid (MAD).
How many airports in Madrid?
There are 2 airports near Madrid: Madrid Barajas Airport and Madrid Torrejon.

How to find a cheap flight from Chicago to Madrid

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 Chicago to Madrid. 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

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