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Cheap Flights from Chicago to Madrid
Cheap Flights from Chicago to Madrid starting at S$ 375
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Round-trip
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One way
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Cheapest nonstopORD 17:458h 10mNonstopMAD 07:55Chicago - Madrid | Tue, Mar 18 | American AirlinesMAD 11:359h 55mNonstopORD 15:30Madrid - Chicago | Wed, Mar 26 | American AirlinesS$ 671 S$ 85121% OFF21% OFFS$ 851 S$ 671
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ORD 10:3514h 15m1 stopsMAD 07:50Chicago - Madrid | Mon, Mar 31 | Virgin AtlanticMAD 12:4015h 4m1 stopsORD 20:44Madrid - Chicago | Tue, Apr 8 | Virgin AtlanticS$ 638 S$ 85125% OFF25% OFFS$ 851 S$ 638
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ORD 14:3012h 5m1 stopsMAD 09:35Chicago - Madrid | Mon, Mar 31 | Delta Air LinesMAD 12:4016h 21m1 stopsORD 22:01Madrid - Chicago | Tue, Apr 8 | Virgin AtlanticS$ 642 S$ 85125% OFF25% OFFS$ 851 S$ 642
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ORD 11:3516h1 stopsMAD 09:35Chicago - Madrid | Tue, Mar 18 | United AirlinesMAD 12:1513h 40m1 stopsORD 19:55Madrid - Chicago | Wed, Mar 26 | Air CanadaS$ 64324% OFFS$ 851 S$ 643
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ORD 11:3512h 5m1 stopsMAD 06:40Chicago - Madrid | Tue, Apr 1 | Air CanadaMAD 12:4529h 2m1 stopsORD 10:47Madrid - Chicago | Tue, Apr 8 | Air CanadaS$ 66022% OFFS$ 851 S$ 660
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ORD 20:0516h 40m1 stopsMAD 18:45Chicago - Madrid | Tue, Mar 18 | Swiss AirlinesMAD 12:1513h 40m1 stopsORD 19:55Madrid - Chicago | Wed, Mar 26 | Air CanadaS$ 67121% OFFS$ 851 S$ 671
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ORD 16:2711h 48m1 stopsMAD 10:15Chicago - Madrid | Wed, Mar 26 | IBERIAMAD 17:109h 10mNonstopORD 19:20Madrid - Chicago | Thu, Apr 3 | IBERIAS$ 68220% OFFS$ 851 S$ 682
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ORD 18:3530h 15m1 stopsMAD 07:50Chicago - Madrid | Tue, Apr 1 | Virgin AtlanticMAD 12:4015h 4m1 stopsORD 20:44Madrid - Chicago | Wed, Apr 9 | Virgin AtlanticS$ 69518% OFFS$ 851 S$ 695
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ORD 07:2016h 20m1 stopsMAD 06:40Chicago - Madrid | Tue, Apr 1 | United AirlinesMAD 12:4529h 2m1 stopsORD 10:47Madrid - Chicago | Wed, Apr 9 | Air CanadaS$ 74513% OFFS$ 851 S$ 745
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ORD 18:0016h 5m1 stopsMAD 17:05Chicago - Madrid | Wed, Apr 2 | Tap PortugalMAD 11:0512h 5m1 stopsORD 16:10Madrid - Chicago | Wed, Apr 9 | Tap PortugalS$ 8006% OFFS$ 851 S$ 800
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CHI 13:0017h 25m1 stopsMAD Invalid DateChicago - Madrid | Sun, Mar 16 | Normal AirlineMAD 15:006hNonstopCHI 16:00Madrid - Chicago | Tue, Mar 18 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopORD 16:308h 25mNonstopMAD 07:55Chicago - Madrid | Tue, Apr 15 | American AirlinesS$ 375 S$ 47221% OFF21% OFFS$ 472 S$ 375
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ORD 22:258hNonstopMAD 13:25Chicago - Madrid | Tue, Apr 1 | American AirlinesS$ 378 S$ 47220% OFF20% OFFS$ 472 S$ 378
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ORD 22:057h 50mNonstopMAD 12:55Chicago - Madrid | Mon, Apr 14 | American AirlinesS$ 397 S$ 47216% OFF16% OFFS$ 472 S$ 397
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ORD 18:0011h 40m1 stopsMAD 12:40Chicago - Madrid | Sun, Mar 30 | Tap PortugalS$ 4299% OFFS$ 472 S$ 429
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ORD 18:0014h 20m1 stopsMAD 15:20Chicago - Madrid | Sun, Apr 6 | Tap PortugalS$ 4329% OFFS$ 472 S$ 432
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ORD 18:0023h 20m1 stopsMAD 00:20Chicago - Madrid | Wed, Apr 2 | Tap PortugalS$ 4348% OFFS$ 472 S$ 434
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ORD 21:2513h 45m1 stopsMAD 17:10Chicago - Madrid | Sun, Mar 23 | Tap PortugalS$ 4377% OFFS$ 472 S$ 437
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ORD 18:0011h 40m1 stopsMAD 12:40Chicago - Madrid | Sun, Apr 27 | Tap PortugalS$ 4397% OFFS$ 472 S$ 439
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ORD 18:0011h 40m1 stopsMAD 12:40Chicago - Madrid | Sun, Apr 13 | Tap PortugalS$ 4417% OFFS$ 472 S$ 441
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ORD 21:2510h 40m1 stopsMAD 14:05Chicago - Madrid | Sun, Mar 16 | Tap PortugalS$ 4436% OFFS$ 472 S$ 443
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CHI 13:0017h 25m1 stopsMAD Invalid DateChicago - Madrid | Sun, Mar 16 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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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$ 1,328. -
How long is a flight from Chicago (CHI) to Madrid (MAD)?
It takes about 8 hours 25 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.
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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 1 airports near Madrid: Madrid Barajas Airport.
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.
Choose your dates flexibly and get the best deals on flights from Chicago to Madrid.
Tap 'Date' on the flight search bar to browse the calendar for Chicago to Madrid airfare over the next 6 months in 2025. If you're looking to fly within the next 3 months, the cheapest date seems to be Tue, Apr 15, with one-way flights starting at S$ 375.
Compare cheap flight deals from hundreds of airlines for Chicago to Madrid flights.
Our extensive search lets you compare prices from over 500 airlines to find the cheapest flights from Chicago to Madrid. The cheapest flight at the moment is with American Airlines.
Set up a Price Alert
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Don't miss out on cheap deals and promo codes for Chicago to Madrid flights.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. Sign up for a free membership for more exclusive flight deals.
Book early or wait for last-minute deals.
It's always better to book early. Flight tickets are often at their lowest when first released, usually a year ahead of departure. Keep an eye out as soon as your desired flights open for booking. If you miss the early deals, you may still find lower prices closer to your travel date.
Search for flights on the go.
For the best flight booking experience on the go, download Trip.com and search for cheap flights from Chicago to Madrid to get your exclusive deals.
Find cheapest flight ticket from Chicago to Madrid
Cheapest direct flight price | S$ 374 |
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Cheapest return ticket price | S$ 671 |
Off-season for travel | February |
Peak season for travel | June |
Flight distance | 6,732.52km |
Average flight time | 8 hours 25 minutes |
Popular airline | Finnair |
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