$657 Cheap Flights from Madrid to Chicago in 2025

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Flight deals from Madrid to Chicago

Looking for a cheap last-minute deal or the best return flight from Madrid to Chicago? Find the lowest prices on one-way and return tickets right here.

Chicago.$657 per passenger.Departing Thu, 22 May, returning Wed, 11 Jun.Return flight with Brussels Airlines.Outbound indirect flight with Brussels Airlines, departs from Madrid on Thu, 22 May, arriving in Chicago O'Hare International.Inbound indirect flight with Brussels Airlines, departs from Chicago O'Hare International on Wed, 11 Jun, arriving in Madrid.Price includes taxes and charges.From $657, select.

Chicago.$796 per passenger.Departing Thu, 13 Nov, returning Wed, 3 Dec.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Madrid on Thu, 13 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Wed, 3 Dec, arriving in Madrid.Price includes taxes and charges.From $796, select.

Chicago.$813 per passenger.Departing Wed, 27 Aug, returning Wed, 22 Oct.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Madrid on Wed, 27 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Wed, 22 Oct, arriving in Madrid.Price includes taxes and charges.From $813, select.

Chicago.$815 per passenger.Departing Tue, 30 Sep, returning Thu, 9 Oct.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Madrid on Tue, 30 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Thu, 9 Oct, arriving in Madrid.Price includes taxes and charges.From $815, select.

Chicago.$815 per passenger.Departing Thu, 25 Sep, returning Sun, 28 Sep.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Madrid on Thu, 25 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Sun, 28 Sep, arriving in Madrid.Price includes taxes and charges.From $815, select.

Chicago.$816 per passenger.Departing Wed, 29 Oct, returning Sun, 2 Nov.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Madrid on Wed, 29 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Sun, 2 Nov, arriving in Madrid.Price includes taxes and charges.From $816, select.

Chicago.$818 per passenger.Departing Thu, 2 Oct, returning Fri, 10 Oct.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Madrid on Thu, 2 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Fri, 10 Oct, arriving in Madrid.Price includes taxes and charges.From $818, select.

Chicago.$818 per passenger.Departing Fri, 5 Dec, returning Wed, 10 Dec.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Madrid on Fri, 5 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Wed, 10 Dec, arriving in Madrid.Price includes taxes and charges.From $818, select.

Find the cheapest month to fly from Madrid to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Madrid to Chicago flights are currently cheapest in September.

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Direct flights from Madrid to Chicago

Alternative Madrid to Chicago routes

Looking for the cheapest, fastest or easiest route from Madrid to Chicago? You could fly into the following airports instead.

Madrid to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$657
Cheapest month to fly	May
Average flight time	9 hrs, 33 mins
Most popular airline	American Airlines
Average flights per week	62

Finding cheap flights from Madrid to Chicago: Frequently asked questions

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are return flights from Madrid to Chicago?

The best price we found for a return flight from Madrid to Chicago is $657. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Madrid to Chicago?

9 hours and 33 minutes is the average flight time from Madrid to Chicago.

Which airlines fly direct from Madrid to Chicago?

American Airlines, Finnair and Iberia fly direct from Madrid to Chicago.

How many flights are there a week from Madrid to Chicago?

As of April 2025, there are 62 flights per week flying from Madrid to Chicago.

When is the cheapest time to fly from Madrid to Chicago?

The cheapest month to fly from Madrid to Chicago is usually April 2025.

Which is the cheapest airport to fly into in Chicago?

If you're flying from Madrid Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $657.

Which upcoming date is cheapest to fly from Madrid Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Madrid Airport to Chicago on Thursday, 22 May 2025.

Can I get a direct flight from Madrid Airport to Chicago?

Yes – the average flight time is 9 hours and 33 minutes.

How can I get the best flight deal from Madrid Airport to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly from Madrid Airport to Chicago with?

Currently, Brussels Airlines and Finnair offer the cheapest flight tickets to Chicago.

Flying from Adolfo Suarez Madrid-Barajas Airport (MAD) to Chicago: what you need to know

Expect to be in the air for 8 hours 1 minute. That's the average time for a direct flight from Adolfo Suarez Madrid-Barajas Airport to Chicago.
Adolfo Suarez Madrid-Barajas Airport is located in Madrid. Based in the UTC-5 timezone, Chicago is 6 hours behind Madrid.
Adolfo Suarez Madrid-Barajas Airport (MAD) to O'Hare International Airport (ORD) is the most traveled route, with 10 departures a week to pick from. You can travel from MAD to ORD at 11:35 with Iberia.
To ensure you catch your flight from MAD to Chicago, allow plenty of time for things like baggage drop and finding your gate. Turning up two hours ahead of international departures and an hour before domestic flights is the standard rule.
You'll likely experience longer lines in popular months like July and other peak seasons. Arriving up to fours hours ahead of international flights and two hours for a domestic departure will give you plenty of time for security and boarding.
Nonstop flights from Adolfo Suarez Madrid-Barajas Airport (MAD) to Chicago are available for booking. O'Hare International Airport (ORD) is where you'll step off the plane.
Keep your eyes peeled for offers from Iberia. This carrier has direct flights from Adolfo Suarez Madrid-Barajas Airport to Chicago.
Consider adding a stopover to possibly find a cheaper flight from MAD to Chicago. Simply deselect 'Direct flights only' when searching for the departures. Break up your trip (and maybe save some cash) by stopping at one of these airports:
- Dallas/Fort Worth International Airport (DFW)
- Logan International Airport (BOS)
- Hartsfield-Jackson Atlanta International Airport (ATL)
If you have a passport from Spain, you will need an ETA to enter United States. This applies when booking a cheap ticket from Adolfo Suarez Madrid-Barajas Airport to Chicago for tourism purposes. Requirements may be different if you're travelling for business or other reasons. Always check the visa rules ahead of booking and definitely before flying.
Located around 18 kilometres from central Madrid, MAD can be reached in about 26 minutes by car (depending on traffic). The same journey on public transport is roughly 37 minutes.
Want a convenient hotel near MAD? If you're boarding an early flight from Adolfo Suarez Madrid-Barajas Airport to Chicago, these stays will have you moments from your departure lounge:

How to find the cheapest flights from Adolfo Suarez Madrid-Barajas Airport (MAD) to Chicago

$484 is the best price for a one-way ticket from Adolfo Suarez Madrid-Barajas Airport to Chicago. Return flights start at $657. These prices may change depending on demand and availability.
To pick up cheap tickets from MAD to Chicago, book your journey 9 months ahead of the departure date.
Plan your trip for May. That's the cheapest month for tickets from Adolfo Suarez Madrid-Barajas Airport to Chicago. If you have flexibility with your dates, use the 'Whole month' tool to find the lowest price across each month.
Finding a cheap ticket from MAD to Chicago is a piece of cake with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch as soon as the price has fallen.
Take advantage of the filters to find your ideal trip. To see the 'Best,' 'Fastest' or 'Cheapest' flights from Adolfo Suarez Madrid-Barajas Airport to Chicago, use the 'Sort by' function. You can also filter results by airline, arrival and departure times, and journey duration.

Airports in Chicago

O'Hare International Airport (ORD)

O'Hare International Airport (ORD) is around 40 kilometres from central Chicago. With your own car rental or if you take a cab, the drive is around 35 minutes.
Getting to the centre on public transport will take you roughly 54 minutes.
Consider booking a hotel close to ORD if you have a late flight from Adolfo Suarez Madrid-Barajas Airport to Chicago. Select one of these options and skip the long transfer:

Chicago Midway International Airport (MDW)

Chicago Midway International Airport (MDW) is roughly 19 kilometres from central Chicago. After your flight from Adolfo Suarez Madrid-Barajas Airport to Chicago, it'll take you around 21 minutes to reach the heart of the city in a cab or ride-share.
The journey will take roughly 46 minutes on public transport.
Hang the 'Do not disturb' sign on your door and relax at a hotel near MDW. Here are a few options where you can put your feet up after your flight from MAD to Chicago:

Best time to go to Chicago

It's time to work out your travel dates for your flight from Adolfo Suarez Madrid-Barajas Airport to Chicago. August is the most popular month to travel to Chicago. If you prefer a quieter vibe, go in February.
Lock in your flight from Adolfo Suarez Madrid-Barajas Airport to Chicago for July to experience the city during its warmest month. You can expect temperatures to range from 15ºC to 29ºC.
January has average temperatures of between -12ºC and 3ºC. Search for cheap flights from MAD to Chicago sometime then if you like cooler conditions.

More about Chicago

When it comes to looking for somewhere to rest your head, you'll find the most popular stays in Chicago right here. Browse these options once you've booked your flight from Adolfo Suarez Madrid-Barajas Airport to Chicago:
There are so many things to discover in this city it can be hard to figure out where to begin. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are major attractions which should be on any good Chicago itinerary.

Complete your Chicago trip with a car rental

We use the same magic that helped you find your cheap flight from Adolfo Suarez Madrid-Barajas Airport to Chicago to track down deals on car rentals. Search for your ride in seconds and compare your options in one place. Plus you'll find all the info on car rentals in Chicago, from the most popular rental company to the best time to book.