Cheap flights from Chicago to Madrid from $157
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Madrid departing on 8/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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TAP AIR PORTUGAL flights from Chicago to Madrid
Our best TAP AIR PORTUGAL deals on Chicago to Madrid flight tickets
Finnair flights from Chicago to Madrid
Our best Finnair deals on Chicago to Madrid flight tickets
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How to get the cheapest flight ticket from Chicago to Madrid
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Madrid?
The month of February is, on average, the cheapest month to fly to Madrid from Chicago, with most prices found around $514. If you don’t want to visit Madrid in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $547.
What is the cheapest day to depart on your flight to Madrid?
The cheapest day to depart on your flight to Madrid is on a Wednesday when prices can be found for as low as $758. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Madrid on Saturday is $897.
What is the cheapest time of day to depart on your flight to Madrid?
Flying to Madrid from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $808 when looking at flights departing in the afternoon. Flights to Madrid are more costly in the evening, with an average ticket price of $957. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago to Madrid Barajas flight route?
Fly from Chicago O'Hare Intl to Madrid Barajas for the best Chicago - Madrid Barajas flight prices
How far in advance should I book a flight to Madrid?
You are more likely to see cheaper flights to Madrid from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Madrid for around $720 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Madrid from Chicago for as low as $615 on momondo.
What cabin class options are available on Chicago to Madrid Barajas flights?
There are 4 cabin classes available to choose from on Chicago to Madrid Barajas flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to Madrid flights?
You could potentially save up to 76% on your flight if you consider stops on a Chicago to Madrid flight.
How have Chicago to Madrid flight prices changed over time?
As of July 2025, prices for Chicago to Madrid flights are approximately 46% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago to Madrid Barajas?
TAP AIR PORTUGAL is the most popular carrier operating from Chicago to Madrid Barajas
What airlines fly to Madrid?
Iberia, American Airlines and Finnair are the top three most popular airlines that fly to Madrid from Chicago according to our data. Iberia is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Madrid. Keep in mind that there are 16 different airlines that fly to Madrid on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Madrid on average per day?
As of July 2025, there are 8 flights per day flying from Chicago to Madrid. The most common time of day flights depart is 4:00PM, with 58% of flights taking off in the afternoon.
How many flights depart from Chicago to Madrid on average per week?
As of July 2025, there are 62 flights per week flying from Chicago to Madrid. The most common day of the week flights depart is Mon, with 16% of flights taking off on this day.
When to book flights from Chicago to Madrid
Cheap Chicago to Madrid (CHI to MAD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Madrid
How far is Chicago to Madrid Barajas by plane?
A flight from Chicago to Madrid Barajas will travel around 4175.7 mi. In terms of flight time, this usually takes a little over 8h 10m.
When did momondo last update prices for flights from Chicago to Madrid Barajas Airport?
Prices for flights from Chicago to Madrid Barajas Airport refresh daily.
How many operators does momondo search for flights from Chicago to Madrid Barajas Airport?
The number of operators available for flights from Chicago to Madrid Barajas Airport is 16 as of July 2025.
How old do you have to be to fly from Chicago to Madrid Barajas Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Madrid Barajas Airport.
What documentation or ID do you need to fly to Madrid Barajas Airport?
The required travel and health documents for your Madrid Barajas Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madrid Barajas Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Madrid?
Based on momondo bookings for flights between Chicago and Madrid, the leading plane model is Airbus A330-300, making up 31.93% of the total bookings. Other popular models include Airbus A330 with 30.06%, Boeing 787-8 Dreamliner with 23.51%, and Boeing 787 Dreamliner with 11.75%.
What is the most popular airline from Chicago to Madrid?
Based on momondo bookings for flights between Chicago and Madrid, the leading airline is Iberia, making up 37% of the total bookings. Other popular airlines include Finnair with 15%, American Airlines with 14%, and British Airways with 13%.
Best airlines flying from Chicago to Madrid
Compare and see reviews for airlines that fly from Chicago to Madrid with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $366 | Free Cancellation | Rating 7.1 1,912 reviews | |||
| PriceFrom $387 | Free Cancellation | Rating 7.3 1,416 reviews | |||
| PriceFrom $453 | Free Cancellation | Rating 7.6 1,306 reviews | |||
| PriceFrom $455 | Free Cancellation | Rating 8.0 7,983 reviews | |||
| PriceFrom $468 | Free Cancellation | Rating 7.0 2,819 reviews | |||
| PriceFrom $477 | Free Cancellation | Rating 7.8 1,366 reviews | |||
| PriceFrom $480 | Free Cancellation | Rating 7.1 9,678 reviews | |||
| PriceFrom $481 | Free Cancellation | Rating 6.6 7,093 reviews | |||
| PriceFrom $484 | Free Cancellation | Rating 7.1 1,144 reviews | |||
| PriceFrom $495 | Free Cancellation | Rating 7.2 10,000 reviews |
Alaska Airlines Flights From Chicago to Madrid
Across 7 Alaska Airlines flights from Chicago to Madrid this week, the average price was $872, with the best Alaska Airlines deals starting from $650 round-trip. 10,000 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.
Finnair Flights From Chicago to Madrid
$453 is the best Finnair flight deal from Chicago to Madrid found on momondo over the last 72 hours. The average Finnair ticket price found was closer to $633, however, with flight time and availability significantly affecting the price. Finnair (7.6/10 from 1,306 user reviews) flies into Madrid from Chicago 10 times in an average week so prices can vary.
Traveling to a place near Madrid?
Book flights to Madrid if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Madrid?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Madrid. momondo saves you time and could save you money on your trip.
Can I find flights from Chicago to Madrid with flexible booking policies on momondo?
Flights from Chicago to Madrid with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Chicago to Madrid?
Once all potential Chicago to Madrid flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Chicago to Madrid right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Madrid, momondo offers a useful price alert feature which will track prices for flights to Madrid from Chicago and alert you when they change.