Cheap flights from Chicago O'Hare Intl Airport to Madrid from $237

The month of February is, on average, the cheapest month to fly to Madrid from Chicago O'Hare Intl Airport, with most prices found around $530. If you don’t want to visit Madrid in February, then you should wait until October to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $538.

The cheapest day to depart on your flight to Madrid is on a Wednesday when prices can be found for as low as $768. 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 $940.

Flying to Madrid from Chicago O'Hare Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $819 when looking at flights departing in the evening. Flights to Madrid are more costly in the afternoon, with an average ticket price of $832. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Chicago O'Hare Intl to Madrid Barajas for the best Chicago O'Hare Intl - Madrid Barajas flight prices

You are more likely to see cheaper flights to Madrid from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Madrid for around $690 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Madrid from Chicago O'Hare Intl Airport for as low as $601 on momondo.

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Madrid Barajas flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

TAP AIR PORTUGAL, JetBlue, and United Airlines are the most popular carriers operating from Chicago O'Hare Intl to Madrid Barajas

Iberia, Finnair and TAP AIR PORTUGAL are the top three most popular airlines that fly to Madrid from Chicago O'Hare Intl Airport according to our data. Iberia is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Madrid. Keep in mind that there are 17 different airlines that fly to Madrid on a routine basis, so you have a few additional options to choose from.

Historically, on average around 33% of flights between Chicago and Madrid have experienced a delay on any given week. The average delay length over the past 12 months has been 154 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

According to our data, American Airlines have had the least number of delays on this route over the last 12 months; with about 25% of their flights experiencing any sort of delay.

Lisbon (LIS) was the most common stop: 57% of momondo users choosing 1-stop flights on this route connected there.

Flights via Boston (BOS) offer the lowest average round-trip price of $302.

Flights connecting via Dublin (DUB) have the shortest average one-way travel time: 11h 05m.

Toronto (YYZ) has the shortest average layover time for this route: 1h 39m.

As of March 2026, 1 flights take off from Chicago O'Hare Intl Airport and land in Madrid each day. The most common flight departure time for this route is 5:00PM, with 100% of daily flights taking off in the afternoon.

As of March 2026, 9 flights take off from Chicago O'Hare Intl Airport and land in Madrid each week. The most common flight departure day for this route is Thu, with 67% of weekly flights taking off on this day.