Cheap flights from Chicago to Spain from $299

If you don’t want to visit Spain in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $615.

The cheapest day to depart from Chicago to Spain is on a Wednesday when prices can be found for as low as $832. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Spain for around $959.

Flying to Spain from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $883 when looking at flights departing in the afternoon. In contrast, the most expensive time of day to depart to Spain is in the evening when prices are around $920.

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

You are more likely to see cheaper flights to Spain from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Spain for around $781 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Spain from Chicago for as low as $630 on momondo.

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

Delta, JetBlue, and British Airways are the most popular carriers operating from Chicago to Spain

Iberia, United Airlines and TAP AIR PORTUGAL are the top three most popular airlines that fly to Spain from Chicago according to our data. Iberia is the first choice among our users, with 32% of people opting to fly with this airline when traveling to Spain. Keep in mind that there are 19 different airlines that fly to Spain on a routine basis, so you have a few additional options to choose from.

Historically, on average around 33% of flights between Chicago and Spain have experienced a delay on any given week. The average delay length over the past 12 months has been 165 minutes.

Generally, flights departing in the evening tend to experience fewer delays. Flights in the early afternoon 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. Monday 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 27% of their flights experiencing any sort of delay.

As of September 2026, there are 15 flights per day flying from Chicago to Spain. The most common time of day flights depart is 4:00PM, with 62% of flights taking off in the evening.

As of September 2026, 111 flights take off from Chicago and land in Spain each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.