Cheap flights from Chicago to Europe from $209

The cheapest month to fly to Europe from Chicago is in September. Flight prices, which tend to average around $653, are often lower during this time because this is during the off-season. If you aren’t able to travel to Europe during the month of September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $656.

The cheapest day to depart from Chicago to Europe is on a Tuesday. Travelers who choose to depart for Europe on a Tuesday will often find tickets for as low as $764. Flights from Chicago to Europe on a Saturday will generally be more expensive and average around $934. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

According to our data, the cheapest time of day to fly to Europe is in the evening. momondo users have found flights departing from Chicago to Europe in the evening for as low as $811. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $836. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Europe from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Europe for around $780 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Europe from Chicago for as low as $698 on momondo.

There are 4 cabin classes available to choose from on Chicago to Europe flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

TAP AIR PORTUGAL, Air Serbia, and Icelandair are the most popular carriers operating from Chicago to Europe

United Airlines, British Airways and Iberia are the top three most popular airlines that fly to Europe from Chicago according to our data. United Airlines is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Europe. Keep in mind that there are 23 different airlines that fly to Europe on a routine basis, so you have a few additional options to choose from.

As of February 2026, there are 56 flights per day flying from Chicago to Europe. The most common time of day flights depart is 5:00PM, with 56% of flights taking off in the afternoon.

As of February 2026, 396 flights take off from Chicago and land in Europe each week. The most common flight departure day for this route is Tue, with 19% of weekly flights taking off on this day.