Cheap flights from Iceland to Chicago from $386

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $891. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Iceland to Chicago for around $1,029.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Iceland to Chicago during this time can be as low as $697. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $1,009.

Fly from Reykjavik Keflavik Intl to Chicago O'Hare Intl for the best Iceland - Chicago flight prices

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

2 flights are operational daily from Iceland to Chicago as of November 2026. The most popular departure time for this route is 12:00PM, with 100% of flights per day taking off in the afternoon.

As of November 2026, 20 flights take off from Iceland and land in Chicago each week. The most common flight departure day for this route is Sat, with 30% of weekly flights taking off on this day.