Cheap flights from Scotland to Chicago from £286

The cheapest month to fly to Chicago from Scotland is in February. Flight prices, which tend to average around £536, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Chicago from Scotland during January instead. Flights to Chicago in January, while not as cheap as those in February, still average around £543.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as £754. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Sunday, with ticket prices averaging around £929.

Fly from Edinburgh Turnhouse to Chicago O'Hare Intl for the best Scotland - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Scotland when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £719 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Scotland for as low as £617 on momondo.

There are 2 cabin classes available to choose from on Scotland to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 21% on your flight if you consider stops on a Scotland to Chicago flight.

JetBlue, British Airways, and Virgin Atlantic are the most popular carriers operating from Scotland to Chicago

Aer Lingus, Icelandair and Lufthansa are the top three most popular airlines that fly to Chicago from Scotland according to our data. Aer Lingus is the first choice among our users, with 61% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

The number of flights available between Scotland and Chicago is 3 per day as of September 2026. The most frequent departure time is 11:00, with 100% of daily flights leaving at midday.

21 flights are operational weekly from Scotland to Chicago as of September 2026. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.