Cheap flights from Syracuse to Chicago from $104

The month of September is, on average, the cheapest month to fly to Chicago from Syracuse, with most prices found around $254. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Syracuse to Chicago during January average around $279.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $408. 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 Syracuse to Chicago for around $573.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Syracuse to Chicago during this time can be as low as $368. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $466.

Fly from Syracuse Hancock Intl to Chicago O'Hare Intl for the best Syracuse Hancock Intl - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Syracuse when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $345 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Syracuse for as low as $237 on momondo.

There are 4 cabin classes available to choose from on Syracuse Hancock Intl 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 39% on your flight if you consider stops on a Syracuse to Chicago flight.

As of March 2026, prices for Syracuse to Chicago flights are approximately 37% more expensive when compared to flights at the same time last year.

Allegiant Air, United Airlines, and American Airlines are the most popular carriers operating from Syracuse Hancock Intl to Chicago

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from Syracuse according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

As of March 2026, there are 18 flights per day flying from Syracuse to Chicago. The most common time of day flights depart is 10:00AM, with 51% of flights taking off at noon.

129 flights are operational weekly from Syracuse to Chicago as of March 2026. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.