Cheap flights from Virginia to Illinois from $100

The cheapest month to fly to Illinois from Virginia is in January. Flight prices, which tend to average around $350, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of January, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $380.

The cheapest day to depart from Virginia to Illinois is on a Friday when prices can be found for as low as $471. Flights from Virginia to Illinois on a Monday will generally be more expensive and average around $565. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Virginia to Illinois during this time can be as low as $454. Flights at noon are often more expensive with an average ticket price of $501.

Fly from Staunton Shenandoah Valley to Chicago O'Hare Intl for the best Virginia - Illinois flight prices

You are more likely to see cheaper flights to Illinois from Virginia when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $428 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Virginia for as low as $367 on momondo.

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

Frontier, American Airlines, and Southwest are the most popular carriers operating from Virginia to Illinois

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Illinois from Virginia according to our data. United Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 6 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

As of November 2026, there are 71 flights per day flying from Virginia to Illinois. The most common time of day flights depart is 6:00AM, with 49% of flights taking off at noon.

The number of flights available between Virginia and Illinois is 498 per week as of November 2026. The most frequent departure day is Fri, with 16% of weekly flights leaving on this day.