Cheap flights from Vermont to Illinois from $158

The cheapest month to fly to Illinois from Vermont is in May. Flight prices, which tend to average around $312, 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 May, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $323.

The cheapest day to depart from Vermont to Illinois is on a Friday when prices can be found for as low as $441. Flights from Vermont to Illinois on a Sunday will generally be more expensive and average around $658. 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 afternoon. Flights from Vermont to Illinois during this time can be as low as $448. Flights in the morning are often more expensive with an average ticket price of $500.

Fly from Burlington to Chicago O'Hare Intl for the best Vermont - Illinois flight prices

You are more likely to see cheaper flights to Illinois from Vermont when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $377 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Vermont for as low as $248 on momondo.

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

As of September 2026, 4 flights take off from Vermont and land in Illinois each day. The most common flight departure time for this route is 4:00PM, with 49% of daily flights taking off in the afternoon.

As of September 2026, there are 31 flights per week flying from Vermont to Illinois. The most common day of the week flights depart is Wed, with 42% of flights taking off on this day.