Cheap flights from Maine to Illinois from $145

The cheapest month to fly to Illinois from Maine is in May. Flight prices, which tend to average around $339, 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 March is also cheap. Prices for this month can be found on momondo for an average of $343.

The cheapest day to depart from Maine to Illinois is on a Wednesday when prices can be found for as low as $461. Flights from Maine to Illinois on a Sunday will generally be more expensive and average around $631. 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 Maine to Illinois during this time can be as low as $412. Flights in the morning are often more expensive with an average ticket price of $511.

Fly from Portland to Chicago O'Hare Intl for the best Maine - Illinois flight prices

You are more likely to see cheaper flights to Illinois from Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $391 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Maine for as low as $304 on momondo.

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

Southwest, Delta, and United Airlines are the most popular carriers operating from Maine to Illinois

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Illinois from Maine according to our data. United Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 4 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

The number of flights available between Maine and Illinois is 5 per day as of November 2026. The most frequent departure time is 5:00PM, with 52% of daily flights leaving in the afternoon.

The number of flights available between Maine and Illinois is 37 per week as of November 2026. The most frequent departure day is Mon, with 19% of weekly flights leaving on this day.