Cheap flights from Illinois to Maine from $85

The cheapest month to fly to Maine from Illinois is in July. Flight prices, which tend to average around $101, are often lower during this time because this is during the off-season. If you aren’t able to travel to Maine during the month of July, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $125.

The cheapest day to depart from Illinois to Maine is on a Saturday. Travelers who choose to depart for Maine on a Saturday will often find tickets for as low as $332. Flights from Illinois to Maine on a Sunday will generally be more expensive and average around $399. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

The cheapest time of day to fly to Maine is in the evening when flights can be purchased for as low as $299. Flights in the afternoon are often more expensive with an average ticket price of $377.

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

You are more likely to see cheaper flights to Maine from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Maine for around $371 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Maine from Illinois for as low as $284 on momondo.

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

As of June 2026, 73 flights take off from Illinois and land in Maine each day. The most common flight departure time for this route is 6:00PM, with 47% of daily flights taking off in the evening.

As of June 2026, there are 516 flights per week flying from Illinois to Maine. The most common day of the week flights depart is Fri, with 20% of flights taking off on this day.