Question 1

What is the cheapest day to depart on your flight to Portland, Maine?

Accepted Answer

On average, the least expensive day to fly to Portland, Maine from Chicago O'Hare Intl Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $304. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Thursday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $394.

Question 2

What is the cheapest airline that flies from Chicago O'Hare Intl to Portland?

Accepted Answer

Delta is the most popular carrier operating from Chicago O'Hare Intl to Portland

Question 3

How many flights depart from Chicago O'Hare Intl Airport to Portland, Maine on average per day?

Accepted Answer

As of January 2026, there are 2 flights per day flying from Chicago O'Hare Intl Airport to Portland, Maine. The most common time of day flights depart is 11:00AM, with 100% of flights taking off at noon.

Question 4

How often are flights from Chicago to Portland delayed?

Accepted Answer

Historically, on average around 17% of flights between Chicago and Portland have experienced a delay on any given week. The average delay length over the past 12 months has been 132 minutes.

Question 5

Which airline has the best punctuality record on Chicago to Portland flights?

Accepted Answer

According to our data, American Airlines have had the least number of delays on this route over the last 12 months; with about 17% of their flights experiencing any sort of delay.

Question 6

What airlines fly to Portland, Maine?

Accepted Answer

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Portland, Maine from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 6 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

Question 7

What is the cheapest month to fly to Portland, Maine?

Accepted Answer

The cheapest month to fly to Portland, Maine from Chicago O'Hare Intl Airport is in March. Flight prices, which tend to average around $314, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of March, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $317.

Question 8

What is the cheapest Chicago O'Hare Intl to Portland flight route?

Accepted Answer

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

Question 9

How have Chicago O'Hare Intl Airport to Portland, Maine flight prices changed over time?

Accepted Answer

As of January 2026, prices for Chicago O'Hare Intl Airport to Portland, Maine flights are approximately 182% more expensive when compared to flights at the same time last year.

Question 10

How many flights depart from Chicago O'Hare Intl Airport to Portland, Maine on average per week?

Accepted Answer

As of January 2026, there are 14 flights per week flying from Chicago O'Hare Intl Airport to Portland, Maine. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

Question 11

Can stopping save me money on Chicago O'Hare Intl Airport to Portland, Maine flights?

Accepted Answer

You could potentially save up to 48% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Portland, Maine flight.

Question 12

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Portland, Maine?

Accepted Answer

Prices are currently low for flights on this route.Typical prices usually range from $269 to $445.
The lowest price recently found on this route was $209.

Question 13

What is the cheapest time of day to depart on your flight to Portland, Maine?

Accepted Answer

In the evening is the cheapest time of day to fly from Chicago O'Hare Intl Airport to Portland, Maine when you can find flight prices for as low as $320. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $376. Of course, these prices can vary depending on the time of year and what airport you fly to.

Question 14

How far in advance should I book a flight to Portland, Maine?

Accepted Answer

You are more likely to see cheaper flights to Portland, Maine from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $369 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Chicago O'Hare Intl Airport for as low as $288 on momondo.

Question 15

What cabin class options are available on Chicago O'Hare Intl to Portland flights?

Accepted Answer

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Question 16

What day of the week experiences the fewest flight delays on this route?

Accepted Answer

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Question 17

What is the most punctual flight time for Chicago to Portland flights?

Accepted Answer

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Question 18

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Portland Airport?

Accepted Answer

Prices for flights from Chicago O'Hare Intl Airport to Portland Airport are updated daily.

Question 19

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Portland Airport?

Accepted Answer

As of January 2026, there are 3 operators available to choose from for flights from Chicago O'Hare Intl Airport to Portland Airport.

Question 20

How old do you have to be to fly from Chicago O'Hare Intl Airport to Portland Airport?

Accepted Answer

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Portland Airport.

Question 21

What documentation or ID do you need to fly to Portland Airport?

Accepted Answer

The travel and health documents you'll need for your trip to Portland Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Portland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best Price Found	$195
Fastest flight time	2h 23m
Direct flights	Every day
Airports in Portland, Maine	1 airport

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $108	Free Cancellation	Rating 7.9 8,128 reviews	Search Delta flights
United Airlines	PriceFrom $210	Free Cancellation	Rating 7.4 9,215 reviews	Search United Airlines flights
American Airlines	PriceFrom $229	Free Cancellation	Rating 7.2 11,205 reviews	Search American Airlines flights

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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Portland, Maine

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Portland, Maine?

What is the cheapest month to fly to Portland, Maine?

What is the cheapest day to depart on your flight to Portland, Maine?

What is the cheapest time of day to depart on your flight to Portland, Maine?

What is the cheapest Chicago O'Hare Intl to Portland flight route?

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

How far in advance should I book a flight to Portland, Maine?

What cabin class options are available on Chicago O'Hare Intl to Portland flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Portland, Maine flights?

You could potentially save up to 48% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Portland, Maine flight.

How have Chicago O'Hare Intl Airport to Portland, Maine flight prices changed over time?

As of January 2026, prices for Chicago O'Hare Intl Airport to Portland, Maine flights are approximately 182% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago O'Hare Intl to Portland?

Delta is the most popular carrier operating from Chicago O'Hare Intl to Portland

What airlines fly to Portland, Maine?

How often are flights from Chicago to Portland delayed?

Historically, on average around 17% of flights between Chicago and Portland have experienced a delay on any given week. The average delay length over the past 12 months has been 132 minutes.

What is the most punctual flight time for Chicago to Portland flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Portland flights?

According to our data, American Airlines have had the least number of delays on this route over the last 12 months; with about 17% of their flights experiencing any sort of delay.

How many flights depart from Chicago O'Hare Intl Airport to Portland, Maine on average per day?

As of January 2026, there are 2 flights per day flying from Chicago O'Hare Intl Airport to Portland, Maine. The most common time of day flights depart is 11:00AM, with 100% of flights taking off at noon.

How many flights depart from Chicago O'Hare Intl Airport to Portland, Maine on average per week?

As of January 2026, there are 14 flights per week flying from Chicago O'Hare Intl Airport to Portland, Maine. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

When to book flights from Chicago O'Hare Intl Airport to Portland, Maine

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How old do you have to be to fly from Chicago O'Hare Intl Airport to Portland Airport?

What documentation or ID do you need to fly to Portland Airport?

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What is the most popular airline from Chicago O'Hare Intl Airport to Portland, Maine?

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