Cheap flights from Chicago O'Hare Intl Airport to Portland from $90
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Portland departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Southwest flights from Chicago O'Hare Intl Airport to Portland, Maine
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Sun Country Air flights from Chicago O'Hare Intl Airport to Portland, Maine
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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Portland, Maine
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
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?
The cheapest month to fly to Portland, Maine from Chicago O'Hare Intl Airport is in August. Flight prices, which tend to average around $293, 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 August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $303.
What is the cheapest day to depart on your flight to Portland, Maine?
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 $274. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday 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 $390.
What is the cheapest time of day to depart on your flight to Portland, Maine?
At noon 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 $282. Flying to Portland, Maine at noon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $371. Of course, these prices can vary depending on the time of year and what airport you fly to.
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?
You are more likely to see cheaper flights to Portland, Maine from Chicago O'Hare Intl Airport when booking 25 weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $383 when searching 25 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 $270 on momondo.
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.
What is the cheapest airline that flies from Chicago O'Hare Intl to Portland?
United Airlines, JetBlue, and Delta are the most popular carriers operating from Chicago O'Hare Intl to Portland
What airlines fly to Portland, Maine?
American Airlines, United 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. American Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 7 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago O'Hare Intl Airport to Portland, Maine on average per day?
As of June 2025, there are 7 flights per day flying from Chicago O'Hare Intl Airport to Portland, Maine. The most common time of day flights depart is 6:00PM, with 56% of flights taking off in the evening.
How many flights depart from Chicago O'Hare Intl Airport to Portland, Maine on average per week?
As of June 2025, there are 49 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 16% of flights taking off on this day.
When to book flights from Chicago O'Hare Intl Airport to Portland, Maine
Cheap Chicago O'Hare Intl Airport to Portland, Maine (ORD to PWM) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Portland, Maine
Best Price Found | $90 |
|---|---|
Fastest flight time | 2h 17m |
Direct flights | Every day |
Airports in Portland, Maine | 1 airport |
How far is Chicago O'Hare Intl to Portland by plane?
Chicago O'Hare Intl and Portland are 899.6 mi apart from one another. By plane, this route typically takes 2h 26m.
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Portland Airport?
Prices for flights from Chicago O'Hare Intl Airport to Portland Airport are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Portland Airport?
As of June 2025, there are 4 operators available to choose from for flights from Chicago O'Hare Intl Airport to Portland Airport.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Portland Airport?
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.
What documentation or ID do you need to fly to Portland Airport?
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.
What is the most popular plane model from Chicago O'Hare Intl Airport to Portland, Maine?
Based on momondo bookings for flights between Chicago O'Hare Intl Airport and Portland, Maine, the leading plane model is Embraer 175, making up 23.95% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 17.33%, Boeing 737-800 with 14.84%, and Boeing 737-700 with 12.90%.
What is the most popular airline from Chicago O'Hare Intl Airport to Portland, Maine?
momondo data reveals that the most frequently booked airline on the route from Chicago O'Hare Intl Airport to Portland, Maine is United Airlines, representing 59% of all bookings. The subsequent popular airlines are American Airlines at 30%, Frontier at 9%, and Delta at 1%.
Best airlines flying from Chicago O'Hare Intl Airport to Portland, Maine
Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Portland, Maine with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $57 | Free Cancellation | Rating 5.9 3,295 reviews | |||
| PriceFrom $163 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $176 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $213 | Free Cancellation | Rating 7.4 8,790 reviews |
United Airlines Flights From Chicago O'Hare Intl Airport to Portland, Maine
United Airlines flight deals from Chicago O'Hare Intl Airport to Portland, Maine start from $213 round-trip. Over the 12 United Airlines flights for this route in a normal week, average airfare is usually $385 round-trip - but some users have found much cheaper deals with momondo.
American Airlines Flights From Chicago O'Hare Intl Airport to Portland, Maine
The best American Airlines deal for Chicago O'Hare Intl Airport to Portland, Maine flight tickets found on momondo in the last 72 hours was $176, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $331 round-trip. American Airlines operates 12 flights out of Chicago O'Hare Intl Airport into Portland, Maine in an average week, so prices vary by time and availability. 10,000 American Airlines reviews by users on momondo have scored the airline at 7.2/10.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Portland?
It is quick and easy to find Chicago to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.
Can I find flights from Chicago to Portland with flexible booking policies on momondo?
momondo does allow users to show only those flights to Portland from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to Portland?
Once you have performed a search for Chicago to Portland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Chicago to Portland right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Portland, momondo offers a useful price alert feature which will track prices for flights to Portland from Chicago and alert you when they change.