When did momondo last update prices for flights from Chicago to Portland Airport?

Prices for flights from Chicago to Portland Airport are refreshed on a daily basis.

How old do you have to be to fly from Chicago to Portland Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Portland Airport.

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

The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's licence and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Find Cheap Flights from Chicago to Portland, Maine in 2024/25

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Cheap return flights

These are some of the best return flight deals from Chicago to Portland that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Portland.

Cheap last-minute flights

Planning a quick getaway from Chicago to Portland? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Portland, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from Chicago to Portland

Find recent round-trip train or bus tickets from Chicago to Portland.

All round-trip flight deals to Portland

The cheapest plane tickets to Portland found on KAYAK recently.

CHI-PWM

2291 kmmulti-stop

PWM-CHI

2291 kmmulti-stop

Multiple Airlines

Find Deal

CHI-PWM

2291 kmmulti-stop

Multiple Airlines

Find Deal

How to get the cheapest flight ticket from Chicago 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

Prices

Other information

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

The cheapest month to fly to Portland, Maine from Chicago is in June. Flight prices, which tend to average around R5 289, are often lower during this time because this is during the off-season. If you don’t want to visit Portland, Maine in June, then you should wait until August to fly from Chicago, when ticket prices are also cheap, with an average price of R5 563.

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

The best time to book a flight to Portland, Maine from Chicago is 49 days out, which is when prices tend to be around R7 239. However, in the past 72 hours, people saw flights from Chicago for as low as R23 443.

How have Chicago to Portland, Maine flight prices changed over time?

As of December 2024, prices for Chicago to Portland, Maine flights are approximately 8% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.

Estimated return price

Cheap Chicago to Portland, Maine (CHI to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Portland, Maine

Direct flights	None

There are no direct flights from Chicago to Portland, Maine. There are no popular flight routes from Chicago to Portland, Maine.

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How far is Chicago to Portland by plane?
A flight from Chicago to Portland will travel around 1428,2 km.
When did momondo last update prices for flights from Chicago to Portland Airport?
Prices for flights from Chicago to Portland Airport are refreshed on a daily basis.
How old do you have to be to fly from Chicago to Portland Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's licence and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Portland, Maine?
Based on momondo bookings for flights between Chicago and Portland, Maine, the leading plane model is Embraer 175 (Enhanced Winglets), making up 30,80% of the total bookings. Other popular models include Boeing 737-700 with 17,66%, Embraer 170 with 16,93%, and Embraer 175 with 13,14%.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Portland?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Portland for you.

Can I find flights from Chicago to Portland with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Portland flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Portland?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Portland from Chicago.

I’m not ready to book a flight from Chicago to Portland right now. Can momondo alert me if prices change?

Price alerts on flights to Portland from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.