Cheap flights from Chicago (CHI) to Portland (PWM) from $116

Flights from Chicago to Portland, Maine are found to be more expensive on Thursday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Portland, Maine.

To save up to 29% on this flight, we recommend booking at least 37 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Portland, Maine from $421 1-2 weeks out and tickets from $530 for flights departing within the next 72 hours.

September can be a great time to fly to Portland, Maine from Chicago with a flight ticket averaging about $397. Cheapflights users have found deals in the month of September for as cheap as $162. The most expensive prices can be found in the month of November.

One of the essential ways to save on airfare from Chicago to Portland, Maine is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 12% on airfare.

Most people fly into Portland (PWM) if they book a flight to Portland from Chicago. On average, Portland has 5 inbound flights from Chicago per day from 3 airlines. Portland is conveniently located just 2.9 mi from Portland’s city center.

United Airlines, American Airlines, and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Yes, there are multiple flights from Chicago to Portland, Maine for under $300. The cheapest flight booked recently is on United Airlines for just $233, but on average you can expect to pay $263.

Cheapflights has at least 20 direct flights from Chicago to Portland, Maine under $300. A good price for a nonstop flight from Chicago to Portland, Maine is less than $313.

There are currently 20+ open flights from Chicago to Portland, Maine within the next 7 days for less than $500.

Nonstop flights are available for this route on the following days: Sunday, Thursday, Friday, Saturday.

On average, you can expect to see 6 flights from Chicago to Portland, Maine a day.
Morning (6am - Noon) - 83% of flight departures
Evening (6pm - Midnight) - 17% of flight departures

There are many flights that can get you from Chicago to Portland, Maine in 4h 57m. Fly via United Airlines, Delta, or American Airlines to get the fastest option. There are 902 mi between Chicago and Portland, Maine. This flight may include one or multiple stops.

United Airlines, at $233, was found to be the cheapest airline from Chicago to Portland, Maine.Alternate airlines to your destination round-trip include Delta and American Airlines. United Airlines is 41% cheaper than the average price of flights available within the next 90 days to this destination.

One-way options have recently been found by users for as low as $116 on JetBlue. Other airlines that offer cheap prices include Frontier from $117 and United Airlines from $122 one-way.

When booking a flight from Chicago to Portland, Maine, you may want to consider flying on American Airlines, Delta or United Airlines as they are the most popular for this route.

No one likes to see their flight delayed. When booking a flight from Chicago to Portland, Maine consider choosing Republic Airways (95%), United Airlines (85%) or Air New Zealand (83%) as they are the most reliable in getting you off to your destination on time.

Looking for the cheapest flight from Chicago to Portland, Maine? While on average our users pay $280, our data indicates the cheapest price to be $132. The most popular route (Chicago O'Hare Intl - Portland), is priced around $220.

ORD and PWM are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. ORD to PWM refers to a flight route from Chicago O'Hare Intl Airport to Portland Airport. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).