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$54+ Cheap flights from O'Hare Intl (ORD) to Portland, ME (PWM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PWM
dic. 26 — ene. 21
jue. 12/26
jue. 1/2
1 adult, Economy
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The best prices from Chicago O'Hare Intl to Portland are usually found in July or June, booked 83 days in advance, depart on a Tuesday or Saturday and return on a Thursday

Cheap flight deals from O'Hare Intl to Portland

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 21, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(United)

One-way from

$54
(Mytrip)

Popular in

April

Cheapest in

July

Average price

$427
Provider with most accurate pricing for Chicago O'Hare Intl-Portland flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Portland flights.
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From Chicago O'Hare Intl to Portland
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One-way flight from Chicago O'Hare Intl to Portland
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High demand for flights, 19% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from O'Hare Intl to Portland

Cheapest flights from O'Hare Intl to Portland
Explore the most affordable flight options available from O'Hare Intl to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 21, 2024.

This American Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/275:42 pmORD - PWM
1 stop4h 19mAmerican Airlines
lun. 12/305:39 amPWM - ORD
1 stop7h 33mAmerican Airlines
Deal found 12/20$298
This Delta deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/245:57 pmORD - PWM
1 stop5h 13mDelta
lun. 12/305:05 amPWM - ORD
1 stop5h 16mDelta
Deal found 12/20$408
This Southwest deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/245:45 amORD - PWM
1 stop8h 30mSouthwest
jue. 12/262:15 pmPWM - ORD
1 stop8h 15mSouthwest
Deal found 12/20$418
This United Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/315:00 amORD - PWM
1 stop4h 31mUnited Airlines
dom. 1/55:20 amPWM - ORD
1 stop5h 35mUnited Airlines
Deal found 12/21$563
This Mytrip deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/288:03 pmORD - PWM
2 stops19h 32mMultiple Airlines
mié. 1/112:09 pmPWM - ORD
3 stops21h 28mMultiple Airlines
Deal found 12/20$743

Find flights from O'Hare Intl to Portland within your budget

Customize your flight search to find flights from O'Hare Intl to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 21, 2024.

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Depart

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Price

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

mar. 2/4

11:10 am-2:42 pm

Nonstop2h 32m

Portland

dom. 2/9

6:00 am-11:38 am

1 stop6h 38m

$289

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

vie. 1/17

4:00 pm-10:40 pm

1 stop5h 40m

Portland

sáb. 2/1

5:30 am-3:20 pm

2 stops10h 50m

$303

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

vie. 1/10

10:30 am-11:51 pm

2 stops12h 21m

Portland

dom. 1/12

5:34 am-4:13 pm

2 stops11h 39m

$313

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

jue. 6/5

6:01 am-11:05 am

1 stop4h 04m

Portland

dom. 6/8

7:17 am-9:10 am

Nonstop2h 53m

$353

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

lun. 1/20

5:50 am-5:38 pm

2 stops10h 48m

Portland

dom. 1/26

5:23 pm-9:39 am

1 stop17h 16m

$387

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

mié. 2/26

7:25 am-5:38 pm

1 stop9h 13m

$54

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

mar. 4/8

1:22 pm-11:00 pm

1 stop8h 38m

$87

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

mar. 2/18

10:30 am-4:03 pm

1 stop4h 33m

$114

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

dom. 3/9

6:30 am-2:52 pm

1 stop7h 22m

$132

ChicagoPortland

ORD - PWM

ORDPWM

Chicago O'Hare Intl

jue. 2/20

6:06 am-11:47 am

1 stop4h 41m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 12 results
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Compare providers for flights from O'Hare Intl to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Portland in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Portland, Maine flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from O'Hare Intl to Portland

Get recent, data-driven insights about flights from O'Hare Intl to Portland including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Portland, Maine?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Portland. Price data was last updated on December 20, 2024.

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Portland, Maine, you should look to book at least 79 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Portland, Maine (average of $296). Flying from Chicago O'Hare Intl Airport to Portland, Maine in April is currently the most expensive (average of $498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to PWM?

Find hourly flight availability from O'Hare Intl to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 21, 2024.

When flying from Chicago O'Hare Intl Airport to Portland, Maine, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 40% versus a flight in the morning.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Portland, Maine?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Portland. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Portland, Maine flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated diciembre 21, 2024.
Read through reviews of airlines operating flights from Chicago to Portland, such as Delta, American Airlines and Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,814 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,597 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,035 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,474 reviews
Southwest
8.1
Very good
4,814 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Chicago O'Hare Intl?

    For a flight from Chicago O'Hare Intl to Portland, you will be flying into Portland. Portland (PWM) is just 2.9 mi from the center of the city. Portland is the only Portland airport and it handles 4 inbound flights from Chicago O'Hare Intl per day. 4 airlines have flights to Portland from Chicago O'Hare Intl on a regular basis.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Portland, Maine round-trip?

    According to our current data, United Airlines ($289), Southwest ($303), and Delta ($313) offers the cheapest pricing from Chicago O'Hare Intl Airport to Portland, Maine. You may be able to fly from Chicago O'Hare Intl Airport to Portland, Maine for 26% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Portland, Maine one-way?

    The cheapest airlines for a one-way flight from Chicago O'Hare Intl Airport to Portland, Maine are Frontier ($54), Delta ($114), and United Airlines ($132).

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Portland, Maine?

    The top 3 most reliable airlines when flying from Chicago O'Hare Intl Airport to Portland, Maine are United Airlines (94%), SkyWest Airlines (93%) and Republic Airways (92%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Portland, Maine?

    While on average a flight from Chicago O'Hare Intl Airport to Portland, Maine is generally $318, our data shows the cheapest flight currently is $138. When looking at the most popular route, (Chicago O'Hare Intl - Portland), you can expect to pay $178 for that flight.

  • Can I find deals for flights from O'Hare Intl to Portland that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Portland.

  • Can I find deals for business class flights from O'Hare Intl to Portland?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Portland, Maine (average of $296). Flying from Chicago O'Hare Intl Airport to Portland, Maine in April is currently the most expensive (average of $498). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from O'Hare Intl to Portland

Discover the top 4 airlines that operate flights from O'Hare Intl to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$92FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$184Average$343FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$290FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$406FlexibilityNo cancel feeOn-time69%
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