O'Hare Intl

$60+ Cheap flights from Portland (PWM) to O'Hare Intl (ORD)

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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — ORD
Nov 5 — Nov 121
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The best prices from Portland to Chicago O'Hare Intl are usually found in September or August, booked 57 days in advance, depart on a Wednesday or Thursday and return on a Tuesday

Cheap flight deals from Portland to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to O'Hare Intl (ORD). 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 October 31, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

April

Cheapest in

September

Round-trip from

$138
(CheapOair)

One-way from

$60
(Frontier)
Provider with most accurate pricing for Portland-Chicago O'Hare Intl flight deals.
Provider most trusted by Cheapflights users for Portland-Chicago O'Hare Intl flights.
High demand for flights, 31% potential price rise
Best time to find cheap flights, 27% potential price drop
From Portland to Chicago O'Hare Intl
One-way flight from Portland to Chicago O'Hare Intl

Find flight deals from Portland to O'Hare Intl

Cheapest flights from Portland to O'Hare Intl
Explore the most affordable flight options available from Portland to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This American Airlines deal was found by Cheapflights users on 10/30. 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.
Tue 12/312:30 pmPWM - ORD
1 stop10h 35mAmerican Airlines
Wed 12/186:00 amORD - PWM
1 stop9h 32mAmerican Airlines
Deal found 10/30$293
This Mytrip deal was found by Cheapflights users on 10/30. 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.
Mon 12/165:56 pmPWM - ORD
2 stops23h 10mMultiple Airlines
Thu 12/196:05 amORD - PWM
1 stop9h 30mMultiple Airlines
Deal found 10/30$305
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Wed 11/209:30 amPWM - ORD
Nonstop2h 59mUnited Airlines
Sun 11/241:21 pmORD - PWM
1 stop5h 48mUnited Airlines
Deal found 10/30$376
This Southwest deal was found by Cheapflights users on 10/31. 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.
Thu 12/126:00 amPWM - ORD
2 stops13h 10mSouthwest
Sun 12/153:10 pmORD - PWM
1 stop7h 45mSouthwest
Deal found 10/31$395
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/16:02 pmPWM - ORD
1 stop24h 41mFrontier
Sun 11/35:10 amORD - PWM
1 stop12h 35mFrontier
Deal found 10/30$398
This Delta deal was found by Cheapflights users on 10/31. 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.
Tue 12/317:00 amPWM - ORD
1 stop11h 03mDelta
Fri 1/36:20 pmORD - PWM
1 stop15h 59mDelta
Deal found 10/31$403

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

Customize your flight search to find flights from Portland to O'Hare Intl 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 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 1/30

9:02 pm-9:52 am

1 stop13h 50m

$60

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 12/18

11:54 am-8:49 pm

1 stop9h 55m

$101

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 4/29

6:10 am-10:16 am

1 stop5h 06m

$103

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 1/8

4:10 pm-6:24 pm

Nonstop3h 14m

$123

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 1/28

4:40 pm-8:43 pm

1 stop5h 03m

$132

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 12/31

6:00 am-12:15 pm

1 stop7h 15m

$160

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 1/1

6:00 am-1:00 pm

2 stops8h 00m

$165

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 1/14

1:55 pm-6:55 pm

1 stop6h 00m

Chicago O'Hare Intl

Tue 1/21

11:10 am-2:42 pm

Nonstop2h 32m

$255

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 1/14

5:59 pm-10:46 pm

1 stop5h 47m

Chicago O'Hare Intl

Tue 1/21

12:30 pm-11:31 pm

2 stops10h 01m

$269

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 12/3

12:30 pm-10:05 pm

1 stop10h 35m

Chicago O'Hare Intl

Wed 12/18

6:00 am-4:32 pm

1 stop9h 32m

$293

Flights are sorted by cheapest first

Deals found on 10/31

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

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 Portland to O'Hare Intl in October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
eDreamsPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
PricelinePrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy

*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 Portland, Maine-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Chicago O'Hare Intl Airport 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 Portland, Maine-Chicago O'Hare Intl Airport 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 Portland to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Portland 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 Portland to O'Hare Intl

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

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to O'Hare Intl. Price data was last updated on October 25, 2024.

To ensure you get the cheapest price possible for a flight from Portland, Maine to Chicago O'Hare Intl Airport, you should look to book at least 57 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 Portland, Maine to Chicago O'Hare Intl Airport?

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Chicago O'Hare Intl Airport (average of $232). Flying from Portland, Maine to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $308). 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 PWM to ORD?

Find hourly flight availability from Portland to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 31, 2024.

Unlike in the morning, when flights are generally more expensive, you can save up to 67% on flights from Portland, Maine to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 73.4 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 O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated October 31, 2024.
See what other customers who have flown with United Airlines, Delta and American Airlines from Portland to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
5,116 reviews

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.1
Very good
5,116 reviews
8.1
Very good
5,116 reviews

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.0
Very good
8,835 reviews
8.1
Very good
5,116 reviews

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.5
Good
3,514 reviews
8.1
Very good
5,116 reviews

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.4
Good
9,240 reviews
8.1
Very good
5,116 reviews

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.2
Good
10,000 reviews
8.1
Very good
5,116 reviews

Boarding

8.3

Overall

8.1

Crew

8.7

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Portland to O'Hare Intl. 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 from for flights from Portland to Chicago O'Hare Intl?

    Most people fly from Portland (PWM) if they book a flight from Portland to Chicago O'Hare Intl. On average, Portland has 2 outbound flights to Chicago O'Hare Intl per day from 4 airlines. Portland is conveniently located just 2.9 mi from Portland’s city center.

  • Can I find flights from Portland, Maine to Chicago O'Hare Intl Airport for under $200 on Cheapflights?

    Yes, there are multiple flights from Portland, Maine to Chicago O'Hare Intl Airport for under $200. The cheapest flight booked recently is on Frontier for just $138, but on average you can expect to pay $273.

  • Are there nonstop flights from Portland, Maine to Chicago O'Hare Intl Airport for under $400 on Cheapflights?

    Cheapflights has at least 1 direct flight from Portland, Maine to Chicago O'Hare Intl Airport under $400. A good price for a nonstop flight from Portland, Maine to Chicago O'Hare Intl Airport is less than $315.

  • Are there last-minute flights available from Portland, Maine to Chicago O'Hare Intl Airport for under $500?

    There are currently 5+ open flights from Portland, Maine to Chicago O'Hare Intl Airport within the next 7 days for less than $500.

  • What days are nonstop flights available from Portland, Maine to Chicago O'Hare Intl Airport?

    Days when nonstop flights are available for this flight are: Sunday, Thursday, Friday, Saturday.

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

    10 flight departures from Portland, Maine to Chicago O'Hare Intl Airport per day on average.
    Morning (6am - Noon) - 100% of flight departures

  • How long is the flight from Portland, Maine to Chicago O'Hare Intl Airport?

    A quick flight from Portland, Maine to Chicago O'Hare Intl Airport can take about 3h 14m. Frontier provides one of the quickest options available for as low as $138. There are 902 mi between Portland, Maine and Chicago O'Hare Intl Airport. This flight may include one or multiple stops.

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

    According to our current data, Frontier ($138), United Airlines ($245), and Delta ($269) offers the cheapest pricing from Portland, Maine to Chicago O'Hare Intl Airport. These flights start at 65% lower than the current average price 3 months from now.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $60. JetBlue flights start at $103 while deals on United Airlines start at $123 one-way.

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

    Consider Republic Airways (93%), American Airlines (89%) or Envoy Air (89%) when booking your flight. These represent the most reliable airlines when flying from Portland, Maine to Chicago O'Hare Intl Airport.

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

    Looking for the cheapest flight from Portland, Maine to Chicago O'Hare Intl Airport? While on average our users pay $834, our data indicates the cheapest price to be $156. The most popular route (Portland - Chicago O'Hare Intl), is priced around $231.

  • What does PWM to ORD mean?

    Portland Airport is PWM and Chicago O'Hare Intl Airport is ORD. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service.

  • Can I find deals for flights from Portland to O'Hare Intl that include extra baggage allowance?

    The amount of baggage you can bring on your Portland to O'Hare Intl flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Portland to O'Hare Intl with specific airlines?

    Yes, Cheapflights allows you to browse and filter Portland to O'Hare Intl flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Portland to O'Hare Intl that allow pets onboard?

    Many airlines flying from Portland to O'Hare Intl offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Portland to O'Hare Intl?

    Yes, you can often find last-minute deals on Portland to O'Hare Intl flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Portland, Maine to Chicago O'Hare Intl Airport flight deals updated?

    The Portland, Maine to Chicago O'Hare Intl Airport flight deals you see on this page were last updated on 10/31.

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

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Chicago O'Hare Intl Airport (average of $232). Flying from Portland, Maine to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $308). 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 Portland to O'Hare Intl

Discover the top 4 airlines that operate flights from Portland to O'Hare Intl. 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$112FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$362FlexibilityNo cancel feeOn-time71%
DeltaCheapest$206Average$283FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$209Average$407FlexibilityNo cancel feeOn-time69%
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