Cheap flights from Portland (PWM) to O'Hare Intl (ORD) from $85

This is the cheapest one-way flight price, found on 11/26. Prices may vary by date and flight preferences.
PWM — ORD
Dec 2 — Dec 91

Flights from O'Hare Intl to Portland

How to find the cheapest flight from Portland (PWM) to O'Hare Intl (ORD)

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 November 27, 2023.

Popular in

April

Cheapest in

September

Round-trip from

$207

One-way from

$85
High demand for flights, 11% potential price rise
Best time to find cheap flights, 20% potential price drop
From Portland to Chicago O'Hare Intl
One-way flight from Portland to Chicago O'Hare Intl

PWM - CHI

Price

$207 - $363

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

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

Users have found that booking a flight from Portland, Maine to Chicago O'Hare Intl Airport at least 43 days early can save you up to 92% on average compared to booking a flight this week. If booking 43 days before your flight isn’t an option for you, users have found flights from Portland, Maine to Chicago O'Hare Intl Airport for as little as $478 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $539 for flights departing within the next 3 days.

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

Due to multiple factors, expect to potentially pay more when booking in April. For low rates, September can be a great choice for travel to Chicago O'Hare Intl Airport. Flights to Chicago O'Hare Intl Airport from Portland, Maine in September are about $384 on average during September, but can be found for as low as $166.

When is the cheapest time to fly from Portland, Maine to Chicago O'Hare Intl Airport (PWM - ORD)?

When flying from Portland, Maine to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap American Airlines flights from Portland to O'Hare Intl

Explore cheap flight options specifically provided by American Airlines for the route between Portland and O'Hare Intl. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,764,469 searches. Data last updated November 27, 2023.
Check out some of the cheapest American Airlines flights we've come across from Portland to Chicago. Come back soon if you're not finding the exact deal you're looking for.

Cheap Delta flights from Portland to O'Hare Intl

Explore cheap flight options specifically provided by Delta for the route between Portland and O'Hare Intl. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,764,469 searches. Data last updated November 27, 2023.
Some of the lowest-priced Delta flights we've found at this time heading from Portland to Chicago. Check back soon if you're not seeing flights that suit your needs.

Cheap Portland to O'Hare Intl flights in November & December 2023

Find cheap flight options from Portland to O'Hare Intl specifically for the months of November and December 2023. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,764,469 searches. Prices were last updated on November 27, 2023.
Listed are some of the best fares we've found on flights departing from Portland to Chicago in 2023. Check back regularly for other flight deals.

Portland to O'Hare Intl 2023 flight deals

Discover exclusive flight deals for travel between Portland and O'Hare Intl in 2023. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,764,469 searches. Data last updated November 27, 2023.
Listed are some of the best fares we've found on flights departing from Portland to Chicago in 2023. Check back regularly for other flight deals.

Non-stop flights to O'Hare Intl from Portland

Discover non-stop flight options from Portland to O'Hare Intl. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,764,469 searches. Data last updated November 27, 2023.
For a quicker trip, book one of these direct flights from Portland to Chicago. Users seeking other options on flights from Portland to Chicago should update the search form at the top of the page.

Portland to O'Hare Intl flights leaving soon

Find last-minute flight options from Portland to O'Hare Intl for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,764,469 searches. Data last updated November 27, 2023.
Have a look at some of the last-minute flights available departing from Portland to Chicago. To prevent any unwanted surprises, users should verify their flight info before booking.

One-way flights to O'Hare Intl from Portland

Search for one-way flight options from Portland to O'Hare Intl. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,764,469 searches. Data last updated November 27, 2023.
Some of the best available deals we've found on one-way flights from Portland to Chicago. Those needing a return flight from Portland to Chicago can use the search form above.

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 2,764,469 searches. Data last updated November 27, 2023.

Fly from

Any airport

Fly to

Any airport

Budget

$158 - $278

Route

Depart

Return

Price

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Wed 1/17

1 stop14h 35m

Chicago O'Hare Intl

Mon 1/22

1 stop21h 56m

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Wed 1/17

Nonstop3h 10m

Chicago O'Hare Intl

Mon 1/22

1 stop4h 15m

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Sat 3/2

1 stop5h 45m

Chicago O'Hare Intl

Wed 3/6

1 stop7h 22m

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Wed 1/17

2 stops16h 24m

Chicago O'Hare Intl

Mon 1/22

1 stop10h 52m

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Sat 3/2

1 stop5h 51m

Chicago O'Hare Intl

Wed 3/6

2 stops10h 44m

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Fri 12/8

1 stop8h 45m

Chicago O'Hare Intl

Mon 12/11

1 stop6h 46m

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Fri 12/8

1 stop5h 29m

Chicago O'Hare Intl

Mon 12/11

2 stops9h 57m

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Fri 1/5

2 stops18h 49m

Chicago O'Hare Intl

Wed 1/10

1 stop9h 30m

PortlandChicago O'Hare Intl

PWM - ORD

PWMORD

Portland

Wed 1/17

Nonstop3h 10m

Chicago O'Hare Intl

Mon 1/22

Nonstop2h 15m

Flights are sorted by cheapest first

Deals found on 11/25

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 November 27, 2023.
See what other customers who have flown with American Airlines, Delta and Frontier 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.
7.9
Good
3,033 reviews

Crew

8.5

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

Food was cheap and not healthful. Entertainment was poor choices. Flight was rocky but not pilots fault.

7.9
Good
3,033 reviews
7.9
Good
3,033 reviews

Crew

8.5

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

Food was cheap and not healthful. Entertainment was poor choices. Flight was rocky but not pilots fault.

7.4
Good
1,897 reviews
7.9
Good
3,033 reviews

Crew

8.5

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

Food was cheap and not healthful. Entertainment was poor choices. Flight was rocky but not pilots fault.

7.2
Good
2,645 reviews
7.9
Good
3,033 reviews

Crew

8.5

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

Food was cheap and not healthful. Entertainment was poor choices. Flight was rocky but not pilots fault.

5.8
Fair
762 reviews
7.9
Good
3,033 reviews

Crew

8.5

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.0

Entertainment

7.8

Reviews

1 / 10

Food was cheap and not healthful. Entertainment was poor choices. Flight was rocky but not pilots fault.

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 4 outbound flights to Chicago O'Hare Intl per day from 3 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 $158, but on average you can expect to pay $270.

Are there nonstop flights from Portland, Maine to Chicago O'Hare Intl Airport for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Portland, Maine to Chicago O'Hare Intl Airport under $300. A good price for a nonstop flight from Portland, Maine to Chicago O'Hare Intl Airport is less than $531.

Are there last-minute flights available from Portland, Maine to Chicago O'Hare Intl Airport for under $300?

There are currently 4+ open flights from Portland, Maine to Chicago O'Hare Intl Airport within the next 7 days for less than $300.

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

According to our current data, Frontier ($158), United Airlines ($198), and American Airlines ($204) offers the cheapest pricing from Portland, Maine to Chicago O'Hare Intl Airport. These flights start at 58% 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 $85. Delta flights start at $143 while deals on United Airlines start at $300 one-way.

What are the most popular airlines that fly from Portland, Maine to Chicago O'Hare Intl Airport?

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

Consider Qatar Airways (96%), Air New Zealand (86%) or SkyWest Airlines (85%) 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 $679, our data indicates the cheapest price to be $153. The most popular route (Portland - Chicago O'Hare Intl), is priced around $186.

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.

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Portland to O'Hare Intl
See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Portland to O'Hare Intl

Discover the top 3 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 2,764,469 searches. Data last updated November 27, 2023.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$187Average$355FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$213Average$366FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$293Average$384FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Search flights to O'Hare Intl by cabin class

Hourly flight availability from Portland to O'Hare Intl

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 November 27, 2023.
54%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
46%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Portland to O'Hare Intl

Explore weekly flight availability from Portland to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 27, 2023.
Sunday4daily flights
Monday4daily flights
Tuesday3daily flights
Wednesday4daily flights
Thursday4daily flights
Friday4daily flights
Saturday6daily flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Portland to O'Hare Intl?

When you search for this flight from Portland to O'Hare Intl, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Portland to O'Hare Intl?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Portland to O'Hare Intl.

Can Cheapflights find flights from Portland to O'Hare Intl with no change fees?

Certainly. Search results for flights to O'Hare Intl from Portland shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Portland to O'Hare Intl become cheaper?

Yes, Cheapflights offers price alerts on Portland to O'Hare Intl flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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