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

Know your dates, get live prices in seconds:

From
To
Depart
–
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
Add another flight clear all

We work with more than 300 partners to bring you better travel deals

Home North America USA Illinois Chicago O'Hare Intl Cheap flights from Portland to O'Hare Intl

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

All the information you need to plan the best PWM to ORD flight in 2021: compare Portland to O'Hare Intl flight prices with the expected peak season, weather and rainfall in O'Hare Intl.
PWM - ORD
Price
$196 - $409
ORD
Temperature
23 - 73.4 °F
ORD
Precipitation
1.7 - 4.9 inches

Popular in

February

High demand for flights, 11% potential price rise

Cheapest in

August

Best time to find cheap flights, 46% potential price drop

Average price

$391

Average for round-trip flights in November 2021

Round-trip from

$196

From Portland to Chicago O'Hare Intl

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
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 December. For low rates, August can be a great choice for travel to Chicago O'Hare Intl Airport. Flights to Chicago O'Hare Intl Airport from Portland, Maine in August are about $146 on average during August, but can be found for as low as $34.

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 flights from Portland to O'Hare Intl in November, December 2021

The best prices found for PWM to ORD flights for November, December
2 Dec - 14 Dec
$166pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
7 Dec - 7 Dec
$169pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PWM
Portland
2 Dec - 14 Dec
$173pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PWM
Portland

Portland to O'Hare Intl 2022 flight deals

Cheap flights to O'Hare Intl from Portland found for next year
2 Dec - 14 Dec
$166pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
7 Dec - 7 Dec
$169pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PWM
Portland
2 Dec - 14 Dec
$173pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PWM
Portland

Non-stop flights to O'Hare Intl from Portland

Save time with Portland to O'Hare Intl direct flight deals
11 Dec - 16 Dec
$331pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
8 Dec - 15 Dec
$344pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
11 Dec - 15 Dec
$366pp
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland

Last minute flights from Portland to O'Hare Intl

Late deals on round-trip flights to O'Hare Intl from Portland, departing today and this week
2 Dec - 14 Dec
$166pp
PWM
Portland
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
2 Dec - 14 Dec
$173pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PWM
Portland
2 Dec - 15 Dec
$175pp
PWM
Portland
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PWM
Portland

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Portland</span> to <span class="emphasized">O'Hare Intl</span> flights.

Flight FAQs

From Portland to O'Hare Intl

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 3 outbound flights to Chicago O'Hare Intl per day from 5 airlines. Portland is conveniently located just 2.9 mi from Portland’s city center.

Which airlines flying from Portland to Chicago O'Hare Intl have flexible cancellations due to COVID-19?

Some of our airline partners flying from Portland to Chicago O'Hare Intl have new flexible policies in place due to COVID-19. United Airlines, American Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like United Airlines with this kind of flexibility.

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 American Airlines for just $169, but on average you can expect to pay $216.

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

Cheapflights has at least 20 direct flights 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 $477.

Are there last-minute flights available from Portland, Maine to Chicago O'Hare Intl Airport for under $200?

There are currently 20+ open flights from Portland, Maine to Chicago O'Hare Intl Airport within the next 7 days for less than $200.

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

According to our current data, American Airlines ($169), Delta ($179), and Frontier ($218) offers the cheapest pricing from Portland, Maine to Chicago O'Hare Intl Airport. These flights start at 53% lower than the current average price 3 months from now.

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 $362, our data indicates the cheapest price to be $98. The most popular route (Portland - Chicago O'Hare Intl), is priced around $173.

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

Consider Air Wisconsin (98%), United Airlines (95%) or Air New Zealand (93%) when booking your flight. These represent the most reliable airlines when flying from Portland, Maine to Chicago O'Hare Intl Airport.

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

The most popular airlines flying from Portland, Maine to Chicago O'Hare Intl Airport are American Airlines, JetBlue and Delta. Something to consider prior to booking your flight.

Related searches

Flights to O'Hare Intl from Portland (PWM)
Flights to Portland Flights to O'Hare Intl Flights from Portland

Rent a Car

Car Rentals at O'Hare Intl Car Rentals in Illinois

COVID Restrictions

View COVID Travel Restrictions for O'Hare Intl (ORD)

Do I need a COVID test to fly to O'Hare Intl from Portland?

Information is based on travel restrictions for travel to Chicago O'Hare Intl within the United States

Most visitors from Portland need to provide a negative COVID-19 test result and/or quarantine to enter Chicago O'Hare Intl.

COVID-19 testing requirements
Visitors from Portland must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago O'Hare Intl.

Quarantine requirements
Visitors from Portland are not required to quarantine after entering Chicago O'Hare Intl.

Do I need a test to fly back to Portland from O'Hare Intl?

Returning to Portland from Chicago O'Hare Intl

COVID-19 testing requirements
Visitors from Chicago O'Hare Intl must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Portland.

Quarantine requirements
Visitors from Chicago O'Hare Intl are not required to quarantine after entering Portland.

Hide COVID Travel Restrictions for O'Hare Intl (ORD)

Alternative routes for Portland to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Chicago from $287 pp
Bangor to Chicago from $324 pp

Destination information for O'Hare Intl

Things to know before you go - useful duration and weather info for your trip from Portland to O'Hare Intl.
Average temperature for November in O'Hare Intl
50.0 °F
Avg rainfall for November in O'Hare Intl
2.8 ″

Airports servicing Portland

Portland (PWM)

Airports servicing Chicago

O'Hare Intl (ORD)

Top 3 airlines flying from Portland to Chicago O'Hare Intl

The chart below displays the airlines Cheapflights users traveling from Portland to O'Hare Intl choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Delta 		$105 $291 No cancel fee N/A
American Airlines 		$144 $348 No cancel fee 71%
United Airlines 		$199 $418 No cancel fee 69%

Popular flight searches

Check out other popular destinations found by fellow travelers in 2021.

Hourly flight availability from Portland to O'Hare Intl

See what time of day planes typically take off from Portland towards O'Hare Intl.
Early morning Midnight to 6 AM 54% of PWM to ORD departures
Afternoon Noon to 6 PM 46% of PWM to ORD departures
Morning 6 AM to noon 0% of PWM to ORD departures
Evening 6 PM to midnight 0% of PWM to ORD departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Portland to O'Hare Intl
See how many times per day planes take to the skies headed from Portland to O'Hare Intl.
Sunday
4 daily flights
Monday
4 daily flights
Tuesday
4 daily flights
Wednesday
4 daily flights
Thursday
2 daily flights
Friday
4 daily flights
Saturday
4 daily flights
Home North America USA Illinois Chicago O'Hare Intl Cheap flights from Portland to O'Hare Intl