$82 Cheap flights from O'Hare Intl. to Portland Intl. Jetport (ORD to PWM)

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Find The Best Dates To Fly from O'Hare Intl. to Portland Intl. Jetport

Compare Flight Prices from Chicago to Portland

Affordable Airfare Tickets from ORD to PWM Airport

The cheapest flights to Portland Intl. Jetport found within the past 7 days were $165 round trip and $82 one way. Prices and availability subject to change. Additional terms may apply.

Sat, May 17 - Mon, May 19
ORD
Chicago
PWM
Portland
$165 Roundtrip, found 2 hours ago
$165
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, May 17 from Chicago to Portland, returning Mon, May 19, priced at $165 found 2 hours ago
Wed, May 21 - Wed, May 28
ORD
Chicago
PWM
Portland
$176 Roundtrip, found 3 hours ago
$176
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Wed, May 21 from Chicago to Portland, returning Wed, May 28, priced at $176 found 3 hours ago
Sat, May 17 - Tue, May 20
ORD
Chicago
PWM
Portland
$177 Roundtrip, found 6 hours ago
$177
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, May 17 from Chicago to Portland, returning Tue, May 20, priced at $177 found 6 hours ago
Fri, Oct 17 - Mon, Oct 20
ORD
Chicago
PWM
Portland
$183 Roundtrip, found 2 hours ago
$183
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Fri, Oct 17 from Chicago to Portland, returning Mon, Oct 20, priced at $183 found 2 hours ago
Thu, May 29 - Mon, Jun 2
ORD
Chicago
PWM
Portland
$185 Roundtrip, found 2 days ago
$185
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, May 29 from Chicago to Portland, returning Mon, Jun 2, priced at $185 found 2 days ago
Wed, May 21 - Wed, May 28
ORD
Chicago
PWM
Portland
$187 Roundtrip, found 3 hours ago
$187
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Wed, May 21 from Chicago to Portland, returning Wed, May 28, priced at $187 found 3 hours ago
Sat, May 17 - Sat, May 24
ORD
Chicago
PWM
Portland
$188 Roundtrip, found 3 hours ago
$188
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Sat, May 17 from Chicago to Portland, returning Sat, May 24, priced at $188 found 3 hours ago
Sun, May 25 - Sat, May 31
ORD
Chicago
PWM
Portland
$189 Roundtrip, found 5 hours ago
$189
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Sun, May 25 from Chicago to Portland, returning Sat, May 31, priced at $189 found 5 hours ago
Sat, Aug 23 - Sun, Aug 31
ORD
Chicago
PWM
Portland
$193 Roundtrip, found 12 hours ago
$193
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Sat, Aug 23 from Chicago to Portland, returning Sun, Aug 31, priced at $193 found 12 hours ago
Tue, May 20 - Sat, May 24
ORD
Chicago
PWM
Portland
$194 Roundtrip, found 6 days ago
$194
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, May 20 from Chicago to Portland, returning Sat, May 24, priced at $194 found 6 days ago

Portland Intl. Jetport flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Lewiston Auburn Area

Super 8 by Wyndham Lewiston Auburn Area

2 out of 5
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
River View Resort

River View Resort

2.5 out of 5
Save 100% on your flight
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Comfort Inn & Suites Scarborough - Portland

Comfort Inn & Suites Scarborough - Portland

2.5 out of 5
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
USA Inn

USA Inn

2.5 out of 5
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
The Majestic Regency Resort

The Majestic Regency Resort

2.5 out of 5
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
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Frequently asked questions

Can I catch a flight from O'Hare Airport to Portland Intl. Jetport Airport (PWM) right now?
It’s wise to learn about any travel advice reports and quarantine requirements in effect in your destination. Be sure to go to the Covid-19 Travel Advisor for up-to-date info on catching a flight to Portland Intl. Jetport from O’Hare Airport.
Are there direct flights from O'Hare Intl. Airport (ORD) to PWM?
Sometimes, a trip is all about the journey; sometimes the magic is in the destination. If you just want to get to where you’re headed fast, multiple airlines have direct flights from ORD to PWM, including United Airlines and American Airlines.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to PWM, please visit our Customer Service Portal.
How long is the flight from ORD to PWM?
On average, flying from ORD to PWM takes a quick 2 hours and 21 minutes. Use the short trip to catch forty winks or listen to a podcast before the next part of your journey begins.
What is the flight distance from O'Hare Intl. Airport (ORD) to PWM?
The flight distance from O’Hare Airport to PWM is an easy 900 mi. You’ll be filing off the plane at your destination before you can say “bon voyage.”
What airlines fly from O'Hare Airport to Portland Intl. Jetport?
If you’re flying to Portland from Chicago, there are a few airlines that advertise direct flights. One of the most reputable carriers is United Airlines (UA), which has 91 flights every month. You’ll want to also check out the deals on offer from American Airlines (AA). Another leading airline, it operates 82 flights each month on the Chicago to Portland route. Be sure to compare the two to walk away with the best fare.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with American Airlines, United Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Flight information from Chicago to Portland

 

Traveling From
O'Hare Intl.
Traveling To
Portland Intl. Jetport
Shortest Flight Time
2 hours 23 mins
Earliest Departure Time
7:30AM CDT
Latest Departure Time
5:53PM CDT
Lowest Flight Price
$165

Route Info

Flight path for flights from O'Hare International Airport to Portland International Jetport.


Origin:
ORD - O'Hare International Airport
Destination:
PWM - Portland International Jetport
Distance:
902.00 miles

Airline carriers and aircraft used on flights from ORD to PWM


Airline Carrier
Aircraft
American Airlines
Airbus A319
American Airlines
Airbus A320-100/200
United Airlines
Boeing 737-800 (winglets) pax

Discover our best flights from Chicago ORD to Portland PWM. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Chicago ORD to Portland PWM at the right price  

Airfares to Portland PWM from Chicago ORD currently cost between $165 and $194. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Chicago ORD to Portland PWM 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago ORD to Portland PWM on Travelocity starting at $82. Prices and availability subject to change. Additional terms may apply. 

 

Get to Portland PWM from Chicago ORD quicker with direct flights. 

Get to Portland faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to PWM from ORD to take around 2 hour(s) 23 min(s).  

 

Find our cheapest airfares for flights from Chicago ORD to Portland PWM

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to PWM from ORD. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Chicago ORD to Portland PWM today 

If you’re flexible about when you travel, May is usually the cheapest month to fly from Chicago ORD to Portland PWM. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Portland PWM from Chicago ORD 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to PWM from ORD have this option.  

 

Travel with confidence when you book flights to Portland PWM from Chicago ORD with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.