$110 Cheap American Airlines flights from Chicago to Portland (ORD to PWM)

Find The Best Day To Fly from Chicago to Portland

Amazing American Airlines ORD to PWM Flight Deals

The cheapest flights to Portland Intl. Jetport found within the past 7 days were $229 round trip and $110 one way. Prices and availability subject to change. Additional terms may apply.

PWM From ORD Economy Coach Packages on Similar Airlines

Prices and availability subject to change. Additional terms may apply.
Portland Harbor Hotel
The Press Hotel, Marriott Autograph Collection
Canopy by Hilton Portland Waterfront
Don't see what you're looking for?
See all available trips from O'Hare Intl. to Portland Intl. Jetport
View all trips

Frequently asked questions

Can I catch a flight from O'Hare Airport to PWM right now?
For info on any present PWM quarantine requirements and travel advice, go to the Covid-19 Travel Advisor. Check before you book your flight, so you don’t get caught out.
What terminal is American Airlines at O'Hare Intl. Airport (ORD)?
At O’Hare Airport, American Airlines flights to PWM usually depart from terminal 3. Unsure as to which terminal you’ll be pulling into? It’ll likely be the main terminal.
Are there American Airlines non-stop flights from ORD to PWM?
Yes. Book your seat on a nonstop flight with American Airlines from ORD to Portland Intl. Jetport Airport (PWM), and you won’t have to stress about stopovers or running to make your connecting flight.
How long is an American Airlines flight from ORD to PWM?
From the time your American Airlines aircraft pushes back from the gate at O’Hare Intl. Airport (ORD) to the moment it pulls into Portland Intl. Jetport, you’ll be in your seat for around 3 hours and 14 minutes. With such a brief flight time, it’s a wonderful spur-of-the-moment vacation.
What type of aircraft does American Airlines fly from ORD to PWM?
You’ll get to experience all that the Embraer 175 has to offer when traveling between O’Hare Airport and PWM with American Airlines. Typically, this is the aircraft that operates on this route.
How many direct and indirect flights does American Airlines fly from ORD to PWM?
American Airlines has approximately 2 flights each day from O’Hare Intl. Airport (ORD) to Portland Intl. Jetport.
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 Portland Intl. Jetport, please visit our Customer Service Portal.
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.

Discover our best American Airlines flight from Chicago ORD to Portland PWM 

To find the best deals on flights to Chicago from Portland with American Airlines, just enter your travel dates, filter by American Airlines, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Chicago ORD to Portland PWM with American Airlines 

If you’re planning a round trip, booking return flights with American Airlines is usually the most cost-effective option. With airfares ranging from $229 to $229, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way American Airlines flights from Chicago ORD to Portland PWM 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way American Airlines flight from Chicago to Portland costs from $110. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Portland PWM from  Chicago ORD with American Airlines 

To find a cheap American Airlines flight from Chicago ORD to Portland PWM, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on American Airlines flights from Chicago ORD to Portland PWM 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as September, or if you book a flight with a stopover. 

 

Find nonstop flights from Chicago ORD to Portland PWM with American Airlines 

If you’re keen to be on Portland soil fast, don’t waste time with a stopover—filter your search results to show direct American Airlines flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for American Airlines flights from Chicago ORD to Portland PWM 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Portland PWM from  Chicago ORD with American Airlines on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

American Airlines Airports
Hop on a(n) American Airlines flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
DFWUSADallas-Fort Worth Intl.599
CLTUSACharlotte-Douglas Intl.536
ORDUSAO'Hare Intl.317
PHLUSAPhiladelphia Intl.247
MIAUSAMiami Intl.193
DCAUSARonald Reagan Washington National152
PHXUSASky Harbor Intl.141
LAXUSALos Angeles Intl.81
LGAUSALaGuardia72
BOSUSALogan Intl.57

Travelers ❤️ these 🏨 after their flight to Portland

Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Business travelers can take ...
8.6/10 Excellent! (1,416 reviews)
"The motel was cery clean and smelled amazing. Beds were cery comfortable and breakfast was good. Would definitely recommend."

Reviewed on Apr 21, 2024

Casco Bay Hotel, Ascend Hotel Collection
Embassy Suites by Hilton Portland Maine
Embassy Suites by Hilton Portland Maine
3.5 out of 5
1050 Westbrook Street, Portland, ME
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
9.2/10 Wonderful! (1,059 reviews)
"Pool location was the only downfall. Everything else about this hotel is excellent!"

Reviewed on Apr 21, 2024

Embassy Suites by Hilton Portland Maine
Comfort Inn Airport
Comfort Inn Airport
2.5 out of 5
90 Maine Mall Rd, South Portland, ME
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling on business? Take advantage of ...
8.2/10 Very Good! (1,001 reviews)
"Good for pets. We brought a cat on vacation with us."

Reviewed on Apr 23, 2024

Comfort Inn Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*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.