EN ($)

eDreams is now available in the following countries:

America

American Airlines flights from Chicago to Portland | eDreams

Q: What do American Airlines flights from Chicago to Portland cost?

One of American Airlines cheapest prices for a Chicago to Portland flight we have right now is ${var.lowestRoutePrice}.The price for a American Airlines flight between Chicago to Portland will vary according to some factors, like seasonality and anticipation.On average though, flights with American Airlines cost ${var.averageRoutePrice} for the route Chicago to Portland, but it mostly depends on the season and how far in advance you book your tickets.By launching a search at eDreams you can easily check the cheapest American Airlines flight from Chicago to Portland, as well as subscribe to price drop alerts and best deals for this route.

Flight deals from Chicago to Portland

Save big and visit this destination

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Best flight offers from other airlines

Chicago Portland

BEST

DEAL

Tue, 24 Dec ORD - PDX

Wed, 25 Dec PDX - ORD

$263 $258

Prime price per passenger

Chicago Portland

BEST

DEAL

Sat, 21 Dec MDW - PDX

Wed, 25 Dec PDX - MDW

$296 $290

Prime price per passenger

Chicago Portland

BEST

DEAL

Sat, 21 Dec MDW - PDX

Wed, 25 Dec PDX - MDW

$301 $295

Prime price per passenger

Chicago Portland

BEST

DEAL

Sat, 21 Dec MDW - PDX

Wed, 25 Dec PDX - MDW

$302 $296

Prime price per passenger

Chicago Portland

BEST

DEAL

Tue, 24 Dec ORD - PDX

Wed, 25 Dec PDX - ORD

$303 $291

Prime price per passenger

Chicago Portland

BEST

DEAL

Mon, 23 Dec ORD - PDX

Wed, 25 Dec PDX - ORD

$364 $357

Prime price per passenger

Get your flight with American Airlines to Portland from Chicago starting at ${var.lowestRoutePrice}

The Best Chicago to Portland Flight Deals with American Airlines

With eDreams, finding the best American Airlines deals for your trip from Chicago to Portland couldn’t be easier. Imagine this: exclusive discounts, intuitive booking tools, and plenty of helpful perks—all at your fingertips! Say goodbye to the hassle of planning and hello to the excitement of your upcoming adventure in Portland.

Whether you’re looking for unbeatable prices, a custom-fit itinerary, or some extra perks, eDreams is your all-in-one travel partner for every part of the Chicago (CHI) to Portland (PDX) journey. Stick around to find out why booking with eDreams is the best way to kick off your trip.

Flying from Chicago to Portland with American Airlines

Flying from Chicago (CHI) to Portland (PDX) with American Airlines (AA) is all about comfort and convenience. From check-in to touchdown, American Airlines ensures a smooth experience, so you can just sit back and relax. You’ll find fast check-ins, extra legroom, and attentive service designed for a stress-free trip.

Once onboard, the friendly crew will make sure you have everything you need. Many routes offer in-flight Wi-Fi, so you can stay connected, binge-watch shows, or catch up on work if you need to. Feeling hungry? American Airlines has a great selection of snacks and meals to keep you satisfied mid-flight. And if you want a bit more luxury, you can treat yourself to upgrades and priority boarding, adding a personal touch to your journey. With great service and a focus on a smooth, enjoyable flight, American Airlines makes your trip from Chicago to Portland easy and fun.

Book Your Flight with eDreams and Enjoy the Perks

Booking affordable flights from Chicago (CHI) to Portland (PDX) with eDreams isn’t just about getting a great deal—it’s about making travel planning effortless. With eDreams, you get awesome perks that make your journey easier and more enjoyable:

Exclusive discounts: Seasonal deals and flash sales offer extra savings to keep your wallet happy!
Flexible booking options: Need to adjust your plans? No worries! With eDreams, changing or canceling your booking is simple, giving you peace of mind.
24/7 customer support: Day or night, eDreams’ friendly support team is ready to answer questions and help you out.
Multi-destination planning: Ready to explore further? Plan a multi-stop trip with ease through eDreams, making complex itineraries a breeze.
eDreams Prime: Unlock even more savings and exclusive perks with eDreams Prime. Enjoy discounts on every booking, priority support, and additional benefits throughout your trip.

Your Journey from Chicago to Portland with American Airlines

The journey from Chicago (CHI) to Portland (PDX) is all about getting you to your destination comfortably and quickly, so your adventure can start as soon as you land. This direct route offers plenty of options, whether you prefer a quick non-stop flight or more flexibility with layovers. Whatever your style, there’s a schedule that fits.

Departing from Chicago and Arriving at Portland: What to Expect

When departing from Chicago, enjoy easy airport access, clear signage, and quick check-ins for a stress-free start. You’ll breeze through security, leaving plenty of time to relax before takeoff.

When you land in Portland, you’ll be greeted by a modern terminal with plenty of transportation options like taxis, buses, and shuttles to get you on your way. Whether heading to your hotel or diving into sightseeing, everything you need is right there.

Best Time to Book Your Chicago — Portland Trip with American Airlines

For the best American Airlines flight deals from Chicago to Portland, timing is everything! Booking in advance often means lower fares, especially during off-peak seasons when Portland is quieter and flights are more budget-friendly. Check the climate to plan for the ideal weather to suit your trip—whether for mild outdoor adventures or cultural explorations. With a bit of planning, you’re set for an unforgettable getaway!

American Airlines Chicago-Portland flights FAQ's

Which airports does American Airlines fly between Chicago and Portland?

For flights between Chicago and Portland, American Airlines operates the following airport routes: For flights between Chicago and Portland, American Airlines operates from the following airport routes: O hare International Airport (ORD) to Portland International Airport (PDX)

What do American Airlines flights from Chicago to Portland cost?

The price for a American Airlines flight between Chicago to Portland will vary according to some factors, like seasonality and anticipation. By launching a search at eDreams you can easily check the cheapest American Airlines flight from Chicago to Portland, as well as subscribe to price drop alerts and best deals for this route.

Flight Time 4 h and 40 m The American Airlines flight duration between Chicago and Portland is around 4 h and 40 m, however it could be affected by other circumstances.

Departure Airport O'hare International Airport Your departure will be from O'hare International Airport, when flying with American Airlines from Chicago to Portland.

Arrival Airport Portland International Airport When flying with American Airlines from Chicago to Portland, your arrival airport will be O'hare International Airport.