Cheap Flight Tickets from Portland (PDX) to Chicago (ORD), Starting at $92

Good to Know: Cheapest and Fastest PDX - ORD Flights

Useful information for finding best airline tickets from Portland International to Chicago O'Hare International on your next trip.

Cheapest Round Trip Flight

$208

AA American Airlines • nonstop • 7h 1m

Aug 05 – Aug 10

The cheapest round trip flight from Portland to Chicago (PDX-ORD-PDX) is currently $208

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Cheapest Direct Flight

$92

AS Alaska Airlines • nonstop • 10h 1m

Aug 05

The cheapest nonstop flight from Portland to Chicago (PDX-ORD) is currently $92

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Fastest Flight

6h 45m

The fastest nonstop flight from Portland to Chicago (PDX-ORD) takes 6h 45m

Top Airlines Flying from Portland to Chicago

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

Latest Flight Deals from Portland (PDX) to Chicago (ORD)

Compare and book low fare round-trip air tickets from Portland to Chicago. Ideal for travelers with confirmed return itineraries.

Aug 05 - Aug 10, Economy
AA
Portland → Chicago
7h 1m
12:24 PM - 6:45 PM • nonstop
AA
Portland → Chicago
14h 8m
6:00 AM - 12:48 PM • 1 stop
$208
American Airlines
Aug 04 - Aug 09, Economy
UA
Portland → Chicago
13h 54m
11:05 AM - 9:39 PM • 1 stop
UA
Portland → Chicago
10h 48m
5:00 AM - 9:48 AM • 1 stop
$319
United Airlines
Aug 05 - Aug 10, Economy
UA
Portland → Chicago
11h 42m
11:59 PM - 11:01 AM • 1 stop
UA
Portland → Chicago
8h 43m
5:00 AM - 9:47 AM • 1 stop
$454
United Airlines
Aug 05 - Aug 10, Economy
DL
Portland → Chicago
12h 29m
2:08 PM - 11:57 PM • 1 stop
AA
Portland → Chicago
7h 9m
9:30 PM - 11:59 PM • nonstop
$459
Delta Airlines
Aug 05 - Aug 10, Economy
DL
Portland → Chicago
10h 54m
11:36 AM - 8:30 PM • 1 stop
DL
Portland → Chicago
9h 15m
7:44 PM - 11:39 PM • 1 stop
$622
Delta Airlines
Aug 05 - Aug 10, Economy
DL
Portland → Chicago
10h 4m
3:25 PM - 11:29 PM • 1 stop
DL
Portland → Chicago
9h 15m
7:44 PM - 11:39 PM • 1 stop
$752
Delta Airlines

Fly from Portland to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Portland to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Portland to Chicago Flights

What are the airports in Portland?
PDX
What’s the most popular airline flying from PDX to ORD?
The most popular airline flying from Portland to Chicago are
Can I fly from PDX to ORD non-stop?
Yes, you can fly PDX to ORD non-stop on
Which airlines fly nonstop between Portland and Chicago?
The non-stop flights between Portland and Chicago are .
What’s the earliest departure time from PDX to ORD Airport?
The earliest flight leaves PDX at 5:59 am and lands in ORD - Chicago O'Hare International
What are the airports in Chicago?
MDW,ORD
Can I make changes to my Portland to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from PDX to ORD?
Read the fare rules of the Portland to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Portland and Chicago?
operate flights between Portland and Chicago
How long does a flight from Portland to Chicago take?
It takes approximately 4 hour to fly non-stop from PDX to ORD, which is 1739.26 miles by air.
Which airlines provide the cheapest flights from Portland (PDX) to Chicago (ORD) ?
In the past couple of days, the cheapest tickets to ORD from PDX were found on UA : USD 454
Do I need a passport to fly between PDX and ORD?
No
What’s the latest departure time from PDX to ORD ?
The last flight leaves PDX at 11:59 pm

Essential Information for Booking Flights from Portland (PDX) - AI Insights

What's the cheapest airline from pdx to ord?
For a round-trip First class ticket from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD), booking at least 49 days in advance can help secure seats on American Airlines (AA). This airline offers budget-friendly flights with luxurious amenities, including fine dining and suites. You can find affordable airfares by searching for cheap airline tickets on fareleaders.com.
What's the popular airline to fly from pdx to ord?
You can fly from Portland International Airport (pdx) to Chicago O'Hare International Airport (ord) on Alaska Airlines. This is a popular airline option for round-trip flights, offering luxury amenities like suites and fine dining in their First cabin class. Book your flight at least 49 days in advance to secure the best airfare deals.
What's the cheapest day of the week to fly from pdx to ord?
The cheapest day to fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD) is Sunday. Booking a flight on this day can help you secure a budget-friendly airfare. Flights with one stop are available, and advance booking 49 days in advance can lead to savings.
What's the cheapest month to fly from pdx to ord?
The cheapest month to fly from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD) is December, as it offers budget-friendly flights with low fares during this time. You can find affordable airfare options by booking in advance and considering off-peak travel dates.
Which airline/airlines fly from pdx to ord?
The airlines that fly from Portland International Airport (pdx) to Chicago O'Hare International Airport (ord) include Sun Country Airlines, Delta Airlines, Alaska Airlines, Aeromexico, Allegiant, Frontier Airlines, Volaris Airline, United Airlines, JetBlue Airways, and Air Tahiti Nui. Low fares can be found on these airlines for round-trip flights from pdx to ord. For a budget-friendly option, consider booking in advance with at least 49 days prior to your trip. You can find the cheapest airfares by visiting our website or searching on travel websites.
What is the best way to book flights from Portland International Airport (PDX) to Chicago O'Hare International Airport (ORD)?
You can book your flight directly on our website, fareleaders.com, or through our mobile app. Simply enter your travel dates and destination airport code, and we will provide you with the cheapest airfare options.
How can I find cheap airfare from Milwaukee to Chicago?
We offer a range of affordable flights from Milwaukee to Chicago. Use our search engine to compare prices across different airlines, including American Airlines, Alaska Airlines, and Delta Airlines.
Can I get a bus ticket or rent a car for my trip from Río Cuarto to Busco, Argentina?
We do not offer bus tickets or car rentals. However, we can help you find the cheapest airfare options for your journey.
What are the benefits of booking flights in advance for my round-trip journey?
Booking flights in advance can save you up to 50% on airfare. We recommend booking at least 49 days in advance for the best prices.
How do I use your website to plan and book my July vacation via travel agency?
To plan and book your July vacation, simply enter your travel dates and destination airport code on our website. You can also contact a travel agent for personalized assistance.
What is the difference between airfare and fare prices on your website?
Airfare refers to the cost of a single flight ticket, while fare prices include any additional fees or taxes. We provide you with the cheapest airfare options, including all applicable fees and taxes.

Portland (PDX) to Chicago (ORD): Airport Information

Origin Airport Portland International , Portland, US
Destination Airport Chicago O'Hare International , Chicago, US
Distance 1739 miles

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