Cheap Flight Tickets from Chicago (ORD) to Portland (PWM), Starting at $371

Good to Know: Cheapest and Fastest ORD - PWM Flights

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

Cheapest Round Trip Flight

$404

UA United Airlines • 1 stop • 8h 46m

Nov 22 – Nov 29

The cheapest round trip flight from Chicago to Portland (ORD-PWM-ORD) is currently $404

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Cheapest Direct Flight

$371

UA United Airlines • nonstop • 35h 26m

Nov 23

The cheapest nonstop flight from Chicago to Portland (ORD-PWM) is currently $371

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Fastest Flight

3h 46m

The fastest nonstop flight from Chicago to Portland (ORD-PWM) takes 3h 46m

Top Airlines Flying from Chicago to Portland

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

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

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

Nov 22 - Nov 29, Economy
UA
Chicago → Portland
8h 46m
7:00 AM - 1:26 PM • 1 stop
UA
Chicago → Portland
4h 15m
5:08 PM - 7:03 PM • nonstop
$404
United Airlines
Nov 22 - Nov 29, Economy
UA
Chicago → Portland
7h 32m
6:07 PM - 11:59 PM • 1 stop
UA
Chicago → Portland
4h 15m
5:08 PM - 7:03 PM • nonstop
$404
United Airlines
Nov 22 - Nov 29, Economy
DL
Chicago → Portland
10h 53m
8:45 AM - 4:38 PM • 1 stop
DL
Chicago → Portland
7h 13m
12:45 PM - 4:18 PM • 1 stop
$468
Delta Airlines
Nov 22 - Nov 29, Economy
UA
Chicago → Portland
20h 15m
7:45 PM - 9:00 AM • 1 stop
UA
Chicago → Portland
4h 15m
5:08 PM - 7:03 PM • nonstop
$736
United Airlines
Nov 22 - Nov 29, Economy
AA
Chicago → Portland
10h 54m
2:52 PM - 10:46 PM • 1 stop
AA
Chicago → Portland
10h 5m
6:00 AM - 11:05 AM • 1 stop
$829
American Airlines
Nov 22 - Nov 29, Economy
AA
Chicago → Portland
7h 30m
4:56 PM - 10:46 PM • 1 stop
AA
Chicago → Portland
10h 5m
6:00 AM - 11:05 AM • 1 stop
$845
American Airlines

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

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

FAQs on Chicago to Portland Flights

What are the airports in Chicago?
MDW,ORD
What’s the most popular airline flying from ORD to PWM?
The most popular airline flying from Chicago to Portland are
Can I fly from ORD to PWM non-stop?
Yes, you can fly ORD to PWM non-stop on
Which airlines fly nonstop between Chicago and Portland?
The non-stop flights between Chicago and Portland are .
What’s the earliest departure time from ORD to PWM Airport?
The earliest flight leaves ORD at 7:00 am and lands in PWM - Portland International Jetport
What are the airports in Portland?
PWM
Can I make changes to my Chicago to Portland 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 ORD to PWM?
Read the fare rules of the Chicago to Portland 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 Chicago and Portland?
operate flights between Chicago and Portland
How long does a flight from Chicago to Portland take?
It takes approximately 2 hour to fly non-stop from ORD to PWM, which is 899.87 miles by air.
Which airlines provide the cheapest flights from Chicago (ORD) to Portland (PWM) ?
In the past couple of days, the cheapest tickets to PWM from ORD were found on UA : USD 404
Do I need a passport to fly between ORD and PWM?
No
What’s the latest departure time from ORD to PWM ?
The last flight leaves ORD at 7:45 pm

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

Origin Airport Chicago O'Hare International , Chicago, US
Destination Airport Portland International Jetport , Portland, US
Distance 900 miles

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