$102 Cheap flights from Portland Intl. Jetport to O'Hare Intl. (PWM to ORD)

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

Compare Flight Prices from Portland to Chicago

Affordable Airfare Tickets from PWM to ORD Airport

The cheapest flights to O'Hare Intl. found within the past 7 days were $183 round trip and $102 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Sep 26 - Fri, Oct 3
PWM
Portland
ORD
Chicago
$183 Roundtrip, found 1 hour ago
$183
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Fri, Sep 26 from Portland to Chicago, returning Fri, Oct 3, priced at $183 found 1 hour ago
Tue, Aug 19 - Tue, Aug 26
PWM
Portland
ORD
Chicago
$186 Roundtrip, found 18 hours ago
$186
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Tue, Aug 19 from Portland to Chicago, returning Tue, Aug 26, priced at $186 found 18 hours ago
Wed, Aug 13 - Tue, Aug 19
PWM
Portland
ORD
Chicago
$193 Roundtrip, found 5 days ago
$193
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Aug 13 from Portland to Chicago, returning Tue, Aug 19, priced at $193 found 5 days ago
Tue, Jul 22 - Wed, Aug 6
PWM
Portland
ORD
Chicago
$196 Roundtrip, found 5 days ago
$196
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Jul 22 from Portland to Chicago, returning Wed, Aug 6, priced at $196 found 5 days ago
Sat, Sep 27 - Tue, Sep 30
PWM
Portland
ORD
Chicago
$198 Roundtrip, found 5 days ago
$198
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Sep 27 from Portland to Chicago, returning Tue, Sep 30, priced at $198 found 5 days ago
Thu, Aug 21 - Tue, Aug 26
PWM
Portland
ORD
Chicago
$201 Roundtrip, found 18 hours ago
$201
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Thu, Aug 21 from Portland to Chicago, returning Tue, Aug 26, priced at $201 found 18 hours ago
Tue, Oct 14 - Wed, Oct 15
PWM
Portland
ORD
Chicago
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Oct 14 from Portland to Chicago, returning Wed, Oct 15, priced at $203 found 3 days ago
Tue, Aug 5 - Wed, Aug 6
PWM
Portland
ORD
Chicago
$206 Roundtrip, found 4 days ago
$206
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Aug 5 from Portland to Chicago, returning Wed, Aug 6, priced at $206 found 4 days ago
Wed, Aug 13 - Sat, Aug 23
PWM
Portland
ORD
Chicago
$208 Roundtrip, found 5 days ago
$208
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Aug 13 from Portland to Chicago, returning Sat, Aug 23, priced at $208 found 5 days ago
Tue, Oct 14 - Mon, Oct 20
PWM
Portland
ORD
Chicago
$210 Roundtrip, found 23 hours ago
$210
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Tue, Oct 14 from Portland to Chicago, returning Mon, Oct 20, priced at $210 found 23 hours ago

O'Hare Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
per person
Aug 17 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Chicago (ORD)
Arlo Chicago

Arlo Chicago

4 out of 5
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
per person
Aug 17 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Chicago (ORD)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
per person
Aug 17 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Chicago (ORD)
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4 out of 5
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from Portland Intl. Jetport Airport (PWM) to O'Hare Airport right now?
Ensure you visit our Covid-19 Travel Advisor to discover if there are any present quarantine requirements and travel advice reports in effect in ORD when jet-setting from PWM.
Are there direct flights from Portland Intl. Jetport to O'Hare Airport?
Your next unforgettable adventure is on the other side of a single flight. You can fly direct from PWM to O'Hare Airport with multiple airlines, 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 O'Hare Airport, please visit our Customer Service Portal.
How long is the flight from Portland Intl. Jetport Airport (PWM) to O'Hare Intl. Airport (ORD)?
The flight from Portland to Chicago is a quick 2 hours and 56 minutes in total. With such minimal travel time, you won't need to fret if you forget to pack your phone charger in your carry-on baggage.
What is the flight distance from Portland Intl. Jetport Airport (PWM) to ORD?
There's a flight distance of 900 mi between Portland Intl. Jetport Airport (PWM) and O'Hare Intl. Airport (ORD). Make the most of your short-haul plane ride to pen down all the famous places you want to visit and how you're going to get there. A detailed itinerary is key to having a stress-free vacation.
What airlines fly from PWM to O'Hare Airport?
You have a choice of a number of airlines with direct flights between Portland and Chicago. United Airlines (UA) is one of the most popular. This carrier operates roughly 91 flights each month. Another attractive option is American Airlines (AA), which offers 78 flights every month. The more airlines you look into, the more likely you are to pick up an amazing deal.
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 United Airlines, American 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 Portland to Chicago

 

Traveling From
Portland Intl. Jetport
Traveling To
O'Hare Intl.
Shortest Flight Time
0 hours 55 mins
Earliest Departure Time
6:10AM CDT
Latest Departure Time
6:20PM CDT
Lowest Flight Price
$183

Route Info

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


Origin:
PWM - Portland International Jetport
Destination:
ORD - O'Hare International Airport
Distance:
1,046.00 miles


Airlines & Aircraft Used on PWM to ORD Flight Routes


Airline Carrier
Aircraft
American Airlines
Boeing 737 all pax models
American Airlines
Boeing 737-800 pax

Discover our best flights from Portland PWM to Chicago ORD. 

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 Portland PWM to Chicago ORD at the right price  

Airfares to Chicago ORD from Portland PWM currently cost between $183 and $210. 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 Portland PWM to Chicago ORD 

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 Portland PWM to Chicago ORD on Travelocity starting at $102. Prices and availability subject to change. Additional terms may apply. 

 

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

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from PWM to take around 0 hour(s) 55 min(s).  

 

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

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from PWM. 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 Portland PWM to Chicago ORD today 

If you’re flexible about when you travel, September is usually the cheapest month to fly from Portland PWM to Chicago ORD. 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 Chicago ORD from Portland PWM 

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

 

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