ORD - PWM

$113 Find Cheap Flights from Chicago O'Hare Airport to Portland - Compare and Save

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Everything you should know

Cheapest round-trip
$301
Typical prices: $306-$478
American Airlines
Tue 11/13Fri 11/16
ORD - PWM • Non-stop
Cheapest non-stop
$307
Typical prices: $307-$480
American Airlines
Mon 11/19Thu 11/22
ORD - PWM • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 2h 37m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 83% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 7 weeks in advance save around 29% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 19% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $217 (round-trip)
Shortest trip • 4h 45m (one-way)
Insights
Insights
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We hope you love your trip to Portland!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to Portland (ORD-PWM)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Portland

Fri, Nov 13 - Mon, Nov 16
American Airlines Logo
8:30 am - 11:58 amORD  Chicago O'Hare Intl-PWM Portland
2h 28mnonstop
American Airlines Logo
6:47 pm - 11:30 pmPWM  Portland-ORD Chicago O'Hare Intl
5h 43m1 stop Philadelphia
$301American Airlines
Fri, Oct 30 - Wed, Nov 4
American Airlines Logo
8:00 pm - 11:40 pmORD  Chicago O'Hare Intl-PWM Portland
2h 40mnonstop
American Airlines Logo
4:10 pm - 11:30 pmPWM  Portland-ORD Chicago O'Hare Intl
8h 20m1 stop Washington, D.C. Reagan-National
$301American Airlines
Tue, Dec 8 - Sat, Jan 2
United Airlines Logo
5:50 pm - 9:29 pmORD  Chicago O'Hare Intl-PWM Portland
2h 39mnonstop
United Airlines Logo
7:44 pm - 12:01 amPWM  Portland-ORD Chicago O'Hare Intl
5h 17m1 stop Newark
$301United Airlines
Thu, Nov 19 - Sun, Nov 22
American Airlines Logo
8:29 am - 11:56 amORD  Chicago O'Hare Intl-PWM Portland
2h 27mnonstop
American Airlines Logo
12:35 pm - 2:50 pmPWM  Portland-ORD Chicago O'Hare Intl
3h 15mnonstop
$307American Airlines
Tue, Dec 8 - Sat, Jan 2
United Airlines Logo
3:35 pm - 11:24 pmORD  Chicago O'Hare Intl-PWM Portland
6h 49m1 stop Newark
United Airlines Logo
7:44 pm - 12:01 amPWM  Portland-ORD Chicago O'Hare Intl
5h 17m1 stop Newark
$311United Airlines
Thu, Dec 10 - Fri, Jan 8
Delta Logo
5:59 pm - 12:21 amORD  Chicago O'Hare Intl-PWM Portland
5h 22m1 stop New York John F Kennedy Intl
Delta Logo
6:00 am - 10:11 amPWM  Portland-ORD Chicago O'Hare Intl
5h 11m1 stop New York LaGuardia
$311Delta
Thu, Dec 10 - Thu, Jan 7
Delta Logo
2:39 pm - 11:20 pmORD  Chicago O'Hare Intl-PWM Portland
7h 41m1 stop New York LaGuardia
Delta Logo
11:25 am - 5:47 pmPWM  Portland-ORD Chicago O'Hare Intl
7h 22m1 stop New York LaGuardia
$311Delta
Tue, Dec 1 - Sat, Dec 12
American Airlines Logo
6:56 am - 3:35 pmORD  Chicago O'Hare Intl-PWM Portland
7h 39m1 stop Washington, D.C. Reagan-National
American Airlines Logo
5:00 am - 10:03 amPWM  Portland-ORD Chicago O'Hare Intl
6h 03m1 stop Washington, D.C. Reagan-National
$311American Airlines
Fri, Jan 8 - Tue, Jan 12
United Airlines Logo
11:00 am - 2:44 pmORD  Chicago O'Hare Intl-PWM Portland
2h 44mnonstop
United Airlines Logo
4:25 pm - 6:44 pmPWM  Portland-ORD Chicago O'Hare Intl
3h 19mnonstop
$314United Airlines
Thu, Dec 10 - Thu, Jan 7
Delta Logo
2:39 pm - 11:20 pmORD  Chicago O'Hare Intl-PWM Portland
7h 41m1 stop New York LaGuardia
Delta Logo
6:00 am - 12:37 pmPWM  Portland-ORD Chicago O'Hare Intl
7h 37m2 stops New York LaGuardia Detroit Metropolitan Wayne County
$316Delta
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to Portland flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Portland?

Round-trip flights from Chicago O'Hare Intl Airport to Portland typically range from $306 to $478. The lowest price found in the past 5 days was $301, on American Airlines.

What's the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Portland?

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Portland. It’s 11% cheaper than the average day, while Sunday is the most expensive, with prices 12% higher.

What’s the cheapest month to fly from Chicago O'Hare Intl Airport to Portland?

•April is the cheapest month to fly from Chicago O'Hare Intl Airport to Portland at $309 round-trip.
•October ($446) and December ($434) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 44% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago O'Hare Intl Airport to Portland the cheapest?

Flights from Chicago O'Hare Intl Airport to Portland are cheapest 7 weeks before departure. Booking in this window typically costs about 29% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from O'Hare Intl to Portland

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier and United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Key details for Chicago O'Hare Intl Airport to Portland flights

Low season

December

Cheapest flight

$113
Beat the crowds with an average 63% drop in travelers.
The most popular month to fly with an average 85% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Portland

When to book flights from O'Hare Intl to Portland

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to Portland flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to Portland?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to Portland:

    • Earliest: departs at 6:59 am and lands at 9:36 am
    • Latest: departs at 8:00 pm and lands at 10:37 pm.

    The flight takes about 2h 37m.

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to Portland?

    Two cabin classes are available on flights from Chicago O'Hare Intl Airport to Portland:

    • Economy Class
    • First Class

  • How long is a flight from Chicago O'Hare Intl Airport to Portland?

    A nonstop flight from Chicago O'Hare Intl Airport to Portland takes 2h 37m, covering 897 miles.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to Portland?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to Portland flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Portland range from $306 to $478, with an average of $383 over the past 12 months. Anything below $306 counts as a good deal.

  • How expensive are last-minute Chicago O'Hare Intl Airport to Portland flights?

    Last-minute fares on this route (booked within two weeks of departure) run 29% above the $383 route average. Book 7 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to Portland?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $217 round-trip via New York John F Kennedy Intl (JFK), compared to $384 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to Portland?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to Portland?

    The Embraer 175 family is used most often on this route, operated mainly by American Airlines. Other aircraft seen on the route include Boeing 737 MAX 8 variants.

  • How are flight departures from Chicago O'Hare Intl Airport to Portland spread across the day?

    Morning is the busiest departure period on Chicago O'Hare Intl Airport to Portland flights, with 50% of flights leaving in that window. Afternoon departures account for 25%, evening flights for 25%, and night flights for 0%.

  • Have flight prices from Chicago O'Hare Intl Airport to Portland changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $301 to $1,800. That means the highest observed fare was about 6x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago O'Hare Intl Airport to Portland flights?

    American Airlines is the only airline on the Chicago O'Hare Intl Airport to Portland route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Chicago O'Hare Intl Airport to Portland looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Portland are currently lower than usual. Average one-way flight prices are about $116, which is 51% below the typical average for this route.

  • What car rental options are available at Portland Airport (PWM)?

    Portland Airport (PWM) hosts 5 major car rental companies, with daily rates starting from around $24 for economy cars. Top options include:

    • Dollar
    • Budget
    • Movly
    • Alamo
    • Hertz

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Portland?

    Flights from Chicago O'Hare Intl Airport to Portland usually depart from Chicago O'Hare Intl (ORD) and arrive at Portland (PWM).

  • What time of day has the fewest delays on flights from Chicago O'Hare Intl Airport to Portland?

    Morning flights have the fewest delays on this route, while night departures tend to have the most.

  • At what point is a flight considered delayed from Chicago O'Hare Intl Airport to Portland?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago O'Hare Intl Airport to Portland route, 18% of flights were delayed in the past 3 months, with delays averaging 2h 20m.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Portland pass through?

    One-stop flights from Chicago O'Hare Intl Airport to Portland most commonly connect through:

    • Detroit Metropolitan Wayne County (DTW) - 33% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 27% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 20% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 7% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Portland?

    Yes. Flexible dates can save you up to 21% on flights from Chicago O'Hare Intl Airport to Portland. Wednesday is the cheapest departure day at $342 round-trip on average, while Sunday is the most expensive at $432, a difference of $90.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago O'Hare Intl Airport to Portland?

    2 airlines operate flights between Chicago O'Hare Intl Airport and Portland. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to Portland?

    Flying via Washington, D.C. Dulles Intl (IAD) gives the shortest average 1-stop total travel time at 4h 45m, compared with 4h 51m via Detroit Metropolitan Wayne County (DTW) and 5h 23m via Washington, D.C. Reagan-National (DCA).

  • What is the time difference between Chicago O'Hare Intl Airport and Portland?

    Portland is 1 hour ahead of Chicago O'Hare Intl Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to Portland flights?

    Among airlines operating Chicago O'Hare Intl Airport to Portland flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to Portland flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago O'Hare Intl Airport to Portland flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Sunday. On this route, Wednesday flights average $342, about $90 less than Sunday fares (21% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 7 weeks before you fly. On this route, that window historically saves about 29% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Portland trip for April. Fares historically average $309 round-trip in that month - typically $137 less than the most expensive month, which is October (based on the last 12 months).
  • For the best chance of arriving on time, fly with American Airlines. Over the past three months, 83% of American Airlines flights from Chicago O'Hare Intl Airport to Portland arrived on time, slightly above the route average of 82%. When flights on this route arrive late, they're delayed by an average of 2h 20m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through New York John F Kennedy Intl Airport (JFK) can be cheaper than flying direct. The cheapest layover option averages $217 round-trip on this route - about $167 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Portland Airport.

    • Clarion Hotel Portland Airport Me
    • DoubleTree by Hilton Portland
    • La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Prefer to fly direct from Chicago O'Hare Airport to Portland?

 
Find which airlines fly direct from Chicago O'Hare Intl Airport to Portland Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Portland

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Portland to Chicago O'Hare Intl

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

More options for your flight from O'Hare Intl to Portland

Complete your trip to Portland with a hotel stay or car rental