ORD - PWM

$149 Find Cheap Flights from Chicago O'Hare Airport to Portland - Compare and Save

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Everything you should know

Cheapest round-trip
$297
Typical prices: $300-$465
United Airlines
Sun 11/11Fri 11/16
ORD - PWM • Non-stop
Cheapest one-way
$149
Typical prices: $194-$313
United Airlines
Wed 10/24
ORD - PWM • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 2h 38m
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 34% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 18% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $282 (round-trip)
Shortest trip • 4h 28m (one-way)
Insights
Insights
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We hope you love your trip to Portland!
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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

Sat, Oct 17 - Sat, Oct 31
American Airlines Logo
7:59 pm - 11:43 pmORD  Chicago O'Hare Intl-PWM Portland
2h 44mnonstop
American Airlines Logo
5:45 pm - 7:55 pmPWM  Portland-ORD Chicago O'Hare Intl
3h 10mnonstop
$297American Airlines
Tue, Dec 1 - Sat, Dec 12
American Airlines Logo
8:25 am - 11:49 amORD  Chicago O'Hare Intl-PWM Portland
2h 24mnonstop
American Airlines Logo
12:40 pm - 2:50 pmPWM  Portland-ORD Chicago O'Hare Intl
3h 10mnonstop
$297American Airlines
Wed, Nov 11 - Mon, Nov 16
United Airlines Logo
10:50 am - 2:16 pmORD  Chicago O'Hare Intl-PWM Portland
2h 26mnonstop
United Airlines Logo
8:29 am - 10:29 amPWM  Portland-ORD Chicago O'Hare Intl
3h 00mnonstop
$297United Airlines
Sat, Sep 19 - Sat, Sep 26
United Airlines Logo
2:10 pm - 5:54 pmORD  Chicago O'Hare Intl-PWM Portland
2h 44mnonstop
United Airlines Logo
6:00 am - 7:57 amPWM  Portland-ORD Chicago O'Hare Intl
2h 57mnonstop
$297United Airlines
Wed, Dec 2 - Sat, Dec 12
American Airlines Logo
8:25 am - 11:53 amORD  Chicago O'Hare Intl-PWM Portland
2h 28mnonstop
American Airlines Logo
12:40 pm - 2:50 pmPWM  Portland-ORD Chicago O'Hare Intl
3h 10mnonstop
$297American Airlines
Thu, Sep 10 - Thu, Sep 24
American Airlines Logo
7:59 pm - 11:47 pmORD  Chicago O'Hare Intl-PWM Portland
2h 48mnonstop
American Airlines Logo
5:38 pm - 7:59 pmPWM  Portland-ORD Chicago O'Hare Intl
3h 21mnonstop
$297American Airlines
Mon, Oct 19 - Thu, Oct 22
United Airlines Logo
6:10 pm - 9:46 pmORD  Chicago O'Hare Intl-PWM Portland
2h 36mnonstop
United Airlines Logo
6:00 am - 7:57 amPWM  Portland-ORD Chicago O'Hare Intl
2h 57mnonstop
$297United Airlines
Tue, Sep 15 - Wed, Sep 30
Delta Logo
6:00 am - 1:16 pmORD  Chicago O'Hare Intl-PWM Portland
6h 16m1 stop New York LaGuardia
Delta Logo
1:59 pm - 6:04 pmPWM  Portland-ORD Chicago O'Hare Intl
5h 05m1 stop New York LaGuardia
$317Delta
Sat, Oct 24 - Sat, Nov 7
Delta Logo
10:05 am - 3:55 pmORD  Chicago O'Hare Intl-PWM Portland
4h 50m1 stop New York LaGuardia
Delta Logo
2:09 pm - 7:11 pmPWM  Portland-ORD Chicago O'Hare Intl
6h 02m1 stop Atlanta Hartsfield-Jackson
$317Delta
Mon, Oct 19 - Tue, Oct 20
Delta Logo
5:27 am - 1:02 pmORD  Chicago O'Hare Intl-PWM Portland
6h 35m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:52 pm - 7:20 pmPWM  Portland-ORD Chicago O'Hare Intl
6h 28m1 stop New York LaGuardia
$317Delta
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 from Chicago O'Hare Intl Airport to Portland 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 start at $297. Prices are below average for this route right now, with typical round-trip fares ranging from $300 to $465. The lowest price found in the past 5 days was $297 on United Airlines.

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

Saturday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Portland, it is 12% cheaper than the average day. Sunday is the most expensive day with flight prices 16% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • March is the cheapest month to fly from Chicago O'Hare Intl Airport to Portland at $304 round-trip.
  • December ($434) and July ($431) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 42% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices 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 34% 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

$149
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly with an average 2% increase in price.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • What airlines are available 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

  • 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).

  • 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
    • JetBlue: a cabin bag in Economy Class class

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

  • 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
    • Premium Economy Class

  • 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 $282 round-trip via New York John F Kennedy Intl (JFK), compared to $374 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.

  • 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. Dulles Intl (IAD) - 17% of one-stop connections
    • Philadelphia (PHL) - 17% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 8% of one-stop connections

    Detroit Metropolitan Wayne County (DTW) handles the largest share of one-stop connections on this route.

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

    On the Chicago O'Hare Intl Airport to Portland route, being flexible with your departure day can save you up to 24%. Saturday is the cheapest day at $330 round-trip on average, while Sunday is the most expensive at $432: a $102 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • 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, 19% of flights were delayed in the past 3 months, with delays averaging 2 hours 19 minutes.

  • 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 40% of flights leaving in that window. Evening departures account for 40%, afternoon flights for 20%, and night flights for 0%.

  • 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 9:37 am
    • Latest: departs at 8:00 pm and lands at 10:38 pm.

    The flight takes about 2h 38m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 27% above the route average of $372. Book 7 weeks before departure for the lowest fares.

  • 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 38m, 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.

  • 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 $297 to $1,700. That means the highest observed fare was about 6x higher than the lowest one.

  • 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 $152, which is 36% below the typical average for this route.

  • How do delay rates compare for morning and evening flights from Chicago O'Hare Intl Airport to Portland?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

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

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 28m, compared with 4h 30m via Washington, D.C. Reagan-National (DCA) and 4h 34m via New York LaGuardia (LGA).

  • 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.

  • 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
    · Alamo
    · Hertz
    · Movly

  • 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 $300 to $465, with an average of $372 over the past 12 months. Anything below $300 counts as a good deal.

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

    Two airlines offer in-flight Wi-Fi on Chicago O'Hare Intl Airport to Portland flights:

    • • American Airlines
    • • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

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 can be flexible, aim for a Saturday departure instead of Sunday. On this route, Saturday flights average $330 - about $102 less than Sunday (24% 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 34% 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 March. Fares historically average $304 round-trip in that month - typically $130 less than the most expensive month, which is December (based on the last 12 months).
  • If arriving on time is high on your priority list, American Airlines is the strongest pick on this route. 83% of American Airlines flights from Chicago O'Hare Intl Airport to Portland arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 81%. When flights on this route do arrive late, the average delay is 2 hours 19 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • 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 $282 round-trip on this route - about $91 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
    - La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
    - DoubleTree by Hilton Portland

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

Everything you need to know for your flight from O'Hare Intl to Portland

Information on your arrival and departure airports