$135 Find Cheap Flights from Portland to Chicago O'Hare Airport - Compare and Save

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

• United Airlines: 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.

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

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

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

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

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

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

• Economy Class
• Business Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $301 round-trip via New York LaGuardia (LGA), compared to $363 for nonstop.

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.

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.

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

• Detroit Metropolitan Wayne County (DTW) - 32% of one-stop connections
• Washington, D.C. Reagan-National (DCA) - 21% of one-stop connections
• New York LaGuardia (LGA) - 21% of one-stop connections
• New York John F Kennedy Intl (JFK) - 16% of one-stop connections

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

On the Portland to Chicago O'Hare Intl Airport route, being flexible with your departure day can save you up to 33%. Saturday is the cheapest day at $334 round-trip on average, while Sunday is the most expensive at $492: a $158 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

Morning is the busiest departure period on Portland to Chicago O'Hare Intl Airport flights, with 51% of flights leaving in that window. Evening departures account for 33%, afternoon flights for 16%, and night flights for 0%.

Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

A nonstop flight from Portland to Chicago O'Hare Intl Airport takes 3h 03m, covering 897 miles.

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

• Earliest: departs at 6:00 am and lands at 9:03 am
• Latest: departs at 6:09 pm and lands at 9:12 pm.

The flight takes about 3h 03m.

Last-minute fares on this route - booked within 2 weeks of departure - run 28% above the route average of $362. Book 26 weeks before departure for the lowest fares.

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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $297 to $1,676. That means the highest observed fare was about 6x higher than the lowest one.

One-way fares from Portland to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $147, which is 38% below the typical average for this route.

Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 4h 41m, compared with 4h 59m via Washington, D.C. Reagan-National (DCA) and 5h 11m via New York LaGuardia (LGA).

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

Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:
· Routes Car & Truck Rentals
· Europcar
· Hertz
· Dollar
· Ace

Round-trip flights from Portland to Chicago O'Hare Intl Airport range from $288 to $446, with an average of $362 over the past 12 months. Anything below $288 counts as a good deal.

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