$166 Find Cheap Flights from Portland to Chicago O'Hare Airport - Compare and Save

Downtown Portland is approximately 30min away from the airport when there's no traffic, and you can take a taxi or use ride-sharing applications like Free2Move, Zipcar, and Turo to get a ride to the airport. You can use other public transport means to get to the airport. Examples include buses, street cars, and MAX light rail service.

There are various ways to get downtown from ORD. You can use Uber or taxis, book a private transfer, use train services or use public transportation such as a bus or shuttle that departs from the airport every 10 to 15min taking people to Chicago's downtown. Another way includes the Go Airport shuttle, which offers direct transportation to downtown.

Yes, there are various on-site hotels in the airport, like Hilton Chicago O'Hare, that are directly opposite terminals 1, 2, and 3. Some flight delays occur, and you can find yourself arriving in Chicago late. You can book a room in the airport hotels, and you won't have to worry about how you can get to downtown Chicago in the darker hours.

PDX has several lounges where you can relax while waiting for your flight departure time. Some lounges include Alaska, located in concourse C across from the C5 gate, and Henry's Tavern, found in suite C2192. The lounges are only accessible to adults when they arrive earlier than the departure time or if the flight is delayed for a few hours.

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

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

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

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

• United Airlines
• American Airlines
• Alaska Airlines

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

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
• Alaska Airlines: a cabin bag and a checked bag in Economy Class

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

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

• Economy Class
• Premium Economy Class
• Business Class
• First Class

Prices vary by airline.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $229 round-trip via Denver Intl (DEN), compared to $374 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 Boeing 737-800 family is used most often on this route, operated mainly by United Airlines and American Airlines. Other aircraft seen on the route include Airbus A321neo variants.

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

• Denver Intl (DEN) - 49% of one-stop connections
• Seattle/Tacoma Intl (SEA) - 21% of one-stop connections
• Minneapolis St Paul (MSP) - 12% of one-stop connections
• San Diego (SAN) - 6% of one-stop connections

Denver Intl (DEN) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 15% on the Portland to Chicago O'Hare Intl Airport route. Wednesday is the cheapest departure day at $359 round-trip on average, while Sunday is the most expensive at $419, a difference of $60. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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

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

• Earliest: departs at 12:02 am and lands at 4:12 am
• Latest: departs at 11:59 pm and lands at 4:09 am.

The flight takes about 4h 10m.

Last-minute fares on this route - booked within 2 weeks of departure - run 54% above the route average of $373. Book 21 weeks before departure for the lowest fares.

A nonstop flight from Portland to Chicago O'Hare Intl Airport takes 4h 10m, covering 1,733 miles.

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 $328 to $1,519. That means the highest observed fare was about 5x 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 $179, which is 18% below the typical average for this route.

Flying via Salt Lake City (SLC) gives the shortest average 1-stop total travel time at 6h 25m, compared with 6h 49m via Seattle/Tacoma Intl (SEA) and 7h 32m via Las Vegas Harry Reid Intl (LAS).

Chicago O'Hare Intl Airport is 2 hours ahead of Portland (Central Time vs Pacific 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 $305 to $472, with an average of $373 over the past 12 months. Anything below $305 counts as a good deal.

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

• • American Airlines
• • Alaska Airlines
• • JetBlue