Chicago (ORD) → Portland (PDX)
About Chicago to Portland Flights
Discover the best flights from Chicago to Portland, covering 2,791 km in approximately 3h 59m. Chicago (ORD) to Portland (PDX) is one of the popular medium-haul routes within United States. With 5 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Chicago to Portland.
12-Month Price History
Flight prices from Chicago to Portland vary significantly throughout the year. February typically offers the best deals with average prices around $433, while July sees the highest prices, averaging $734. Savvy travelers can save up to 41% by choosing their travel dates wisely.
Best Time to Fly
Cheapest Month
February
Save up to 40% on average
Most Expensive
July
Peak season pricing
Book in Advance
70 days
For best prices
Booking Tips
For the best prices on Chicago to Portland flights, we recommend booking 30 days in advance. Domestic flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.
Airlines Serving This Route
| Airline | Economy | Business | First |
|---|---|---|---|
American Airlines AA | $720 | $2440 | $3880 |
United Airlines UA | $730 | $2190 | $4100 |
SkyWest Airlines OO | $740 | $2820 | $3540 |
Alaska Airlines AS | $770 | $2680 | $3370 |
Kalitta Air K4 | $790 | $2560 | $3590 |
American Airlines
AA
Economy
$720
Business
$2440
First
$3880
United Airlines
UA
Economy
$730
Business
$2190
First
$4100
SkyWest Airlines
OO
Economy
$740
Business
$2820
First
$3540
Alaska Airlines
AS
Economy
$770
Business
$2680
First
$3370
Kalitta Air
K4
Economy
$790
Business
$2560
First
$3590
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Milwaukee → Portland
Milwaukee Mitchell International (MKE) to Portland International (PDX)
Distance: 2,757 km
Average price: $514
Chicago → Portland
Chicago Midway International (MDW) to Portland International (PDX)
Distance: 2,811 km
Average price: $522
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Frequently Asked Questions
How long is the flight from Chicago to Portland?
The flight time from Chicago (ORD) to Portland (PDX) is approximately 3 hours and 59 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.
What is the distance between Chicago and Portland?
The aerial distance between Chicago and Portland is 2,791 kilometers (1,734 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from Chicago to Portland?
Several airlines operate flights between Chicago and Portland, including American Airlines, United Airlines, Alaska Airlines and 2 more airlines. Direct flights are available on this route.
What is the cheapest month to fly from Chicago to Portland?
Based on historical data, February typically offers the lowest airfares for flights from Chicago to Portland. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.
How far in advance should I book my flight to Portland?
For the best prices on Chicago to Portland flights, we recommend booking 76 days in advance. Domestic flights can sometimes offer good last-minute deals, but advance booking is usually cheaper.
Do I need a visa to travel from Chicago to Portland?
Visa requirements depend on your nationality and the purpose of your visit. Since this is a domestic flight, no visa is required for citizens.
What is the time difference between Chicago and Portland?
Chicago operates on America/Chicago time zone, while Portland is in the America/Los_Angeles time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.