Flights from Chicago to Portland
CHI
Chicago
15h 28m avg
PDX
Portland
Flights from
$309
Compare 1 options across 1 airline
Updated 2 months ago
$309
Cheapest Flight
$309
Average Price
0
Direct Flights
1
Airlines
Looking for the return flight? Portland to Chicago from $158
PDX → CHI Flights
Compare All CHI to PDX Flights
Prices are per person for one-way travel. Click “Book” to complete your reservation on the partner site.
1 of 1 flight
| Airline | Schedule | Stops | Duration | Price | |
|---|---|---|---|---|---|
WN
WN · 3579
|
21:50
CHI
13:18
PDX
|
0 stop(s) | 15h 28m | $309 Best | Book → |
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Airport Information
Key details about departure and arrival airports for this route
PDX
Portland International Airport
City: Portland
Country: US
Type: Large Airport
Elevation: 31 ft
PDX Airport Guide →
Country: US
Type: Large Airport
Elevation: 31 ft
Tips for Chicago to Portland Flights
Save money and travel smarter with these route-specific tips
When to Book
Book CHI–PDX flights 6–8 weeks in advance for the best prices. Last-minute fares are typically 40–60% more expensive on this route.
Price Trends
The average fare is $309, but prices as low as $309 are available.
Direct vs Connecting
No direct flights currently listed. Consider flexible dates or nearby airports for better connections.
Flexible Dates
Flying midweek (Tuesday–Thursday) on CHI–PDX is typically 15–30% cheaper. Use our price comparison to spot the best day to fly.
Top Hotels in Portland
Book accommodation at your destination — top-rated stays near PDX airport
Annesley House
Portland, 4.5★
10.0
$180/night
Lorelei Bed & Breakfast
Portland, 4★
9.5
$103/night
Cape Nelson Lighthouse
Portland, 5★
9.2
$180/night
Victoria Lodge Motor Inn & Apartments
Portland, 4★
9.1
$88/night
Portland Retro Motel
Portland, 3★
9.0
$66/night
Mariner Motel
Portland, 3★
9.0
$99/night
Frequently Asked Questions
Everything you need to know about flying CHI to PDX
What is the cheapest flight from Chicago to Portland?
The cheapest flight from Chicago (CHI) to Portland (PDX) currently starts at $309 with WN. Prices are updated regularly and may vary by date and availability.
How many airlines fly from CHI to PDX?
We found 1 airline(s) operating on the CHI–PDX route, including WN.
Are there direct flights from Chicago to Portland?
No direct flights are currently listed on this route. All available options involve at least one stop. Consider flexible dates or nearby airports for better connection options.
What is the average flight price on this route?
The average flight price from Chicago to Portland is approximately $309. Prices range from $309 to $309 depending on airline, time, and class.
How long is the flight from CHI to PDX?
The average flight duration from Chicago to Portland is approximately 15 hours 28 minutes. Direct flights are typically shorter than connecting options.
What is the baggage allowance on CHI–PDX flights?
Baggage allowance varies by airline and fare class. Most economy fares on this route include 1 carry-on (7–8 kg) and 1 checked bag (20–23 kg). Always confirm baggage rules on the airline's site at booking — low-cost carriers may charge for checked bags.
From
$309
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