A spacious airport terminal with high ceilings, check-in counters, and a Starbucks coffee shop.

￥20,350 Cheap Flights from Portland (PDX) to Chicago (ORD)

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Open Photo by by O'Hare Intl Airport

Cheap Flights from Portland to Chicago (PDX-ORD)

Prices were available within the past 7 days and start at ￥20,350 for one-way flights and ￥50,750 for roundtrip, for the period specified. Prices and availability are subject to change.
American Airlines
Mon, Nov 23 - Tue, Dec 8
PDX
Portland
ORD
Chicago
￥50,750
Roundtrip
Found 4 hours ago
Select American Airlines flight, departing Mon, Nov 23 from Portland to Chicago, returning Tue, Dec 8, priced at ￥50,750 Found 4 hours ago
American Airlines
Mon, Nov 23 - Tue, Dec 8
PDX
Portland
ORD
Chicago
￥51,670
Roundtrip
Found 4 hours ago
Select American Airlines flight, departing Mon, Nov 23 from Portland to Chicago, returning Tue, Dec 8, priced at ￥51,670 Found 4 hours ago
Delta
Mon, Nov 23 - Tue, Dec 8
PDX
Portland
ORD
Chicago
￥52,310
Roundtrip
Found 4 hours ago
Select Delta flight, departing Mon, Nov 23 from Portland to Chicago, returning Tue, Dec 8, priced at ￥52,310 Found 4 hours ago
American Airlines
Mon, Nov 23 - Tue, Dec 8
PDX
Portland
ORD
Chicago
￥53,230
Roundtrip
Found 4 hours ago
Select American Airlines flight, departing Mon, Nov 23 from Portland to Chicago, returning Tue, Dec 8, priced at ￥53,230 Found 4 hours ago
American Airlines
Thu, Oct 22 - Mon, Oct 26
PDX
Portland
ORD
Chicago
￥56,270
Roundtrip
Found 5 days ago
Select American Airlines flight, departing Thu, Oct 22 from Portland to Chicago, returning Mon, Oct 26, priced at ￥56,270 Found 5 days ago
American Airlines
Thu, Oct 22 - Mon, Oct 26
PDX
Portland
ORD
Chicago
￥57,820
Roundtrip
Found 5 days ago
Select American Airlines flight, departing Thu, Oct 22 from Portland to Chicago, returning Mon, Oct 26, priced at ￥57,820 Found 5 days ago
American Airlines
Mon, Nov 23 - Tue, Dec 8
PDX
Portland
ORD
Chicago
￥58,710
Roundtrip
Found 4 hours ago
Select American Airlines flight, departing Mon, Nov 23 from Portland to Chicago, returning Tue, Dec 8, priced at ￥58,710 Found 4 hours ago
Delta
Thu, Oct 22 - Mon, Oct 26
PDX
Portland
ORD
Chicago
￥59,370
Roundtrip
Found 5 days ago
Select Delta flight, departing Thu, Oct 22 from Portland to Chicago, returning Mon, Oct 26, priced at ￥59,370 Found 5 days ago
Alaska Airlines
Mon, Nov 23 - Tue, Dec 8
PDX
Portland
ORD
Chicago
￥59,460
Roundtrip
Found 4 hours ago
Select Alaska Airlines flight, departing Mon, Nov 23 from Portland to Chicago, returning Tue, Dec 8, priced at ￥59,460 Found 4 hours ago
United
Thu, Oct 22 - Thu, Oct 22
PDX
Portland
ORD
Chicago
￥75,080
Roundtrip
Found 5 days ago
Select United flight, departing Thu, Oct 22 from Portland to Chicago, returning Thu, Oct 22, priced at ￥75,080 Found 5 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from ￥78,650
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from ￥78,650

Find the cheapest month to fly from Portland (PDX) to Chicago (ORD)

October is typically the cheapest month to fly

From ￥39,336 - ￥55,989 per traveler.

Travel information

Origin airport
Portland International Airport
Destination airport
Chicago O'Hare Intl. Airport
Distance
2,790 km away
Airlines serving
Alaska Airlines, American Airlines, Delta, United, Frontier Airlines, Sun Country Airlines
Popular airline
Alaska Airlines
Roundtrip price
￥50,750
Average flight time
4 hours 27 mins
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