Search Cheap Flights to
Western Oregon

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Western Oregon Flights as Low as $258

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Aug 10 - Thu, Aug 27
ORD
O'Hare Intl.
PDX
Portland Intl.
$258 Roundtrip, found 4 days ago
$258
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Aug 10 from O'Hare Intl. to Portland Intl., returning Thu, Aug 27, priced at $258 found 4 days ago
Frontier Airlines
Mon, Aug 10 - Thu, Aug 27
ORD
O'Hare Intl.
PDX
Portland Intl.
$269 Roundtrip, found 4 days ago
$269
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Aug 10 from O'Hare Intl. to Portland Intl., returning Thu, Aug 27, priced at $269 found 4 days ago
Frontier Airlines
Fri, Aug 7 - Mon, Aug 17
ORD
O'Hare Intl.
PDX
Portland Intl.
$278 Roundtrip, found 4 days ago
$278
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Aug 7 from O'Hare Intl. to Portland Intl., returning Mon, Aug 17, priced at $278 found 4 days ago
Frontier Airlines
Mon, Aug 3 - Thu, Aug 6
ORD
O'Hare Intl.
PDX
Portland Intl.
$283 Roundtrip, found 3 days ago
$283
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Aug 3 from O'Hare Intl. to Portland Intl., returning Thu, Aug 6, priced at $283 found 3 days ago
Frontier Airlines
Mon, Aug 3 - Fri, Aug 7
ORD
O'Hare Intl.
PDX
Portland Intl.
$292 Roundtrip, found 3 days ago
$292
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Aug 3 from O'Hare Intl. to Portland Intl., returning Fri, Aug 7, priced at $292 found 3 days ago
Frontier Airlines
Mon, Aug 3 - Thu, Aug 6
ORD
O'Hare Intl.
PDX
Portland Intl.
$293 Roundtrip, found 3 days ago
$293
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Aug 3 from O'Hare Intl. to Portland Intl., returning Thu, Aug 6, priced at $293 found 3 days ago
Frontier Airlines
Mon, Aug 10 - Sat, Aug 29
ORD
O'Hare Intl.
PDX
Portland Intl.
$294 Roundtrip, found 4 days ago
$294
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Aug 10 from O'Hare Intl. to Portland Intl., returning Sat, Aug 29, priced at $294 found 4 days ago
Frontier Airlines
Fri, Jul 31 - Mon, Aug 10
ORD
O'Hare Intl.
PDX
Portland Intl.
$300 Roundtrip, found 4 days ago
$300
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Jul 31 from O'Hare Intl. to Portland Intl., returning Mon, Aug 10, priced at $300 found 4 days ago
Frontier Airlines
Mon, Aug 3 - Fri, Aug 7
ORD
O'Hare Intl.
PDX
Portland Intl.
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Aug 3 from O'Hare Intl. to Portland Intl., returning Fri, Aug 7, priced at $302 found 3 days ago
Frontier Airlines
Fri, Aug 7 - Thu, Aug 20
ORD
O'Hare Intl.
PDX
Portland Intl.
$303 Roundtrip, found 4 days ago
$303
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Aug 7 from O'Hare Intl. to Portland Intl., returning Thu, Aug 20, priced at $303 found 4 days ago
Frontier Airlines
Mon, Aug 3 - Thu, Aug 6
ORD
O'Hare Intl.
PDX
Portland Intl.
$308 Roundtrip, found 3 days ago
$308
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Aug 3 from O'Hare Intl. to Portland Intl., returning Thu, Aug 6, priced at $308 found 3 days ago
Alaska Airlines
Wed, Jul 29 - Tue, Aug 4
ORD
O'Hare Intl.
PDX
Portland Intl.
$333 Roundtrip, found 2 days ago
$333
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Jul 29 from O'Hare Intl. to Portland Intl., returning Tue, Aug 4, priced at $333 found 2 days ago
United
Wed, Aug 5 - Tue, Aug 11
ORD
O'Hare Intl.
PDX
Portland Intl.
$333 Roundtrip, found 6 days ago
$333
Roundtrip
found 6 days ago
Select United flight, departing Wed, Aug 5 from O'Hare Intl. to Portland Intl., returning Tue, Aug 11, priced at $333 found 6 days ago
American Airlines
Thu, Sep 3 - Tue, Sep 8
ORD
O'Hare Intl.
PDX
Portland Intl.
$338 Roundtrip, found 6 days ago
$338
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Sep 3 from O'Hare Intl. to Portland Intl., returning Tue, Sep 8, priced at $338 found 6 days ago
Delta
Wed, Jul 22 - Tue, Jul 28
ORD
O'Hare Intl.
PDX
Portland Intl.
$345 Roundtrip, found 4 days ago
$345
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Jul 22 from O'Hare Intl. to Portland Intl., returning Tue, Jul 28, priced at $345 found 4 days ago
United
Sat, Jul 4 - Sat, Jul 4
ORD
O'Hare Intl.
OTH
Southwest Oregon Regional
$509 Roundtrip, found 10 hours ago
$509
Roundtrip
found 10 hours ago
Select United flight, departing Sat, Jul 4 from O'Hare Intl. to Southwest Oregon Regional, returning Sat, Jul 4, priced at $509 found 10 hours ago

Cheap Flights to Western Oregon

Fall in love at first flight with your vacation to Western Oregon by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Western Oregon on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Western Oregon, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Western Oregon

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Western Oregon with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the RDM airport.

What is the cheapest month to fly to Western Oregon?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Western Oregon are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Western Oregon?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Western Oregon.

What airport is best to fly into Western Oregon?

When you’re planning your trip to Western Oregon, convenience is the name of the game. Luckily, Western Oregon Eugene Airport is nearby so you can deplane and get going on checking off everything on your Western Oregon must-do list.

How much are flights to Western Oregon?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Western Oregon on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $258, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Western Oregon?

The trick to saving a stack of cash on your flight to Western Oregon? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $258 right now, why wait?

Western Oregon Flight Information
Destination airport
Portland Intl.
Destination airport IATA code
PDX
Roundtrip price
$121

Last Minute Hotel Deals in Western Oregon

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
9.2/10 Wonderful! (3,487 reviews)
"Great place. Clean and professional staff. Convenient and safe"

Reviewed on Jun 28, 2026

Get rates
The Paramount Hotel
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave Portland OR
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, a free airport shuttle, and a fitness center. Our guests praise the helpful staff and ...
7.8/10 Good! (2,835 reviews)
"I would have liked it if the front desk person had pointed out the fact that there were frozen meals to buy. I had to discover this on my own. Also there was no freezer compartment in the refrigerator. The guy who drove the shuttle was really nice and did a great job"

Reviewed on Jun 28, 2026

Get rates
Red Lion Hotel Portland Airport
Tolovana Inn

Tolovana Inn

2.5 out of 5
3400 S. Hemlock Cannon Beach OR
Book a stay at this beach hotel in Cannon Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,994 reviews)
"Our bed was actually a Murphy bed and the mattress was a bit lumpy."

Reviewed on Jun 28, 2026

Get rates
Tolovana Inn
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive Portland OR
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,605 reviews)
"Breakfast was really good and customer service was impeccable."

Reviewed on Jun 27, 2026

Get rates
Hyatt House Portland/Downtown
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
585 SW 10TH AVENUE Portland OR
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 4 restaurants, and a fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,451 reviews)
"❤️❤️❤️❤️❤️❤️ this place"

Reviewed on Jun 27, 2026

Get rates
Moxy Portland Downtown
Ebb Tide Oceanfront Inn

Ebb Tide Oceanfront Inn

2 out of 5
300 N Prom Seaside OR
Book a stay at this beach hotel in Seaside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.2/10 Wonderful! (2,776 reviews)
"Good breakfast, very helpful and friendly staff and beach view can’t get better"

Reviewed on Jun 28, 2026

Get rates
Ebb Tide Oceanfront Inn
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
525 SW Morrison Street Portland OR
Book a stay at this luxury hotel in Portland. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (1,001 reviews)
"It's a nice hotel but nowhere near luxury class and was overpriced. Paid almost 30 for a tiny piece of fish. Was told it came with peas when we asked what it came with. There were literally 12 peas. So I guess technically it came with peas. After eating the 4 bites of fish, we went out for dinner ..."

Reviewed on Jun 27, 2026

Get rates
The Nines, a Luxury Collection Hotel, Portland
Astoria Riverwalk Inn

Astoria Riverwalk Inn

2 out of 5
400 Industry Street Astoria OR
Stay at this hotel in Astoria. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8/10 Very Good! (2,221 reviews)
"Highly recommend this hotel. 2nd time here and we will be back l again. Rooms are clean and the staff is super friendly and helpful. And you can't beat the views. Great place, see you soon.... And thank you for the great service."

Reviewed on Jun 27, 2026

Get rates
Astoria Riverwalk Inn
See all 12,096 properties in Western Oregon
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Hotels With Free Airport Shuttle

Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

3 out of 5
7025 NE Alderwood Rd Portland OR
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.8/10 Excellent! (2,979 reviews)
"Staff was incredibly helpful with a difficult situation"

Reviewed on Jun 28, 2026

Get rates
Country Inn & Suites by Radisson, Portland International Airport, OR
Ramada by Wyndham Portland Airport

Ramada by Wyndham Portland Airport

2 out of 5
6221 NE 82nd Ave Portland OR
Stay at this hotel in Portland. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Moda Center and Powell's City of Books are located ...
Get rates
Ramada by Wyndham Portland Airport
TownePlace Suites by Marriott Portland Airport

TownePlace Suites by Marriott Portland Airport

2.5 out of 5
11518 NE Glenn Widing Dr Portland OR
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
9.6/10 Exceptional! (47 reviews)
"What a great hotel! We will definitely stay there again!"

Reviewed on Jun 27, 2026

Get rates
TownePlace Suites by Marriott Portland Airport
Comfort Suites Portland Airport

Comfort Suites Portland Airport

2.5 out of 5
12010 NE Airport Way Portland OR
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,002 reviews)
"Great Customer Service and breakfast had numerous options"

Reviewed on Jun 23, 2026

Get rates
Comfort Suites Portland Airport
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave Portland OR
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, a free airport shuttle, and a fitness center. Our guests praise the helpful staff and ...
7.8/10 Good! (2,835 reviews)
"I would have liked it if the front desk person had pointed out the fact that there were frozen meals to buy. I had to discover this on my own. Also there was no freezer compartment in the refrigerator. The guy who drove the shuttle was really nice and did a great job"

Reviewed on Jun 28, 2026

Get rates
Red Lion Hotel Portland Airport
Extended Stay America Premier Suites - Portland - North

Extended Stay America Premier Suites - Portland - North

2.5 out of 5
1215 N Hayden Meadows Dr Portland OR
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,006 reviews)
"It was such a bad smell, when I entered in ( weed smell) and the breakfast didn’t even have waffle or basic food, there’s no point in complimentary breakfast here , I had very bad experience."

Reviewed on Jun 25, 2026

Get rates
Extended Stay America Premier Suites - Portland - North
See all 12,096 properties in Western Oregon
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.