Cheap flights from PDX to SGY (Portland Intl. to Skagway)

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Cheap Flights from PDX to SGY starting at $760 One Way, Round Trip

Prices starting at for return flights and $760 for one-way flights to Skagway were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Hotel Ideas near Skagway

Airport Hotels near Skagway

 Holland America Skagway Inn

Holland America Skagway Inn

2 out of 5
3rd And Spring St Skagway AK
$223 nightly
The price is $241 total per night from Jun 12 to Jun 13
$241 total
Jun 12 - Jun 13
Total with taxes and fees
Stay at this hotel in Skagway. Enjoy free parking, 2 restaurants, and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (592 reviews)
"Everything about the property was good except the internet was off and on."

Reviewed on Jun 1, 2026

Holland America Skagway Inn
At the White House

At the White House

2.5 out of 5
475 8th Ave Skagway AK
$208 nightly
The price is $225 total per night from Jun 10 to Jun 11
$225 total
Jun 10 - Jun 11
Total with taxes and fees
Stay at this guesthouse in Skagway. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (257 reviews)
"Property is historic. Chelsea is a fabulous host and the property is just far enough away from the more touristy areas so that it is serene. That it is around the corner from Skagway Spirits Distillery doesn’t hurt either. 😉"

Reviewed on May 29, 2026

At the White House
Historic Skagway Inn

Historic Skagway Inn

3 out of 5
655 Broadway Skagway AK
$228 nightly
The price is $246 total per night from Jun 17 to Jun 18
$246 total
Jun 17 - Jun 18
Total with taxes and fees
Book a stay at this business-friendly inn in Skagway. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Corrington's Museum of Alaskan History ...
8/10 Very Good! (4 reviews)
"The room was clean, the bed comfortable and the staff were very friendly and welcoming. We would definitely stay there again when we return to Skagway."

Reviewed on May 21, 2026

Historic Skagway Inn
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.

Hotels In Skagway

 Holland America Skagway Inn

Holland America Skagway Inn

2 out of 5
3rd And Spring St Skagway AK
$223 nightly
The price is $241 total per night from Jun 12 to Jun 13
$241 total
Jun 12 - Jun 13
Total with taxes and fees
Stay at this hotel in Skagway. Enjoy free parking, 2 restaurants, and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (592 reviews)
"Everything about the property was good except the internet was off and on."

Reviewed on Jun 1, 2026

Holland America Skagway Inn
At the White House

At the White House

2.5 out of 5
475 8th Ave Skagway AK
$208 nightly
The price is $225 total per night from Jun 10 to Jun 11
$225 total
Jun 10 - Jun 11
Total with taxes and fees
Stay at this guesthouse in Skagway. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (257 reviews)
"Property is historic. Chelsea is a fabulous host and the property is just far enough away from the more touristy areas so that it is serene. That it is around the corner from Skagway Spirits Distillery doesn’t hurt either. 😉"

Reviewed on May 29, 2026

At the White House
Historic Skagway Inn

Historic Skagway Inn

3 out of 5
655 Broadway Skagway AK
$228 nightly
The price is $246 total per night from Jun 17 to Jun 18
$246 total
Jun 17 - Jun 18
Total with taxes and fees
Book a stay at this business-friendly inn in Skagway. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Corrington's Museum of Alaskan History ...
8/10 Very Good! (4 reviews)
"The room was clean, the bed comfortable and the staff were very friendly and welcoming. We would definitely stay there again when we return to Skagway."

Reviewed on May 21, 2026

Historic Skagway Inn
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.

Skagway Hotels With Airport Transportation

 Holland America Skagway Inn

Holland America Skagway Inn

2 out of 5
3rd And Spring St Skagway AK
$223 nightly
The price is $241 total per night from Jun 12 to Jun 13
$241 total
Jun 12 - Jun 13
Total with taxes and fees
Stay at this hotel in Skagway. Enjoy free parking, 2 restaurants, and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (592 reviews)
"Everything about the property was good except the internet was off and on."

Reviewed on Jun 1, 2026

Holland America Skagway Inn
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.

PDX to SGY Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
PDX Address & GPS
Address:
7000 NE Airport Way
Portland OR, 97218
United States
IATA Code:
PDX
Longitude:
-122.592901
Latitude:
45.588995
Time Zone:
America/Los_Angeles
SGY Address & GPS
Address:
Skagway AK,
United States
IATA Code:
SGY
Longitude:
-135.315556
Latitude:
59.460556
Time Zone:
America/Anchorage

Frequently asked questions

What airlines have the most flights from PDX Airport to Skagway Airport (SGY)?
You'll need to make at least one stopover if you plan to travel from PDX to SGY. Unfortunately, there are no airlines that have nonstop flights on this route.

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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