Cheap flights from BOS to SGY (Logan Intl. to Skagway)

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Cheap Flights from BOS to SGY starting at One Way, $1,400 Round Trip

Prices starting at $1,400 for return flights and 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.

Tue, May 26 - Tue, Jun 2
BOS
Boston
SGY
Skagway
$1,400 Roundtrip, found 5 days ago
$1,400
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, May 26 from Boston to Skagway, returning Tue, Jun 2, priced at $1,400 found 5 days ago
Sat, Aug 15 - Sat, Aug 22
BOS
Boston
SGY
Skagway
$1,845 Roundtrip, found 6 days ago
$1,845
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sat, Aug 15 from Boston to Skagway, returning Sat, Aug 22, priced at $1,845 found 6 days ago
Sat, Aug 15 - Sat, Aug 22
BOS
Boston
SGY
Skagway
$1,952 Roundtrip, found 6 days ago
$1,952
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sat, Aug 15 from Boston to Skagway, returning Sat, Aug 22, priced at $1,952 found 6 days ago
Sun, May 3 - Tue, May 5
BOS
Boston
SGY
Skagway
$2,020 Roundtrip, found 2 days ago
$2,020
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sun, May 3 from Boston to Skagway, returning Tue, May 5, priced at $2,020 found 2 days ago

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
$174 nightly
The price is $188 total per night from May 14 to May 15
$188 total
May 14 - May 15
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! (588 reviews)
Nice hotel but room was small and stuffy needed some air other than that great area!

Reviewed on Oct 27, 2025

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 May 4 to May 5
$225 total
May 4 - May 5
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! (251 reviews)
No pets. Instructions written out for everything. That's both good and bad. Basic and pricey. Hostess was very nice.

Reviewed on May 2, 2026

At the White House
Pack Train Inn

Pack Train Inn

2 out of 5
306 Broadway Skagway AK
$275 nightly
The price is $297 total per night from May 11 to May 12
$297 total
May 11 - May 12
Total with taxes and fees
Stay at this hotel in Skagway. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Grizzly Falls Ziplining Expedition and Captain William Moore ...
8.8/10 Excellent! (23 reviews)
Ver y clean and comfortable rooms. Friendly staff. Will definitely stay there again!

Reviewed on Apr 30, 2026

Pack Train 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
$174 nightly
The price is $188 total per night from May 14 to May 15
$188 total
May 14 - May 15
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! (588 reviews)
Nice hotel but room was small and stuffy needed some air other than that great area!

Reviewed on Oct 27, 2025

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 May 4 to May 5
$225 total
May 4 - May 5
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! (251 reviews)
No pets. Instructions written out for everything. That's both good and bad. Basic and pricey. Hostess was very nice.

Reviewed on May 2, 2026

At the White House
Pack Train Inn

Pack Train Inn

2 out of 5
306 Broadway Skagway AK
$275 nightly
The price is $297 total per night from May 11 to May 12
$297 total
May 11 - May 12
Total with taxes and fees
Stay at this hotel in Skagway. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Grizzly Falls Ziplining Expedition and Captain William Moore ...
8.8/10 Excellent! (23 reviews)
Ver y clean and comfortable rooms. Friendly staff. Will definitely stay there again!

Reviewed on Apr 30, 2026

Pack Train 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
$174 nightly
The price is $188 total per night from May 14 to May 15
$188 total
May 14 - May 15
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! (588 reviews)
Nice hotel but room was small and stuffy needed some air other than that great area!

Reviewed on Oct 27, 2025

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.

BOS to SGY Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
BOS Address & GPS
Address:
One Harborside Drive
Boston MA, 02128-2909
United States
IATA Code:
BOS
Longitude:
-71.020176
Latitude:
42.36646
Time Zone:
America/New_York
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 BOS to SGY?
You won't be able to find any airlines flying direct from BOS to Skagway Airport. Plan ahead and secure a multi or single-stop plane ticket.

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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