Cheap Flights to Dawson County from $50 (2026/2027)

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A rugged landscape with prominent rock formations and a clear blue sky.

Glendive

Flights
Glendive

How Much Does it Cost To Fly To Dawson County?

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

Tue, Oct 20 - Tue, Oct 20
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Cape Air flight, departing Tue, Oct 20 from Logan Intl. to Sidney-Richland Municipal, returning Tue, Oct 20, priced at $94 found 1 day ago
Thu, Oct 29 - Sun, Nov 1
BIL
Logan Intl.
OLF
L. M. Clayton
$100 Roundtrip, found 2 hours ago
$100
Roundtrip
found 2 hours ago
Select Cape Air flight, departing Thu, Oct 29 from Logan Intl. to L. M. Clayton, returning Sun, Nov 1, priced at $100 found 2 hours ago
Thu, Oct 22 - Sun, Oct 25
BIL
Logan Intl.
GDV
Dawson Community
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Cape Air flight, departing Thu, Oct 22 from Logan Intl. to Dawson Community, returning Sun, Oct 25, priced at $100 found 1 day ago
Mon, Nov 9 - Sun, Nov 15
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Mon, Nov 9 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Nov 15, priced at $100 found 1 hour ago
Mon, Nov 9 - Sun, Nov 15
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Mon, Nov 9 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Nov 15, priced at $110 found 1 hour ago
Tue, Oct 20 - Tue, Oct 20
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$114 Roundtrip, found 1 day ago
$114
Roundtrip
found 1 day ago
Select Cape Air flight, departing Tue, Oct 20 from Logan Intl. to Sidney-Richland Municipal, returning Tue, Oct 20, priced at $114 found 1 day ago
Mon, Nov 9 - Sun, Nov 15
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$120 Roundtrip, found 1 hour ago
$120
Roundtrip
found 1 hour ago
Select Cape Air flight, departing Mon, Nov 9 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Nov 15, priced at $120 found 1 hour ago
OriginDestinationTravel DatesFlights From*
BILSidneyNovember 5 to November 8$100
BILWolf PointNovember 2 to November 6$100
*Prices include taxes and fees

Best Dawson County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Sidney
2.5-star property

Microtel Inn & Suites by Wyndham Sidney

Nov 20 - Nov 23

3 night stay

San Antonio (SAT) to Sidney (SDY)

United • Non-stop roundtrip • Coach
Price was $1,224, price is now $1,116 per person
$1,116
per person
found 15 hours ago
Wingate by Wyndham Sidney
3.0-star property

Wingate by Wyndham Sidney

Nov 20 - Nov 23

3 night stay

San Antonio (SAT) to Sidney (SDY)

United • Non-stop roundtrip • Coach
Price was $1,231, price is now $1,121 per person
$1,121
per person
found 15 hours ago
FairBridge Inn & Suites Glendive
3.5-star property

FairBridge Inn & Suites Glendive

Nov 20 - Nov 23

3 night stay

San Antonio (SAT) to Glendive (GDV)

United • Non-stop roundtrip • Coach
Price was $1,238, price is now $1,136 per person
$1,136
per person
found 15 hours ago
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Travelers ❤️ These Dawson County 🏨

FairBridge Inn & Suites Glendive

FairBridge Inn & Suites Glendive

3.5 out of 5
1918 N Merrill Ave Glendive MT
Book a stay at this business-friendly hotel in Glendive. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Glendive Dinosaur and Fossil Museum and Frontier Gateway Museum are located nearby.
8.8/10 Excellent! (1,008 reviews)
"Friendly staff greeted us upon entrance. The room was very clean and the breakfast was very good."

Reviewed on Oct 18, 2026

Opens in a new windowFairBridge Inn & Suites Glendive
Spark by Hilton Glendive

Spark by Hilton Glendive

3 out of 5
201 California St Glendive MT
Book a stay at this business-friendly hotel in Glendive. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Glendive Dinosaur and Fossil Museum and Frontier Gateway Museum are located nearby.
8.8/10 Excellent! (325 reviews)
"Convenient location and comfortable. Would rent again"

Reviewed on Oct 16, 2026

Opens in a new windowSpark by Hilton Glendive
Glendive Lodge

Glendive Lodge

3 out of 5
1904 N Merrill Ave Glendive MT
Stay at this hotel in Glendive. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Glendive Dinosaur and Fossil Museum and Frontier Gateway Museum are located nearby.
8/10 Very Good! (579 reviews)
"Nice and helpful staff!"

Reviewed on Oct 17, 2026

Opens in a new windowGlendive Lodge
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La Quinta Inn & Suites by Wyndham Glendive

La Quinta Inn & Suites by Wyndham Glendive

3 out of 5
1717 North Merrill Ave. Glendive MT
Book a stay at this business-friendly hotel in Glendive. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Glendive Dinosaur and Fossil Museum and Frontier Gateway Museum are located nearby.
Opens in a new windowLa Quinta Inn & Suites by Wyndham Glendive
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.

Frequently asked questions

How much is the cheapest flight to Dawson County?
Within the last seven days, the cheapest roundtrip flight to Dawson County cost $94 on this site. Check out our amazing deals, make a booking and prepare for your next travel adventure. This price was available on Travelocity for flights to Dawson County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Dawson County?
Plan your itinerary and then jet away with any of the 9 airline companies that fly to Dawson County. We recommend booking with the leading carrier, Cape Air. It offers approximately 60 flights per month to Glendive, Dawson County's major city, so finding the right fare should be a snap.
What is the cheapest month to fly to Dawson County?
Based on Travelocity's direct return flight demand from January to December last year, October is the cheapest time to fly to Dawson County. Browse for flights during this month and bag a terrific bargain today.
How can I check my flight status to Dawson County?
"Trips" can fill you in when it comes to the finer details of your flight to Dawson County. Our convenient customer portal makes it possible to do everything from one place, from checking your flight status to making updates to your booking. Click on Trips at the top right of the Travelocity homepage and then create a free account. Or, download the Travelocity app and access your information while you're on the go. Whether you've got the family flying with you or you're going solo, all your bookings will be right there in your hand.
How do I find the best deals on flights to Dawson County?
Be flexible with your travel dates and you might just find a deal you can't pass up. When searching for flights on Travelocity, click "Flexible dates" above your results to reveal prices for nearby days. Also try to book ahead and avoid the busy tourist season. In the last seven days, the best price for a return flight to Dawson County was $94. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Dawson County with Travelocity?
If you want cheap flights to Dawson County, you'll come across some great deals with Travelocity. From cheap family flights on budget carriers to flexible ticket options, we're here for you all the way. Experience a hassle-free trip with our 24/7 social media customer support, Price Match Guarantee and free cancellation policies with most hotels. Start planning your travel itinerary and prepare to fly out to this fantastic destination.
How much is a flight to Dawson County on average?
Roundtrip flights to Dawson County cost between $94 and $120 in the last seven days. When you spot a fare that suits your budget, snap it up quick. Cheap deals don't stick around forever! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Dawson County?
The duration of your flight and whether you pick a budget or full-service carrier will be a major factor. If you're searching for long-haul flights to Dawson County, entertainment, food and drinks will often be included. Trying to find cheap flights for family vacations? Check out the fares with low-cost carriers. These airlines usually don't have as many inclusions, or you'll have to pay a fee for them.