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.

Thu, Oct 29 - Sun, Nov 1
BIL
Logan Intl.
OLF
L. M. Clayton
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Cape Air flight, departing Thu, Oct 29 from Logan Intl. to L. M. Clayton, returning Sun, Nov 1, priced at $100 found 1 day ago
Tue, Nov 3 - Sat, Nov 7
BIL
Logan Intl.
GDV
Dawson Community
$100 Roundtrip, found 20 hours ago
$100
Roundtrip
found 20 hours ago
Select Cape Air flight, departing Tue, Nov 3 from Logan Intl. to Dawson Community, returning Sat, Nov 7, priced at $100 found 20 hours ago
Wed, Nov 4 - Sun, Nov 8
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Cape Air flight, departing Wed, Nov 4 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Nov 8, priced at $100 just found
Fri, Nov 6 - Sun, Nov 8
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$110 Roundtrip, found 19 hours ago
$110
Roundtrip
found 19 hours ago
Select Cape Air flight, departing Fri, Nov 6 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Nov 8, priced at $110 found 19 hours ago
Fri, Nov 6 - Sun, Nov 8
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$120 Roundtrip, found 19 hours ago
$120
Roundtrip
found 19 hours ago
Select Cape Air flight, departing Fri, Nov 6 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Nov 8, priced at $120 found 19 hours ago
Tue, Nov 3 - Sat, Nov 7
SMF
Sacramento Intl.
OLF
L. M. Clayton
$619 Roundtrip, found 1 day ago
$619
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Nov 3 from Sacramento Intl. to L. M. Clayton, returning Sat, Nov 7, priced at $619 found 1 day ago
Tue, Nov 3 - Sat, Nov 7
PHX
Sky Harbor Intl.
OLF
L. M. Clayton
$636 Roundtrip, found 1 day ago
$636
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Nov 3 from Sky Harbor Intl. to L. M. Clayton, returning Sat, Nov 7, priced at $636 found 1 day ago
Tue, Nov 3 - Sat, Nov 7
PHX
Sky Harbor Intl.
OLF
L. M. Clayton
$691 Roundtrip, found 1 day ago
$691
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Nov 3 from Sky Harbor Intl. to L. M. Clayton, returning Sat, Nov 7, priced at $691 found 1 day ago
OriginDestinationTravel DatesFlights From*
BILGlendiveNovember 3 to November 7$100
BILSidneyNovember 4 to November 8$100
BILWolf PointNovember 2 to November 6$100
SEASidneyNovember 22 to November 28$401
PDXGlendiveNovember 4 to November 8$636
GEGSidneyNovember 4 to November 8$786
*Prices include taxes and fees

Best Dawson County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Roosevelt Hotel & RV Park Gateway to Theodore Roosevelt National Park-Medora-on i-94
2.5-star property

The Roosevelt Hotel & RV Park Gateway to Theodore Roosevelt National Park-Medora-on i-94

Nov 12 - Nov 16

4 night stay

Springfield (SGF) to Sidney (SDY)

United • Non-stop roundtrip • Coach
Price was $1,059, price is now $961 per person
$961
per person
found 23 hours ago
Microtel Inn & Suites by Wyndham Sidney
2.5-star property

Microtel Inn & Suites by Wyndham Sidney

Dec 25 - Jan 1

7 night stay

Miami (MIA) to Sidney (SDY)

United • Non-stop roundtrip • Coach
Price was $1,274, price is now $1,122 per person
$1,122
per person
found 9 hours ago
Candlewood Suites Sidney by IHG
2.5-star property

Candlewood Suites Sidney by IHG

Dec 25 - Jan 1

7 night stay

Miami (MIA) to Sidney (SDY)

United • Non-stop roundtrip • Coach
Price was $1,305, price is now $1,178 per person
$1,178
per person
found 9 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.
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! (326 reviews)
"My only complaint would be no coffee machine in the room"

Reviewed on Oct 19, 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 $100 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 15 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 $100. 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 $100 and $786 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.