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, Sep 29 - Wed, Sep 30
BIL
Logan Intl.
OLF
L. M. Clayton
$100 Roundtrip, found 5 days ago
$100
Roundtrip
found 5 days ago
Select Cape Air flight, departing Tue, Sep 29 from Logan Intl. to L. M. Clayton, returning Wed, Sep 30, priced at $100 found 5 days ago
Fri, Jul 24 - Sun, Jul 26
BIL
Logan Intl.
GDV
Dawson Community
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Cape Air flight, departing Fri, Jul 24 from Logan Intl. to Dawson Community, returning Sun, Jul 26, priced at $100 found 1 day ago
Thu, Sep 10 - Thu, Sep 17
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$100 Roundtrip, found 2 days ago
$100
Roundtrip
found 2 days ago
Select Cape Air flight, departing Thu, Sep 10 from Logan Intl. to Sidney-Richland Municipal, returning Thu, Sep 17, priced at $100 found 2 days ago
Thu, Jul 16 - Sun, Jul 19
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$102 Roundtrip, found 18 hours ago
$102
Roundtrip
found 18 hours ago
Select Cape Air flight, departing Thu, Jul 16 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Jul 19, priced at $102 found 18 hours ago
Tue, Aug 11 - Fri, Aug 14
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$102 Roundtrip, found 21 hours ago
$102
Roundtrip
found 21 hours ago
Select Cape Air flight, departing Tue, Aug 11 from Logan Intl. to Sidney-Richland Municipal, returning Fri, Aug 14, priced at $102 found 21 hours ago
Thu, Jul 30 - Sun, Aug 2
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$110 Roundtrip, found 5 days ago
$110
Roundtrip
found 5 days ago
Select Cape Air flight, departing Thu, Jul 30 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Aug 2, priced at $110 found 5 days ago
Thu, Jul 16 - Sun, Jul 19
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$112 Roundtrip, found 18 hours ago
$112
Roundtrip
found 18 hours ago
Select Cape Air flight, departing Thu, Jul 16 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Jul 19, priced at $112 found 18 hours ago
Thu, Jul 30 - Sun, Aug 2
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$120 Roundtrip, found 5 days ago
$120
Roundtrip
found 5 days ago
Select Cape Air flight, departing Thu, Jul 30 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Aug 2, priced at $120 found 5 days ago
Tue, Jul 21 - Fri, Jul 24
BIS
Bismarck Municipal
GDV
Dawson Community
$1,790 Roundtrip, found 21 hours ago
$1,790
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Jul 21 from Bismarck Municipal to Dawson Community, returning Fri, Jul 24, priced at $1,790 found 21 hours ago
OriginDestinationTravel DatesFlights From*
BILSidneyJuly 30 to August 2$100
BILWolf PointSeptember 29 to September 30$100
SEASidneyAugust 27 to September 2$362
PDXSidneyAugust 10 to August 14$730
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BILGlendiveJuly 17 to July 19$102
BILSidneyJuly 19 to July 21$102
MSOSidneyJuly 17 to July 19$1,739
*Prices include taxes and fees

Best Dawson County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Richland Inn & Suites
2.0-star property

Richland Inn & Suites

Aug 5 - Aug 11

6 night stay

Syracuse (SYR) to Sidney (SDY)

United • Non-stop roundtrip • Coach
Price was $1,239, price is now $1,087 per person
$1,087
per person
found 1 day ago
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

Aug 5 - Aug 11

6 night stay

Syracuse (SYR) to Sidney (SDY)

United • Non-stop roundtrip • Coach
Price was $1,368, price is now $1,215 per person
$1,215
per person
found 1 day ago
SureStay by Best Western Glendive Yellowstone River
3.0-star property

SureStay by Best Western Glendive Yellowstone River

Aug 5 - Aug 11

6 night stay

Syracuse (SYR) to Glendive (GDV)

United • Non-stop roundtrip • Coach
Price was $1,343, price is now $1,197 per person
$1,197
per person
found 1 day ago
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Travelers ❤️ These Dawson County 🏨

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! (160 reviews)
"Very friendly staff.clean room comfortable bed. The pool and hot tub were closed while we were there which was very disappointing. But it’s a Good place to stay."

Reviewed on Jul 15, 2026

Opens in a new windowSpark by Hilton Glendive
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! (1,000 reviews)
"Nice room, very accommodating staff, and a nice breakfast in the morning. Pool area clean and nice."

Reviewed on Jul 13, 2026

Opens in a new windowFairBridge Inn & Suites Glendive
SureStay by Best Western Glendive Yellowstone River

SureStay by Best Western Glendive Yellowstone River

3 out of 5
2000 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 helpful staff in our reviews. Popular attractions Glendive Dinosaur and Fossil Museum and Frontier Gateway Museum are located nearby.
8.4/10 Very Good! (567 reviews)
"Good value hotel. No frills but clean, reasonably priced and adequate for a night's sleep. I'd stay again 👍"

Reviewed on Jul 14, 2026

Opens in a new windowSureStay by Best Western Glendive Yellowstone River
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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! (525 reviews)
"Too many questionable people"

Reviewed on Jul 14, 2026

Opens in a new windowGlendive Lodge
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 16 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, September 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 $1,790 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.