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.

Mon, Sep 21 - Mon, Sep 21
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Sep 21 from Logan Intl. to Sidney-Richland Municipal, returning Mon, Sep 21, priced at $96 found 1 day ago
Wed, Nov 18 - Wed, Nov 25
BIL
Logan Intl.
GDV
Dawson Community
$100 Roundtrip, found 4 days ago
$100
Roundtrip
found 4 days ago
Select Cape Air flight, departing Wed, Nov 18 from Logan Intl. to Dawson Community, returning Wed, Nov 25, priced at $100 found 4 days ago
Wed, Sep 23 - Thu, Sep 24
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Cape Air flight, departing Wed, Sep 23 from Logan Intl. to Sidney-Richland Municipal, returning Thu, Sep 24, priced at $100 just found
Sat, Sep 5 - Sun, Sep 6
BIL
Logan Intl.
OLF
L. M. Clayton
$101 Roundtrip, found 1 day ago
$101
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Sep 5 from Logan Intl. to L. M. Clayton, returning Sun, Sep 6, priced at $101 found 1 day ago
Wed, Sep 2 - Wed, Sep 2
BIL
Logan Intl.
OLF
L. M. Clayton
$104 Roundtrip, found 6 hours ago
$104
Roundtrip
found 6 hours ago
Select Cape Air flight, departing Wed, Sep 2 from Logan Intl. to L. M. Clayton, returning Wed, Sep 2, priced at $104 found 6 hours ago
Wed, Sep 23 - Thu, Sep 24
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Cape Air flight, departing Wed, Sep 23 from Logan Intl. to Sidney-Richland Municipal, returning Thu, Sep 24, priced at $110 just found
Sat, Sep 5 - Sun, Sep 6
BIL
Logan Intl.
OLF
L. M. Clayton
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sat, Sep 5 from Logan Intl. to L. M. Clayton, returning Sun, Sep 6, priced at $111 found 1 day ago
Mon, Sep 21 - Mon, Sep 21
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
Select Cape Air flight, departing Mon, Sep 21 from Logan Intl. to Sidney-Richland Municipal, returning Mon, Sep 21, priced at $116 found 1 day ago
Wed, Sep 23 - Thu, Sep 24
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Cape Air flight, departing Wed, Sep 23 from Logan Intl. to Sidney-Richland Municipal, returning Thu, Sep 24, priced at $120 just found
Sat, Oct 10 - Sat, Oct 17
SEA
Seattle - Tacoma Intl.
SDY
Sidney-Richland Municipal
$430 Roundtrip, found 20 hours ago
$430
Roundtrip
found 20 hours ago
Select United flight, departing Sat, Oct 10 from Seattle - Tacoma Intl. to Sidney-Richland Municipal, returning Sat, Oct 17, priced at $430 found 20 hours ago
Sat, Oct 10 - Sat, Oct 17
SEA
Seattle - Tacoma Intl.
SDY
Sidney-Richland Municipal
$440 Roundtrip, found 20 hours ago
$440
Roundtrip
found 20 hours ago
Select United flight, departing Sat, Oct 10 from Seattle - Tacoma Intl. to Sidney-Richland Municipal, returning Sat, Oct 17, priced at $440 found 20 hours ago
Sat, Oct 10 - Sat, Oct 17
SEA
Seattle - Tacoma Intl.
SDY
Sidney-Richland Municipal
$445 Roundtrip, found 20 hours ago
$445
Roundtrip
found 20 hours ago
Select Alaska Airlines flight, departing Sat, Oct 10 from Seattle - Tacoma Intl. to Sidney-Richland Municipal, returning Sat, Oct 17, priced at $445 found 20 hours ago
OriginDestinationTravel DatesFlights From*
BILSidneySeptember 21 to September 21$96
BILGlendiveNovember 18 to November 25$100
SEASidneyOctober 10 to October 17$430
SFOSidneySeptember 23 to September 26$582
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BILWolf PointSeptember 4 to September 10$101
*Prices include taxes and fees

Best Dawson County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Homestead Inn Extended Stay - 3 nights minimum
3.0-star property

Homestead Inn Extended Stay - 3 nights minimum

Oct 28 - Nov 1

4 night stay

Cleveland (CLE) to Wolf Point (OLF)

American Airlines • Coach

Wolf Point (OLF) to Cleveland (CLE)

Cape Air • Coach
Price was $708, price is now $668 per person
$668
per person
found 1 day ago
Homestead Inn Wolf Point Hwy 2
2.0-star property

Homestead Inn Wolf Point Hwy 2

Oct 28 - Nov 1

4 night stay

Cleveland (CLE) to Wolf Point (OLF)

American Airlines • Coach

Wolf Point (OLF) to Cleveland (CLE)

Cape Air • Coach
Price was $1,040, price is now $870 per person
$870
per person
found 1 day ago
FairBridge Inn & Suites Glendive
3.5-star property

FairBridge Inn & Suites Glendive

Sep 13 - Sep 15

2 night stay

Cleveland (CLE) to Glendive (GDV)

United • Roundtrip • Coach
Price was $1,330, price is now $1,290 per person
$1,290
per person
found 11 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! (255 reviews)
"Staff was great to work with"

Reviewed on Aug 30, 2026

Opens in a new windowSpark by Hilton Glendive
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
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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! (551 reviews)
"The carpet needed to be vacuumed in the room. The tub leaked constantly. Both the cold and hot handle on the sink made a squeaking noise. The office was closed around 10 o’clock and we could not get ice because the ice machine was in the office. If you arrive late, the office may be closed. We arrived ..."

Reviewed on Aug 30, 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 $96 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 20 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 $96. 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 $96 and $582 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.