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

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Jet to one of Roosevelt County's top cities

A large, rusted metal bridge with multiple arches spanning a highway.

Wolf Point

Flights
Wolf Point
A covered bridge with a sign reading "Cumberland" and a sunset in the background.

Culbertson

Flights
Culbertson

How Much Does it Cost To Fly To Roosevelt County?

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

Sat, Dec 19 - Sat, Dec 19
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$94 Roundtrip, found 4 days ago
$94
Roundtrip
found 4 days ago
Select Cape Air flight, departing Sat, Dec 19 from Logan Intl. to Sidney-Richland Municipal, returning Sat, Dec 19, priced at $94 found 4 days ago
Fri, Nov 20 - Sun, Nov 22
BIL
Logan Intl.
OLF
L. M. Clayton
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Cape Air flight, departing Fri, Nov 20 from Logan Intl. to L. M. Clayton, returning Sun, Nov 22, priced at $100 found 1 day ago
Thu, Nov 19 - Sun, Nov 22
BIL
Logan Intl.
SDY
Sidney-Richland Municipal
$100 Roundtrip, found 23 hours ago
$100
Roundtrip
found 23 hours ago
Select Cape Air flight, departing Thu, Nov 19 from Logan Intl. to Sidney-Richland Municipal, returning Sun, Nov 22, priced at $100 found 23 hours ago
Thu, Nov 26 - Sun, Nov 29
LAS
Harry Reid Intl.
XWA
Basin Intl.
$218 Roundtrip, found 2 days ago
$218
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Thu, Nov 26 from Harry Reid Intl. to Basin Intl., returning Sun, Nov 29, priced at $218 found 2 days ago
Thu, Dec 3 - Sun, Dec 6
LAS
Harry Reid Intl.
XWA
Basin Intl.
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Thu, Dec 3 from Harry Reid Intl. to Basin Intl., returning Sun, Dec 6, priced at $228 found 1 day ago
Thu, Nov 19 - Thu, Nov 26
LAS
Harry Reid Intl.
XWA
Basin Intl.
$238 Roundtrip, found 2 days ago
$238
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Thu, Nov 19 from Harry Reid Intl. to Basin Intl., returning Thu, Nov 26, priced at $238 found 2 days ago
Thu, Nov 19 - Sun, Nov 22
LAS
Harry Reid Intl.
XWA
Basin Intl.
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Thu, Nov 19 from Harry Reid Intl. to Basin Intl., returning Sun, Nov 22, priced at $258 found 3 days ago
Fri, Nov 27 - Sat, Nov 28
LAS
Harry Reid Intl.
XWA
Basin Intl.
$530 Roundtrip, found 1 day ago
$530
Roundtrip
found 1 day ago
Select United flight, departing Fri, Nov 27 from Harry Reid Intl. to Basin Intl., returning Sat, Nov 28, priced at $530 found 1 day ago
Fri, Nov 27 - Sat, Nov 28
LAS
Harry Reid Intl.
XWA
Basin Intl.
$533 Roundtrip, found 1 day ago
$533
Roundtrip
found 1 day ago
Select United flight, departing Fri, Nov 27 from Harry Reid Intl. to Basin Intl., returning Sat, Nov 28, priced at $533 found 1 day ago
Fri, Nov 27 - Sat, Nov 28
LAS
Harry Reid Intl.
XWA
Basin Intl.
$534 Roundtrip, found 1 day ago
$534
Roundtrip
found 1 day ago
Select United flight, departing Fri, Nov 27 from Harry Reid Intl. to Basin Intl., returning Sat, Nov 28, priced at $534 found 1 day ago
Fri, Nov 27 - Sat, Nov 28
LAS
Harry Reid Intl.
XWA
Basin Intl.
$538 Roundtrip, found 1 day ago
$538
Roundtrip
found 1 day ago
Select United flight, departing Fri, Nov 27 from Harry Reid Intl. to Basin Intl., returning Sat, Nov 28, priced at $538 found 1 day ago
OriginDestinationTravel DatesFlights From*
BILSidneyDecember 19 to December 19$94
PDXSidneyDecember 12 to December 16$432
SFOSidneyDecember 16 to January 1$683
PDXWillistonDecember 30 to January 3$871
GEGSidneyNovember 29 to November 30$1,106
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BILWolf PointNovember 20 to November 22$100
*Prices include taxes and fees

Travelers ❤️ These Roosevelt County 🏨

Homestead Inn Wolf Point Hwy 2

Homestead Inn Wolf Point Hwy 2

2 out of 5
101 Highway East Wolf Point MT
Stay at this motel in Wolf Point. Enjoy free WiFi, free parking, and free train station pick-up. Our guests praise the helpful staff in our reviews. Popular attractions Nellie’s Park and Northern Lights Casino are located nearby.
Opens in a new windowHomestead Inn Wolf Point Hwy 2
Homestead Inn Extended Stay - 3 nights minimum

Homestead Inn Extended Stay - 3 nights minimum

3 out of 5
6201 A N 1 Dr Wolf Point MT
Stay at this apartment in Wolf Point. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Nellie’s Park and Montana Cowboy Hall of Fame are located nearby.
5.4/10 (6 reviews)
"It was dirty and unsafe place to stay car was tried to be broke into and spiders and bugs in the room"

Reviewed on Nov 2, 2026

Opens in a new windowHomestead Inn Extended Stay - 3 nights minimum
Homestead Inn Extended Stay - 3 nights minimum

Homestead Inn Extended Stay - 3 nights minimum

Wolf Point MT
Stay at this hotel in Wolf Point. Enjoy air conditioning. Popular attractions Nellie’s Park and Montana Cowboy Hall of Fame are located nearby.
5/10 (4 reviews)
"The mosquitos"

Reviewed on Jul 13, 2026

Opens in a new windowHomestead Inn Extended Stay - 3 nights minimum
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Charming 4-bedroom house. NO ANIMALS.

Charming 4-bedroom house. NO ANIMALS.

Wolf Point MT
Stay at this vacation home in Wolf Point. Enjoy free WiFi, laundry facilities, and air conditioning. Popular attractions Nellie’s Park and Northern Lights Casino are located nearby.
9.8/10 Exceptional! (12 reviews)
"We enjoyed our stay, everything went well with the VRBO"

Reviewed on Oct 24, 2026

Opens in a new windowCharming 4-bedroom house. NO ANIMALS.
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 Roosevelt County?
To help you budget, the cheapest roundtrip flight to Roosevelt County was $94 in the last seven days. A good way to nab a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Roosevelt County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Roosevelt County?
There are 20 airline companies that you can fly with to Roosevelt County. If you're thinking about a journey to Wolf Point, go for Cape Air. This highly rated carrier operates 60 flights a month to Roosevelt County's major city.
What is the cheapest month to fly to Roosevelt County?
Leave December empty in your calendar, because it's the most affordable month to travel to Roosevelt County. That's based on Travelocity's direct flight demand from January to December last year. With more money in your wallet, you can go on a shopping binge, go to a concert or whatever else you feel like!
How can I check my flight status to Roosevelt County?
"Trips" should be your first stop when it comes to the details of your flight to Roosevelt County. Our handy portal makes it possible to do everything in the one place, from checking the status of your flight to seeing details about your hotel. Click on Trips at the top of the Travelocity homepage and then sign in. Or, download the Travelocity app and access your itinerary while you're out and about. Whether you've got the family flying with you or you're going solo, all your travel plans are right there in your pocket.
How do I find the best deals on flights to Roosevelt County?
Walk away with an unbeatable deal with Travelocity — our "Flexible dates" search tool makes it super simple. Enter the travel dates you prefer, then click the flexible dates box above your results to compare prices for nearby days. $94 was the cheapest price for a roundtrip flight to Roosevelt County in the last seven days. 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 Roosevelt County with Travelocity?
If you're on the lookout for cheap flights to Roosevelt County, you'll track down some attractive deals with Travelocity. From cheap family flights with budget air carriers to flexible airfares, we've got you covered. Experience a worry-free break with our 24/7 social media customer support, Price Match Guarantee and free cancellation policies with most hotels. Start packing your bags and get ready to jet off to this exciting destination.
How much is a flight to Roosevelt County on average?
Travelers were scoring roundtrip flights to Roosevelt County for between $94 and $1,106 with Travelocity in the last seven days. Whether you're looking to fly budget or first class, we'll help you get an incredible deal. 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 Roosevelt County?
What you can expect largely depends on your carrier and where you're departing from. Most airlines provide food, drinks and entertainment on long-haul services. Whether you're seeking business class flights to Roosevelt County or cheap flights for family vacations, you'll be looked after from the moment your plane leaves the runway to touchdown.