Cheap Flights to Roosevelt County from $263 (2026/2027)

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Jet to one of Roosevelt County's top cities

A mountainous landscape with snow-capped peaks, a field with grazing cattle, and a cloudy sky.

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.

Thu, Sep 24 - Mon, Sep 28
DEN
Denver Intl.
XWA
Basin Intl.
$259 Roundtrip, found 17 hours ago
$259
Roundtrip
found 17 hours ago
Select United flight, departing Thu, Sep 24 from Denver Intl. to Basin Intl., returning Mon, Sep 28, priced at $259 found 17 hours ago
Thu, Aug 13 - Thu, Aug 20
DEN
Denver Intl.
XWA
Basin Intl.
$265 Roundtrip, found 8 hours ago
$265
Roundtrip
found 8 hours ago
Select United flight, departing Thu, Aug 13 from Denver Intl. to Basin Intl., returning Thu, Aug 20, priced at $265 found 8 hours ago
Thu, Sep 10 - Mon, Sep 14
DEN
Denver Intl.
XWA
Basin Intl.
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Select United flight, departing Thu, Sep 10 from Denver Intl. to Basin Intl., returning Mon, Sep 14, priced at $276 found 1 day ago
Thu, Sep 10 - Mon, Sep 14
DEN
Denver Intl.
XWA
Basin Intl.
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select United flight, departing Thu, Sep 10 from Denver Intl. to Basin Intl., returning Mon, Sep 14, priced at $277 found 1 day ago
Thu, Sep 10 - Mon, Sep 14
DEN
Denver Intl.
XWA
Basin Intl.
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
Select United flight, departing Thu, Sep 10 from Denver Intl. to Basin Intl., returning Mon, Sep 14, priced at $282 found 1 day ago
Thu, Aug 6 - Mon, Aug 10
DEN
Denver Intl.
XWA
Basin Intl.
$285 Roundtrip, found 3 days ago
$285
Roundtrip
found 3 days ago
Select United flight, departing Thu, Aug 6 from Denver Intl. to Basin Intl., returning Mon, Aug 10, priced at $285 found 3 days ago
Thu, Sep 10 - Mon, Sep 14
DEN
Denver Intl.
XWA
Basin Intl.
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Select United flight, departing Thu, Sep 10 from Denver Intl. to Basin Intl., returning Mon, Sep 14, priced at $288 found 1 day ago
Fri, Aug 21 - Mon, Aug 24
PHX
Sky Harbor Intl.
XWA
Basin Intl.
$315 Roundtrip, found 1 day ago
$315
Roundtrip
found 1 day ago
Select United flight, departing Fri, Aug 21 from Sky Harbor Intl. to Basin Intl., returning Mon, Aug 24, priced at $315 found 1 day ago
OriginDestinationTravel DatesFlights From*
BILSidneySeptember 22 to September 24$100
BILWolf PointAugust 4 to August 8$102
PDXSidneyAugust 27 to August 31$434
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BILWolf PointJuly 24 to July 26$102
*Prices include taxes and fees

Best Roosevelt 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

Aug 26 - Aug 30

4 night stay

Dallas (DFW) to Sidney (SDY)

Delta • Non-stop roundtrip • Coach
Price was $478, price is now $442 per person
$442
per person
found 1 day ago
Homestead Inn Wolf Point Hwy 2
2.0-star property

Homestead Inn Wolf Point Hwy 2

Jul 24 - Jul 26

2 night stay

San Antonio (SAT) to Wolf Point (OLF)

Delta • Non-stop roundtrip • Coach
Price was $938, price is now $854 per person
$854
per person
found 9 hours 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

Jul 24 - Jul 26

2 night stay

San Antonio (SAT) to Sidney (SDY)

Delta • Non-stop roundtrip • Coach
Price was $873, price is now $836 per person
$836
per person
found 9 hours ago
Don't see what you're looking for?
See all available trips from Dallas to Roosevelt County
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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.
7.8/10 Good! (371 reviews)
"Clean room is the only positive thing to say. Place is very run down!"

Reviewed on Jul 20, 2026

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.
7/10 Good! (2 reviews)
"One room had an AC problem, they offered to move us in to another room if it wasnt fixed. The last day we had zero hot water. It looks like a lot of upgrades need to be done or are in the process."

Reviewed on Jul 19, 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.
6/10 (3 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.
9.6/10 Exceptional! (9 reviews)
"Full family experience nice location"

Reviewed on Jun 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 $100 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 15 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 September 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. $100 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 $100 and $434 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.