Cheap Flights to Osage County (2026/2027)

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OriginDestinationTravel DatesFlights From*
ORDColumbiaSeptember 4 to September 7$239
ORDColumbiaSeptember 4 to September 7$239
DTWColumbiaJune 11 to June 13$305
SFOColumbiaJune 16 to July 2$421
DFWColumbiaJuly 3 to July 6$476
SNAColumbiaJuly 2 to July 6$750
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ORDColumbiaMay 30 to June 6$306
ORDColumbiaMay 30 to June 6$306
*Prices include taxes and fees

Best Osage County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Capital O Amerihost Inn and Suites Mexico Hwy 54 MO
2.5-star property

Capital O Amerihost Inn and Suites Mexico Hwy 54 MO

Jun 26 - Jun 28

2 night stay

Chicago (ORD) to Columbia (COU)

United • Roundtrip • Coach
Price was $435, price is now $398 per person
$398
per person
found 20 hours ago
Loganberry Inn
2.0-star property

Loganberry Inn

Jun 5 - Jun 7

2 night stay

Los Angeles (LAX) to Columbia (COU)

American Airlines • Non-stop roundtrip • Coach
Price was $672, price is now $609 per person
$609
per person
found 1 day ago
Super 8 by Wyndham Lake of the Ozarks
2.0-star property

Super 8 by Wyndham Lake of the Ozarks

Jun 12 - Jun 15

3 night stay

Chicago (ORD) to Columbia (COU)

American Airlines • Coach

Columbia (COU) to Chicago (ORD)

Frontier Airlines • Coach
Price was $604, price is now $552 per person
$552
per person
found 20 hours ago
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Travelers ❤️ These Osage County 🏨

Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace

Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace

Belle MO
Book a stay at this family-friendly vacation home in Belle. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our reviews.
10/10 Exceptional! (222 reviews)
"This is a perfect spot for a relaxed vacation. House, pool, hot tub, and fishing pond. Great family fun and the host was simply outstanding. Thanks for everything."

Reviewed on May 25, 2026

Opens in a new windowScenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace
Capitol Plaza Hotel Jefferson City

Capitol Plaza Hotel Jefferson City

3.5 out of 5
Jefferson City 415 W. McCarty St Jefferson City MO
Book a stay at this business-friendly hotel in Jefferson City. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Carnahan Memorial Garden and Rotary Centennial Park are located nearby.
7/10 Good! (1,000 reviews)
"Could be cleaner and bathtub faucet was a pain."

Reviewed on May 27, 2026

Opens in a new windowCapitol Plaza Hotel Jefferson City
Baymont by Wyndham Jefferson City

Baymont by Wyndham Jefferson City

2.5 out of 5
319 W. Miller Street Jefferson City MO
Book a stay at this business-friendly hotel in Jefferson City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Miller Performing Arts Center and Carnahan Memorial Garden are located nearby.
8.4/10 Very Good! (1,001 reviews)
"All good it was perfect for bikers on the Katy trail"

Reviewed on May 28, 2026

Opens in a new windowBaymont by Wyndham Jefferson City
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DoubleTree by Hilton Hotel Jefferson City

DoubleTree by Hilton Hotel Jefferson City

4 out of 5
422 Monroe St Jefferson City MO
Book a stay at this business-friendly hotel in Jefferson City. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Miller Performing Arts Center and Cole County Historical Society are located nearby.
8.4/10 Very Good! (750 reviews)
"Pros: Good location, nice views of city, friendly staff, free (but limited) parking. Needs improvement: Dated property; TV didn't work in room, but a maintenance person came up within 10 minutes to fix it; restaurant has great views, but the staff was not all that attentive, and the breakfast, while ..."

Reviewed on May 20, 2026

Opens in a new windowDoubleTree by Hilton Hotel Jefferson City
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 Osage County?
A roundtrip flight to Osage County cost as little as $239 within the last seven days. When you're ready to book, we'll help you score a top deal. This price was available on Travelocity for flights to Osage County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Osage County?
According to Travelocity's direct return flight demand between January and December last year, September is the cheapest time to journey to Osage County. Search for flights during this month and snap up a bargain today.
How can I check my flight status to Osage County?
"Trips" will clue you in when it comes to details about your flight to Osage County. This handy customer portal allows you to manage everything from one place, from checking the status of your flight to making changes to your booking. Click on Trips at the top right of the Travelocity homepage and then create a free account. Alternatively, download the Travelocity app and access your travel itinerary while you're on the go. Whether you have the family flying with you or you're riding solo, all your travel plans are right there in your grasp.
How do I find the best deals on flights to Osage County?
You'll always find an epic deal with Travelocity — our "Flexible dates" search tool makes it super simple. Enter your desired dates, then select the flexible dates box above your results to compare prices with the surrounding days. $239 was the best price for a return flight to Osage 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 Osage County with Travelocity?
Where to begin! With cheap flights to Osage County, accommodations and activities, you'll find all you need to create your perfect trip with Travelocity. Secure your cheap family flights and take advantage of our 24/7 customer assistance and free cancellations on most hotels if you need. Our goal is to offer stress-free travel when you book with us so that you can spend less time on the nitty-gritty and more time making memories with your family and friends.
How much is a flight to Osage County on average?
In the last seven days, roundtrip flights to Osage County cost between $239 and $750. No matter what type of fare you're after, we've got some great deals to help you keep within budget. 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 Osage County?
If you're catching a long-haul flight to Osage County, you can generally expect meals, drinks and entertainment on board. Airlines like to make longer flights as pleasant as possible for passengers. Shorter trips — along with flights offered by low-cost airlines — may not have as many inclusions. If you're searching for cheap flights for family vacations with a low-cost carrier, you may have to pay extra for meals and entertainment.