$169 Cheap flights to Osage County

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Cheap flights to Osage County from $169 One Way, $239 Round Trip

$239 return flights and $169 one-way flights to Osage County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ORDColumbiaJune 19 to June 21$447
ORDColumbiaJune 19 to June 21$447
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Osage County Accommodation Deals

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 ...
10/10 Exceptional! (226 reviews)
"Such a fun place to stay! Communication was fantastic and all the amenities listed were available. Our family has a fantastic weekend getaway."

Reviewed on Jun 15, 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
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $111 total per night from Jun 19 to Jun 20
$111 total
Jun 19 - Jun 20
Total with taxes and fees
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 ...
7/10 Good! (1,036 reviews)
"Older Hotel but great for the price. Breakfast was great. Bed was comfortable"

Reviewed on Jun 15, 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
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $93 total per night from Jun 28 to Jun 29
$93 total
Jun 28 - Jun 29
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,022 reviews)
"Clean. Quiet. Secure. Free parking."

Reviewed on Jun 14, 2026

Opens in a new windowBaymont by Wyndham Jefferson City
Save an average of 15% on thousands of hotels when you're signed in
Hermann Crown Suites

Hermann Crown Suites

3.5 out of 5
403 South Market Street Hermann MO
$161 nightly
The price is $185 total per night from Jun 21 to Jun 22
$185 total
Jun 21 - Jun 22
Total with taxes and fees
Stay at this inn in Hermann. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (811 reviews)
"The breakfast buffet was awesome, and the hotel staff were all so helpful."

Reviewed on Jun 11, 2026

Opens in a new windowHermann Crown Suites
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.

Need a Car For After Your Flight?

Osage County

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You can now book flights to Osage County on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Osage County flights.

Discounted tickets available for flights to Osage County

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Osage County flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Osage County flights

Discounted flights to Osage County ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Osage County. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Osage County flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

How much is a flight to Osage County?
Prices for round-trip flights dropped as low as $239 this past week to Osage County, and rose as high as $447. Passengers flying out of Rockford (RFD) managed to snap up one-way flights from just $169.
How to book the cheapest flight to Osage County?
With some of the most amazing flight deals around, you'll always jet for less with Orbitz. The following hints and tips will help you find cheap flights to Osage County — and leave you with more cash to play with:

  • Depending on your place of departure, select the 'Nearby airports' function (located under the departure and arrival form fields). From time to time, other departure points offer more value for money.
  • If you're flexible with your travel plans, click on the 'Show flexible dates' link. You'll see the flight deals for the days around your chosen departure. Fares often vary depending on what day it is.
  • You can also select the 'Show options' link to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd prefer to fly.
  • Once you've sorted out your travel dates, book your flight. Ticket prices generally climb as the departure date gets closer.
  • Make serious savings on your vacation by combining your hotel, flights and car rental into one convenient package deal. Your wallet will thank you for it.
  • Don't fly during peak seasons if possible. By avoiding summer and school vacations, you can save loads on your airfare.

What is the best time to book a flight to Osage County?
Purchase your seats to Osage County in January. This is the best month for low airfares, closely followed by February and August. Land cheap flights and make your dream journey a reality with Orbitz.
What day of the week is the cheapest to book a flight to Osage County?
If you're after inexpensive fares to Osage County, the best days of the week to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), an unbeatable flight deal will be all yours.
What is the cheapest day of the week to fly to Osage County?
If you're looking for cheap flights to Osage County, depart at the start of the week. Orbitz data from 2020 shows Monday is the most affordable day to fly out, followed by Tuesday. Saturday has the most expensive fares, so avoid this day and do your budget a favor.
What is the cheapest month to fly to Osage County?
To secure cheap flights to Osage County, you should pack your bags and fly out in August. Orbitz data has found that generally, this is the best month to save a bundle on your ticket. If you're hoping to jet to Osage County during June, keep in mind that this is the most expensive time of year to take a trip.
Which airlines allow free cancellation?
Orbitz makes it a cinch to find airlines offering fare flexibility. Simply click on "Filter by flexible change policies" when searching for your flights and ta-da! We'll show you options that include free cancellation within 24 hours of booking, no change fees and of course, an irresistible low price.
What do I need for the flight to Osage County?
Flying doesn't have to be a drag. In fact it can be fun with a bit of pre-planning! Make your journey a hassle-free one with the following useful tips:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some type of government-issued ID. If you're flying internationally, make sure your passport is valid.
  • Make time fly by even quicker on your short hop by packing the right things. Think a water bottle, snacks and entertainment. If you want your journey to Osage County to pass quietly, put some noise-canceling headphones into your carry-on bag too.
  • It can get chilly on the plane. If you'd prefer not to shiver your way through the flight, wear an extra layer of clothes.

How do I get cheap first-class/business deals to Osage County?
If you think a first or business-class ticket is beyond your grasp, you may want to think again. Here are a few practical tips to help you land a premium flight to Osage County for less:

  • Flexibility is everything. By being open to other travel dates, you'll have a better chance of picking up a rewarding deal on business or first-class airfares.
  • Many budget carriers have top-notch business or premium-class seating that doesn't cost a bundle.
  • Bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a rewards program.

What is the best time to go to Osage County?
There's fun to be had whatever time of year you choose to go to Osage County, but February, July and August are the liveliest months. Want to pack your schedule with stacks of warm-weather experiences? Plan your getaway around June 20. This is when the summer season starts in the Northern Hemisphere. Expect the mercury to drift between 65 ºF and 90 ºF during this time of year.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.