$163 Cheap flights to Osage County

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Cheap flights to Osage County from $163 One Way, $239 Round Trip

$239 return flights and $163 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.

Sat, Oct 31 - Sat, Nov 7
ORD
Chicago
COU
Columbia
$239 Roundtrip, found 11 hours ago
$239
Roundtrip
found 11 hours ago
Select United flight, departing Sat, Oct 31 from Chicago to Columbia, returning Sat, Nov 7, priced at $239 found 11 hours ago
Fri, Sep 11 - Sun, Sep 13
RFD
Rockford
COU
Columbia
$251 Roundtrip, found 4 days ago
$251
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Sep 11 from Rockford to Columbia, returning Sun, Sep 13, priced at $251 found 4 days ago
Tue, Sep 22 - Sat, Sep 26
EWR
New York
COU
Columbia
$270 Roundtrip, found 9 hours ago
$270
Roundtrip
found 9 hours ago
Select United flight, departing Tue, Sep 22 from New York to Columbia, returning Sat, Sep 26, priced at $270 found 9 hours ago
Thu, Aug 13 - Mon, Aug 17
BOS
Boston
COU
Columbia
$308 Roundtrip, found 1 day ago
$308
Roundtrip
found 1 day ago
Select United flight, departing Thu, Aug 13 from Boston to Columbia, returning Mon, Aug 17, priced at $308 found 1 day ago
Fri, Aug 28 - Mon, Aug 31
SLC
Salt Lake City
COU
Columbia
$315 Roundtrip, found 4 hours ago
$315
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Fri, Aug 28 from Salt Lake City to Columbia, returning Mon, Aug 31, priced at $315 found 4 hours ago
Fri, Sep 25 - Sun, Sep 27
CLE
Cleveland
COU
Columbia
$343 Roundtrip, found 3 days ago
$343
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Sep 25 from Cleveland to Columbia, returning Sun, Sep 27, priced at $343 found 3 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ORDColumbiaJuly 11 to July 15$396
ORDColumbiaJuly 11 to July 15$396
DFWColumbiaJuly 10 to July 13$590
*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! (229 reviews)
"We had a great time. The house offered many amenities, rooms were great. Kitchen upstairs and downstairs. Great views. The pool was nice. The host was great, checked in and offered assistance whenever needed. Responded in a timely manner. Overall, one of the best experiences with a home rental. Will ..."

Reviewed on Jun 29, 2026

Get rates
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
$98 nightly
The price is $113 total per night from Jul 9 to Jul 10
$113 total
Jul 9 - Jul 10
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! (1,021 reviews)
"Property is very outdated, rooms marginally clean, breakfast poor."

Reviewed on Jul 6, 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 Jul 19 to Jul 20
$93 total
Jul 19 - Jul 20
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! (1,007 reviews)
"This hotel was very clean and the staff was very friendly. The only thing I did not like was their breakfast. It was the same thing everyday, white gravy, biscuits and some kind of sausage I couldn't recognize. They also had a waffle machine I did not use. After two days I had breakfast out. I highly ..."

Reviewed on Jul 8, 2026

Opens in a new windowBaymont by Wyndham Jefferson City
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Hermann Crown Suites

Hermann Crown Suites

3.5 out of 5
403 South Market Street Hermann MO
$160 nightly
The price is $184 total per night from Jul 9 to Jul 10
$184 total
Jul 9 - Jul 10
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! (820 reviews)
"Wonderful location. Right Downtown. Live music was amazing! Front desk was extra helpful and the breakfast was a great way to start the day."

Reviewed on Jul 6, 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?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Osage County

If you are looking for discount prices on flights to Osage County then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Osage County flights easy and affordable.

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Orbitz makes it stress-free to book Osage County flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Osage County, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Osage County flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

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 $590. Passengers flying out of San Juan (SJU) managed to snap up one-way flights from just $163.
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.