Cheap Flights from Chicago (ORD) to Osage Beach (OSB)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach)

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach) cost?
Get a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach)?
Planning your getaway for is a good way to save, as it's the cheapest month for flights between ORD and OSB. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach)?
To find the cheapest airline that'll fly you from ORD to OSB, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach)?
You'll have to hop on a flight with a layover if you're traveling from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to find the best option for your trip.
What day of the week has the most flights from ORD to OSB?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary based on a number of factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach)?
Select a flight from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Departures later than this have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Osage Beach from O'Hare Intl. Airport (ORD)?
Catch a direct flight from O'Hare Intl. Airport (ORD) to Osage Beach and touch down at Columbia Regional Airport (COU). An alternative entry point into this destination is Waynesville Regional Airport (TBN).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach) last-minute?
Booking your plane ticket from ORD to OSB shortly before your getaway is typically more expensive. However, if you're flexible with your travel times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book an ORD to OSB flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to OSB flight and hotel package with Expedia could lead to significant savings. What's more, managing everything in one place will take the stress out of planning your trip. Just pick your flights and select from our extensive range of hotels, then tailor your trip with other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach)?
If you reserved your ORD to OSB flight within the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the fare type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Grand Glaize-Osage Beach
Distance
367 mi

Book with confidence

Chicago to Osage Beach Flights

The cheapest times to fly from Chicago to Osage Beach

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Osage Beach are during the month of . You can find some of the cheapest flights from Chicago to Osage Beach with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Osage Beach

Sunday is one of the best days to book for cheap flights from Chicago to Osage Beach: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Osage Beach

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Osage Beach in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Osage Beach flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Osage Beach airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Osage Beach Flights

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*Available to One Key members.