--- title: "Cheap Flights from Chicago (ORD) to Osage Beach (OSB)" description: "Cheap Flights from Chicago (ORD) to Osage Beach (OSB) start at for one-way and for round trip. Earn your airline miles on top of our rewards!" canonical: "https://www.expedia.ca/lp/flights/ord/osb/chicago-to-osage-beach" language: en-CA market: CA currency: CAD prices_as_of: 2026-11-15T01:47:26Z --- # Cheap Flights from Chicago (ORD) to Osage Beach (OSB) ![A calm lake with a boat in the foreground and a hill with houses in the background.](https://images.trvl-media.com/place/6058781/e782d0f9-aee6-4652-bc5a-59a855cbcc34.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Popular airlines from Chicago O'Hare International Airport (ORD) to Osage Beach, MO (OSB-Grand Glaize-Osage Beach) [Air Canada](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:OSB,departure:29/11/2026TANYT&leg2=from:OSB,to:ORD,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) [WestJet](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:OSB,departure:29/11/2026TANYT&leg2=from:OSB,to:ORD,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) [Flair Airlines](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:OSB,departure:29/11/2026TANYT&leg2=from:OSB,to:ORD,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F8"}}]) [American Airlines](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:OSB,departure:29/11/2026TANYT&leg2=from:OSB,to:ORD,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) [United](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:OSB,departure:29/11/2026TANYT&leg2=from:OSB,to:ORD,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) [Delta](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:OSB,departure:29/11/2026TANYT&leg2=from:OSB,to:ORD,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) [Porter Airlines](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:OSB,departure:29/11/2026TANYT&leg2=from:OSB,to:ORD,departure:06/12/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"PD"}}]) ### Be in the know Get alerts if flight prices drop or rise\* ### Book smarter Save up to 30% on select hotels after you book a flight\* ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Alternative airports near Osage Beach Prices were available within the past 7 days. Prices and availability are subject to change. [Select flight to Columbia Regional COU. Average driving time to city centre is 1 hour 17 minutes.](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:COU,departure:29/11/2026TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) 1 h 17 min · Search flights [Select flight to Waynesville Regional TBN. Average driving time to city centre is 1 hour 17 minutes.](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:TBN,departure:29/11/2026TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) 1 h 17 min · Search flights [Select flight to Roy Otten Memorial Airfield VRS. Average driving time to city centre is 50 minutes.](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:VRS,departure:29/11/2026TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) 50 min · Search flights ## Book with confidence ### Chicago to Osage Beach Flights #### The easy way to book your flights from Chicago to Osage Beach With Expedia, it’s simple to find and book flights to Osage Beach from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from airlines that cover this route. There are nonstop flights to Grand Glaize-Osage Beach, too. Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Osage Beach today, tomorrow, or this week. #### Save dollars with cheap flights from O'Hare Intl., ORD to Grand Glaize-Osage Beach, OSB Sort your search results by price to find great deals on your flight from Chicago to Osage Beach—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Osage Beach from Chicago currently is just rising to . Here are more money-saving tips: - Fly in when flight prices are normally at their lowest - Book about a month to 6 weeks before you travel for the best prices to Osage Beach - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! #### Reasons to choose Expedia for your flight to Osage Beach from Chicago Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Osage Beach with Expedia today. ## Frequently Asked Questions ### How much is a flight from ORD to OSB? Round-trip journeys between O'Hare Intl. Airport (ORD) and OSB start from . This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year — book now so you don't miss out. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to OSB? We understand that things come up unexpectedly, so we've made it as simple as possible for you to cancel your flight online. Just head to the [Customer Service Portal](https://www.expedia.ca/helpcenter) and follow the instructions. ### How do I find cheap flights from ORD to OSB that have flexible change policies? Flights from O'Hare Airport to OSB with flexible change policies are available from several airlines. Simply use our "No change fees" filter during your search. You'll only need to cover the cost difference between flights, with no extra fees to worry about. ### How far is the flight from O'Hare Airport to OSB? The distance from ORD (ORD) to OSB (OSB) is just 590 kilometres. You'll be walking down the air bridge and collecting your bags from the carousel in no time at all. ### Which airlines fly direct from O'Hare Intl. Airport (ORD) to OSB? If you want to travel straight from ORD to OSB, you'll need to book a flight with at least one stop. Unfortunately, there are no airlines that fly directly between these airports. ### Are O'Hare Intl. Airport (ORD) to OSB flight tickets cheaper when they're purchased at the last minute? Flight prices are always on the move, so it's no sure thing. While last-minute deals between O'Hare Intl. Airport (ORD) and OSB are possible, it's also a good idea to keep track of prices well before you fly. In fact, some air carriers publish their prices up to 12 months before the departure date. Expedia is continuously updating the best bargains around, so keep checking and be ready to book when the price dips. ## Travel information | Origin airport | Chicago O'Hare International Airport | | ------------------- | ------------------------------------ | | Destination airport | Osage Beach, MO | | Distance | 591 km away | ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Bay Point Hideaway – Top Floor Waterfront Condo!](https://www.expedia.ca/Osage-Beach-Hotels-Bay-Point-Hideaway-Top-Floor-Waterfront-Condo.h83027327.Hotel-Information) - [Shady Gators Sleep 20](https://www.expedia.ca/Lake-Ozark-Hotels-Shady-Gators-Sleep-20-BachelorBachelorette-Parties-Welcome.h102277732.Hotel-Information) - [< Half](https://www.expedia.ca/Osage-Beach-Hotels-Osage-Beach-Home-Less-Than-Half-Mi-To-Marinas.h93537866.Hotel-Information) - [Franky and Louie's Purple Cabin 4](https://www.expedia.ca/Sunrise-Beach-Hotels-Franky-And-Louies-Cabin-4.h101356930.Hotel-Information) - [Mile Marker 21 Overlook](https://www.expedia.ca/Osage-Beach-Hotels-Sunset-Retreat-Mile-Marker-21-Overlook.h66926784.Hotel-Information) - [Luxury 5 Star](https://www.expedia.ca/Osage-Beach-Hotels-Luxury-Lake-House-Private-Pickleball-Ct.h89793197.Hotel-Information) - [Private Waterfront Glamping RV](https://www.expedia.ca/Osage-Beach-Hotels-Private-Waterfront-Glamping-RV.h105533077.Hotel-Information) - [Lake Breeze Resort](https://www.expedia.ca/Osage-Beach-Hotels-Lake-Breeze-Resort-Terrace.h26736363.Hotel-Information) - [The PENTHOUSE at Ledges Point! 6 King Bedrooms! 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[Rental cars Grand Glaize-Osage Beach airport](https://www.expedia.ca/Car-Rentals-In-Grand-Glaize-Osage-Beach.d6030884.Car-Rental-Guide) - [Car rental Sunrise Beach](https://www.expedia.ca/Car-Rentals-In-Sunrise-Beach.d6048049.Car-Rental-Guide) \*Available to Expedia members. ## Other language versions ```yaml hreflang: x-default: https://www.expedia.com/lp/flights/ord/osb/chicago-to-osage-beach ar: https://www.expedia.sa/lp/flights/ord/osb/chicago-to-osage-beach es: https://www.expedia.com/es/lp/vuelos/ord/osb/chicago-a-osage-beach es-MX: https://www.expedia.mx/lp/vuelos/ord/osb/chicago-a-osage-beach nb-NO: https://www.expedia.no/lp/fly/ord/osb/chicago-til-osage-beach sv-SE: https://www.expedia.se/lp/flyg/ord/osb/chicago-till-osage-beach en-CA: https://www.expedia.ca/lp/flights/ord/osb/chicago-to-osage-beach en-US: https://www.expedia.com/lp/flights/ord/osb/chicago-to-osage-beach ```