Cheap Flights from Chicago (ORD) to Brandon (YBR)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Brandon, MB (YBR)

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Brandon Airport (YBR) cost?
Grab a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Brandon Airport (YBR) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Brandon Airport (YBR)?
Traveling in may help you find better deals, as it's the cheapest month for flights between ORD and YBR. You'll typically find the lowest prices during the off-season.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Brandon Airport (YBR)?
Use the filters on Expedia to compare airlines and find the cheapest carrier that'll fly you from ORD to YBR. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
How many flights per day from O'Hare Intl. Airport (ORD) to Brandon Airport (YBR)?
You'll need to take a flight with a layover if you're traveling from O'Hare Intl. Airport (ORD) to Brandon Airport (YBR). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from ORD to YBR?
Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can vary depending on the time of year, carrier and other factors.*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 Brandon Airport (YBR)?
Book a flight from O'Hare Intl. Airport (ORD) to Brandon Airport (YBR) that leaves before 3 PM to reduce the likelihood of delays. Departures later than this are on average 22% more likely to be canceled.**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.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Brandon Airport (YBR) last-minute?
Booking your flight from ORD to YBR just before your trip is usually more expensive. But 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 YBR flight and hotel package?
Booking an ORD to YBR flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Pick from our wide range of stays and then add car rentals, flights and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Brandon Airport (YBR)?
Usually, it's possible to cancel or reschedule your ORD to YBR flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Brandon
Distance
794 mi

Book with confidence

Chicago to Brandon Flights

The cheapest times to fly from Chicago to Brandon

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 Brandon are during the month of . You can find some of the cheapest flights from Chicago to Brandon with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Brandon

Sunday is one of the best days to book for cheap flights from Chicago to Brandon: 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 Brandon

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 Brandon 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 Brandon 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 Brandon 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 Brandon Flights

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*Available to One Key members.