Cheap Flights from Chicago (ORD) to Oakland (ODM)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Oakland, MD (ODM-Garrett County)

Find available prices by choosing your travel dates.
Flights from Chicago (ORD) to Oakland (ODM)
Origin airport
O'Hare Intl.
Destination airport
Garrett County
Distance
477 mi

Chicago to Oakland Flights

The cheapest times to fly from Chicago to Oakland

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

The best time to book a flight from Chicago to Oakland

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

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 Oakland 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 Oakland 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 Oakland 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.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Oakland, MD (ODM-Garrett County) cost?
Discover the latest flight deals from ORD to ODM by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORD to ODM?
The cheapest flights from ORD to ODM are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ORD to ODM?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ORD to ODM. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Oakland, MD (ODM-Garrett County)?
There aren’t any daily nonstop flights from O’Hare Intl. Airport (ORD) to Oakland, MD (ODM-Garrett County). But you can opt for flights with layovers. Filter your search on Expedia to include one or more stops, and you’ll be on your way in no time.
What day of the week has the most flights from ORD to ODM?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can change depending on a number of factors, including the time of year and carrier.*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 Oakland, MD (ODM-Garrett County)?
Opt for a flight from O’Hare Intl. Airport (ORD) to Oakland, MD (ODM-Garrett County) that takes off before 3 PM to reduce the risk of cancellations and delays. 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 McHenry from O'Hare Intl. Airport (ORD)?
You’ll arrive at Morgantown Municipal Airport (MGW) or John Murtha Johnstown - Cambria County Airport (JST) when you travel to McHenry on a direct flight from O’Hare Intl. Airport (ORD).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Oakland, MD (ODM-Garrett County) last-minute?
Booking your ticket from ORD to ODM right before your trip is typically more expensive. But if you’re flexible with your departure dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book an ORD to ODM flight and hotel package?
Compared with arranging flights and hotels separately, booking an ORD to ODM flight and hotel package with Expedia could result in significant savings. What’s more, having it all in one place will take the stress out of planning your trip. Simply secure your flights and select from our wide range of stays, then tailor your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Oakland, MD (ODM-Garrett County)?
Typically, you can cancel or reschedule your ORD to ODM flight. However, additional fees may apply, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline’s guidelines and fees on flight changes, or if you need further details, head to our Customer Service portal.

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*Available to One Key members.