$134 Cheap Flights from Roanoke (ROA) to Chicago (ORD)

View $134 flight on Tue, Dec 2, 2025Opens in a new window

Popular airlines from Roanoke Regional Airport (ROA) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Roanoke to Chicago (ROA-ORD)

Prices were available within the past 7 days and start at $134 for one-way flights and $209 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, Dec 4 - Sat, Dec 6
ROA
Roanoke
ORD
Chicago
$209 Roundtrip, just found
$209
Roundtrip
just found
Select American Airlines flight, departing Thu, Dec 4 from Roanoke to Chicago, returning Sat, Dec 6, priced at $209 just found
United
Thu, Dec 4 - Sat, Dec 6
ROA
Roanoke
ORD
Chicago
$209 Roundtrip, just found
$209
Roundtrip
just found
Select United flight, departing Thu, Dec 4 from Roanoke to Chicago, returning Sat, Dec 6, priced at $209 just found
United
Thu, Dec 4 - Sat, Dec 6
ROA
Roanoke
ORD
Chicago
$219 Roundtrip, just found
$219
Roundtrip
just found
Select United flight, departing Thu, Dec 4 from Roanoke to Chicago, returning Sat, Dec 6, priced at $219 just found
United
Wed, Dec 10 - Sun, Dec 14
ROA
Roanoke
ORD
Chicago
$227 Roundtrip, found 1 hour ago
$227
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Dec 10 from Roanoke to Chicago, returning Sun, Dec 14, priced at $227 found 1 hour ago
Delta
Thu, Dec 4 - Sat, Dec 6
ROA
Roanoke
ORD
Chicago
$229 Roundtrip, just found
$229
Roundtrip
just found
Select Delta flight, departing Thu, Dec 4 from Roanoke to Chicago, returning Sat, Dec 6, priced at $229 just found
American Airlines
Mon, Dec 29 - Thu, Jan 1
ROA
Roanoke
ORD
Chicago
$229 Roundtrip, just found
$229
Roundtrip
just found
Select American Airlines flight, departing Mon, Dec 29 from Roanoke to Chicago, returning Thu, Jan 1, priced at $229 just found
American Airlines
Thu, Dec 4 - Sat, Dec 6
ROA
Roanoke
ORD
Chicago
$230 Roundtrip, just found
$230
Roundtrip
just found
Select American Airlines flight, departing Thu, Dec 4 from Roanoke to Chicago, returning Sat, Dec 6, priced at $230 just found
United
Wed, Dec 31 - Fri, Jan 2
ROA
Roanoke
ORD
Chicago
$232 Roundtrip, found 17 hours ago
$232
Roundtrip
found 17 hours ago
Select United flight, departing Wed, Dec 31 from Roanoke to Chicago, returning Fri, Jan 2, priced at $232 found 17 hours ago
United
Thu, Dec 4 - Sat, Dec 6
ROA
Roanoke
ORD
Chicago
$233 Roundtrip, just found
$233
Roundtrip
just found
Select United flight, departing Thu, Dec 4 from Roanoke to Chicago, returning Sat, Dec 6, priced at $233 just found
United
Wed, Dec 10 - Sun, Dec 14
ROA
Roanoke
ORD
Chicago
$236 Roundtrip, found 1 hour ago
$236
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Dec 10 from Roanoke to Chicago, returning Sun, Dec 14, priced at $236 found 1 hour ago

Find the cheapest month to fly from Roanoke (ROA) to Chicago (ORD)

August is typically the cheapest month to fly

From $208 - $466 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $249
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $249
Flights from Roanoke (ROA) to Chicago (ORD)
Origin airport
Roanoke Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$209
Distance
529 mi
Average flight time
1 hour 10 mins

Roanoke to Chicago Flights

The cheapest times to fly from Roanoke to Chicago

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

 

The best time to book a flight from Roanoke to Chicago

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

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 Roanoke to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $134 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 Roanoke to Chicago 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 Roanoke to Chicago 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 Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD) cost?
Get a cheap one-way flight from $134 or cheap return flight from $209 from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD) 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 Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD)?
December is the least expensive month to fly from ROA to ORD. Timing your trip outside of the busy season is often the key to better flight prices.
Which airlines fly direct from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD)?
You can fly directly from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD) on a United Airlines flight.
What is the cheapest airline that flies from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline flying from ROA to ORD, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD)?
When taking off from Roanoke Regional Airport (ROA), you can pick from an average of 2 daily direct flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD)?
The 6 AM departures from ROA to ORD see the highest demand. Prices can be higher for these popular slots. If you're looking to save, pick a less crowded time to fly.
What day of the week has the most flights from ROA to ORD?
Depart on a Friday if you're searching for the best choice of flights from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD)?
Roanoke Regional Airport (ROA)'s first flight to O'Hare Intl. Airport (ORD) leaves at approximately 6:30AM UTC-5. With a flight time of 2h 21m, you'll land at around 7:51AM UTC-6.
How long does it take to fly from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD)?
Flights from ROA to ORD have an average travel time of 2 hours and 17 minutes. The distance between the two is 530 mi.
What is the best time to fly from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD)?
Select a flight from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD) that takes off before 3 PM to reduce the likelihood of delays. Later departures 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 Chicago from Roanoke Regional Airport (ROA)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Roanoke Regional Airport (ROA). Compare your options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until right before your break to book a ticket from ROA to ORD often results in higher prices. While you may find some last-minute deals, they aren't always guaranteed. Keep your travel schedule open to boost your chances of landing a bargain.
Is it cheaper to book a ROA to ORD flight and hotel package?
Booking a ROA to ORD flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Select from our impressive range of stays and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Roanoke Regional Airport (ROA) to O'Hare Intl. Airport (ORD)?
In most instances, you're able to reschedule or cancel your ROA to ORD flight. However, there may be additional fees, especially if you booked more than 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you'd like more information, visit our Customer Service portal.

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*Available to One Key members.