$144 Cheap Flights from Chicago (MDW) to Roanoke (ROA)

View $144 flight on Sat, Oct 4, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Roanoke Regional Airport (ROA)

Cheap Flights from Chicago to Roanoke (MDW-ROA)

Prices were available within the past 7 days and start at $144 for one-way flights and $229 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Mar 17 - Wed, Apr 1
MDW
Chicago
ROA
Roanoke
$229 Roundtrip, found 15 hours ago
$229
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Mar 17 from Chicago to Roanoke, returning Wed, Apr 1, priced at $229 found 15 hours ago
Delta
Tue, Sep 23 - Tue, Sep 30
MDW
Chicago
ROA
Roanoke
$239 Roundtrip, found 10 hours ago
$239
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Sep 23 from Chicago to Roanoke, returning Tue, Sep 30, priced at $239 found 10 hours ago
Delta
Tue, Mar 17 - Sat, Apr 4
MDW
Chicago
ROA
Roanoke
$269 Roundtrip, found 15 hours ago
$269
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Mar 17 from Chicago to Roanoke, returning Sat, Apr 4, priced at $269 found 15 hours ago
Delta
Tue, Sep 30 - Wed, Oct 8
MDW
Chicago
ROA
Roanoke
$277 Roundtrip, found 2 days ago
$277
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 30 from Chicago to Roanoke, returning Wed, Oct 8, priced at $277 found 2 days ago
Delta
Mon, Sep 22 - Sat, Sep 27
MDW
Chicago
ROA
Roanoke
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Sep 22 from Chicago to Roanoke, returning Sat, Sep 27, priced at $279 found 1 day ago
Delta
Fri, Oct 3 - Sun, Oct 5
MDW
Chicago
ROA
Roanoke
$285 Roundtrip, just found
$285
Roundtrip
just found
Select Delta flight, departing Fri, Oct 3 from Chicago to Roanoke, returning Sun, Oct 5, priced at $285 just found
Delta
Tue, Nov 4 - Fri, Nov 7
MDW
Chicago
ROA
Roanoke
$287 Roundtrip, found 3 days ago
$287
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Nov 4 from Chicago to Roanoke, returning Fri, Nov 7, priced at $287 found 3 days ago
Delta
Mon, Jan 19 - Tue, Feb 3
MDW
Chicago
ROA
Roanoke
$304 Roundtrip, found 15 hours ago
$304
Roundtrip
found 15 hours ago
Select Delta flight, departing Mon, Jan 19 from Chicago to Roanoke, returning Tue, Feb 3, priced at $304 found 15 hours ago
Delta
Fri, Sep 12 - Mon, Sep 29
MDW
Chicago
ROA
Roanoke
$307 Roundtrip, found 3 days ago
$307
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Sep 12 from Chicago to Roanoke, returning Mon, Sep 29, priced at $307 found 3 days ago
Delta
Tue, Sep 23 - Tue, Sep 30
MDW
Chicago
ROA
Roanoke
$309 Roundtrip, found 10 hours ago
$309
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Sep 23 from Chicago to Roanoke, returning Tue, Sep 30, priced at $309 found 10 hours ago
Flights from Chicago (MDW) to Roanoke (ROA)
Origin airport
Midway Intl.
Destination airport
Roanoke Regional
Airlines serving
Delta
Roundtrip price
$228
Distance
515 mi

Chicago to Roanoke Flights

The cheapest times to fly from Chicago to Roanoke

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

 

The best time to book a flight from Chicago to Roanoke

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

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 Roanoke in 2025. You can also book with separate airlines for your outbound and return journeys, from $144 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 Roanoke 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 Roanoke 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 Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA) cost?
Secure a cheap one-way flight from $144 or cheap return flight from $229 from Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA) 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 Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA)?
March is the least expensive month to fly from MDW to ROA. Timing your trip outside of the busy season is often the key to better flight prices.
Which airlines fly direct from Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA)?
While Chicago, IL (MDW-Midway Intl.) doesn't have any direct flights to Roanoke Regional Airport (ROA), other airports have nonstop options. Leaving from O'Hare Intl. Airport (ORD) will get you to Roanoke without any layovers.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA)?
To find the cheapest airline flying from MDW to ROA, use Expedia's filter tool. Customize your search based on what matters most to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA)?
There aren't any daily nonstop flights from Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from MDW to ROA?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA)?
Select a flight from Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA) that takes off before 3 PM to reduce the risk 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.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA) last-minute?
Booking your ticket from MDW to ROA right before your getaway is generally more expensive. But if there's some wiggle room with your departure times and dates, you could snag a cheap last-minute fare.
Is it cheaper to book a MDW to ROA flight and hotel package?
Securing a MDW to ROA 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 impressive range of hotels and then add activities, car rentals 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 Midway Intl. Airport (MDW) to Roanoke Regional Airport (ROA)?
It's usually possible to reschedule or cancel your MDW to ROA flight. However, for bookings made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more information on our Customer Service portal.

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*Available to One Key members.