CA $542 Cheap Flights from Roanoke (ROA) to Chicago (MDW)

View CA $542 flight on Thu, Aug. 21, 2025Opens in a new window

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

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Cheap flights from Roanoke (ROA) to Chicago (MDW)

Prices were available within the past 7 days and start at CA $542 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flight from Roanoke to Chicago (ROA - MDW) route information
Origin airport
Roanoke Regional
Destination airport
Midway Intl.
Roundtrip price
CA $1,124
Distance
824 km

Roanoke to Chicago Flights

The easy way to book your flights from Roanoke to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Roanoke whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 2 airlines that cover this route. There are nonstop flights to Midway Intl., 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 Roanoke to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Roanoke Regional, ROA to Midway Intl., MDW 

Sort your search results by price to find great deals on your flight from Roanoke to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Roanoke 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 Chicago  
  • 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 Chicago from Roanoke 

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 Chicago with Expedia today.

Frequently asked questions

How much is a flight from ROA to Midway Intl. Airport (MDW)?
Start packing your bags, because round-trip flights between Roanoke Regional Airport (ROA) and MDW start from . That's based on airfares available within the last 7 days on Expedia for flights departing within the next year. Prices can rise quickly, so book now to score the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Roanoke Regional Airport (ROA) to Midway Airport?
The majority of flights can be conveniently cancelled online, but whether or not you are charged a fee all comes down to your airline. If you do need to cancel your trip, follow the instructions in the Customer Service Portal.
How do I find cheap flights from Roanoke Regional Airport (ROA) to MDW that have flexible change policies?
Select our "No change fees" filter to find flexible ticketing options for your flight from Roanoke–Blacksburg Regional Airport to Midway Airport. This allows you to lock in a low rate ahead of time and still have the freedom to make changes without any additional fees. Fare adjustments may apply if your new flight is more expensive.
How many hours is the flight from Roanoke Regional Airport (ROA) to Midway Airport?
The average flight between Roanoke Regional Airport (ROA) and Midway Intl. Airport (MDW) is 3 hours and 34 minutes. If you're travelling with kids, it's always a good idea to pack some snacks in your carry-on luggage.
How far is the flight from Roanoke Regional Airport (ROA) to Midway Intl. Airport (MDW)?
The flight distance from Roanoke Regional Airport (ROA) (ROA) to Midway Airport (MDW) is 830 kilometres. You'll be walking down the air bridge and collecting your baggage from the carousel before long.
Which airlines fly direct from Roanoke Regional Airport (ROA) to Midway Airport?
At present, no airlines offer direct flights from Roanoke–Blacksburg Regional Airport to Midway Intl. Airport (MDW). You'll need to book a flight with one or more stops. To score the best price and connections, lock in your fare well ahead of time.
Are Roanoke–Blacksburg Regional Airport to Midway Intl. Airport (MDW) 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 flight deals between Roanoke–Blacksburg Regional Airport and Chicago Airport are of course possible, it's also a good idea to keep track of prices well before you fly. In fact, some carriers advertise their prices up to a year before the departure date. Expedia is continuously updating the biggest airfare bargains around, so check back often and be ready to grab your seat when the price dips.

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