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Midway

$229+ Cheap flights from Roanoke (ROA) to Midway (MDW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — MDW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Roanoke to Midway

Cheapest flights from Roanoke to Midway
Explore the most affordable flight options available from Roanoke to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:03 pmROA - MDW
1 stop4h 19mDelta
Tue 1/65:31 pmMDW - ROA
1 stop5h 33mDelta
Deal found 12/11$284
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:03 pmROA - MDW
1 stop4h 19mDelta
Thu 1/86:45 amMDW - ROA
1 stop5h 55mDelta
Deal found 12/11$339
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amROA - MDW
2 stops12h 26mDelta
Tue 1/65:31 pmMDW - ROA
1 stop5h 33mDelta
Deal found 12/11$341
This Delta deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/138:00 pmROA - MDW
1 stop4h 47mDelta
Thu 12/185:26 pmMDW - ROA
1 stop5h 45mDelta
Deal found 12/10$363
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:03 pmROA - MDW
1 stop4h 19mDelta
Mon 1/56:45 amMDW - ROA
1 stop7h 09mDelta
Deal found 12/11$409
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:00 pmROA - MDW
1 stop4h 47mDelta
Tue 12/165:39 pmMDW - ROA
1 stop5h 32mDelta
Deal found 12/11$423
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:00 amROA - MDW
1 stop4h 54mDelta
Sun 12/215:05 pmMDW - ROA
1 stop6h 02mDelta
Deal found 12/11$479
This Delta deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:00 amROA - MDW
1 stop4h 54mDelta
Mon 12/225:05 pmMDW - ROA
1 stop6h 02mDelta
Deal found 12/10$544
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:03 pmROA - MDW
1 stop4h 19mDelta
Fri 1/212:45 pmMDW - ROA
1 stop4h 38mDelta
Deal found 12/11$584
This Delta deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:00 pmROA - MDW
1 stop4h 47mDelta
Fri 12/195:26 pmMDW - ROA
1 stop5h 52mDelta
Deal found 12/11$604
This Kiwi.com deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/123:51 pmROA - MDW
2 stops30h 31mMultiple Airlines
Fri 12/193:10 pmMDW - ROA
1 stop28h 29mMultiple Airlines
Deal found 12/11$672

Find flight deals from Roanoke to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Roanoke (ROA) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(Delta)

Popular in

May

Cheapest in

January

Average price

$349
Provider with most accurate pricing for Roanoke-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Roanoke-Chicago Midway flights.
Search Deals
From Roanoke to Chicago Midway
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($103 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Roanoke to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Roanoke to Chicago Midway Airport that are best for you.

Fly from

Roanoke

Fly to

Midway

Route

Depart

Return

Price

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 3/11

6:00 am-12:02 pm

1 stop7h 02m

Chicago Midway

Wed 3/18

5:38 pm-12:04 am

1 stop5h 26m

$229

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Sun 3/15

6:00 am-9:55 am

1 stop4h 55m

Chicago Midway

Mon 3/23

5:38 pm-12:04 am

1 stop5h 26m

$249

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Tue 3/17

11:07 am-4:53 pm

1 stop6h 46m

Chicago Midway

Mon 3/23

5:38 pm-12:04 am

1 stop5h 26m

$249

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Fri 1/9

6:47 pm-10:07 pm

1 stop4h 20m

Chicago Midway

Mon 1/12

5:31 pm-12:04 am

1 stop5h 33m

$249

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 3/11

6:00 am-9:55 am

1 stop4h 55m

Chicago Midway

Mon 3/23

5:38 pm-12:04 am

1 stop5h 26m

$249

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 3/11

6:00 am-12:02 pm

1 stop7h 02m

Chicago Midway

Tue 3/24

5:38 pm-12:04 am

1 stop5h 26m

$274

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Sun 3/15

6:00 am-9:55 am

1 stop4h 55m

Chicago Midway

Tue 3/24

5:38 pm-12:04 am

1 stop5h 26m

$274

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Fri 3/13

11:07 am-4:53 pm

1 stop6h 46m

Chicago Midway

Wed 3/18

5:38 pm-12:04 am

1 stop5h 26m

$280

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Sun 12/28

7:03 pm-10:22 pm

1 stop4h 19m

Chicago Midway

Tue 1/6

5:31 pm-12:04 am

1 stop5h 33m

$284

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Mon 12/29

7:03 pm-10:22 pm

1 stop4h 19m

Chicago Midway

Tue 1/6

5:31 pm-12:04 am

1 stop5h 33m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 14 results
1
2

Compare providers for flights from Roanoke to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Roanoke to Midway in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Roanoke-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Roanoke-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Roanoke-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Roanoke-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Roanoke-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Roanoke to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Roanoke with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated December 12, 2025.
See what other customers who have flown with Delta from Roanoke to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Roanoke to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Roanoke to Chicago Midway?

    Most people fly from Roanoke (ROA) if they book a flight from Roanoke to Chicago Midway. On average, Roanoke has 0 outbound flights to Chicago Midway per day from 1 airline. Roanoke is conveniently located just 4.2 mi from Roanoke’s city center.

  • How long is the flight from Roanoke to Chicago Midway Airport?

    Airlines like Delta fly from Roanoke to Chicago Midway Airport in about 7h 02m. The time it takes to get you to your destination can typically vary by up to . There are 515 mi between Roanoke and Chicago Midway Airport.

  • Can I find deals for flights from Roanoke to Midway that include hotel bookings?

    Yes. In addition to deals on Roanoke to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Roanoke to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Roanoke to Midway.

  • Can I find deals for business class flights from Roanoke to Midway?

    Yes. Cheapflights offers flight deals from Roanoke to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top airline flying from Roanoke to Midway

Discover the top airline that operate flights from Roanoke to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$228Average$228FlexibilityNo cancel feeOn-timeN/A

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