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Midway

$190+ Cheap flights from Roanoke (ROA) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — MDW
nov. 28 — dic. 51
vie. 11/28
vie. 12/5
1 adult, Economy
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Find 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 octubre 29, 2025.

This Delta deal was found by Cheapflights users on 10/27. 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.
mar. 12/307:03 pmROA - MDW
1 stop4h 19mDelta
mié. 1/75:31 pmMDW - ROA
1 stop5h 35mDelta
Deal found 10/27$229
This Delta deal was found by Cheapflights users on 10/28. 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.
mié. 11/126:00 amROA - MDW
1 stop6h 52mDelta
mié. 11/195:34 pmMDW - ROA
1 stop5h 41mDelta
Deal found 10/28$249
This Delta deal was found by Cheapflights users on 10/27. 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.
lun. 12/297:03 pmROA - MDW
1 stop4h 19mDelta
jue. 1/86:45 amMDW - ROA
1 stop5h 55mDelta
Deal found 10/27$274
This Delta deal was found by Cheapflights users on 10/27. 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.
mié. 12/106:00 amROA - MDW
1 stop4h 54mDelta
dom. 1/115:31 pmMDW - ROA
1 stop5h 35mDelta
Deal found 10/27$285
This Delta deal was found by Cheapflights users on 10/26. 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.
mar. 12/307:03 pmROA - MDW
1 stop4h 19mDelta
jue. 1/89:34 amMDW - ROA
2 stops12h 32mDelta
Deal found 10/26$287
This Delta deal was found by Cheapflights users on 10/28. 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.
mié. 11/56:00 amROA - MDW
1 stop4h 45mDelta
mar. 11/115:34 pmMDW - ROA
1 stop5h 41mDelta
Deal found 10/28$304
This Delta deal was found by Cheapflights users on 10/28. 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.
sáb. 11/86:00 amROA - MDW
1 stop4h 40mDelta
jue. 11/1310:47 amMDW - ROA
1 stop7h 28mDelta
Deal found 10/28$319
This Delta deal was found by Cheapflights users on 10/27. 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.
lun. 12/297:03 pmROA - MDW
1 stop4h 19mDelta
mié. 1/79:34 amMDW - ROA
2 stops13h 32mDelta
Deal found 10/27$332
This Delta deal was found by Cheapflights users on 10/27. 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.
sáb. 11/157:59 pmROA - MDW
1 stop4h 41mDelta
dom. 11/165:34 pmMDW - ROA
1 stop5h 41mDelta
Deal found 10/27$334
This Delta deal was found by Cheapflights users on 10/28. 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.
mié. 11/56:00 amROA - MDW
1 stop4h 45mDelta
jue. 11/1310:47 amMDW - ROA
1 stop7h 28mDelta
Deal found 10/28$339
This Delta deal was found by Cheapflights users on 10/28. 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.
vie. 11/216:00 amROA - MDW
1 stop4h 52mDelta
lun. 11/245:34 pmMDW - ROA
1 stop5h 41mDelta
Deal found 10/28$344
This Delta deal was found by Cheapflights users on 10/28. 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.
sáb. 12/138:00 pmROA - MDW
1 stop4h 47mDelta
jue. 12/185:26 pmMDW - ROA
1 stop5h 45mDelta
Deal found 10/28$348

Cheap 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 octubre 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(Delta)

One-way from

$190
(Delta)

Popular in

May

Cheapest in

January

Average price

$324
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
One-way flight from Roanoke to Chicago Midway
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($82 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 octubre 29, 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

mié. 1/21

6:00 am-10:01 am

1 stop5h 01m

Chicago Midway

sáb. 1/24

4:30 pm-12:06 am

1 stop6h 36m

$229

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

mar. 12/30

7:03 pm-10:22 pm

1 stop4h 19m

Chicago Midway

mié. 1/7

5:31 pm-12:06 am

1 stop5h 35m

$229

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

mar. 12/30

7:03 pm-10:22 pm

1 stop4h 19m

Chicago Midway

jue. 1/8

6:45 am-1:40 pm

1 stop5h 55m

$229

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

mié. 11/12

6:00 am-11:52 am

1 stop6h 52m

Chicago Midway

mié. 11/19

5:34 pm-12:15 am

1 stop5h 41m

$249

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

mar. 12/30

7:03 pm-10:22 pm

1 stop4h 19m

Chicago Midway

dom. 1/11

5:31 pm-12:06 am

1 stop5h 35m

$274

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

mar. 12/30

7:03 pm-10:22 pm

1 stop4h 19m

Chicago Midway

mar. 1/13

5:31 pm-12:06 am

1 stop5h 35m

$274

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

lun. 12/29

7:03 pm-10:22 pm

1 stop4h 19m

Chicago Midway

mié. 1/7

5:31 pm-12:06 am

1 stop5h 35m

$274

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

lun. 12/29

7:03 pm-10:22 pm

1 stop4h 19m

Chicago Midway

lun. 1/12

6:45 am-1:40 pm

1 stop5h 55m

$274

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

sáb. 1/17

4:35 pm-10:09 pm

1 stop6h 34m

Chicago Midway

lun. 1/19

6:17 pm-12:06 am

1 stop4h 49m

$274

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

vie. 1/9

6:47 pm-10:09 pm

1 stop4h 22m

Chicago Midway

dom. 1/11

5:31 pm-12:06 am

1 stop5h 35m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 17 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 October.
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 octubre 29, 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
7,992 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,992 reviews
Delta
7.9
Good
7,992 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 5h 01m. 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
Merrillville
Lansing
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 octubre 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$228Average$228FlexibilityNo cancel feeOn-timeN/A

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