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Midway

$154+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — MDW
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
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 February 9, 2026.

This Delta deal was found by Cheapflights users on 2/5. 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 3/46:00 am
ROA
-
MDW
1 stop4h 54m
Delta
Mon 3/96:07 pm
MDW
-
ROA
1 stop4h 57m
Delta
Deal found 2/5$229
This Delta deal was found by Cheapflights users on 2/6. 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.
Thu 10/226:00 am
ROA
-
MDW
1 stop4h 52m
Delta
Mon 11/25:25 pm
MDW
-
ROA
1 stop5h 24m
Delta
Deal found 2/6$249
This Delta deal was found by Cheapflights users on 2/7. 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.
Tue 3/36:00 am
ROA
-
MDW
1 stop4h 54m
Delta
Tue 3/36:40 pm
MDW
-
ROA
1 stop4h 26m
Delta
Deal found 2/7$251
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Mon 3/93:12 pm
ROA
-
MDW
1 stop28h 01m
Multiple Airlines
Mon 3/167:25 am
MDW
-
ROA
1 stop12h 40m
Multiple Airlines
Deal found 2/7$310
This Delta deal was found by Cheapflights users on 2/6. 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 5/206:00 am
ROA
-
MDW
1 stop4h 51m
Delta
Sun 5/244:30 pm
MDW
-
ROA
1 stop7h 04m
Delta
Deal found 2/6$324
This Delta deal was found by Cheapflights users on 2/8. 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 4/66:00 am
ROA
-
MDW
1 stop7h 02m
Delta
Sat 4/114:30 pm
MDW
-
ROA
1 stop6h 34m
Delta
Deal found 2/8$354
This Delta deal was found by Cheapflights users on 2/6. 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 5/163:19 pm
ROA
-
MDW
1 stop6h 50m
Delta
Wed 5/275:14 pm
MDW
-
ROA
1 stop6h 20m
Delta
Deal found 2/6$363
This Delta deal was found by Cheapflights users on 2/6. 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 10/246:00 am
ROA
-
MDW
1 stop6h 56m
Delta
Fri 10/305:25 pm
MDW
-
ROA
1 stop5h 24m
Delta
Deal found 2/6$384
This Delta deal was found by Cheapflights users on 2/7. 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 2/1411:20 am
ROA
-
MDW
1 stop5h 01m
Delta
Mon 2/166:40 pm
MDW
-
ROA
1 stop4h 26m
Delta
Deal found 2/7$389
This Delta deal was found by Cheapflights users on 2/7. 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 2/136:00 am
ROA
-
MDW
1 stop4h 54m
Delta
Fri 2/206:40 pm
MDW
-
ROA
1 stop4h 26m
Delta
Deal found 2/7$399

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 February 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(Delta)

One-way from

$154
(Delta)

Popular in

March

Cheapest in

January

Average price

$279
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. 10% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 9, 2026.
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 3/4

6:00 am-9:54 am

1 stop4h 54m

Chicago Midway

Mon 3/9

6:07 pm-12:04 am

1 stop4h 57m

$229

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Tue 3/3

6:00 am-9:54 am

1 stop4h 54m

Chicago Midway

Tue 3/3

6:40 pm-12:06 am

1 stop4h 26m

$251

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Mon 3/9

3:12 pm-6:13 pm

1 stop28h 01m

Chicago Midway

Mon 3/16

7:25 am-9:05 pm

1 stop12h 40m

$310

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 5/20

6:00 am-9:51 am

1 stop4h 51m

Chicago Midway

Sun 5/24

4:30 pm-12:34 am

1 stop7h 04m

$324

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Thu 4/2

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

Mon 4/6

6:07 pm-12:04 am

1 stop4h 57m

$354

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Fri 5/8

3:19 pm-9:09 pm

1 stop6h 50m

Chicago Midway

Mon 5/11

5:14 pm-12:34 am

1 stop6h 20m

$354

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Sat 5/16

3:19 pm-9:09 pm

1 stop6h 50m

Chicago Midway

Wed 5/27

5:14 pm-12:34 am

1 stop6h 20m

$354

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Mon 4/6

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

Sat 4/11

4:30 pm-12:04 am

1 stop6h 34m

$354

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Sat 5/23

3:19 pm-9:09 pm

1 stop6h 50m

$154

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Thu 4/23

6:00 am-12:07 pm

1 stop7h 07m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 15 results
1
2
  • Most accurate provider: When it comes to deals on Roanoke-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Roanoke-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 February 9, 2026.
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
8,176 reviews

Crew

8.5

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

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
8,176 reviews
Delta
7.9
Good
8,176 reviews

Crew

8.5

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

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 4h 54m. 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.

  • What is the cheapest airline to fly from Roanoke to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Roanoke to Chicago Midway Airport round-trip from $228.

  • 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 February 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$228Average$228FlexibilityNo cancel feeOn-timeN/A

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