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Midway

$213+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
ROA — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$229
(Delta)

One-way from

$213
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$308
From Roanoke to Chicago Midway
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One-way flight from Roanoke to Chicago Midway
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Highest demand for flights based on searches. 14% potential increase in price ($66 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. 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.
Sat 10/43:31 pmROA - MDW
1 stop6h 39mDelta
Sat 10/114:23 pmMDW - ROA
1 stop6h 46mDelta
Deal found 9/11$229
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/159:49 pmROA - MDW
1 stop13h 57mMultiple Airlines
Mon 10/209:45 amMDW - ROA
1 stop21h 38mMultiple Airlines
Deal found 9/10$236
This Delta deal was found by Cheapflights users on 9/11. 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.
Tue 9/306:00 amROA - MDW
1 stop4h 40mDelta
Sat 10/44:25 pmMDW - ROA
1 stop6h 32mDelta
Deal found 9/11$239
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/39:12 pmROA - MDW
1 stop14h 09mMultiple Airlines
Sun 10/56:21 amMDW - ROA
1 stop13h 09mMultiple Airlines
Deal found 9/10$241
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 10/179:54 pmROA - MDW
1 stop13h 27mMultiple Airlines
Mon 10/209:45 amMDW - ROA
1 stop21h 38mMultiple Airlines
Deal found 9/11$244
This Delta deal was found by Cheapflights users on 9/11. 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.
Tue 9/306:00 amROA - MDW
1 stop6h 48mDelta
Tue 10/75:04 pmMDW - ROA
1 stop6h 05mDelta
Deal found 9/11$249
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/39:12 pmROA - MDW
1 stop14h 09mMultiple Airlines
Sun 10/125:20 amMDW - ROA
1 stop14h 10mMultiple Airlines
Deal found 9/10$250
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/89:49 pmROA - MDW
1 stop12h 58mMultiple Airlines
Wed 10/158:05 amMDW - ROA
2 stops11h 54mMultiple Airlines
Deal found 9/9$256
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/268:26 pmROA - MDW
1 stop14h 25mMultiple Airlines
Sun 10/265:20 amMDW - ROA
1 stop14h 10mMultiple Airlines
Deal found 9/10$268
This Delta deal was found by Cheapflights users on 9/11. 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.
Sat 10/43:31 pmROA - MDW
1 stop6h 39mDelta
Tue 10/71:08 pmMDW - ROA
2 stops10h 01mDelta
Deal found 9/11$269
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:54 pmROA - MDW
1 stop13h 27mMultiple Airlines
Sun 10/195:20 amMDW - ROA
1 stop14h 10mMultiple Airlines
Deal found 9/10$272

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 September 11, 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

Sat 11/8

6:00 am-9:40 am

1 stop4h 40m

Chicago Midway

Mon 11/10

5:34 pm-12:21 am

1 stop5h 47m

$229

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 10/1

6:00 am-9:40 am

1 stop4h 40m

Chicago Midway

Sat 10/4

4:25 pm-11:57 pm

1 stop6h 32m

$239

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 11/12

6:00 am-9:52 am

1 stop4h 52m

Chicago Midway

Tue 11/18

5:34 pm-12:21 am

1 stop5h 47m

$239

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Sat 10/4

3:31 pm-9:10 pm

1 stop6h 39m

Chicago Midway

Tue 10/7

5:04 pm-12:09 am

1 stop6h 05m

$239

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Fri 10/3

9:12 pm-10:21 am

1 stop14h 09m

Chicago Midway

Sun 10/5

6:21 am-8:30 pm

1 stop13h 09m

$246

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Tue 9/30

6:00 am-11:48 am

1 stop6h 48m

Chicago Midway

Tue 10/7

5:04 pm-12:09 am

1 stop6h 05m

$249

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 10/15

9:49 pm-11:46 pm

2 stops26h 57m

Chicago Midway

Mon 10/20

9:45 am-8:23 am

1 stop21h 38m

$256

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Tue 10/28

6:00 am-9:40 am

1 stop4h 40m

Chicago Midway

Tue 11/4

5:09 pm-12:09 am

1 stop6h 00m

$269

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 10/29

3:42 pm-10:14 pm

1 stop7h 32m

Chicago Midway

Sat 11/1

4:23 pm-12:09 am

1 stop6h 46m

$269

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 10/1

6:00 am-9:40 am

1 stop4h 40m

Chicago Midway

Tue 10/7

9:35 am-12:09 am

2 stops13h 34m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 15 results
1
2

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 September 11, 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
8.0
Very good
7,960 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 40m. 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.

  • What is the cheapest month to book a flight from Roanoke to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Roanoke to Chicago Midway Airport (average of $160). Flying from Roanoke to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Benton Harbor
Porter
Chesterton

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Alternative routes for Roanoke to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$228Average$228FlexibilityNo cancel feeOn-timeN/A

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