ROA - MDW

$289 Find Cheap Flights from Roanoke to Chicago Midway Airport

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Roanoke to Midway departing on 9/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Roanoke to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Roanoke to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$289
Delta
Fri 9/18Wed 9/23
ROA - MDW • 1 stop
Cheapest one-way
$354
Delta
Sat 10/10
ROA - MDW • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Roanoke and Midway. You'll need at least 1 connection.
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We hope you love your trip to Midway!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Roanoke to Midway (ROA-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Roanoke to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Roanoke to Midway

Fri, Sep 18 - Wed, Sep 23
Delta Logo
6:40 pm - 10:25 pm
ROA
-
MDW
4h 45m
1 stop
Delta Logo
5:10 pm - 10:44 pm
MDW
-
ROA
4h 34m
1 stop
$289Delta
Thu, Sep 3 - Tue, Sep 8
Delta Logo
6:00 am - 11:51 am
ROA
-
MDW
6h 51m
1 stop
Delta Logo
4:30 pm - 11:50 pm
MDW
-
ROA
6h 20m
1 stop
$309Delta
Fri, Aug 7 - Tue, Aug 11
Delta Logo
6:00 am - 9:59 am
ROA
-
MDW
4h 59m
1 stop
Delta Logo
5:10 pm - 12:27 am
MDW
-
ROA
6h 17m
1 stop
$319Delta
Tue, Jul 14 - Tue, Jul 21
Delta Logo
6:00 am - 6:25 pm
ROA
-
MDW
13h 25m
2 stops
Delta Logo
5:10 pm - 11:50 pm
MDW
-
ROA
5h 40m
1 stop
$357Delta
Tue, Jul 14 - Tue, Jul 21
Delta Logo
6:00 am - 10:05 am
ROA
-
MDW
5h 05m
1 stop
Delta Logo
5:10 pm - 11:50 pm
MDW
-
ROA
5h 40m
1 stop
$384Delta
Sat, Jul 11 - Tue, Jul 14
Delta Logo
5:00 pm - 10:15 pm
ROA
-
MDW
6h 15m
1 stop
Delta Logo
5:10 pm - 11:50 pm
MDW
-
ROA
5h 40m
1 stop
$399Delta
Fri, Jul 17 - Wed, Jul 22
Delta Logo
7:57 pm - 10:15 pm
ROA
-
MDW
27h 18m
1 stop
Delta Logo
5:10 pm - 11:50 pm
MDW
-
ROA
5h 40m
1 stop
$409Delta
Tue, Jul 14 - Sat, Jul 18
Delta Logo
11:12 am - 4:15 pm
ROA
-
MDW
6h 03m
1 stop
Delta Logo
6:00 am - 9:43 pm
MDW
-
ROA
14h 43m
1 stop
$414Delta
Tue, Jul 14 - Wed, Jul 22
Delta Logo
6:00 am - 6:25 pm
ROA
-
MDW
13h 25m
2 stops
Delta Logo
9:19 am - 11:50 pm
MDW
-
ROA
13h 31m
2 stops
$425Delta
Fri, Aug 7 - Mon, Aug 10
Delta Logo
6:00 am - 9:59 am
ROA
-
MDW
4h 59m
1 stop
Delta Logo
5:10 pm - 12:27 am
MDW
-
ROA
6h 17m
1 stop
$429Delta
Useful Info

KAYAK's insights & trends for Roanoke to Midway flights

Get data-powered insights and trends into flights from Roanoke to Midway to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Roanoke to Chicago Midway Airport take?

There are no direct flights for this route. The shortest travel duration to get to Chicago Midway Airport from Roanoke is 3h 34m.

Find deals

Good to know

Cheapest flight$289
Flight from Roanoke to Chicago Midway Airport

When to book flights from Roanoke to Midway

Are your dates flexible? Find out the best times to travel from Roanoke to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Roanoke to Chicago Midway Airport flights

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

    In the last 5 days, the lowest price for a flight from Roanoke to Chicago Midway Airport was $354 for a one-way ticket and $289 for a round-trip.

  • Do I need a passport to fly between Roanoke and Chicago Midway Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Roanoke to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Roanoke to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Roanoke and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Roanoke to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Roanoke to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Roanoke to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Roanoke is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Roanoke to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Roanoke with another airline. Booking your flights between Roanoke and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Roanoke to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Roanoke up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Roanoke to Midway

 
See real verified KAYAK customer reviews for airlines flying from Roanoke to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Roanoke to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8404 reviews
7.8Comfort
7.8Entertainment
7.2Food
8.5Crew
8.1Boarding
Airline reviews

Should never have had to go to Detroit from Orlando back to Tennessee!

6.0 GoodCynthia, Jun 2026
DTW - TYS
Read more Delta reviews

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Flight was great! This flight from Atlanta was even better than when I paid for Comfort from SNA to Atlanta.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Everything you need to know for your flight from Roanoke to Midway

Information on your arrival and departure airports

Roanoke (ROA)
Midway (MDW)