$102 Find Cheap Flights from Chicago Midway Airport to Virginia

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Virginia departing on 9/14. 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 Virginia

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Virginia, 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 Chicago to Virginia, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Virginia

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Norfolk
Norfolk1 stop$332
Richmond
Richmond1 stop$320
Roanoke
Roanoke1 stop$289
Charlottesville
Charlottesville1 stop$289
Washington, D.C.
Baltimore1 stop$235
Raleigh
Raleighnonstop$237
Blountville
Blountville1 stop$269
Norfolk
Norfolk1 stop$332
Richmond
Richmond1 stop$320
Roanoke
Roanoke1 stop$289
Charlottesville
Charlottesville1 stop$289
Washington, D.C.
Baltimore1 stop$235
Raleigh
Raleighnonstop$237
Blountville
Blountville1 stop$269

Book Cheap Midway to Virginia Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Virginia 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 Midway to Virginia

Wed, Jul 15 - Wed, Jul 22
Southwest Logo
7:40 am - 10:35 am
MDW
-
RDU
1h 55mnonstop
Southwest Logo
7:00 pm - 8:00 pm
RDU
-
MDW
2h 00mnonstop
$237Southwest
Wed, Sep 16 - Thu, Sep 17
Frontier Logo
7:25 am - 3:07 pm
MDW
-
RDU
6h 42m
1 stop
Frontier Logo
6:35 am - 10:58 am
RDU
-
MDW
5h 23m
1 stop
$239Frontier
Tue, Sep 1 - Wed, Sep 2
Frontier Logo
12:27 pm - 12:29 am
MDW
-
RDU
11h 02m
1 stop
Frontier Logo
11:51 am - 10:11 pm
RDU
-
MDW
11h 20m
1 stop
$240Frontier
Fri, Aug 7 - Tue, Aug 11
Southwest Logo
4:55 pm - 7:50 pm
MDW
-
DCA
1h 55mnonstop
Southwest Logo
9:00 pm - 10:05 pm
DCA
-
MDW
2h 05mnonstop
$243Southwest
Sun, Aug 30 - Sat, Sep 5
Frontier Logo
6:05 am - 11:59 pm
MDW
-
RDU
16h 54m
1 stop
Frontier Logo
4:15 pm - 10:47 pm
RDU
-
MDW
7h 32m
1 stop
$244Frontier
Fri, Jul 3 - Tue, Jul 7
Southwest Logo
8:10 pm - 11:00 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
11:45 am - 5:05 pm
DCA
-
MDW
6h 20m
2 stops
$244Southwest
Thu, Aug 6 - Mon, Aug 10
Southwest Logo
4:55 pm - 7:50 pm
MDW
-
DCA
1h 55mnonstop
Southwest Logo
3:35 pm - 4:40 pm
DCA
-
MDW
2h 05mnonstop
$245Southwest
Thu, Aug 20 - Sun, Aug 23
Frontier Logo
12:27 pm - 11:17 pm
MDW
-
IAD
9h 50m
1 stop
Frontier Logo
11:11 am - 10:11 pm
IAD
-
MDW
12h 00m
1 stop
$245Frontier
Tue, Jun 30 - Mon, Aug 17
Delta Logo
9:17 am - 4:42 pm
MDW
-
IAD
6h 25m
1 stop
Delta Logo
5:47 pm - 10:36 pm
IAD
-
MDW
5h 49m
1 stop
$251Delta
Wed, Jul 15 - Wed, Jul 22
Delta Logo
6:00 am - 11:37 am
MDW
-
IAD
4h 37m
1 stop
Delta Logo
6:00 am - 9:13 am
IAD
-
MDW
4h 13m
1 stop
$253Delta
Booking Insights

KAYAK's insights & trends for Midway to Virginia flights

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

How much is a round-trip flight from Chicago Midway Airport to Virginia?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Virginia departing in June.

What is the cheapest Chicago Midway Airport to Virginia flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Virginia from Chicago Midway Airport found in the last 5 days was to Norfolk, at $317 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Norfolk (ORF), and the cheapest round-trip airline ticket found on this route in the last 5 days was $317.

What is the cheapest time of day to fly to Virginia?

The average price for all round-trip flights from Chicago Midway Airport to Virginia depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Virginia is generally in the afternoon, when round-trip flights cost $262 on average. Morning departures are around 10% cheaper than evening flights, on average. The most expensive time of day to fly to Virginia is generally at night, which is peak travel time and where the average cost of a ticket is $489.

Can I save money by flying with a layover from Chicago Midway Airport to Virginia?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $359 on average.

What is the cheapest month to fly from Chicago Midway Airport to Virginia?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Virginia, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Virginia is April, when tickets cost $132 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $569 and $317 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Virginia?

The average price of all round-trip flights from Chicago Midway Airport to Virginia clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Virginia on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago Midway Airport to Virginia. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$102
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago Midway Airport to Raleigh

FAQs - booking Virginia flights

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

    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 Chicago Midway Airport to Virginia.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Virginia 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 Chicago Midway Airport to Virginia?

    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 from Chicago Midway Airport to Virginia with an airline and back with another airline.

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

    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 from Chicago Midway Airport to Virginia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Virginia

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Washington, D.C. $168 one-way - $289 round-trip

Reviews of the top airline flying from Midway to Virginia

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Virginia. 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 Midway to Virginia? 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
SouthwestOverall score based on 4237 reviews
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

4.0 OkaySteven, Jun 2026
ONT - LAS
Read more Southwest reviews

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)