$71 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 5/26. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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$295
Richmond
Richmondnonstop$273
Roanoke
Roanoke1 stop$325
Charlottesville
Charlottesville1 stop$289
Raleigh
Raleigh1 stop$165
Washington, D.C.
Baltimore1 stop$140
Blountville
Blountville1 stop$249
Norfolk
Norfolk1 stop$295
Richmond
Richmondnonstop$273
Roanoke
Roanoke1 stop$325
Charlottesville
Charlottesville1 stop$289
Raleigh
Raleigh1 stop$165
Washington, D.C.
Baltimore1 stop$140
Blountville
Blountville1 stop$249

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

Mon, Apr 13 - Wed, Apr 15
Frontier Logo
2:56 pm - 10:55 pm
MDW
-
RDU
6h 59m
1 stop
Frontier Logo
4:00 pm - 10:14 pm
RDU
-
MDW
7h 14m
1 stop
$165Frontier
Mon, Apr 13 - Thu, Apr 16
Frontier Logo
2:56 pm - 10:55 pm
MDW
-
RDU
6h 59m
1 stop
Frontier Logo
3:42 pm - 7:31 pm
RDU
-
MDW
4h 49m
1 stop
$167Frontier
Thu, Apr 30 - Sun, May 3
Frontier Logo
2:15 pm - 11:20 pm
MDW
-
RDU
8h 05m
1 stop
Frontier Logo
3:42 pm - 10:19 pm
RDU
-
MDW
7h 37m
1 stop
$168Frontier
Thu, Apr 9 - Sun, Apr 12
Frontier Logo
2:56 pm - 10:45 pm
MDW
-
RDU
6h 49m
1 stop
Frontier Logo
10:27 am - 10:53 pm
RDU
-
MDW
13h 26m
1 stop
$169Frontier
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
8:15 am - 11:05 am
MDW
-
DCA
1h 50mnonstop
Southwest Logo
2:40 pm - 9:45 pm
DCA
-
MDW
8h 05m
2 stops
$201Southwest
Wed, Apr 29 - Thu, Apr 30
Southwest Logo
4:20 pm - 7:10 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
12:00 pm - 1:05 pm
DCA
-
MDW
2h 05mnonstop
$205Southwest
Wed, Apr 22 - Sat, Apr 25
Delta Logo
6:00 am - 1:03 pm
MDW
-
TRI
6h 03m
1 stop
Delta Logo
5:08 pm - 10:28 pm
TRI
-
MDW
6h 20m
1 stop
$249Delta
Wed, May 20 - Sat, May 30
Delta Logo
6:23 am - 2:00 pm
MDW
-
GSO
6h 37m
1 stop
Delta Logo
6:10 am - 8:43 am
GSO
-
MDW
3h 33m
1 stop
$279Delta
Wed, Apr 22 - Sun, Apr 26
Multiple Airlines Logo
2:15 pm - 11:25 am
MDW
-
RIC
20h 10m
1 stop
Multiple Airlines Logo
8:45 pm - 10:19 pm
RIC
-
MDW
26h 34m
2 stops
$286Multiple Airlines
Sun, Apr 19 - Sun, Apr 26
Multiple Airlines Logo
9:04 am - 2:19 pm
MDW
-
ROA
28h 15m
1 stop
Multiple Airlines Logo
3:42 pm - 12:35 pm
ROA
-
MDW
21h 53m
2 stops
$480Multiple Airlines
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 May.

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 72 hours was to Norfolk, at $264 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Richmond (RIC), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $311.

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 morning, when round-trip flights cost $369 on average. Morning departures are around 12% cheaper than evening flights, on average. The most expensive time of day to fly to Virginia is generally in the evening, which is peak travel time and where the average cost of a ticket is $417.

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 $310 on average.

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 Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday 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$71
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago Midway Airport to Norfolk

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. $174 one-way - $279 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.
8.0
SouthwestOverall score based on 4331 reviews
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

6.0 GoodDavid, Mar 2026
RSW - BWI
Read more Southwest reviews

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)