$63 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 4/22. 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
Norfolknonstop$292
Richmond
Richmond1 stop$277
Roanoke
Roanoke1 stop$249
Charlottesville
Charlottesville1 stop$197
Raleigh
Raleigh1 stop$167
Washington, D.C.
Baltimore1 stop$138
Blountville
Blountville1 stop$247
Norfolk
Norfolknonstop$292
Richmond
Richmond1 stop$277
Roanoke
Roanoke1 stop$249
Charlottesville
Charlottesville1 stop$197
Raleigh
Raleigh1 stop$167
Washington, D.C.
Baltimore1 stop$138
Blountville
Blountville1 stop$247

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, Apr 15 - Sun, Apr 19
Frontier Logo
6:30 am - 3:04 pm
MDW
-
RDU
7h 34m
1 stop
Frontier Logo
10:34 am - 10:18 pm
RDU
-
MDW
12h 44m
1 stop
$167Frontier
Fri, Apr 24 - Tue, Apr 28
Frontier Logo
2:15 pm - 11:43 pm
MDW
-
RDU
8h 28m
1 stop
Frontier Logo
4:00 pm - 10:14 pm
RDU
-
MDW
7h 14m
1 stop
$168Frontier
Thu, May 7 - Sun, May 10
Frontier Logo
2:20 pm - 12:15 am
MDW
-
RDU
8h 55m
1 stop
Frontier Logo
6:00 am - 7:31 pm
RDU
-
MDW
14h 31m
1 stop
$169Frontier
Wed, Apr 8 - Sat, Apr 11
Frontier Logo
6:00 am - 3:02 pm
MDW
-
RDU
8h 02m
1 stop
Frontier Logo
5:45 am - 10:29 pm
RDU
-
MDW
17h 44m
1 stop
$170Frontier
Wed, Apr 22 - Sun, Apr 26
Multiple Airlines Logo
2:15 pm - 11:15 pm
MDW
-
RDU
8h 00m
1 stop
Multiple Airlines Logo
10:38 pm - 10:19 pm
RDU
-
MDW
24h 41m
2 stops
$173Multiple Airlines
Wed, Apr 22 - Sun, Apr 26
Multiple Airlines Logo
6:15 am - 3:04 pm
MDW
-
RDU
7h 49m
1 stop
Multiple Airlines Logo
10:38 pm - 10:19 pm
RDU
-
MDW
24h 41m
2 stops
$174Multiple Airlines
Sat, Apr 11 - Sat, Apr 25
Delta Logo
6:34 pm - 10:51 pm
MDW
-
DCA
3h 17m
1 stop
Delta Logo
6:00 am - 9:56 am
DCA
-
MDW
4h 56m
1 stop
$183Delta
Sat, Apr 11 - Sat, Apr 25
Delta Logo
9:35 am - 4:49 pm
MDW
-
IAD
6h 14m
1 stop
Delta Logo
10:40 am - 4:29 pm
IAD
-
MDW
6h 49m
1 stop
$183Delta
Thu, May 14 - Sat, May 16
Southwest Logo
8:05 pm - 10:55 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
6:40 am - 7:45 am
DCA
-
MDW
2h 05mnonstop
$204Southwest
Tue, Apr 7 - Wed, Apr 8
Southwest Logo
7:25 pm - 10:15 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
3:40 pm - 4:50 pm
DCA
-
MDW
2h 10mnonstop
$209Southwest
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.

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 $295.

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 $375 on average. Morning departures are around 4% 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 $392.

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, Saturday 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$63
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 4% 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.

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 4317 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

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

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

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

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)