$76 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 3/10. 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
Norfolk2 stops$192
Richmond
Richmond1 stop$214
Roanoke
Roanoke1 stop$249
Charlottesville
Charlottesville1 stop$229
Raleigh
Raleigh1 stop$160
Washington, D.C.
Baltimore1 stop$128
Blountville
Blountville1 stop$679
Norfolk
Norfolk2 stops$192
Richmond
Richmond1 stop$214
Roanoke
Roanoke1 stop$249
Charlottesville
Charlottesville1 stop$229
Raleigh
Raleigh1 stop$160
Washington, D.C.
Baltimore1 stop$128
Blountville
Blountville1 stop$679

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

Sun, Mar 1 - Thu, Mar 5
Frontier Logo
6:00 am - 10:40 am
MDW
-
IAD
27h 40m
1 stop
Frontier Logo
5:37 pm - 10:29 pm
IAD
-
MDW
5h 52m
1 stop
$154Frontier
Thu, Feb 19 - Mon, Feb 23
Frontier Logo
3:00 pm - 9:25 am
MDW
-
IAD
17h 25m
1 stop
Frontier Logo
5:22 pm - 10:29 pm
IAD
-
MDW
6h 07m
1 stop
$155Frontier
Sun, Mar 1 - Sun, Mar 8
Frontier Logo
6:00 am - 10:40 am
MDW
-
IAD
27h 40m
1 stop
Frontier Logo
6:20 am - 7:47 pm
IAD
-
MDW
14h 27m
1 stop
$157Frontier
Thu, Feb 5 - Mon, Feb 9
Frontier Logo
5:01 pm - 12:11 am
MDW
-
RDU
6h 10m
1 stop
Frontier Logo
6:10 am - 11:45 am
RDU
-
MDW
6h 35m
1 stop
$160Frontier
Fri, Feb 27 - Mon, Mar 2
Multiple Airlines Logo
7:53 pm - 5:11 pm
MDW
-
RDU
20h 18m
2 stops
Multiple Airlines Logo
5:10 pm - 10:29 pm
RDU
-
MDW
6h 19m
1 stop
$161Multiple Airlines
Wed, Feb 18 - Mon, Feb 23
Multiple Airlines Logo
7:00 am - 7:35 pm
MDW
-
RDU
11h 35m
1 stop
Multiple Airlines Logo
9:32 am - 7:47 pm
RDU
-
MDW
11h 15m
2 stops
$188Multiple Airlines
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
1:55 pm - 4:40 pm
MDW
-
DCA
1h 45mnonstop
Southwest Logo
1:25 pm - 2:30 pm
DCA
-
MDW
2h 05mnonstop
$191Southwest
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
5:55 pm - 8:45 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
8:00 am - 1:30 pm
DCA
-
MDW
6h 30m
1 stop
$201Southwest
Fri, Feb 13 - Sun, Feb 15
Delta Logo
6:20 pm - 11:14 pm
MDW
-
GSO
3h 54m
1 stop
Delta Logo
6:52 am - 10:06 am
GSO
-
MDW
4h 14m
1 stop
$229Delta
Tue, Mar 17 - Tue, Mar 24
Delta Logo
6:00 am - 11:13 am
MDW
-
CHO
4h 13m
1 stop
Delta Logo
11:54 am - 4:55 pm
CHO
-
MDW
6h 01m
1 stop
$229Delta
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 $293 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 72 hours was $293.

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.

No, with an average price for the route of $278, prices are generally cheapest when you fly direct.

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$76
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Chicago Midway Airport to Washington Dulles Airport

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.

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

    The cheapest time of day to fly to Virginia is generally in the evening, when round-trip flights cost $371 on average. Morning departures are around 1% more expensive than evening flights, on average. The most expensive time of day to fly to Virginia is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $397.

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 4262 reviews
8.0Comfort
8.1Boarding
7.0Food
7.5Entertainment
8.6Crew
Airline reviews

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

6.0 Goodha, Jan 2026
LAS - HOU
Read more Southwest reviews

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)