$81 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 7/4. 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.
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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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Flights Deals

Best Virginia Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Norfolk
Norfolk1 stop$218
Richmond
Richmond1 stop$201
Charlottesville
Charlottesville1 stop$239
Roanoke
Roanoke1 stop$229
Washington, D.C.
Baltimorenonstop$77
Blountville
Blountville1 stop$269
Raleigh
Raleighnonstop$193
Norfolk
Norfolk1 stop$218
Richmond
Richmond1 stop$201
Charlottesville
Charlottesville1 stop$239
Roanoke
Roanoke1 stop$229
Washington, D.C.
Baltimorenonstop$77
Blountville
Blountville1 stop$269
Raleigh
Raleighnonstop$193

Cheap Flights from Midway to Virginia

 
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.

Recent round-trip flight deals from Midway to Virginia

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Virginia.
Discover the best prices for you by selecting your travel dates on KAYAK.
Southwest Logo
5:35 pm - 8:30 pmMDW-DCA
1h 55mnonstop
Southwest Logo
9:05 pm - 10:05 pmDCA-MDW
2h 00mnonstop
$161Southwest
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Sat, May 24 - Sun, May 25
Frontier Logo
10:48 am - 4:34 pmMDW-IAD
4h 46m1 stop
Frontier Logo
3:32 pm - 11:47 pmIAD-MDW
9h 15m1 stop
$170Frontier
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Sat, May 17 - Mon, May 19
Southwest Logo
5:35 pm - 8:30 pmMDW-DCA
1h 55mnonstop
Southwest Logo
6:45 pm - 10:00 pmDCA-MDW
4h 15m1 stop
$171Southwest
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Sat, May 24 - Sun, May 25
Frontier Logo
8:30 am - 2:23 pmMDW-IAD
4h 53m1 stop
Frontier Logo
3:32 pm - 11:39 pmIAD-MDW
9h 07m1 stop
$180Frontier
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Mon, May 12 - Thu, May 15
Frontier Logo
1:19 pm - 4:36 pmMDW-IAD
26h 17m1 stop
Frontier Logo
5:26 pm - 12:24 pmIAD-MDW
19h 58m1 stop
$181Frontier
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Thu, May 15 - Sun, May 18
Frontier Logo
10:48 am - 4:34 pmMDW-IAD
4h 46m1 stop
Frontier Logo
4:49 pm - 10:02 pmIAD-MDW
6h 13m1 stop
$190Frontier
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Sat, May 17 - Sat, May 24
Delta Logo
6:20 pm - 11:16 pmMDW-RDU
3h 56m1 stop
Delta Logo
5:20 am - 9:41 amRDU-MDW
5h 21m1 stop
$197Delta
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Wed, Jul 23 - Tue, Jul 29
Delta Logo
5:55 pm - 10:10 pmMDW-DCA
3h 15m1 stop
Delta Logo
6:00 am - 8:40 amDCA-MDW
3h 40m1 stop
$197Delta
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Sat, May 24 - Sun, May 25
Allegiant Air Logo
9:12 am - 1:55 pmMDW-IAD
27h 43m1 stop
Allegiant Air Logo
3:58 pm - 7:15 amIAD-MDW
16h 17m1 stop
$236Allegiant Air
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Fri, Jun 20 - Sun, Jun 22
Allegiant Air Logo
8:36 pm - 8:53 pmMDW-IAD
23h 17m2 stops
Allegiant Air Logo
3:58 pm - 7:15 amIAD-MDW
16h 17m1 stop
$256Allegiant Air
Find Deal
Fri, Jun 13 - Sun, Jun 15
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago Midway Airport to Virginia.

The cheapest ticket to Virginia from Chicago Midway Airport found in the last 72 hours was to Richmond, at $269 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 $340.

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 Wednesday and avoiding Saturdays for the best deals.

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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$81
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 12% lower on average.
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.

  • 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 $361 on average. Morning departures are around 12% 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 $436.

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 4294 reviews
8.0Comfort
8.2Boarding
7.1Food
8.6Crew
7.6Entertainment
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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