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$55+ Cheap flights from Midway (MDW) to Virginia

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RIC
dic. 6 — dic. 131
sáb. 12/6
sáb. 12/13
1 adult, Economy
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Cheap flight deals from Midway to Virginia

Keep the following information in mind while searching for Midway to Virginia flight deals. Data was last updated noviembre 6, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$110
(Priceline)

One-way from

$55
(Frontier)

Popular in

June

Cheapest in

September

Average price

$394

Good one-way deal

$184 or less
Provider with most accurate pricing for Chicago (CHI)-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Norfolk flights.
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From Chicago Midway to Virginia
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One-way flight from Chicago Midway to Virginia
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Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a one-way flight from Chicago Midway to Virginia.
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Find flight deals from Midway to Virginia

Cheapest flights from Midway to Virginia
Explore the most affordable flight options available from Midway to Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 6, 2025.

This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/48:05 amMDW - RDU
1 stop10h 04mFrontier
jue. 12/111:03 pmRDU - MDW
1 stop10h 09mFrontier
Deal found 11/5$110
This Booking.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/206:05 amMDW - RDU
1 stop11h 14mFrontier
jue. 11/208:30 pmRDU - MDW
1 stop20h 16mFrontier
Deal found 11/6$111
This CheapOair deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/32:49 pmMDW - RDU
1 stop8h 23mFrontier
dom. 12/77:50 pmRDU - MDW
1 stop27h 28mFrontier
Deal found 11/5$124
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/42:16 pmMDW - RDU
1 stop23h 05mFrontier
dom. 12/77:50 pmRDU - MDW
1 stop27h 28mFrontier
Deal found 11/5$125
This CheapOair deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/206:05 amMDW - RDU
1 stop11h 14mFrontier
vie. 11/219:11 amRDU - MDW
1 stop11h 20mFrontier
Deal found 11/6$127
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/15:47 pmMDW - RDU
1 stop21h 57mFrontier
jue. 12/412:53 pmRDU - MDW
1 stop6h 15mFrontier
Deal found 11/5$137
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/118:05 amMDW - RDU
1 stop10h 04mFrontier
jue. 12/2512:55 pmRDU - MDW
1 stop5h 43mFrontier
Deal found 11/6$143
This CheapOair deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/219:30 amMDW - RDU
1 stop9h 05mFrontier
lun. 11/241:11 pmRDU - MDW
1 stop12h 02mFrontier
Deal found 11/6$144
This CheapOair deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/265:57 pmMDW - RDU
1 stop16h 21mFrontier
mié. 12/38:14 pmRDU - MDW
1 stop26h 44mFrontier
Deal found 11/6$145
This CheapOair deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/56:15 amMDW - IAD
1 stop9h 09mFrontier
dom. 12/75:26 pmIAD - MDW
1 stop5h 46mFrontier
Deal found 11/5$146
This CheapOair deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/179:15 amMDW - RDU
1 stop5h 47mFrontier
jue. 11/209:11 amRDU - MDW
1 stop11h 20mFrontier
Deal found 11/5$150
This Priceline deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/181:56 pmMDW - IAD
1 stop5h 24mFrontier
mié. 11/198:40 amIAD - MDW
1 stop5h 01mFrontier
Deal found 11/5$150

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Virginia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated noviembre 6, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Virginia that are best for you.

Fly from

Midway

Fly to

Virginia

Route

Depart

Return

Price

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

mar. 1/20

1:25 pm-4:15 pm

Nonstop1h 50m

Raleigh-Durham

jue. 1/22

6:00 am-7:15 am

Nonstop2h 15m

$158

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

mié. 11/19

1:56 pm-8:20 pm

1 stop5h 24m

Washington, D.C. Dulles Intl

dom. 11/23

8:44 am-4:30 pm

1 stop8h 46m

$167

ChicagoNorfolk

MDW - ORF

MDWORF

Chicago Midway

jue. 2/5

6:00 am-10:41 am

1 stop27h 41m

Norfolk

lun. 2/9

11:36 am-11:25 pm

1 stop12h 49m

$180

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

vie. 12/12

3:52 pm-8:24 pm

1 stop27h 32m

Washington, D.C. Dulles Intl

dom. 12/14

5:26 pm-10:12 pm

1 stop5h 46m

$180

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

vie. 12/12

6:40 pm-11:17 pm

1 stop3h 37m

Raleigh-Durham

sáb. 12/13

6:00 pm-11:47 pm

1 stop6h 47m

$187

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

mar. 11/18

1:56 pm-8:20 pm

1 stop5h 24m

Washington, D.C. Dulles Intl

jue. 11/27

11:12 am-4:30 pm

1 stop6h 18m

$196

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

vie. 12/5

10:00 am-1:00 pm

Nonstop2h 00m

Raleigh-Durham

dom. 12/7

5:45 am-6:50 am

Nonstop2h 05m

$197

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

vie. 12/5

8:10 am-5:25 pm

1 stop8h 15m

Raleigh-Durham

vie. 12/12

12:40 pm-1:40 pm

Nonstop2h 00m

$198

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

vie. 12/12

7:30 pm-10:20 pm

Nonstop1h 50m

Raleigh-Durham

sáb. 12/13

5:15 pm-10:35 pm

1 stop6h 20m

$198

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

lun. 11/17

1:37 pm-12:11 am

1 stop9h 34m

Washington, D.C. Dulles Intl

vie. 11/21

6:55 am-2:40 pm

1 stop8h 45m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 60 results
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Best time to book a flight from Midway to Virginia

Have a flexible travel schedule? Discover the best time to fly to Virginia from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Virginia

What is the cheapest month to book a flight from Chicago Midway Airport to Virginia?

Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Virginia (average of $129). Flying from Chicago Midway Airport to Virginia in April is currently the most expensive (average of $360). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to VA?

Find hourly flight availability from Midway to Virginia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 6, 2025.

When flying from Chicago Midway Airport to Virginia, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 32% versus a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Virginia. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago Midway Airport to Virginia flight should consider departing on Sunday mornings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Virginia

Get insights into the airlines that provide service to Virginia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Virginia. Reviews last updated noviembre 6, 2025.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to Virginia. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to Virginia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Virginia?

    Southwest, Frontier, and Delta can get you from Chicago Midway Airport to Virginia in just under 1h 50m. Your travel time can differ by up to 3h 34m. Chicago Midway Airport and Virginia are separated by a distance of 631 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Virginia one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $70. Frontier flights start at $75 while deals on Delta start at $122 one-way.

  • What are the most popular routes from Chicago Midway Airport to Virginia?

    When deciding which route to take from Chicago Midway Airport to Virginia consider Chicago Midway - Washington, D.C. Dulles Intl, Chicago Midway - Washington, D.C. Reagan-National or Chicago Midway - Raleigh-Durham as they are the most popular.

  • What are the cheapest flights from Chicago Midway Airport to Virginia?

    On average you can expect to pay $194 for a flight from Chicago Midway Airport to Virginia. The cheapest flight overall is $115 while the most popular route, (Chicago Midway - Washington, D.C. Dulles Intl) is currently priced at $128.

  • Can I find deals for flights from Midway to Virginia that include hotel bookings?

    Yes. In addition to deals on Midway to Virginia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Virginia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Virginia.

  • Can I find deals for business class flights from Midway to Virginia?

    Yes. Cheapflights offers flight deals from Midway to Virginia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Virginia?

    Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Virginia (average of $129). Flying from Chicago Midway Airport to Virginia in April is currently the most expensive (average of $360). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Virginia

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Virginia

Discover the top airline that operate flights from Midway to Virginia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated noviembre 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$230Average$363FlexibilityNo cancel feeOn-time63%

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