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$53+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RIC
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$139
(Priceline)

One-way from

$58
(Priceline)

Popular in

June

Cheapest in

September

Average price

$386

Good round-trip deal

$277 or less

Good one-way deal

$163 or less
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. 4% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago Midway to Virginia.
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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 July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/2. 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.
Fri 8/2910:58 amMDW - RDU
1 stop6h 25mFrontier
Mon 9/112:06 pmRDU - MDW
1 stop6h 59mFrontier
Deal found 7/2$139
This Priceline deal was found by Cheapflights users on 7/1. 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.
Sat 9/1310:51 amMDW - IAD
1 stop6h 21mFrontier
Mon 9/1510:12 amIAD - MDW
1 stop11h 40mFrontier
Deal found 7/1$150
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/219:20 amMDW - DCA
Nonstop1h 50mSouthwest
Mon 8/259:00 pmDCA - MDW
Nonstop2h 00mSouthwest
Deal found 7/2$157
This Southwest deal was found by Cheapflights users on 7/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/159:30 amMDW - RDU
Nonstop1h 55mSouthwest
Mon 8/187:00 amRDU - MDW
Nonstop1h 55mSouthwest
Deal found 7/3$177
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/156:04 amMDW - RDU
1 stop4h 11mDelta
Sun 8/175:20 amRDU - MDW
1 stop5h 16mDelta
Deal found 7/2$197
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/610:30 amMDW - DCA
1 stop6h 59mDelta
Thu 8/146:00 amDCA - MDW
1 stop3h 35mDelta
Deal found 6/30$197
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:00 amMDW - IAD
1 stop4h 40mDelta
Mon 9/155:25 pmIAD - MDW
1 stop5h 11mDelta
Deal found 7/2$197
This Southwest deal was found by Cheapflights users on 7/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2611:00 amMDW - RIC
Nonstop1h 55mSouthwest
Fri 8/294:25 pmRIC - MDW
Nonstop2h 00mSouthwest
Deal found 7/3$203
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/26:17 pmMDW - GSO
1 stop3h 50mDelta
Wed 9/106:04 amGSO - MDW
1 stop3h 31mDelta
Deal found 7/2$219
This Priceline deal was found by Cheapflights users on 7/2. 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.
Fri 7/2512:35 pmMDW - DCA
1 stop8h 22mFrontier
Sun 8/31:00 pmDCA - MDW
1 stop8h 54mFrontier
Deal found 7/2$219
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/86:20 pmMDW - RIC
1 stop3h 50mDelta
Mon 8/115:35 pmRIC - MDW
1 stop5h 09mDelta
Deal found 7/3$223
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/34:25 pmMDW - ROA
1 stop7h 07mDelta
Wed 9/173:31 pmROA - MDW
1 stop7h 05mDelta
Deal found 7/2$229

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 July 3, 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

Fri 8/29

10:58 am-6:23 pm

1 stop6h 25m

Raleigh-Durham

Mon 9/1

12:06 pm-6:05 pm

1 stop6h 59m

$139

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 9/13

10:51 am-6:12 pm

1 stop6h 21m

Washington, D.C. Dulles Intl

Mon 9/15

10:12 am-8:52 pm

1 stop11h 40m

$150

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 8/21

5:30 am-8:20 am

Nonstop1h 50m

Washington, D.C. Reagan-National

Mon 8/25

9:05 am-10:05 am

Nonstop2h 00m

$157

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 8/15

9:30 am-12:25 pm

Nonstop1h 55m

Raleigh-Durham

Mon 8/18

7:00 am-7:55 am

Nonstop1h 55m

$177

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 8/15

6:04 am-11:15 am

1 stop4h 11m

Raleigh-Durham

Sun 8/17

5:20 am-9:36 am

1 stop5h 16m

$197

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 8/6

1:09 pm-6:59 pm

1 stop4h 50m

Washington, D.C. Reagan-National

Wed 8/13

6:00 am-8:35 am

1 stop3h 35m

$197

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 9/11

6:00 am-11:40 am

1 stop4h 40m

Washington, D.C. Dulles Intl

Mon 9/15

5:25 pm-9:36 pm

1 stop5h 11m

$197

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Tue 8/26

11:00 am-1:55 pm

Nonstop1h 55m

Richmond Byrd Intl

Fri 8/29

4:25 pm-5:25 pm

Nonstop2h 00m

$203

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 7/25

12:35 pm-9:57 pm

1 stop8h 22m

Washington, D.C. Reagan-National

Sun 8/3

1:00 pm-8:54 pm

1 stop8h 54m

$219

ChicagoGreensboro

MDW - GSO

MDWGSO

Chicago Midway

Tue 9/2

6:17 pm-11:07 pm

1 stop3h 50m

Greensboro/H. Point

Tue 9/9

6:40 am-9:34 am

1 stop3h 54m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 39 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Virginia (average of $281). Flying from Chicago Midway Airport to Virginia in March is currently the most expensive (average of $351). 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 July 3, 2025.

When flying from Chicago Midway Airport to Virginia, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 July 3, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Allegiant Air 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
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
708 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,286 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $58. Southwest flights start at $79 while deals on Allegiant Air start at $87 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 $310 for a flight from Chicago Midway Airport to Virginia. The cheapest flight overall is $78 while the most popular route, (Chicago Midway - Washington, D.C. Dulles Intl) is currently priced at $137.

  • 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Virginia (average of $281). Flying from Chicago Midway Airport to Virginia in March is currently the most expensive (average of $351). 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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Midway to Minneapolis flights
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Midway to Philadelphia flights
O'Hare Intl to Kalispell flights

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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$230Average$378FlexibilityNo cancel feeOn-time63%

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