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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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — RIC
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
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Cheap flight deals from Midway to Virginia

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Virginia (USVA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 17, 2025.

Round-trip from

$179
(FlightHub)

One-way from

$55
(Frontier)
From Chicago Midway to Virginia
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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 January 17, 2025.

This Mytrip deal was found by Cheapflights users on 1/15. 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.
Fri 5/96:30 pmMDW - RDU
1 stop20h 52mFrontier
Sun 5/114:32 pmRDU - MDW
1 stop7h 15mFrontier
Deal found 1/15$178
This Southwest deal was found by Cheapflights users on 1/16. 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.
Wed 2/128:15 pmMDW - DCA
Nonstop1h 50mSouthwest
Wed 2/196:55 amDCA - MDW
Nonstop2h 15mSouthwest
Deal found 1/16$179
This Frontier deal was found by Cheapflights users on 1/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/288:15 amMDW - DCA
1 stop7h 44mFrontier
Wed 2/51:01 pmDCA - MDW
1 stop12h 16mFrontier
Deal found 1/16$180
This Frontier deal was found by Cheapflights users on 1/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/128:12 amMDW - IAD
1 stop5h 27mFrontier
Sat 2/153:04 pmIAD - MDW
1 stop8h 47mFrontier
Deal found 1/15$180
This Delta deal was found by Cheapflights users on 1/16. 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.
Sat 2/159:33 amMDW - IAD
1 stop5h 17mDelta
Tue 2/1810:03 amIAD - MDW
1 stop7h 17mDelta
Deal found 1/16$217
This Delta deal was found by Cheapflights users on 1/16. 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.
Mon 2/105:05 pmMDW - DCA
1 stop4h 34mDelta
Tue 2/1812:55 pmDCA - MDW
1 stop6h 16mDelta
Deal found 1/16$218
This Delta deal was found by Cheapflights users on 1/15. 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.
Mon 2/176:00 amMDW - ROA
1 stop5h 47mDelta
Sat 2/226:41 pmROA - MDW
1 stop4h 39mDelta
Deal found 1/15$229
This Delta deal was found by Cheapflights users on 1/16. 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 2/256:00 amMDW - GSO
1 stop4h 29mDelta
Wed 2/266:53 amGSO - MDW
1 stop4h 19mDelta
Deal found 1/16$239
This Delta deal was found by Cheapflights users on 1/15. 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 2/186:00 amMDW - CHO
1 stop5h 42mDelta
Tue 2/2511:14 amCHO - MDW
1 stop6h 06mDelta
Deal found 1/15$239
This Mytrip deal was found by Cheapflights users on 1/15. 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.
Sat 3/112:43 pmMDW - ORF
1 stop27h 39mFrontier
Sat 3/811:27 amORF - MDW
1 stop11h 29mFrontier
Deal found 1/15$266
This Delta deal was found by Cheapflights users on 1/15. 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 3/710:57 amMDW - TRI
1 stop6h 31mDelta
Sun 3/97:20 pmTRI - MDW
1 stop4h 07mDelta
Deal found 1/15$279
This Southwest deal was found by Cheapflights users on 1/16. 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.
Wed 2/126:05 pmMDW - RIC
Nonstop1h 50mSouthwest
Sat 2/157:05 pmRIC - MDW
Nonstop2h 10mSouthwest
Deal found 1/16$290

Find flights from Midway to Virginia within your budget

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 January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 4/11

8:46 am-8:55 am

1 stop23h 09m

Raleigh-Durham

Sun 4/13

6:59 pm-7:46 pm

1 stop25h 47m

$179

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 2/15

4:00 pm-6:45 pm

Nonstop1h 45m

Washington, D.C. Reagan-National

Sat 2/22

9:45 am-10:50 am

Nonstop2h 05m

$179

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 1/28

8:15 am-4:59 pm

1 stop7h 44m

Washington, D.C. Reagan-National

Tue 2/4

1:01 pm-12:17 am

1 stop12h 16m

$180

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 2/12

8:12 am-2:39 pm

1 stop5h 27m

Washington, D.C. Dulles Intl

Sat 2/15

3:04 pm-10:51 pm

1 stop8h 47m

$180

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Tue 2/4

5:05 pm-10:39 pm

1 stop4h 34m

Washington, D.C. Reagan-National

Sat 2/8

6:00 am-8:51 am

1 stop3h 51m

$217

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 2/15

9:33 am-3:50 pm

1 stop5h 17m

Washington, D.C. Dulles Intl

Tue 2/18

10:03 am-4:20 pm

1 stop7h 17m

$217

ChicagoRoanoke

MDW - ROA

MDWROA

Chicago Midway

Mon 2/17

6:00 am-12:47 pm

1 stop5h 47m

Roanoke

Tue 2/25

6:00 am-10:12 am

1 stop5h 12m

$229

ChicagoGreensboro

MDW - GSO

MDWGSO

Chicago Midway

Tue 2/25

6:00 am-11:29 am

1 stop4h 29m

Greensboro/H. Point

Wed 2/26

6:53 am-10:12 am

1 stop4h 19m

$239

ChicagoCharlottesville

MDW - CHO

MDWCHO

Chicago Midway

Tue 2/18

5:05 pm-11:31 pm

1 stop5h 26m

Charlottesville Albemarle

Sun 2/23

6:00 am-10:12 am

1 stop5h 12m

$239

ChicagoNorfolk

MDW - ORF

MDWORF

Chicago Midway

Mon 2/10

6:15 am-2:56 pm

1 stop7h 41m

Norfolk

Sun 2/23

3:58 pm-9:24 pm

1 stop6h 26m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

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.

Travel insights for flights from Midway to Virginia

Get recent, data-driven insights about flights from Midway to Virginia including ideal travel times, pricing trends, and more.

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 January 17, 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.

Rainfall in Virginia by month

Plan your trip to Virginia by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Virginia ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Virginia when rainfall is around 2.9 in.

Temperature in Virginia by month

Plan your trip to Virginia by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Virginia, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 January 17, 2025.
Read reviews from past customers who have flown Delta, Frontier and Southwest from Chicago to Virginia. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,435 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $55. Southwest flights start at $90 while deals on Delta start at $109 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. Reagan-National, Chicago Midway - Washington, D.C. Dulles Intl 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 $484 for a flight from Chicago Midway Airport to Virginia. The cheapest flight overall is $345 while the most popular route, (Chicago Midway - Washington, D.C. Reagan-National) is currently priced at $179.

  • 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 June is currently the most expensive (average of $372). 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.

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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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O'Hare Intl to Burbank flights

Top 2 airlines flying from Midway to Virginia

Discover the top 2 airlines 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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$123Average$384FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$553FlexibilityNo cancel feeOn-timeN/A
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