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Midway

$84+ Cheap flights from Virginia to Midway (MDW)

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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MDW
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Virginia to Midway

Keep the following information in mind while searching for Virginia to Midway flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Southwest)

One-way from

$84
(Delta)

Popular in

June

Cheapest in

September

Average price

$359

Good round-trip deal

$347 or less

Good one-way deal

$208 or less
Provider with most accurate pricing for Norfolk-Chicago (CHI) flight deals.
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From Virginia to Chicago Midway
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One-way flight from Virginia to Chicago Midway
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Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Virginia to Chicago Midway.
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Price to beat on a one-way flight from Virginia to Chicago Midway.
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Find flight deals from Virginia to Midway

Cheapest flights from Virginia to Midway
Explore the most affordable flight options available from Virginia to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Southwest deal was found by Cheapflights users on 3/28. 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 5/16:55 amDCA - MDW
Nonstop2h 00mSouthwest
Mon 5/53:15 pmMDW - DCA
Nonstop1h 50mSouthwest
Deal found 3/28$177
This Frontier deal was found by Cheapflights users on 3/27. 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.
Thu 4/109:18 pmIAD - MDW
1 stop11h 43mFrontier
Tue 4/1510:13 amMDW - IAD
1 stop8h 31mFrontier
Deal found 3/27$178
This Frontier deal was found by Cheapflights users on 3/27. 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 4/156:00 pmDCA - MDW
1 stop7h 21mFrontier
Wed 4/166:45 amMDW - DCA
1 stop14h 14mFrontier
Deal found 3/27$178
This Delta deal was found by Cheapflights users on 3/27. 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 4/286:00 amIAD - MDW
1 stop3h 40mDelta
Tue 4/295:59 pmMDW - IAD
1 stop4h 08mDelta
Deal found 3/27$182
This Delta deal was found by Cheapflights users on 3/27. 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 4/249:41 amDCA - MDW
1 stop3h 54mDelta
Sat 4/263:02 pmMDW - DCA
1 stop6h 20mDelta
Deal found 3/27$182
This Delta deal was found by Cheapflights users on 3/27. 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 4/265:27 amGSO - MDW
1 stop4h 40mDelta
Sat 5/36:45 pmMDW - GSO
1 stop4h 12mDelta
Deal found 3/27$219
This Delta deal was found by Cheapflights users on 3/27. 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 4/305:55 amROA - MDW
1 stop4h 12mDelta
Sat 5/34:00 pmMDW - ROA
1 stop4h 35mDelta
Deal found 3/27$229
This Frontier deal was found by Cheapflights users on 3/28. 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 6/115:06 pmORF - MDW
1 stop7h 16mFrontier
Sat 6/146:00 amMDW - ORF
1 stop9h 16mFrontier
Deal found 3/28$240
This Trip.com deal was found by Cheapflights users on 3/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/712:39 pmRDU - MDW
1 stop8h 07mFrontier
Mon 4/141:23 pmMDW - RDU
1 stop6h 59mFrontier
Deal found 3/27$247
This Southwest deal was found by Cheapflights users on 3/27. 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.
Mon 7/712:10 pmRDU - MDW
Nonstop1h 55mSouthwest
Sat 7/127:45 pmMDW - RDU
Nonstop1h 50mSouthwest
Deal found 3/27$253
This Delta deal was found by Cheapflights users on 3/27. 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 5/195:55 amRDU - MDW
1 stop3h 45mDelta
Sat 5/2412:53 pmMDW - RDU
1 stop5h 09mDelta
Deal found 3/27$257
This Delta deal was found by Cheapflights users on 3/28. 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 4/307:37 pmTRI - MDW
1 stop3h 45mDelta
Sat 5/39:52 amMDW - TRI
1 stop4h 45mDelta
Deal found 3/28$269

Cheapflights Fare Finder

Customize your flight search to find flights from Virginia to Midway 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 March 28, 2025.
Use the filters below to find and compare flights from Virginia to Chicago Midway Airport that are best for you.

Fly from

Virginia

Fly to

Midway

Route

Depart

Return

Price

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Thu 5/1

6:55 am-7:55 am

Nonstop2h 00m

Chicago Midway

Mon 5/5

3:15 pm-6:05 pm

Nonstop1h 50m

$177

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 4/10

9:18 pm-8:01 am

1 stop11h 43m

Chicago Midway

Tue 4/15

10:13 am-7:44 pm

1 stop8h 31m

$178

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Tue 4/15

6:00 pm-12:21 am

1 stop7h 21m

Chicago Midway

Wed 4/16

6:45 am-9:59 pm

1 stop14h 14m

$178

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 4/28

6:00 am-8:40 am

1 stop3h 40m

Chicago Midway

Tue 4/29

5:59 pm-11:07 pm

1 stop4h 08m

$182

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Thu 4/24

9:41 am-12:35 pm

1 stop3h 54m

Chicago Midway

Sat 4/26

3:02 pm-10:22 pm

1 stop6h 20m

$182

GreensboroChicago

GSO - MDW

GSOMDW

Greensboro/H. Point

Sat 4/26

5:27 am-9:07 am

1 stop4h 40m

Chicago Midway

Sat 5/3

6:45 pm-11:57 pm

1 stop4h 12m

$219

RoanokeChicago

ROA - MDW

ROAMDW

Roanoke

Wed 4/30

5:55 am-9:07 am

1 stop4h 12m

Chicago Midway

Sat 5/3

4:00 pm-9:35 pm

1 stop4h 35m

$229

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 6/11

5:06 pm-11:22 pm

1 stop7h 16m

Chicago Midway

Sat 6/14

6:00 am-4:16 pm

1 stop9h 16m

$240

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Mon 4/7

12:39 pm-7:46 pm

1 stop8h 07m

Chicago Midway

Mon 4/14

1:23 pm-9:22 pm

1 stop6h 59m

$247

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

Mon 7/7

12:10 pm-1:05 pm

Nonstop1h 55m

Chicago Midway

Sat 7/12

7:45 pm-10:35 pm

Nonstop1h 50m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 44 results
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Best time to book a flight from Virginia to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Virginia 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 Virginia to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Virginia to Chicago Midway Airport (average of $160). Flying from Virginia to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 VA to MDW?

Find hourly flight availability from Virginia to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Virginia to Chicago Midway Airport as you normally would.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated March 28, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Allegiant Air from Virginia to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,271 reviews
Southwest
8.1
Very good
4,274 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Virginia to Midway. 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 Virginia to Chicago Midway Airport one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $84. However, be on the lookout for offers from Frontier and Southwest, as they are both options that can get you from Virginia to Chicago Midway Airport for a low price.

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

    The most popular route from Virginia to Chicago Midway Airport is Washington, D.C. Dulles Intl - Chicago Midway. You may also consider Washington, D.C. Reagan-National - Chicago Midway or Raleigh-Durham - Chicago Midway.

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

    Looking at all options, your cheapest flight can be booked for $138. While the most popular route (Washington, D.C. Dulles Intl - Chicago Midway) can be booked for $160 on average our data indicates $334 when flying from Virginia to Chicago Midway Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Virginia to Midway 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 Virginia to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Virginia to Chicago Midway Airport (average of $160). Flying from Virginia to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Virginia?

Book flights to Virginia if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Virginia to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Boston to Midway flights
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Reagan-National to Midway flights
Charlotte to O'Hare Intl flights
Philadelphia to Midway flights
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Seattle to Midway flights
Tampa to O'Hare Intl flights
Love Field to O'Hare Intl flights
Portland to O'Hare Intl flights
San Jose to O'Hare Intl flights
Hobby to Midway flights
Oakland to O'Hare Intl flights
Cleveland to O'Hare Intl flights

Top 2 airlines flying from Virginia to Midway

Discover the top 2 airlines that operate flights from Virginia to Midway. 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$175Average$494FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$268Average$388FlexibilityNo cancel feeOn-time63%
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