$80+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Virginia to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 June 16, 2025.
Round-trip from | $157 (Southwest) |
|---|---|
One-way from | $80 (Frontier) |
Popular in | December |
Cheapest in | September |
Average price | $388 |
Good round-trip deal | $357 or less |
Good one-way deal | $183 or less |
Find flight deals from Virginia to Midway
Cheapest flights from Virginia to MidwayExplore 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 June 16, 2025.
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 June 16, 2025.
This Frontier deal was found by Cheapflights users on 6/14. 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.
This CheapOair deal was found by Cheapflights users on 6/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/13. 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.
This Southwest deal was found by Cheapflights users on 6/14. 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.
This Delta deal was found by Cheapflights users on 6/16. 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.
This Delta deal was found by Cheapflights users on 6/15. 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.
This Delta deal was found by Cheapflights users on 6/15. 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.
This Frontier deal was found by Cheapflights users on 6/14. 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.
This Southwest deal was found by Cheapflights users on 6/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/14. 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.
This Delta deal was found by Cheapflights users on 6/14. 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.
This Mytrip deal was found by Cheapflights users on 6/14. 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.
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 June 16, 2025.
Use the filters below to find and compare flights from Virginia to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Tue 6/24
6:10 am-10:41 am
1 stop5h 31m
Chicago Midway
Thu 6/26
2:55 pm-12:04 am
1 stop8h 09m
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Mon 6/30
5:07 pm-11:18 pm
1 stop7h 11m
Chicago Midway
Sat 7/12
6:20 am-3:59 pm
1 stop8h 39m
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Thu 8/7
1:10 pm-7:30 pm
2 stops7h 20m
Chicago Midway
Tue 8/12
10:00 am-12:55 pm
Nonstop1h 55m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Wed 8/6
1:35 pm-4:45 pm
1 stop4h 10m
Chicago Midway
Wed 8/6
5:45 pm-8:40 pm
Nonstop1h 55m
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Tue 8/12
12:00 pm-5:37 pm
1 stop6h 37m
Chicago Midway
Wed 8/13
10:11 am-4:30 pm
1 stop5h 19m
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Sat 8/9
5:45 am-8:44 am
1 stop3h 59m
Chicago Midway
Sat 8/16
4:25 pm-9:39 pm
1 stop4h 14m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Tue 8/5
10:19 am-4:10 pm
1 stop6h 51m
Chicago Midway
Tue 8/12
6:17 pm-10:59 pm
1 stop3h 42m
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Sat 6/28
1:00 pm-8:53 pm
1 stop8h 53m
Chicago Midway
Fri 7/4
12:35 pm-9:59 pm
1 stop8h 24m
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Mon 8/4
2:50 pm-9:25 pm
2 stops7h 35m
Chicago Midway
Thu 8/7
6:20 pm-9:25 pm
Nonstop2h 05m
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Tue 10/14
4:25 pm-9:44 pm
1 stop6h 19m
Chicago Midway
Wed 10/22
6:00 am-12:51 pm
1 stop5h 51m
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.
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 June 16, 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.
Weekly flight availability from Virginia to Chicago Midway Airport
Explore weekly flight availability from Virginia to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 16, 2025.
The most flights from USVA to MDW are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
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 June 16, 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.
Overall
Crew
Food
Boarding
Comfort
Entertainment
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Food
Boarding
Comfort
Entertainment
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Food
Boarding
Comfort
Entertainment
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Food
Boarding
Comfort
Entertainment
Reviews
John,May 2025
PVD - BNA
Overall
Crew
Food
Boarding
Comfort
Entertainment
Reviews
John,May 2025
PVD - BNA
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.
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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.
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 June 16, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$176 | Average$507 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$268 | Average$376 | FlexibilityNo cancel fee | On-time63% |