$103+ Cheap flights from Virginia Beach, VA to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MDW
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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Find cheap flights from Virginia Beach 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 Beach to Midway
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Cheapest flights from Virginia Beach to MidwayExplore the most affordable flight options available from Virginia Beach to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
Explore the most affordable flight options available from Virginia Beach to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
This Priceline deal was found by Cheapflights users on 9/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:23 pm -
1 stop5h 22m
Sun 10/256:24 am -
1 stop5h 10m
Deal found 9/13![Frontier logo]()
$280
This Delta deal was found by Cheapflights users on 9/14. 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.
Thu 10/86:00 am -
1 stop4h 32m
Mon 10/126:44 pm -
1 stop3h 48m
Deal found 9/14![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 9/16. 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.
Thu 12/33:05 pm -
2 stops5h 40m
Mon 12/78:50 am -
1 stop3h 40m
Deal found 9/16![Southwest logo]()
$318
This deal was found by Cheapflights users on 9/14. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:19 pm -
1 stop5h 26m
Thu 10/296:16 am -
1 stop5h 30m
Deal found 9/14![Frontier logo]()
$319
This Frontier deal was found by Cheapflights users on 9/12. 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.
Sun 9/271:18 pm -
1 stop11h 26m
Thu 10/16:25 am -
1 stop5h 04m
Deal found 9/12![Frontier logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:50 pm -
1 stop8h 53m
Mon 10/126:15 am -
2 stops17h 03m
Deal found 9/13![Multiple Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 9/15. 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.
Mon 11/93:30 pm -
2 stops6h 00m
Thu 11/127:50 am -
2 stops8h 25m
Deal found 9/15![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 10/232:10 pm -
2 stops6h 05m
Tue 10/279:35 am -
2 stops9h 20m
Deal found 9/15![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/2212:10 pm -
2 stops8h 05m
Mon 10/262:50 pm -
2 stops5h 40m
Deal found 9/14![Southwest logo]()
$329
This Travelocity deal was found by Cheapflights users on 9/12. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/254:54 pm -
1 stop27h 53m
Fri 11/278:07 am -
1 stop9h 42m
Deal found 9/12![Frontier logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:44 pm -
2 stops27h 03m
Wed 11/46:42 pm -
1 stop17h 04m
Deal found 9/13![Frontier logo]()
$331
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 10/167:00 pm -
Nonstop2h 10m
Sat 10/174:10 pm -
Nonstop2h 05m
Deal found 9/15![Southwest logo]()
$336
Best flights from Virginia Beach to MidwayDiscover carefully curated flight deals from Virginia Beach to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
Discover carefully curated flight deals from Virginia Beach to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 11/183:05 pm -
1 stop4h 50m
Fri 11/207:05 pm -
Nonstop2h 05m
Deal found 9/14![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:00 am -
1 stop4h 32m
Sun 11/16:44 pm -
1 stop3h 48m
Deal found 9/13![Delta logo]()
$433
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 10/1612:10 pm -
2 stops8h 05m
Sat 10/178:05 am -
Nonstop2h 00m
Deal found 9/15![Southwest logo]()
$351
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/229:55 am -
1 stop6h 40m
Mon 10/268:00 am -
Nonstop2h 00m
Deal found 9/14![Southwest logo]()
$366
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sat 10/176:25 am -
2 stops10h 00m
Sat 10/248:10 am -
2 stops6h 05m
Deal found 9/16![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 10/166:05 pm -
1 stop4h 55m
Sun 10/187:40 am -
Nonstop2h 00m
Deal found 9/14![Southwest logo]()
$384
This Southwest deal was found by Cheapflights users on 9/16. 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.
Mon 10/125:50 pm -
1 stop7h 05m
Wed 10/141:35 pm -
2 stops5h 20m
Deal found 9/16![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sat 10/175:00 pm -
Nonstop2h 10m
Mon 10/198:00 am -
Nonstop2h 00m
Deal found 9/15![Southwest logo]()
$413
This Southwest deal was found by Cheapflights users on 9/12. 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 11/257:20 pm -
Nonstop2h 15m
Fri 11/277:05 pm -
Nonstop2h 05m
Deal found 9/12![Southwest logo]()
$413
This Southwest deal was found by Cheapflights users on 9/12. 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 10/227:00 pm -
Nonstop2h 10m
Tue 10/277:45 am -
2 stops7h 25m
Deal found 9/12![Southwest logo]()
$428
Last-minute flights from Virginia Beach to MidwayDiscover last-minute flight deals from Virginia Beach to Midway. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia Beach to Midway. Data last updated September 16, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 9/12. 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.
Sun 9/271:18 pm -
1 stop11h 26m
Thu 10/16:25 am -
1 stop5h 04m
Deal found 9/12![Frontier logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:18 pm -
1 stop5h 28m
Wed 11/46:42 pm -
1 stop17h 04m
Deal found 9/16![Frontier logo]()
$337
This Delta deal was found by Cheapflights users on 9/14. 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.
Thu 10/86:00 am -
1 stop4h 32m
Mon 10/126:44 pm -
1 stop3h 48m
Deal found 9/14![Delta logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:50 pm -
1 stop8h 53m
Mon 10/126:15 am -
2 stops17h 03m
Deal found 9/13![Multiple Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 10/167:00 pm -
Nonstop2h 10m
Sat 10/174:10 pm -
Nonstop2h 05m
Deal found 9/15![Southwest logo]()
$336
This Priceline deal was found by Cheapflights users on 9/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:23 pm -
1 stop5h 22m
Sun 10/256:24 am -
1 stop5h 10m
Deal found 9/13![Frontier logo]()
$280
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/2212:10 pm -
2 stops8h 05m
Mon 10/262:50 pm -
2 stops5h 40m
Deal found 9/14![Southwest logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:57 pm -
2 stops7h 46m
Sun 10/256:24 am -
1 stop5h 10m
Deal found 9/13![Multiple Airlines logo]()
$338
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 10/232:10 pm -
2 stops6h 05m
Tue 10/279:35 am -
2 stops9h 20m
Deal found 9/15![Southwest logo]()
$328
This deal was found by Cheapflights users on 9/14. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:19 pm -
1 stop5h 26m
Thu 10/296:16 am -
1 stop5h 30m
Deal found 9/14![Frontier logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:44 pm -
2 stops27h 03m
Wed 11/46:42 pm -
1 stop17h 04m
Deal found 9/13![Frontier logo]()
$331
One-way flights from Virginia Beach to MidwaySearch for one-way flight options from Virginia Beach to Midway. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from Virginia Beach to Midway. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
This Super.com deal was found by Cheapflights users on 9/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:50 pm -
1 stop8h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$103
This Frontier deal was found by Cheapflights users on 9/16. 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 11/171:44 pm -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$108
This Super.com deal was found by Cheapflights users on 9/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:18 pm -
1 stop5h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$109
This Frontier deal was found by Cheapflights users on 9/15. 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.
Sat 10/173:50 pm -
1 stop8h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$113
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:23 pm -
1 stop5h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:19 pm -
1 stop11h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$115
This Frontier deal was found by Cheapflights users on 9/16. 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.
Thu 11/121:31 pm -
1 stop5h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/147:19 pm -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/151:31 pm -
1 stop29h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$129
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sat 10/105:00 pm -
Nonstop2h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$130
Find flight deals from Virginia Beach to Midway
Keep the following information in mind while searching for Virginia Beach to Midway flight deals. Data was last updated September 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $280 (Priceline) |
One-way from | $103 (Super.com) |
Popular in | May |
Cheapest in | March |
Average price | $445 |
Cheapflights Fare Finder
Customize your flight search to find flights from Virginia Beach 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 7,457,451 searches. Data last updated September 16, 2026.
Use the filters below to find and compare flights from Virginia Beach to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Wed 10/14
11:00 am-4:14 pm
1 stop6h 14m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$140
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Tue 10/13
4:45 pm-7:25 pm
1 stop3h 40m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$140
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Tue 12/15
6:15 am-2:30 pm
2 stops9h 15m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$145
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Fri 10/23
12:30 pm-6:00 pm
1 stop6h 30m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$178
Quickest round-trip
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Mon 10/5
7:00 pm-8:10 pm
Nonstop2h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$194
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Thu 12/10
5:25 pm-10:55 pm
1 stop6h 30m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$203
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Thu 3/11
5:50 am-8:45 am
1 stop3h 55m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$217
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Tue 3/9
6:05 pm-10:10 pm
1 stop5h 05m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$217
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Fri 3/12
6:55 am-8:10 am
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$237
NorfolkChicago
ORF Norfolk - MDW Chicago Midway
ORFMDW
Norfolk
Wed 11/18
3:05 pm-6:55 pm
1 stop4h 50m
Chicago Midway
Fri 11/20
7:05 pm-10:10 pm
Nonstop2h 05m
$347
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Virginia Beach to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Virginia Beach with our price prediction graph.
ORF-MDW
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 Beach to Chicago Midway Airport
V1B-MDW
ORF-MDW
What is the cheapest time of day to fly from V1B to MDW?
Find hourly flight availability from Virginia Beach 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 September 16, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 12% on flights from Virginia Beach to Chicago Midway Airport by exploring options for tickets at noon.
What is the cheapest day to fly from Virginia Beach to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Virginia Beach to Midway. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Virginia Beach to Chicago Midway Airport flight should consider departing on Friday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 September 16, 2026.
Peruse reviews from past customers who have flown with Southwest and Frontier from Virginia Beach to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Virginia Beach 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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Top 2 airlines flying from Virginia Beach to Midway
Discover the top 2 airlines that operate flights from Virginia Beach 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 7,457,451 searches. Data last updated September 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$154 | Average$340 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$399 | FlexibilityNo cancel fee | On-time63% |