$104+ Cheap flights from Virginia Beach, VA 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MDW
Jul 16 — Jul 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
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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 June 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 June 16, 2026.
This Southwest deal was found by Cheapflights users on 6/11. 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 7/37:15 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Tue 7/77:55 am
MDW
- ORF
Nonstop2h 10m
Southwest
Deal found 6/11![Southwest logo]()
$337
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:06 pm
ORF
- MDW
1 stop11h 05m
Frontier
Mon 7/66:05 am
MDW
- ORF
1 stop28h 10m
Frontier
Deal found 6/13![Frontier logo]()
$338
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.
Wed 8/1212:50 pm
ORF
- MDW
1 stop4h 25m
Delta
Sun 8/166:42 pm
MDW
- ORF
1 stop4h 00m
Delta
Deal found 6/15![Delta logo]()
$340
This Delta deal was found by Cheapflights users on 6/11. 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 8/1312:38 pm
ORF
- MDW
1 stop6h 55m
Delta
Sun 8/166:42 pm
MDW
- ORF
1 stop4h 00m
Delta
Deal found 6/11![Delta logo]()
$342
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Thu 8/66:05 am
MDW
- ORF
2 stops13h 34m
Frontier
Deal found 6/15![Frontier logo]()
$343
This Southwest deal was found by Cheapflights users on 6/12. 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 8/63:45 pm
ORF
- MDW
1 stop6h 15m
Southwest
Mon 8/106:50 pm
MDW
- ORF
Nonstop2h 05m
Southwest
Deal found 6/12![Southwest logo]()
$344
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.
Thu 7/236:00 am
ORF
- MDW
2 stops8h 25m
Southwest
Tue 7/288:10 am
MDW
- ORF
1 stop5h 15m
Southwest
Deal found 6/15![Southwest logo]()
$345
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.
Thu 9/310:15 am
ORF
- MDW
1 stop7h 00m
Southwest
Sun 9/68:35 am
MDW
- ORF
2 stops7h 30m
Southwest
Deal found 6/15![Southwest logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:21 pm
ORF
- MDW
1 stop10h 50m
Frontier
Mon 7/66:05 am
MDW
- ORF
1 stop28h 10m
Frontier
Deal found 6/12![Frontier logo]()
$349
This Southwest deal was found by Cheapflights users on 6/11. 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 8/133:45 pm
ORF
- MDW
2 stops7h 35m
Southwest
Fri 8/149:20 am
MDW
- ORF
2 stops7h 35m
Southwest
Deal found 6/11![Southwest logo]()
$352
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 June 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 June 16, 2026.
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.
Thu 7/306:10 pm
ORF
- MDW
1 stop4h 50m
Southwest
Thu 8/66:50 pm
MDW
- ORF
Nonstop2h 05m
Southwest
Deal found 6/15![Southwest logo]()
$344
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.
Wed 7/87:00 pm
ORF
- MDW
Nonstop2h 10m
Southwest
Sat 7/118:00 am
MDW
- ORF
Nonstop2h 15m
Southwest
Deal found 6/15![Southwest logo]()
$357
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.
Thu 7/93:30 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Tue 7/147:55 am
MDW
- ORF
Nonstop2h 10m
Southwest
Deal found 6/14![Southwest logo]()
$357
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.
Fri 7/177:15 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Mon 7/207:00 pm
MDW
- ORF
Nonstop2h 05m
Southwest
Deal found 6/13![Southwest logo]()
$363
This Southwest deal was found by Cheapflights users on 6/12. 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 9/176:25 am
ORF
- MDW
2 stops8h 20m
Southwest
Sun 9/208:10 am
MDW
- ORF
2 stops6h 50m
Southwest
Deal found 6/12![Southwest logo]()
$373
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.
Mon 7/137:15 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Mon 7/201:40 pm
MDW
- ORF
1 stop8h 50m
Southwest
Deal found 6/13![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 6/11. 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 8/143:45 pm
ORF
- MDW
2 stops7h 35m
Southwest
Sat 8/159:55 am
MDW
- ORF
2 stops10h 00m
Southwest
Deal found 6/11![Southwest logo]()
$377
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.
Fri 7/317:15 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Sun 8/21:10 pm
MDW
- ORF
2 stops9h 15m
Southwest
Deal found 6/14![Southwest logo]()
$378
Last-minute flights from Virginia Beach to MidwayDiscover last-minute flight deals from Virginia Beach to Midway. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia Beach to Midway. Data last updated June 16, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/11. 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 7/37:15 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Tue 7/77:55 am
MDW
- ORF
Nonstop2h 10m
Southwest
Deal found 6/11![Southwest logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:21 pm
ORF
- MDW
1 stop10h 50m
Frontier
Mon 7/66:05 am
MDW
- ORF
1 stop28h 10m
Frontier
Deal found 6/12![Frontier logo]()
$349
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:21 pm
ORF
- MDW
1 stop10h 50m
Frontier
Sun 7/196:05 am
MDW
- ORF
1 stop28h 10m
Frontier
Deal found 6/14![Frontier logo]()
$356
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.
Fri 7/33:30 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Sun 7/197:00 pm
MDW
- ORF
Nonstop2h 05m
Southwest
Deal found 6/14![Southwest logo]()
$359
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:06 pm
ORF
- MDW
1 stop11h 05m
Frontier
Mon 7/66:05 am
MDW
- ORF
1 stop28h 10m
Frontier
Deal found 6/13![Frontier logo]()
$338
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.
Wed 7/87:00 pm
ORF
- MDW
Nonstop2h 10m
Southwest
Sat 7/118:00 am
MDW
- ORF
Nonstop2h 15m
Southwest
Deal found 6/15![Southwest logo]()
$357
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.
Wed 7/224:30 pm
ORF
- MDW
1 stop4h 05m
Southwest
Sun 7/268:05 am
MDW
- ORF
2 stops9h 40m
Southwest
Deal found 6/15![Southwest logo]()
$360
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.
Thu 7/236:00 am
ORF
- MDW
2 stops8h 25m
Southwest
Tue 7/288:10 am
MDW
- ORF
1 stop5h 15m
Southwest
Deal found 6/15![Southwest logo]()
$345
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Thu 8/66:05 am
MDW
- ORF
2 stops13h 34m
Frontier
Deal found 6/15![Frontier logo]()
$343
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.
Thu 7/306:10 pm
ORF
- MDW
1 stop4h 50m
Southwest
Thu 8/66:50 pm
MDW
- ORF
Nonstop2h 05m
Southwest
Deal found 6/15![Southwest logo]()
$344
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 June 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 June 16, 2026.
This Trip.com deal was found by Cheapflights users on 6/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:21 pm
ORF
- MDW
1 stop10h 50m
Frontier
Deal found 6/12![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Wed 8/512:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Deal found 6/11![Frontier logo]()
$111
This Southwest deal was found by Cheapflights users on 6/12. 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.
Tue 9/86:15 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Deal found 6/12![Southwest logo]()
$115
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:57 pm
ORF
- MDW
1 stop10h 01m
Frontier
Deal found 6/15![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1012:10 pm
ORF
- MDW
1 stop22h 41m
Frontier
Deal found 6/12![Frontier logo]()
$122
This Delta deal was found by Cheapflights users on 6/11. 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 12/85:50 am
ORF
- MDW
1 stop3h 55m
Delta
Deal found 6/11![Delta logo]()
$125
This Super.com deal was found by Cheapflights users on 6/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3112:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Deal found 6/12![Frontier logo]()
$126
This Expedia deal was found by Cheapflights users on 6/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/812:16 pm
ORF
- MDW
1 stop10h 47m
Frontier
Deal found 6/11![Frontier logo]()
$127
This Frontier deal was found by Cheapflights users on 6/11. 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 7/2512:16 pm
ORF
- MDW
1 stop10h 47m
Frontier
Deal found 6/11![Frontier logo]()
$128
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:57 pm
ORF
- MDW
1 stop10h 01m
Frontier
Deal found 6/15![Frontier logo]()
$129
This Trip.com deal was found by Cheapflights users on 6/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1212:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Deal found 6/12![Frontier logo]()
$132
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 June 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $337 (Southwest) |
One-way from | $104 (Trip.com) |
Popular in | May |
Cheapest in | September |
Average price | $375 |
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 2,558,603 searches. Data last updated June 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 - MDW
ORFMDW
Norfolk
Thu 7/30
6:10 pm-10:00 pm
1 stop4h 50m
Chicago Midway
Thu 8/6
6:50 pm-9:55 pm
Nonstop2h 05m
$344
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Wed 7/8
7:00 pm-8:10 pm
Nonstop2h 10m
Chicago Midway
Sat 7/11
8:00 am-11:15 am
Nonstop2h 15m
$357
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Thu 7/9
3:30 pm-4:35 pm
Nonstop2h 05m
Chicago Midway
Tue 7/14
7:55 am-11:05 am
Nonstop2h 10m
$357
Quickest round-trip
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Fri 7/17
7:15 pm-8:20 pm
Nonstop2h 05m
Chicago Midway
Mon 7/20
7:00 pm-10:05 pm
Nonstop2h 05m
$363
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Thu 9/17
6:25 am-1:45 pm
2 stops8h 20m
Chicago Midway
Sun 9/20
8:10 am-4:00 pm
2 stops6h 50m
$373
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Mon 7/13
7:15 pm-8:20 pm
Nonstop2h 05m
Chicago Midway
Mon 7/20
1:40 pm-11:30 pm
1 stop8h 50m
$373
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Fri 8/14
3:45 pm-10:20 pm
2 stops7h 35m
Chicago Midway
Sat 8/15
9:55 am-8:55 pm
2 stops10h 00m
$377
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Fri 7/31
7:15 pm-8:20 pm
Nonstop2h 05m
Chicago Midway
Sun 8/2
1:10 pm-11:25 pm
2 stops9h 15m
$378
Cheapest one-way
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Wed 12/9
6:05 pm-10:10 pm
1 stop5h 05m
$125
NorfolkChicago
ORF - MDW
ORFMDW
Norfolk
Wed 10/14
7:25 am-8:35 am
Nonstop2h 10m
$139
Showing 1-10 of 18 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 June 16, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 16% on flights from Virginia Beach to Chicago Midway Airport by exploring options for tickets at noon.
How much does it cost to fly round-trip from Virginia Beach to Chicago Midway Airport?
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 June 13, 2026.
Travelers seeking maximum savings on their Virginia Beach to Chicago Midway Airport flight should consider departing on Sunday afternoons when fares are most often at their lowest. Wednesday 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 June 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.
Overall
7.9
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 2,558,603 searches. Data last updated June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$154 | Average$340 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$380 | FlexibilityNo cancel fee | On-time63% |