$90+ Cheap flights from Chicago (CHI) to Virginia Beach, VA
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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Oct 15 — Oct 221
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Virginia Beach 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.Cheapflights Tip: The best prices from Chicago to Virginia Beach are usually found in December or January, booked 58 days in advance, depart on a Saturday or Wednesday and return on a Wednesday
Cheap flight deals from Chicago to Virginia Beach
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Cheapest flights from Chicago to Virginia BeachExplore the most affordable flight options available from Chicago to Virginia Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
Explore the most affordable flight options available from Chicago to Virginia Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:00 am -
1 stop7h 55m
Sat 10/247:41 pm -
1 stop12h 50m
Deal found 9/13![Frontier logo]()
$278
This Expedia deal was found by Cheapflights users on 9/10. 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.
Thu 9/246:25 am -
1 stop5h 04m
Sun 9/271:18 pm -
1 stop11h 26m
Deal found 9/10![Frontier logo]()
$300
This Expedia deal was found by Cheapflights users on 9/10. 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.
Thu 9/243:50 pm -
1 stop25h 58m
Sun 9/277:43 pm -
1 stop28h 16m
Deal found 9/10![Frontier logo]()
$300
This Southwest deal was found by Cheapflights users on 9/10. 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 10/174:10 pm -
Nonstop2h 05m
Tue 10/207:50 am -
Nonstop2h 10m
Deal found 9/10![Southwest logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 11/58:00 am -
2 stops13h 56m
Sun 11/81:31 pm -
1 stop20h 46m
Deal found 9/11![Multiple Airlines logo]()
$301
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 10/211:05 pm -
2 stops8h 05m
Mon 10/265:50 pm -
1 stop7h 05m
Deal found 9/14![Southwest logo]()
$303
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.
Wed 11/257:55 am -
1 stop9h 54m
Mon 11/307:34 pm -
1 stop12h 31m
Deal found 9/15![Frontier logo]()
$304
This CheapOair deal was found by Cheapflights users on 9/10. 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.
Fri 11/67:50 pm -
1 stop18h 04m
Sun 11/81:31 pm -
1 stop20h 46m
Deal found 9/10![Frontier logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 11/77:15 am -
1 stop6h 39m
Sun 11/81:31 pm -
1 stop6h 14m
Deal found 9/11![Frontier logo]()
$306
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:57 am -
Nonstop2h 19m
Thu 10/86:15 am -
1 stop4h 23m
Deal found 9/14![United Airlines logo]()
$307
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 10/283:05 pm -
2 stops6h 05m
Mon 11/25:55 pm -
2 stops5h 45m
Deal found 9/14![Southwest logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 11/128:00 am -
2 stops13h 56m
Sun 11/151:31 pm -
1 stop20h 46m
Deal found 9/11![Multiple Airlines logo]()
$308
Best flights from Chicago to Virginia BeachDiscover carefully curated flight deals from Chicago to Virginia Beach that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
Discover carefully curated flight deals from Chicago to Virginia Beach that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
This Southwest deal was found by Cheapflights users on 9/10. 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 10/174:10 pm -
Nonstop2h 05m
Tue 10/207:50 am -
Nonstop2h 10m
Deal found 9/10![Southwest logo]()
$301
This Delta deal was found by Cheapflights users on 9/10. 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 10/166:44 pm -
1 stop3h 48m
Tue 10/206:00 am -
1 stop4h 32m
Deal found 9/10![Delta logo]()
$338
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:20 pm -
1 stop6h 28m
Wed 10/2810:25 am -
1 stop7h 12m
Deal found 9/14![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 9/11. 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 11/1212:45 pm -
1 stop3h 30m
Sun 11/157:30 am -
Nonstop2h 15m
Deal found 9/11![Southwest logo]()
$399
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:29 am -
Nonstop2h 24m
Wed 11/46:10 am -
Nonstop2h 42m
Deal found 9/13![United Airlines logo]()
$413
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.
Wed 10/287:00 am -
1 stop3h 45m
Wed 11/42:25 pm -
1 stop7h 18m
Deal found 9/14![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.
Thu 10/155:00 am -
1 stop7h 35m
Sun 10/186:20 am -
2 stops6h 50m
Deal found 9/15![Southwest logo]()
$412
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:07 pm -
1 stop4h 37m
Tue 11/1012:15 pm -
Nonstop2h 44m
Deal found 9/13![United Airlines logo]()
$423
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.
Fri 10/166:45 pm -
Nonstop2h 05m
Tue 10/207:50 am -
Nonstop2h 10m
Deal found 9/12![Southwest logo]()
$413
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:44 am -
1 stop6h 44m
Thu 10/2210:00 am -
1 stop7h 26m
Deal found 9/14![Delta logo]()
$476
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 10/234:20 pm -
2 stops6h 20m
Sun 10/257:55 pm -
1 stop5h 15m
Deal found 9/15![Southwest logo]()
$416
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:50 pm -
2 stops17h 22m
Tue 12/16:00 am -
1 stop8h 02m
Deal found 9/10![United Airlines logo]()
$484
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.
Fri 10/166:45 pm -
Nonstop2h 05m
Sat 10/176:25 am -
2 stops8h 30m
Deal found 9/12![Southwest logo]()
$428
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1110:10 pm -
2 stops14h 48m
Sat 1/98:00 pm -
1 stop4h 59m
Deal found 9/10![United Airlines logo]()
$484
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.
Mon 9/2810:30 am -
1 stop6h 10m
Wed 9/306:00 am -
1 stop5h 37m
Deal found 9/14![Delta logo]()
$559
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 10/166:45 pm -
Nonstop2h 05m
Sun 10/187:25 pm -
Nonstop2h 10m
Deal found 9/14![Southwest logo]()
$430
This United Airlines deal was found by Cheapflights users on 9/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:06 pm -
1 stop4h 42m
Sat 10/246:15 am -
2 stops10h 57m
Deal found 9/11![United Airlines logo]()
$577
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:15 pm -
Nonstop2h 26m
Fri 9/256:20 am -
Nonstop2h 33m
Deal found 9/14![United Airlines logo]()
$582
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:07 pm -
1 stop4h 37m
Sun 11/810:25 am -
2 stops6h 24m
Deal found 9/10![United Airlines logo]()
$590
Last-minute flights from Chicago to Virginia BeachDiscover last-minute flight deals from Chicago to Virginia Beach. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Virginia Beach. Data last updated September 15, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/10. 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.
Thu 9/246:25 am -
1 stop5h 04m
Sun 9/271:18 pm -
1 stop11h 26m
Deal found 9/10![Frontier logo]()
$300
This Super.com deal was found by Cheapflights users on 9/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:50 pm -
1 stop25h 58m
Mon 9/287:43 pm -
1 stop28h 16m
Deal found 9/11![Frontier logo]()
$312
This Expedia deal was found by Cheapflights users on 9/10. 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.
Fri 9/253:50 pm -
1 stop25h 58m
Sun 10/41:18 pm -
1 stop6h 05m
Deal found 9/10![Frontier logo]()
$313
This CheapOair deal was found by Cheapflights users on 9/10. 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.
Mon 9/283:50 pm -
1 stop25h 58m
Wed 9/307:43 pm -
1 stop28h 16m
Deal found 9/10![Frontier logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/307:11 am -
2 stops14h 18m
Thu 10/11:18 pm -
1 stop6h 05m
Deal found 9/10![Multiple Airlines logo]()
$304
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:25 am -
1 stop5h 04m
Sun 10/41:18 pm -
1 stop5h 28m
Deal found 9/13![Frontier logo]()
$313
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:57 am -
Nonstop2h 19m
Thu 10/86:15 am -
1 stop4h 23m
Deal found 9/14![United Airlines logo]()
$307
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:00 am -
1 stop7h 55m
Sat 10/247:41 pm -
1 stop12h 50m
Deal found 9/13![Frontier logo]()
$278
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:45 am -
Nonstop2h 30m
Wed 10/146:20 am -
Nonstop2h 33m
Deal found 9/10![United Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/178:01 pm -
2 stops15h 33m
Tue 10/201:19 pm -
1 stop6h 12m
Deal found 9/10![Frontier logo]()
$303
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 10/211:05 pm -
2 stops8h 05m
Mon 10/265:50 pm -
1 stop7h 05m
Deal found 9/14![Southwest logo]()
$303
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 10/283:05 pm -
2 stops6h 05m
Mon 11/25:55 pm -
2 stops5h 45m
Deal found 9/14![Southwest logo]()
$308
One-way flights from Chicago to Virginia BeachSearch for one-way flight options from Chicago to Virginia Beach. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
Search for one-way flight options from Chicago to Virginia Beach. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
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.
Sat 11/147:15 am -
1 stop6h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$90
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.
Wed 10/147:44 pm -
1 stop15h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$103
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 10/136:00 am -
1 stop5h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$104
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:44 pm -
1 stop15h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$106
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 11/147:25 am -
1 stop6h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$108
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 10/86:21 am -
1 stop5h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$114
This Expedia deal was found by Cheapflights users on 9/10. 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 10/106:00 am -
1 stop7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$114
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/148:10 am -
1 stop9h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$118
This Trip.com deal was found by Cheapflights users on 9/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:16 am -
1 stop5h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$121
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 10/138:04 am -
2 stops32h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$122
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.
Thu 11/126:16 am -
1 stop5h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 11/117:28 pm -
1 stop16h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$123
Find flight deals from Chicago to Virginia Beach
Keep the following information in mind while searching for Chicago to Virginia Beach flight deals. Data was last updated September 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $278 (Frontier) |
One-way from | $90 (Priceline) |
Popular in | March |
Cheapest in | December |
Average price | $363 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Virginia Beach 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 15, 2026.
Use the filters below to find and compare flights from Chicago to Virginia Beach that are best for you.
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Route
Depart
Return
Cheapest round-trip
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Sat 12/12
6:00 am-1:54 pm
1 stop6h 54m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
ChicagoNorfolk
ORD Chicago O'Hare Intl - ORF Norfolk
ORDORF
Chicago O'Hare Intl
Thu 10/15
10:05 am-5:46 pm
1 stop6h 41m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Mon 12/14
12:45 pm-10:40 pm
2 stops8h 55m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Tue 11/10
1:20 pm-9:15 pm
2 stops6h 55m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$166
ChicagoNorfolk
ORD Chicago O'Hare Intl - ORF Norfolk
ORDORF
Chicago O'Hare Intl
Tue 10/13
11:57 am-3:16 pm
Nonstop2h 19m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
ChicagoNorfolk
ORD Chicago O'Hare Intl - ORF Norfolk
ORDORF
Chicago O'Hare Intl
Fri 11/13
11:30 am-5:57 pm
1 stop5h 27m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$178
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Mon 10/26
6:45 pm-9:50 pm
Nonstop2h 05m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$183
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Thu 10/8
6:45 pm-9:50 pm
Nonstop2h 05m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$183
ChicagoNorfolk
ORD Chicago O'Hare Intl - ORF Norfolk
ORDORF
Chicago O'Hare Intl
Mon 11/16
7:29 am-10:53 am
Nonstop2h 24m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$189
ChicagoNorfolk
ORD Chicago O'Hare Intl - ORF Norfolk
ORDORF
Chicago O'Hare Intl
Tue 10/6
8:45 am-12:15 pm
Nonstop2h 30m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$191
Showing 1-10 of 40 resultsSorted by cheapest first
Best time to book a flight from Chicago to Virginia Beach
Have a flexible travel schedule? Discover the best time to fly to Virginia Beach from Chicago with our price prediction graph.
ORD-ORF
MDW-ORF
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 Chicago to Virginia Beach
CHI-V1B
ORD-ORF
MDW-ORF
What is the cheapest time of day to fly from CHI to V1B?
Find hourly flight availability from Chicago to Virginia Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Virginia Beach in the morning. If you’re flexible enough to do this you can expect to save up to 6% on your trip compared to booking a flight in the evening.
Weekly flight availability from Chicago to Virginia Beach
Explore weekly flight availability from Chicago to Virginia Beach. 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 September 15, 2026.
The most flights from CHI to V1B are scheduled on a Sunday (28 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (23 on average).
How much does it cost to fly round-trip from Chicago to Virginia Beach?
Airfare is below average for this route at the moment.
Chicago to Virginia Beach flights typically cost between $300 and $461 in October.The cheapest round-trip price found within the last 5 days was $278 on Frontier (Oct 10-Oct 24).
What is the cheapest day to fly from Chicago to Virginia Beach?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Virginia Beach. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Chicago to Virginia Beach flight should consider departing on Wednesday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Virginia Beach
Get insights into the airlines that provide service to Virginia Beach. 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 Beach. Reviews last updated September 15, 2026.
Read through reviews of airlines operating flights from Chicago to Virginia Beach, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Chicago to Virginia Beach. 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 Chicago to Virginia Beach
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Virginia Beach by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Virginia Beach by cabin class
Find flights from Chicago to Virginia Beach, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Virginia Beach flights
Browse other Chicago and Virginia Beach flight options. Last updated on September 15, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Virginia Beach flights
Consider these flights traveling from Chicago to Virginia Beach.
Top 4 airlines flying from Chicago to Virginia Beach
Discover the top 4 airlines that operate flights from Chicago to Virginia Beach. 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 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$394 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$219 | Average$417 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$226 | Average$267 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$265 | Average$393 | FlexibilityNo cancel fee | On-time71% |