$72+ Cheap flights from Chicago (CHI) to Virginia Beach, VA
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Apr 18 — Apr 251
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 September, booked 70 days in advance, depart on a Wednesday or Tuesday and return on a Thursday
Cheap flight deals from Chicago to Virginia Beach
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Best
Last-minute
One-way
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 March 19, 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 March 19, 2026.
This Frontier deal was found by Cheapflights users on 3/17. 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 3/225:01 am
ORD
- ORF
1 stop8h 54m
Frontier
Fri 4/2411:27 am
ORF
- ORD
1 stop12h 12m
Frontier
Deal found 3/17![Frontier logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Fri 4/173:29 pm
MDW
- ORF
2 stops19h 46m
Multiple Airlines
Sun 4/1911:27 am
ORF
- MDW
1 stop9h 04m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$296
This CheapOair deal was found by Cheapflights users on 3/17. 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.
Thu 6/45:30 pm
ORD
- ORF
1 stop25h 47m
Multiple Airlines
Mon 6/85:41 pm
ORF
- ORD
1 stop7h 46m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 3/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:40 am
ORD
- ORF
Nonstop2h 24m
American Airlines
Sat 4/1810:34 am
ORF
- ORD
Nonstop2h 36m
American Airlines
Deal found 3/17![American Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/25:01 am
MDW
- ORF
1 stop13h 19m
Multiple Airlines
Mon 4/68:41 pm
ORF
- MDW
2 stops26h 38m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$298
This CheapOair deal was found by Cheapflights users on 3/17. 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.
Wed 4/159:41 am
ORD
- ORF
1 stop23h 51m
Multiple Airlines
Sat 4/1811:27 am
ORF
- ORD
1 stop12h 12m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Tue 3/317:17 am
ORD
- ORF
1 stop11h 29m
Multiple Airlines
Mon 4/68:41 pm
ORF
- ORD
2 stops15h 03m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$299
This Expedia deal was found by Cheapflights users on 3/17. 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.
Mon 4/65:30 am
MDW
- ORF
1 stop8h 39m
Frontier
Fri 4/1011:33 am
ORF
- MDW
1 stop11h 46m
Frontier
Deal found 3/17![Frontier logo]()
$300
This Frontier deal was found by Cheapflights users on 3/16. 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.
Mon 3/235:01 am
ORD
- ORF
1 stop5h 37m
Frontier
Thu 3/2611:50 am
ORF
- ORD
1 stop11h 49m
Frontier
Deal found 3/16![Frontier logo]()
$300
This Expedia deal was found by Cheapflights users on 3/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:49 pm
MDW
- ORF
1 stop22h 32m
Frontier
Sun 4/269:50 am
ORF
- MDW
1 stop23h 14m
Frontier
Deal found 3/15![Frontier logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Mon 3/3012:45 pm
ORD
- ORF
1 stop8h 02m
Multiple Airlines
Tue 4/78:41 pm
ORF
- ORD
1 stop22h 29m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/222:15 pm
MDW
- ORF
1 stop19h 17m
Frontier
Sun 4/269:50 am
ORF
- MDW
1 stop12h 02m
Frontier
Deal found 3/17![Frontier logo]()
$303
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 March 19, 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 March 19, 2026.
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/173:35 pm
ORD
- ORF
Nonstop2h 25m
United Airlines
Mon 4/205:05 pm
ORF
- ORD
Nonstop2h 31m
United Airlines
Deal found 3/17![United Airlines logo]()
$317
This KAYAK deal was found by Cheapflights users on 3/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/244:07 pm
ORD
- ORF
Nonstop2h 24m
American Airlines
Wed 5/68:01 pm
ORF
- ORD
Nonstop2h 41m
American Airlines
Deal found 3/15![American Airlines logo]()
$334
This KAYAK deal was found by Cheapflights users on 3/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:00 pm
MDW
- ORF
Nonstop2h 00m
Southwest
Wed 5/68:40 am
ORF
- MDW
2 stops8h 10m
Southwest
Deal found 3/15![Southwest logo]()
$335
This KAYAK deal was found by Cheapflights users on 3/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:30 pm
ORD
- ORF
1 stop7h 06m
Delta
Wed 5/611:05 am
ORF
- ORD
1 stop6h 42m
Delta
Deal found 3/15![Delta logo]()
$360
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:10 pm
MDW
- ORF
2 stops7h 45m
Southwest
Mon 6/12:30 pm
ORF
- MDW
1 stop6h 50m
Southwest
Deal found 3/18![Southwest logo]()
$351
This United Airlines deal was found by Cheapflights users on 3/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1611:00 am
ORD
- ORF
Nonstop2h 20m
United Airlines
Mon 4/206:00 am
ORF
- ORD
Nonstop2h 31m
United Airlines
Deal found 3/16![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 3/16. 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 4/137:35 pm
ORD
- ORF
2 stops15h 20m
Southwest
Wed 4/156:25 am
ORF
- ORD
1 stop13h 00m
Southwest
Deal found 3/16![Southwest logo]()
$362
This United Airlines deal was found by Cheapflights users on 3/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:53 pm
ORD
- ORF
1 stop6h 51m
United Airlines
Sun 6/74:57 pm
ORF
- ORD
Nonstop2h 32m
United Airlines
Deal found 3/16![United Airlines logo]()
$376
This Delta deal was found by Cheapflights users on 3/14. 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 5/1410:59 am
MDW
- ORF
1 stop5h 22m
Delta
Sun 5/175:20 am
ORF
- MDW
1 stop5h 40m
Delta
Deal found 3/14![Delta logo]()
$416
This Southwest deal was found by Cheapflights users on 3/15. 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 5/152:40 pm
ORD
- ORF
2 stops7h 15m
Southwest
Wed 5/206:50 am
ORF
- ORD
2 stops10h 15m
Southwest
Deal found 3/15![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 3/18. 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 5/226:45 am
ORD
- ORF
Nonstop2h 22m
United Airlines
Sun 5/246:00 am
ORF
- ORD
Nonstop2h 28m
United Airlines
Deal found 3/18![United Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 3/16. 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 6/612:55 pm
MDW
- ORF
Nonstop2h 05m
Southwest
Sat 6/66:35 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Deal found 3/16![Southwest logo]()
$365
This United Airlines deal was found by Cheapflights users on 3/18. 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 6/1212:22 pm
ORD
- ORF
Nonstop2h 21m
United Airlines
Sun 6/216:00 am
ORF
- ORD
Nonstop2h 28m
United Airlines
Deal found 3/18![United Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 3/14. 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.
Sat 6/206:25 pm
MDW
- ORF
Nonstop2h 00m
Southwest
Sat 6/276:55 pm
ORF
- MDW
1 stop5h 25m
Southwest
Deal found 3/14![Southwest logo]()
$375
This Southwest deal was found by Cheapflights users on 3/14. 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 4/176:00 am
ORD
- ORF
2 stops9h 50m
Southwest
Tue 4/216:50 am
ORF
- ORD
2 stops10h 15m
Southwest
Deal found 3/14![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 3/14. 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 4/177:00 pm
MDW
- ORF
Nonstop2h 00m
Southwest
Sun 4/198:35 pm
ORF
- MDW
1 stop4h 45m
Southwest
Deal found 3/14![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 3/14. 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 6/112:40 pm
MDW
- ORF
2 stops7h 45m
Southwest
Sun 6/147:20 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Deal found 3/14![Southwest logo]()
$405
This Southwest deal was found by Cheapflights users on 3/14. 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 4/237:00 pm
MDW
- ORF
Nonstop2h 00m
Southwest
Sun 4/268:35 pm
ORF
- MDW
1 stop4h 45m
Southwest
Deal found 3/14![Southwest logo]()
$405
This Southwest deal was found by Cheapflights users on 3/18. 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 5/227:00 pm
MDW
- ORF
Nonstop2h 00m
Southwest
Sun 5/248:55 am
ORF
- MDW
Nonstop2h 10m
Southwest
Deal found 3/18![Southwest logo]()
$406
Last-minute flights from Chicago to Virginia BeachDiscover last-minute flight deals from Chicago to Virginia Beach. Data last updated March 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Virginia Beach. Data last updated March 19, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/17. 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 3/225:01 am
ORD
- ORF
1 stop8h 54m
Frontier
Fri 4/2411:27 am
ORF
- ORD
1 stop12h 12m
Frontier
Deal found 3/17![Frontier logo]()
$295
This Frontier deal was found by Cheapflights users on 3/16. 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.
Mon 3/235:01 am
ORD
- ORF
1 stop5h 37m
Frontier
Thu 3/2611:50 am
ORF
- ORD
1 stop11h 49m
Frontier
Deal found 3/16![Frontier logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Mon 3/3012:45 pm
ORD
- ORF
1 stop8h 02m
Multiple Airlines
Tue 4/78:41 pm
ORF
- ORD
1 stop22h 29m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Tue 3/317:17 am
ORD
- ORF
1 stop11h 29m
Multiple Airlines
Mon 4/68:41 pm
ORF
- ORD
2 stops15h 03m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/25:01 am
MDW
- ORF
1 stop13h 19m
Multiple Airlines
Mon 4/68:41 pm
ORF
- MDW
2 stops26h 38m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$298
This Expedia deal was found by Cheapflights users on 3/17. 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.
Mon 4/65:30 am
MDW
- ORF
1 stop8h 39m
Frontier
Fri 4/1011:33 am
ORF
- MDW
1 stop11h 46m
Frontier
Deal found 3/17![Frontier logo]()
$300
This American Airlines deal was found by Cheapflights users on 3/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:40 am
ORD
- ORF
Nonstop2h 24m
American Airlines
Sat 4/1810:34 am
ORF
- ORD
Nonstop2h 36m
American Airlines
Deal found 3/17![American Airlines logo]()
$297
This CheapOair deal was found by Cheapflights users on 3/17. 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.
Wed 4/159:41 am
ORD
- ORF
1 stop23h 51m
Multiple Airlines
Sat 4/1811:27 am
ORF
- ORD
1 stop12h 12m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Fri 4/173:29 pm
MDW
- ORF
2 stops19h 46m
Multiple Airlines
Sun 4/1911:27 am
ORF
- MDW
1 stop9h 04m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/222:15 pm
MDW
- ORF
1 stop19h 17m
Frontier
Sun 4/269:50 am
ORF
- MDW
1 stop12h 02m
Frontier
Deal found 3/17![Frontier logo]()
$303
This Expedia deal was found by Cheapflights users on 3/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:49 pm
MDW
- ORF
1 stop22h 32m
Frontier
Sun 4/269:50 am
ORF
- MDW
1 stop23h 14m
Frontier
Deal found 3/15![Frontier logo]()
$301
This Mytrip deal was found by Cheapflights users on 3/17. 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.
Fri 4/247:15 pm
ORD
- ORF
2 stops18h 05m
Spirit Airlines
Fri 5/18:57 pm
ORF
- ORD
2 stops25h 15m
Spirit Airlines
Deal found 3/17![Spirit Airlines logo]()
$304
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 March 19, 2026.
Search for one-way flight options from Chicago to Virginia Beach. Find affordable one-way fares based on user searches. Data last updated March 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 5/196:55 am
ORD
- ORF
1 stop27h 16m
Frontier
Deal found 3/18![Frontier logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 5/1511:51 am
ORD
- ORF
1 stop22h 24m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/152:15 pm
MDW
- ORF
1 stop19h 17m
Frontier
Deal found 3/17![Frontier logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Tue 5/126:55 am
ORD
- ORF
1 stop27h 16m
Frontier
Deal found 3/16![Frontier logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Wed 5/136:00 am
MDW
- ORF
1 stop28h 11m
Frontier
Deal found 3/16![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 3/16. 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.
Wed 4/156:08 pm
ORD
- ORF
1 stop15h 24m
Frontier
Deal found 3/16![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 5/46:00 am
MDW
- ORF
1 stop28h 11m
Frontier
Deal found 3/17![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 5/44:28 pm
ORD
- ORF
1 stop17h 43m
Frontier
Deal found 3/17![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 5/1411:51 am
ORD
- ORF
1 stop22h 20m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Tue 5/1912:27 pm
MDW
- ORF
1 stop21h 44m
Frontier
Deal found 3/14![Frontier logo]()
$88
This Frontier deal was found by Cheapflights users on 3/17. 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.
Fri 4/179:14 am
MDW
- ORF
1 stop7h 13m
Frontier
Deal found 3/17![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 5/116:00 am
MDW
- ORF
1 stop28h 11m
Frontier
Deal found 3/15![Frontier logo]()
$96
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 March 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $295 (Kiwi.com) |
One-way from | $72 (Kiwi.com) |
Popular in | April |
Cheapest in | December |
Average price | $426 |
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 2,558,603 searches. Data last updated March 19, 2026.
Use the filters below to find and compare flights from Chicago to Virginia Beach that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Fri 4/17
3:35 pm-7:00 pm
Nonstop2h 25m
Norfolk
Mon 4/20
5:05 pm-6:36 pm
Nonstop2h 31m
$317
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Fri 4/24
4:07 pm-7:31 pm
Nonstop2h 24m
Norfolk
Wed 5/6
8:01 pm-9:42 pm
Nonstop2h 41m
$334
ChicagoNorfolk
MDW - ORF
MDWORF
Chicago Midway
Fri 4/24
7:00 pm-10:00 pm
Nonstop2h 00m
Norfolk
Wed 5/6
8:40 am-3:50 pm
2 stops8h 10m
$335
ChicagoNorfolk
MDW - ORF
MDWORF
Chicago Midway
Thu 5/28
2:10 pm-10:55 pm
2 stops7h 45m
Norfolk
Mon 6/1
2:30 pm-8:20 pm
1 stop6h 50m
$351
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Fri 4/24
2:30 pm-10:36 pm
1 stop7h 06m
Norfolk
Wed 5/6
11:05 am-4:47 pm
1 stop6h 42m
$360
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Mon 4/13
7:35 pm-11:55 am
2 stops15h 20m
Norfolk
Wed 4/15
6:25 am-6:25 pm
1 stop13h 00m
$362
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Fri 5/15
2:40 pm-10:55 pm
2 stops7h 15m
Norfolk
Wed 5/20
6:50 am-4:05 pm
2 stops10h 15m
$364
Quickest round-trip
ChicagoNorfolk
MDW - ORF
MDWORF
Chicago Midway
Sat 6/6
12:55 pm-4:00 pm
Nonstop2h 05m
Norfolk
Sat 6/6
6:35 pm-7:40 pm
Nonstop2h 05m
$365
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Thu 4/16
11:00 am-2:20 pm
Nonstop2h 20m
Norfolk
Mon 4/20
6:00 am-7:31 am
Nonstop2h 31m
$367
ChicagoNorfolk
MDW - ORF
MDWORF
Chicago Midway
Sat 6/20
6:25 pm-9:25 pm
Nonstop2h 00m
Norfolk
Sat 6/27
6:55 pm-11:20 pm
1 stop5h 25m
$375
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
How far ahead should I book a flight from Chicago to Virginia Beach?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Virginia Beach. Price data was last updated on March 13, 2026.
To ensure you get the cheapest price possible for a flight from Chicago to Virginia Beach, you should look to book at least 68 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Chicago to Virginia Beach?
Currently, January is the cheapest month in which you can book a flight from Chicago to Virginia Beach (average of $130). Flying from Chicago to Virginia Beach in December is currently the most expensive (average of $265). 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 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 March 19, 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 at noon.
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 March 14, 2026.
Travelers seeking maximum savings on their Chicago to Virginia Beach flight should consider departing on Sunday mornings when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 March 19, 2026.
The most flights from CHI to V1B are scheduled on a Wednesday (24 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (13 on average).
How much does it cost to fly round-trip from Chicago to Virginia Beach?
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 March 19, 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.
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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
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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 March 19, 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 March 19, 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 3 airlines flying from Chicago to Virginia Beach
Discover the top 3 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 2,558,603 searches. Data last updated March 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$360 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$217 | Average$389 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$236 | Average$397 | FlexibilityNo cancel fee | On-time71% |