$99+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Jul 5 — Jul 121
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 61 days in advance, depart on a Saturday or Wednesday 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 June 5, 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 June 5, 2026.
This CheapOair deal was found by Cheapflights users on 6/1. 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 9/45:30 pm
ORD
- ORF
1 stop26h 31m
Frontier
Thu 9/1012:57 pm
ORF
- ORD
1 stop7h 47m
Frontier
Deal found 6/1![Frontier logo]()
$327
This CheapOair deal was found by Cheapflights users on 6/2. 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 6/174:59 pm
ORD
- ORF
1 stop26h 41m
Frontier
Sat 6/2712:06 pm
ORF
- ORD
1 stop8h 44m
Frontier
Deal found 6/2![Frontier logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 6/1. 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 7/178:05 am
ORD
- ORF
2 stops14h 03m
Multiple Airlines
Mon 7/2012:10 pm
ORF
- ORD
1 stop8h 43m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$332
This CheapOair deal was found by Cheapflights users on 6/1. 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.
Sat 7/115:13 pm
ORD
- ORF
1 stop26h 26m
Frontier
Sat 7/189:34 pm
ORF
- ORD
1 stop26h 36m
Frontier
Deal found 6/1![Frontier logo]()
$333
This Priceline deal was found by Cheapflights users on 6/1. 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.
Fri 7/310:16 am
ORD
- ORF
1 stop9h 24m
Frontier
Sat 7/412:06 pm
ORF
- ORD
1 stop8h 44m
Frontier
Deal found 6/1![Frontier logo]()
$334
This CheapOair deal was found by Cheapflights users on 6/1. 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 10/54:49 pm
ORD
- ORF
1 stop23h 26m
Frontier
Sat 10/1012:57 pm
ORF
- ORD
1 stop8h 31m
Frontier
Deal found 6/1![Frontier logo]()
$336
This Southwest deal was found by Cheapflights users on 6/1. 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 6/307:55 am
MDW
- ORF
Nonstop2h 10m
Southwest
Tue 6/307:00 pm
ORF
- MDW
Nonstop2h 10m
Southwest
Deal found 6/1![Southwest logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Tue 6/306:45 am
ORD
- ORF
Nonstop2h 22m
United Airlines
Tue 6/305:00 pm
ORF
- ORD
Nonstop2h 32m
United Airlines
Deal found 6/1![United Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 8/226:00 am
MDW
- ORF
2 stops14h 01m
Frontier
Sat 8/2912:00 pm
ORF
- MDW
1 stop11h 11m
Frontier
Deal found 6/2![Frontier logo]()
$339
This CheapOair deal was found by Cheapflights users on 6/1. 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 6/174:59 pm
ORD
- ORF
1 stop26h 41m
Frontier
Mon 6/229:35 pm
ORF
- ORD
1 stop26h 44m
Frontier
Deal found 6/1![Frontier logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 6/1. 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 7/96:05 am
MDW
- ORF
1 stop28h 10m
Frontier
Sun 7/1212:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Deal found 6/1![Frontier logo]()
$344
This CheapOair deal was found by Cheapflights users on 6/1. 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 6/254:59 pm
ORD
- ORF
1 stop26h 41m
Frontier
Tue 6/3012:21 pm
ORF
- ORD
1 stop8h 29m
Frontier
Deal found 6/1![Frontier logo]()
$344
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 June 5, 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 June 5, 2026.
This United Airlines deal was found by Cheapflights users on 6/2. 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 8/2611:59 am
ORD
- ORF
Nonstop2h 18m
United Airlines
Sun 8/306:00 am
ORF
- ORD
Nonstop2h 28m
United Airlines
Deal found 6/2![United Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 6/1. 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 9/237:01 am
ORD
- ORF
1 stop4h 04m
Delta
Tue 9/293:00 pm
ORF
- ORD
1 stop4h 45m
Delta
Deal found 6/1![Delta logo]()
$357
This Frontier deal was found by Cheapflights users on 5/31. 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 9/119:26 am
ORD
- ORF
1 stop6h 49m
Frontier
Sun 9/1312:57 pm
ORF
- ORD
1 stop7h 47m
Frontier
Deal found 5/31![Frontier logo]()
$358
This Southwest deal was found by Cheapflights users on 6/4. 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 7/137:00 pm
MDW
- ORF
Nonstop2h 05m
Southwest
Fri 7/177:15 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Deal found 6/4![Southwest logo]()
$363
This American Airlines deal was found by Cheapflights users on 5/31. 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.
Fri 9/118:33 pm
ORD
- ORF
Nonstop2h 26m
American Airlines
Sun 9/135:35 pm
ORF
- ORD
1 stop6h 00m
American Airlines
Deal found 5/31![American Airlines logo]()
$373
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Mon 8/316:15 pm
ORD
- ORF
Nonstop2h 26m
United Airlines
Sun 9/65:02 pm
ORF
- ORD
Nonstop2h 28m
United Airlines
Deal found 6/1![United Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 6/1. 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 8/79:00 am
MDW
- ORF
Nonstop2h 10m
Southwest
Fri 8/76:45 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Deal found 6/1![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 6/3. 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.
Sat 8/16:00 am
MDW
- ORF
1 stop5h 46m
Delta
Sat 8/156:04 am
ORF
- MDW
1 stop4h 13m
Delta
Deal found 6/3![Delta logo]()
$380
This Southwest deal was found by Cheapflights users on 6/4. 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 7/167:40 am
MDW
- ORF
Nonstop2h 05m
Southwest
Mon 7/207:05 am
ORF
- MDW
Nonstop2h 05m
Southwest
Deal found 6/4![Southwest logo]()
$363
This KAYAK deal was found by Cheapflights users on 6/5. 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.
Sun 7/55:00 am
ORD
- ORF
1 stop5h 57m
American Airlines
Thu 7/96:40 am
ORF
- ORD
Nonstop2h 40m
American Airlines
Deal found 6/5![American Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 6/4. 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.
Sat 7/187:00 am
ORD
- ORF
1 stop4h 46m
Delta
Sat 7/186:17 pm
ORF
- ORD
1 stop6h 36m
Delta
Deal found 6/4![Delta logo]()
$383
This Southwest deal was found by Cheapflights users on 6/1. 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 7/114:50 pm
MDW
- ORF
1 stop5h 20m
Southwest
Sun 7/197:20 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Deal found 6/1![Southwest logo]()
$373
This United Airlines deal was found by Cheapflights users on 6/3. 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.
Tue 8/256:15 pm
ORD
- ORF
Nonstop2h 26m
United Airlines
Wed 8/266:02 am
ORF
- ORD
Nonstop2h 28m
United Airlines
Deal found 6/3![United Airlines logo]()
$417
This CheapOair deal was found by Cheapflights users on 5/31. 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 6/184:59 pm
ORD
- ORF
1 stop26h 41m
Frontier
Sat 6/2712:06 pm
ORF
- ORD
1 stop8h 44m
Frontier
Deal found 5/31![Frontier logo]()
$459
This Delta deal was found by Cheapflights users on 6/1. 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.
Sat 7/186:00 am
MDW
- ORF
1 stop5h 46m
Delta
Sat 7/186:17 pm
ORF
- MDW
1 stop4h 58m
Delta
Deal found 6/1![Delta logo]()
$411
This Southwest deal was found by Cheapflights users on 6/3. 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 6/2412:00 pm
MDW
- ORF
Nonstop2h 00m
Southwest
Sat 6/276:35 pm
ORF
- MDW
Nonstop2h 05m
Southwest
Deal found 6/3![Southwest logo]()
$387
This United Airlines deal was found by Cheapflights users on 6/1. 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 8/1411:59 am
ORD
- ORF
Nonstop2h 18m
United Airlines
Mon 8/176:00 am
ORF
- ORD
Nonstop2h 28m
United Airlines
Deal found 6/1![United Airlines logo]()
$440
This Southwest deal was found by Cheapflights users on 6/4. 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 7/1011:55 am
MDW
- ORF
1 stop5h 40m
Southwest
Mon 7/136:00 am
ORF
- MDW
2 stops8h 25m
Southwest
Deal found 6/4![Southwest logo]()
$388
This United Airlines deal was found by Cheapflights users on 6/4. 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 7/166:45 am
ORD
- ORF
Nonstop2h 22m
United Airlines
Mon 7/203:00 pm
ORF
- ORD
1 stop6h 32m
United Airlines
Deal found 6/4![United Airlines logo]()
$453
This Southwest deal was found by Cheapflights users on 6/5. 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 7/2411:55 am
MDW
- ORF
1 stop5h 40m
Southwest
Sun 7/265:50 am
ORF
- MDW
2 stops9h 45m
Southwest
Deal found 6/5![Southwest logo]()
$388
Last-minute flights from Chicago to Virginia BeachDiscover last-minute flight deals from Chicago to Virginia Beach. Data last updated June 5, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Virginia Beach. Data last updated June 5, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 6/2. 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 6/174:59 pm
ORD
- ORF
1 stop26h 41m
Frontier
Sat 6/2712:06 pm
ORF
- ORD
1 stop8h 44m
Frontier
Deal found 6/2![Frontier logo]()
$330
This CheapOair deal was found by Cheapflights users on 6/1. 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 6/174:59 pm
ORD
- ORF
1 stop26h 41m
Frontier
Mon 6/229:35 pm
ORF
- ORD
1 stop26h 44m
Frontier
Deal found 6/1![Frontier logo]()
$340
This CheapOair deal was found by Cheapflights users on 6/1. 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 6/254:59 pm
ORD
- ORF
1 stop26h 41m
Frontier
Tue 6/3012:21 pm
ORF
- ORD
1 stop8h 29m
Frontier
Deal found 6/1![Frontier logo]()
$344
This Southwest deal was found by Cheapflights users on 6/1. 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 6/307:55 am
MDW
- ORF
Nonstop2h 10m
Southwest
Tue 6/307:00 pm
ORF
- MDW
Nonstop2h 10m
Southwest
Deal found 6/1![Southwest logo]()
$337
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Tue 6/306:45 am
ORD
- ORF
Nonstop2h 22m
United Airlines
Tue 6/305:00 pm
ORF
- ORD
Nonstop2h 32m
United Airlines
Deal found 6/1![United Airlines logo]()
$337
This Priceline deal was found by Cheapflights users on 6/1. 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.
Fri 7/310:16 am
ORD
- ORF
1 stop9h 24m
Frontier
Sat 7/412:06 pm
ORF
- ORD
1 stop8h 44m
Frontier
Deal found 6/1![Frontier logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/1. 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 7/96:05 am
MDW
- ORF
1 stop28h 10m
Frontier
Sun 7/1212:10 pm
ORF
- MDW
1 stop10h 53m
Frontier
Deal found 6/1![Frontier logo]()
$344
This CheapOair deal was found by Cheapflights users on 6/1. 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.
Sat 7/115:13 pm
ORD
- ORF
1 stop26h 26m
Frontier
Sat 7/189:34 pm
ORF
- ORD
1 stop26h 36m
Frontier
Deal found 6/1![Frontier logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 6/1. 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 7/161:50 pm
ORD
- ORF
1 stop20h 25m
Multiple Airlines
Thu 7/2312:59 pm
ORF
- ORD
2 stops24h 16m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 6/1. 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 7/178:05 am
ORD
- ORF
2 stops14h 03m
Multiple Airlines
Mon 7/2012:10 pm
ORF
- ORD
1 stop8h 43m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/1812:11 pm
MDW
- ORF
1 stop22h 04m
Frontier
Mon 7/209:34 pm
ORF
- MDW
2 stops14h 33m
Frontier
Deal found 6/2![Frontier logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/245:46 pm
ORD
- ORF
2 stops40h 29m
Frontier
Tue 7/2812:10 pm
ORF
- ORD
1 stop8h 43m
Frontier
Deal found 6/5![Frontier logo]()
$345
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 June 5, 2026.
Search for one-way flight options from Chicago to Virginia Beach. Find affordable one-way fares based on user searches. Data last updated June 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 9/16:00 am
MDW
- ORF
1 stop28h 26m
Frontier
Deal found 6/3![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/11:29 pm
ORD
- ORF
1 stop20h 57m
Frontier
Deal found 6/3![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 8/47:05 am
ORD
- ORF
1 stop27h 10m
Frontier
Deal found 6/4![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 8/285:30 pm
ORD
- ORF
1 stop26h 31m
Frontier
Deal found 6/3![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/286:05 am
MDW
- ORF
1 stop28h 10m
Frontier
Deal found 6/2![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 7/151:50 pm
ORD
- ORF
1 stop20h 25m
Frontier
Deal found 6/2![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 9/15:30 pm
ORD
- ORF
1 stop26h 31m
Frontier
Deal found 6/3![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 8/296:00 am
MDW
- ORF
1 stop28h 26m
Frontier
Deal found 6/3![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 8/311:50 pm
ORD
- ORF
1 stop20h 36m
Frontier
Deal found 6/3![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 9/212:04 pm
MDW
- ORF
1 stop22h 22m
Frontier
Deal found 6/3![Frontier logo]()
$121
This Priceline deal was found by Cheapflights users on 6/3. 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 10/299:26 am
ORD
- ORF
1 stop6h 49m
Frontier
Deal found 6/3![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 8/55:13 pm
ORD
- ORF
1 stop26h 26m
Frontier
Deal found 6/5![Frontier logo]()
$124
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 June 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $327 (CheapOair) |
One-way from | $99 (Kiwi.com) |
Popular in | March |
Cheapest in | December |
Average price | $389 |
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 June 5, 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
Wed 8/26
11:59 am-3:17 pm
Nonstop2h 18m
Norfolk
Sun 8/30
6:00 am-7:28 am
Nonstop2h 28m
$350
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Wed 9/23
7:01 am-12:05 pm
1 stop4h 04m
Norfolk
Tue 9/29
3:00 pm-6:45 pm
1 stop4h 45m
$357
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Fri 9/11
9:26 am-5:15 pm
1 stop6h 49m
Norfolk
Sun 9/13
12:57 pm-7:44 pm
1 stop7h 47m
$358
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Mon 8/31
6:15 pm-9:41 pm
Nonstop2h 26m
Norfolk
Sun 9/6
5:02 pm-6:30 pm
Nonstop2h 28m
$360
ChicagoNorfolk
MDW - ORF
MDWORF
Chicago Midway
Mon 7/13
7:00 pm-10:05 pm
Nonstop2h 05m
Norfolk
Fri 7/17
7:15 pm-8:20 pm
Nonstop2h 05m
$363
ChicagoNorfolk
MDW - ORF
MDWORF
Chicago Midway
Fri 8/7
9:00 am-12:10 pm
Nonstop2h 10m
Norfolk
Fri 8/7
6:45 pm-7:50 pm
Nonstop2h 05m
$363
ChicagoNorfolk
MDW - ORF
MDWORF
Chicago Midway
Thu 7/16
7:40 am-10:45 am
Nonstop2h 05m
Norfolk
Mon 7/20
7:05 am-8:10 am
Nonstop2h 05m
$363
ChicagoNorfolk
ORD - ORF
ORDORF
Chicago O'Hare Intl
Fri 9/11
8:33 pm-11:59 pm
Nonstop2h 26m
Norfolk
Sun 9/13
5:35 pm-10:35 pm
1 stop6h 00m
$373
ChicagoNorfolk
MDW - ORF
MDWORF
Chicago Midway
Sat 7/11
4:50 pm-11:10 pm
1 stop5h 20m
Norfolk
Sun 7/19
7:20 pm-8:25 pm
Nonstop2h 05m
$373
ChicagoNorfolk
MDW - ORF
MDWORF
Chicago Midway
Sat 8/1
6:00 am-12:46 pm
1 stop5h 46m
Norfolk
Sat 8/15
6:04 am-9:17 am
1 stop4h 13m
$380
Showing 1-10 of 41 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 June 5, 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 7% 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 June 5, 2026.
The most flights from CHI to V1B are scheduled on a Thursday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).
How much does it cost to fly round-trip from Chicago to Virginia Beach?
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 May 30, 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. Monday afternoons 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 June 5, 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.
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
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 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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 June 5, 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 June 5, 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 June 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$361 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$217 | Average$397 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$236 | Average$403 | FlexibilityNo cancel fee | On-time71% |