$113+ Cheap flights from Chicago (CHI) to Virginia
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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Oct 28 — Nov 41
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Virginia with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Virginia
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Cheapest flights from Chicago to VirginiaExplore the most affordable flight options available from Chicago to Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
Explore the most affordable flight options available from Chicago to Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 28, 2026.
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Sun 11/16:20 pm -
Nonstop1h 59m
Sun 11/81:43 pm -
Nonstop2h 17m
Deal found 9/27![American Airlines logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/65:24 pm -
1 stop18h 40m
Wed 12/91:59 pm -
1 stop20h 19m
Deal found 9/24![Frontier logo]()
$276
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/176:29 pm -
Nonstop2h 10m
Thu 10/2210:18 am -
Nonstop2h 16m
Deal found 9/23![United Airlines logo]()
$287
This CheapOair deal was found by Cheapflights users on 9/24. 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 12/32:31 pm -
1 stop26h 53m
Mon 12/77:19 pm -
1 stop6h 50m
Deal found 9/24![Frontier logo]()
$288
This Frontier deal was found by Cheapflights users on 9/27. 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 12/115:35 am -
1 stop9h 39m
Sat 1/95:14 pm -
1 stop8h 41m
Deal found 9/27![Frontier logo]()
$296
This Frontier deal was found by Cheapflights users on 9/24. 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 10/238:26 am -
1 stop5h 37m
Sat 10/247:41 pm -
1 stop12h 50m
Deal found 9/24![Frontier logo]()
$297
This Southwest deal was found by Cheapflights users on 9/27. 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 12/11:15 pm -
Nonstop1h 45m
Thu 12/37:05 am -
Nonstop2h 05m
Deal found 9/27![Southwest logo]()
$297
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 11/198:59 am -
Nonstop2h 13m
Thu 11/267:19 am -
Nonstop2h 26m
Deal found 9/28![American Airlines logo]()
$297
This Super.com deal was found by Cheapflights users on 9/25. 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.
Wed 11/49:51 am -
1 stop7h 53m
Sun 11/81:31 pm -
1 stop6h 14m
Deal found 9/25![Frontier logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 11/258:07 am -
1 stop9h 42m
Wed 12/27:24 pm -
1 stop20h 31m
Deal found 9/27![Frontier logo]()
$301
This Priceline deal was found by Cheapflights users on 9/27. 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.
Sun 10/256:24 am -
1 stop5h 10m
Sun 11/11:31 pm -
1 stop5h 16m
Deal found 9/27![Frontier logo]()
$302
This Mytrip deal was found by Cheapflights users on 9/23. 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.
Mon 10/198:11 pm -
2 stops15h 23m
Thu 10/221:23 pm -
2 stops12h 03m
Deal found 9/23![Frontier logo]()
$302
Best flights from Chicago to VirginiaDiscover carefully curated flight deals from Chicago to Virginia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
Discover carefully curated flight deals from Chicago to Virginia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 28, 2026.
This Southwest deal was found by Cheapflights users on 9/27. 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 12/11:15 pm -
Nonstop1h 45m
Thu 12/37:05 am -
Nonstop2h 05m
Deal found 9/27![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/157:39 am -
Nonstop2h 22m
Mon 10/197:59 pm -
1 stop4h 33m
Deal found 9/24![United Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 9/26. 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 10/2411:19 am -
1 stop3h 45m
Tue 10/277:00 am -
1 stop6h 13m
Deal found 9/26![Delta logo]()
$317
This American Airlines deal was found by Cheapflights users on 9/26. 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 10/286:20 pm -
Nonstop2h 06m
Fri 10/301:46 pm -
Nonstop2h 14m
Deal found 9/26![American Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 9/26. 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 10/246:45 am -
1 stop5h 00m
Tue 10/277:55 am -
Nonstop1h 55m
Deal found 9/26![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 9/28. 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 10/284:40 pm -
1 stop4h 54m
Wed 11/43:46 pm -
Nonstop2h 44m
Deal found 9/28![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 9/27. 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 12/253:30 pm -
1 stop6h 34m
Thu 12/3112:55 pm -
1 stop5h 49m
Deal found 9/27![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 9/24. 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 stop4h 25m
Mon 10/193:05 pm -
2 stops9h 50m
Deal found 9/24![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/319:20 pm -
Nonstop1h 58m
Mon 11/210:02 am -
Nonstop2h 17m
Deal found 9/24![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 9/23. 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 10/285:09 pm -
1 stop6h 36m
Mon 11/25:25 pm -
1 stop6h 08m
Deal found 9/23![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 9/28. 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 10/226:25 pm -
1 stop4h 30m
Tue 10/276:25 am -
2 stops9h 00m
Deal found 9/28![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/157:45 pm -
Nonstop2h 14m
Mon 10/196:49 am -
Nonstop2h 11m
Deal found 9/24![United Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 9/23. 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 10/236:44 pm -
1 stop3h 42m
Fri 10/305:36 pm -
1 stop5h 57m
Deal found 9/23![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 10/86:29 am -
1 stop6h 19m
Sun 10/115:07 am -
1 stop5h 03m
Deal found 9/28![American Airlines logo]()
$414
This Southwest deal was found by Cheapflights users on 9/23. 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 10/244:50 pm -
1 stop3h 35m
Mon 10/263:05 pm -
2 stops9h 50m
Deal found 9/23![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 9/23. 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 12/126:20 am -
2 stops10h 22m
Tue 12/297:55 pm -
1 stop5h 04m
Deal found 9/23![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 9/24. 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 10/1611:57 am -
Nonstop2h 19m
Mon 10/195:49 pm -
1 stop6h 32m
Deal found 9/24![United Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Sun 11/16:20 pm -
Nonstop1h 59m
Sun 11/89:00 am -
1 stop49h 00m
Deal found 9/27![American Airlines logo]()
$441
This Southwest deal was found by Cheapflights users on 9/28. 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 10/281:40 pm -
2 stops5h 15m
Wed 11/48:00 am -
Nonstop2h 15m
Deal found 9/28![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 9/26. 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 11/62:30 pm -
1 stop7h 56m
Sat 11/146:00 am -
2 stops11h 41m
Deal found 9/26![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 9/26. 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 10/145:50 pm -
Nonstop2h 09m
Wed 10/216:25 am -
1 stop4h 13m
Deal found 9/26![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:45 pm -
Nonstop1h 55m
Mon 10/267:35 pm -
Nonstop2h 00m
Deal found 9/24![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 9/25. 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 12/189:00 am -
1 stop5h 59m
Sun 12/205:00 am -
1 stop5h 20m
Deal found 9/25![American Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:44 pm -
1 stop3h 48m
Mon 11/28:40 am -
1 stop7h 37m
Deal found 9/26![Delta logo]()
$356
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/91:55 pm -
Nonstop2h 09m
Sun 10/116:49 am -
Nonstop2h 11m
Deal found 9/23![United Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 9/25. 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.
Sun 10/255:00 am -
1 stop4h 45m
Sun 11/17:57 pm -
1 stop5h 04m
Deal found 9/25![American Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 9/26. 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 10/305:29 pm -
1 stop5h 03m
Mon 11/22:25 pm -
1 stop5h 55m
Deal found 9/26![Delta logo]()
$356
This Southwest deal was found by Cheapflights users on 9/23. 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 10/211:35 pm -
2 stops5h 20m
Sat 10/2411:20 am -
2 stops7h 05m
Deal found 9/23![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 9/27. 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 11/127:30 am -
Nonstop2h 18m
Sun 11/156:10 am -
Nonstop2h 40m
Deal found 9/27![United Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Tue 10/271:17 pm -
1 stop4h 32m
Thu 10/297:55 pm -
1 stop5h 13m
Deal found 9/24![American Airlines logo]()
$459
Last-minute flights from Chicago to VirginiaDiscover last-minute flight deals from Chicago to Virginia. Data last updated September 28, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Virginia. Data last updated September 28, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/23. 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 10/176:29 pm -
Nonstop2h 10m
Thu 10/2210:18 am -
Nonstop2h 16m
Deal found 9/23![United Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 stop23h 13m
Deal found 9/24![Frontier logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:24 am -
1 stop5h 10m
Wed 10/281:48 pm -
2 stops10h 59m
Deal found 9/24![Multiple Airlines logo]()
$307
This Mytrip deal was found by Cheapflights users on 9/23. 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.
Mon 10/198:11 pm -
2 stops15h 23m
Thu 10/221:23 pm -
2 stops12h 03m
Deal found 9/23![Frontier logo]()
$302
This Southwest deal was found by Cheapflights users on 9/24. 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 10/216:05 pm -
Nonstop2h 00m
Tue 10/277:55 am -
Nonstop1h 55m
Deal found 9/24![Southwest logo]()
$297
This CheapOair deal was found by Cheapflights users on 9/24. 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 10/218:46 am -
1 stop9h 00m
Mon 10/263:48 pm -
1 stop26h 15m
Deal found 9/24![Frontier logo]()
$306
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 10/227:07 pm -
Nonstop2h 03m
Tue 10/278:16 pm -
Nonstop2h 34m
Deal found 9/28![American Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:45 pm -
1 stop3h 50m
Tue 10/277:55 am -
Nonstop1h 55m
Deal found 9/28![Southwest logo]()
$307
This Frontier deal was found by Cheapflights users on 9/24. 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 10/238:26 am -
1 stop5h 37m
Sat 10/247:41 pm -
1 stop12h 50m
Deal found 9/24![Frontier logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:44 pm -
2 stops16h 19m
Tue 10/271:44 pm -
1 stop6h 01m
Deal found 9/24![Multiple Airlines logo]()
$305
This Priceline deal was found by Cheapflights users on 9/27. 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.
Sun 10/256:24 am -
1 stop5h 10m
Sun 11/11:31 pm -
1 stop5h 16m
Deal found 9/27![Frontier logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 10/279:53 am -
2 stops26h 10m
Thu 10/291:31 pm -
1 stop5h 16m
Deal found 9/24![Multiple Airlines logo]()
$305
One-way flights from Chicago to VirginiaSearch for one-way flight options from Chicago to Virginia. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
Search for one-way flight options from Chicago to Virginia. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
This Super.com deal was found by Cheapflights users on 9/24. 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 11/237:55 am -
1 stop9h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$113
This Priceline deal was found by Cheapflights users on 9/23. 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 10/246:00 am -
1 stop7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$114
This Frontier deal was found by Cheapflights users on 9/28. 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 10/246:21 am -
1 stop7h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Frontier logo]()
$119
This Frontier deal was found by Cheapflights users on 9/27. 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 10/289:51 am -
1 stop7h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$119
This Mytrip deal was found by Cheapflights users on 9/24. 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.
Mon 10/197:44 pm -
1 stop15h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$121
This Priceline deal was found by Cheapflights users on 9/24. 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.
Mon 11/238:07 am -
1 stop9h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$124
This Cheapflightsfares deal was found by Cheapflights users on 9/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:51 am -
1 stop28h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 11/265:26 pm -
1 stop24h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$126
This CheapOair deal was found by Cheapflights users on 9/27. 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 10/268:11 pm -
1 stop21h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$127
This Frontier deal was found by Cheapflights users on 9/23. 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 10/256:24 am -
1 stop5h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 10/148:04 am -
2 stops27h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:44 pm -
1 stop18h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$130
Find flight deals from Chicago to Virginia
Keep the following information in mind while searching for Chicago to Virginia flight deals. Data was last updated September 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $234 (American Airlines) |
One-way from | $113 (Super.com) |
Popular in | March |
Cheapest in | December |
Average price | $363 |
Good round-trip deal | $233 or less |
Good one-way deal | $143 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Virginia 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 28, 2026.
Use the filters below to find and compare flights from Chicago to Virginia that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNorfolk
ORD Chicago O'Hare Intl - ORF Norfolk
ORDORF
Chicago O'Hare Intl
Sat 10/24
8:30 am-12:34 pm
2 stops27h 04m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$148
ChicagoRichmond
ORD Chicago O'Hare Intl - RIC Richmond Byrd Intl
ORDRIC
Chicago O'Hare Intl
Thu 10/22
5:58 pm-9:10 pm
Nonstop2h 12m
Richmond Byrd Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoRichmond
ORD Chicago O'Hare Intl - RIC Richmond Byrd Intl
ORDRIC
Chicago O'Hare Intl
Thu 11/26
7:30 am-10:48 am
Nonstop2h 18m
Richmond Byrd Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Wed 10/28
12:27 pm-12:46 pm
2 stops23h 19m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
Quickest round-trip
ChicagoNorfolk
MDW Chicago Midway - ORF Norfolk
MDWORF
Chicago Midway
Mon 11/2
7:05 pm-10:05 pm
Nonstop2h 00m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoRichmond
MDW Chicago Midway - RIC Richmond Byrd Intl
MDWRIC
Chicago Midway
Wed 10/28
10:59 am-6:09 pm
1 stop6h 10m
Richmond Byrd Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoRichmond
MDW Chicago Midway - RIC Richmond Byrd Intl
MDWRIC
Chicago Midway
Thu 10/22
12:45 pm-5:35 pm
1 stop3h 50m
Richmond Byrd Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoRichmond
MDW Chicago Midway - RIC Richmond Byrd Intl
MDWRIC
Chicago Midway
Thu 11/26
6:00 am-11:31 am
1 stop4h 31m
Richmond Byrd Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoNorfolk
ORD Chicago O'Hare Intl - ORF Norfolk
ORDORF
Chicago O'Hare Intl
Sat 10/24
6:09 pm-9:40 pm
Nonstop2h 31m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoRichmond
MDW Chicago Midway - RIC Richmond Byrd Intl
MDWRIC
Chicago Midway
Mon 10/26
3:45 pm-11:00 pm
1 stop6h 15m
Richmond Byrd Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Virginia
Have a flexible travel schedule? Discover the best time to fly to Virginia from Chicago with our price prediction graph.
ORD-ORF
MDW-ORF
ORD-RIC
ORD-LYH
MDW-RIC
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
CHI-USVA
ORD-ORF
MDW-ORF
ORD-RIC
ORD-LYH
What is the cheapest month to book a flight from Chicago to Virginia?
Currently, January is the cheapest month in which you can book a flight from Chicago to Virginia (average of $350). Flying from Chicago to Virginia in June is currently the most expensive (average of $432). 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 VA?
Find hourly flight availability from Chicago to Virginia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 28, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Virginia in the afternoon. 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
Explore weekly flight availability from Chicago to Virginia. 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 28, 2026.
The most flights from CHI to USVA 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?
Airfare is below average for this route at the moment.
Chicago to Virginia flights typically cost between $277 and $457 in December.The cheapest round-trip price found within the last 5 days was $276 on Frontier (Dec 6-Dec 9).
How far ahead should I book a flight from Chicago to Virginia?
The price you pay for your flight from Chicago to Virginia may vary depending on when you book. For the best chance of a lower fare, look to book 61 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Chicago to Virginia?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Virginia. Price data was last updated on September 26, 2026.
Travelers seeking maximum savings on their Chicago to Virginia flight should consider departing on Saturday afternoons 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
Get insights into the airlines that provide service to Virginia. 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. Reviews last updated September 28, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican Airlines from Chicago to Virginia by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Crew
8.6
Overall
8.0
Food
7.0
Comfort
8.0
Boarding
8.1
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. 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
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Virginia by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Virginia by cabin class
Find flights from Chicago to Virginia, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Virginia flights
Browse other Chicago and Virginia flight options. Last updated on September 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Virginia flights
Consider these flights traveling from Chicago to Virginia.
Top 4 airlines flying from Chicago to Virginia
Discover the top 4 airlines that operate flights from Chicago to Virginia. 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 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$165 | Average$413 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$209 | Average$353 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$226 | Average$320 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$226 | Average$379 | FlexibilityNo cancel fee | On-time69% |