$89+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Oct 10 — Oct 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
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.Cheap flight deals from Chicago to Virginia
Cheapest
Best
Last-minute
One-way
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 10, 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 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:25 am -
1 stop9h 53m
Mon 10/57:50 am -
1 stop11h 01m
Deal found 9/10![Frontier logo]()
$179
This Frontier deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Tue 9/296:25 am -
1 stop9h 53m
Wed 9/307:50 am -
1 stop11h 01m
Deal found 9/8![Frontier logo]()
$180
This Expedia deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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.
Tue 9/296:00 am -
1 stop8h 34m
Wed 9/307:50 am -
1 stop11h 33m
Deal found 9/7![Frontier logo]()
$180
This deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop4h 59m
Tue 10/66:30 am -
Nonstop2h 14m
Deal found 9/9![United Airlines logo]()
$188
This Expedia deal was found by Cheapflights users on 9/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
1 stop9h 53m
Tue 9/297:50 am -
1 stop10h 56m
Deal found 9/5![Frontier logo]()
$195
This Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Wed 9/307:11 am -
1 stop11h 58m
Wed 10/1411:12 am -
1 stop21h 19m
Deal found 9/8![Frontier logo]()
$195
This deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:30 am -
1 stop5h 54m
Tue 10/66:30 am -
Nonstop2h 14m
Deal found 9/9![United Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:44 pm -
1 stop20h 29m
Wed 11/119:06 pm -
1 stop12h 50m
Deal found 9/9![Frontier logo]()
$198
This Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Tue 9/296:20 am -
1 stop9h 58m
Thu 10/17:50 am -
1 stop11h 33m
Deal found 9/8![Frontier logo]()
$199
This Frontier deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Tue 9/226:25 am -
1 stop9h 53m
Wed 9/307:50 am -
1 stop11h 01m
Deal found 9/6![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Tue 9/226:20 am -
1 stop9h 58m
Tue 9/297:50 am -
1 stop11h 33m
Deal found 9/6![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/287:15 am -
1 stop8h 57m
Sat 10/317:52 am -
1 stop5h 59m
Deal found 9/9![Frontier logo]()
$204
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 10, 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 10, 2026.
This Expedia deal was found by Cheapflights users on 9/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:25 am -
1 stop9h 53m
Mon 10/57:50 am -
1 stop11h 01m
Deal found 9/5![Frontier logo]()
$229
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/77:55 am -
Nonstop2h 00m
Mon 10/196:55 am -
Nonstop2h 00m
Deal found 9/9![Southwest logo]()
$257
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/312:46 pm -
Nonstop2h 16m
Thu 10/86:05 am -
Nonstop2h 22m
Deal found 9/9![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/18:55 am -
1 stop6h 43m
Mon 10/55:30 pm -
1 stop5h 48m
Deal found 9/8![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/79:05 am -
Nonstop2h 23m
Wed 10/147:05 am -
1 stop5h 55m
Deal found 9/9![United Airlines logo]()
$263
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/118:15 am -
Nonstop1h 50m
Tue 11/174:45 pm -
1 stop5h 40m
Deal found 9/8![Southwest logo]()
$267
This CheapOair deal was found by Cheapflights users on 9/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:25 am -
1 stop9h 53m
Sun 9/277:50 am -
1 stop10h 56m
Deal found 9/5![Frontier logo]()
$288
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/79:30 am -
1 stop6h 55m
Wed 10/146:50 pm -
Nonstop2h 05m
Deal found 9/9![Southwest logo]()
$267
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/233:35 pm -
Nonstop2h 13m
Mon 10/265:19 pm -
Nonstop2h 36m
Deal found 9/7![United Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/76:44 pm -
1 stop3h 32m
Wed 10/1410:14 am -
1 stop7h 00m
Deal found 9/9![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/266:25 pm -
Nonstop2h 14m
Fri 10/308:50 am -
1 stop6h 09m
Deal found 9/8![United Airlines logo]()
$273
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/268:00 am -
Nonstop2h 00m
Fri 10/307:10 pm -
1 stop6h 15m
Deal found 9/9![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/296:04 am -
1 stop4h 28m
Sat 10/3111:10 am -
1 stop5h 07m
Deal found 9/9![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:29 am -
1 stop5h 59m
Sat 10/1712:20 pm -
1 stop6h 40m
Deal found 9/10![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 12/26:15 pm -
Nonstop2h 15m
Sun 12/610:35 am -
Nonstop2h 23m
Deal found 9/9![United Airlines logo]()
$294
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/61:15 pm -
Nonstop1h 50m
Tue 10/139:10 am -
Nonstop2h 00m
Deal found 9/9![Southwest logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/1312:40 pm -
Nonstop2h 02m
Wed 10/1410:30 am -
Nonstop2h 16m
Deal found 9/9![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/1011:09 am -
1 stop5h 20m
Mon 10/127:22 pm -
1 stop13h 19m
Deal found 9/9![Delta logo]()
$331
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:10 pm -
Nonstop2h 05m
Tue 10/207:50 am -
Nonstop2h 10m
Deal found 9/10![Southwest logo]()
$301
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/112:55 pm -
Nonstop2h 06m
Mon 10/56:10 am -
Nonstop2h 15m
Deal found 9/8![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/66:44 pm -
1 stop3h 32m
Mon 11/95:00 pm -
1 stop6h 54m
Deal found 9/9![Delta logo]()
$333
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/96:10 pm -
1 stop4h 20m
Thu 11/127:30 am -
Nonstop2h 15m
Deal found 9/9![Southwest logo]()
$311
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/1011:57 am -
Nonstop2h 19m
Sat 10/176:20 am -
Nonstop2h 33m
Deal found 9/9![United Airlines logo]()
$301
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:44 pm -
1 stop3h 48m
Tue 10/206:00 am -
1 stop4h 32m
Deal found 9/10![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:15 am -
Nonstop1h 50m
Sun 11/221:45 pm -
Nonstop2h 05m
Deal found 9/8![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/610:44 am -
1 stop4h 47m
Tue 10/131:00 pm -
1 stop7h 20m
Deal found 9/8![Delta logo]()
$341
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/1311:35 am -
Nonstop1h 45m
Fri 10/167:55 am -
Nonstop2h 00m
Deal found 9/9![Southwest logo]()
$313
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/210:54 am -
Nonstop2h 05m
Thu 10/83:47 pm -
Nonstop2h 18m
Deal found 9/9![United Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/292:30 pm -
1 stop3h 55m
Mon 11/28:25 am -
1 stop4h 15m
Deal found 9/9![Southwest logo]()
$314
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/64:29 pm -
Nonstop2h 18m
Thu 10/86:20 am -
Nonstop2h 22m
Deal found 9/8![United Airlines logo]()
$321
Last-minute flights from Chicago to VirginiaDiscover last-minute flight deals from Chicago to Virginia. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Virginia. Data last updated September 10, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Tue 9/226:25 am -
1 stop9h 53m
Wed 9/307:50 am -
1 stop11h 01m
Deal found 9/6![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 9/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:20 am -
1 stop9h 58m
Wed 9/3011:12 am -
1 stop12h 47m
Deal found 9/5![Frontier logo]()
$200
This Expedia deal was found by Cheapflights users on 9/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
1 stop9h 53m
Tue 9/297:50 am -
1 stop10h 56m
Deal found 9/5![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Tue 9/296:25 am -
1 stop9h 53m
Wed 9/307:50 am -
1 stop11h 01m
Deal found 9/8![Frontier logo]()
$180
This Expedia deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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.
Tue 9/296:00 am -
1 stop8h 34m
Wed 9/307:50 am -
1 stop11h 33m
Deal found 9/7![Frontier logo]()
$180
This Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Tue 9/296:20 am -
1 stop9h 58m
Thu 10/17:50 am -
1 stop11h 33m
Deal found 9/8![Frontier logo]()
$199
This Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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.
Wed 9/307:11 am -
1 stop11h 58m
Wed 10/1411:12 am -
1 stop21h 19m
Deal found 9/8![Frontier logo]()
$195
This deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:30 am -
1 stop5h 54m
Tue 10/66:30 am -
Nonstop2h 14m
Deal found 9/9![United Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:25 am -
1 stop9h 53m
Mon 10/57:50 am -
1 stop11h 01m
Deal found 9/10![Frontier logo]()
$179
This deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop4h 59m
Tue 10/66:30 am -
Nonstop2h 14m
Deal found 9/9![United Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:44 pm -
1 stop20h 29m
Wed 11/119:06 pm -
1 stop12h 50m
Deal found 9/9![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/287:15 am -
1 stop8h 57m
Sat 10/317:52 am -
1 stop5h 59m
Deal found 9/9![Frontier logo]()
$204
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 10, 2026.
Search for one-way flight options from Chicago to Virginia. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Super.com deal was found by Cheapflights users on 9/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:00 am -
1 stop8h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$89
This Super.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Tue 9/296:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$95
This Frontier deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/306:25 am -
1 stop9h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 9/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:32 pm -
1 stop9h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$103
This Super.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2111:53 pm -
1 stop11h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$104
This Frontier deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:53 am -
1 stop6h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$105
This Priceline deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 am -
1 stop8h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$105
This Super.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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.
Tue 10/136:00 am -
1 stop8h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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.
Thu 10/110:26 am -
1 stop5h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 9/286:25 am -
1 stop5h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Frontier logo]()
$108
This CheapOair deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 9/306:20 am -
1 stop5h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$108
This Super.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 11/186:16 am -
1 stop9h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$108
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $180 (Frontier) |
One-way from | $89 (Super.com) |
Popular in | March |
Cheapest in | December |
Average price | $371 |
Good round-trip deal | $233 or less |
Good one-way deal | $186 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 10, 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
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Sat 9/26
6:25 am-5:18 pm
1 stop9h 53m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$109
ChicagoNorfolk
ORD Chicago O'Hare Intl - ORF Norfolk
ORDORF
Chicago O'Hare Intl
Tue 9/29
6:20 am-12:29 pm
1 stop5h 09m
Norfolk
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$111
ChicagoRaleigh
MDW Chicago Midway - RDU Raleigh-Durham
MDWRDU
Chicago Midway
Thu 12/3
2:04 pm-12:29 am
1 stop9h 25m
Raleigh-Durham
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$128
ChicagoRaleigh
MDW Chicago Midway - RDU Raleigh-Durham
MDWRDU
Chicago Midway
Wed 10/14
7:55 am-10:55 am
Nonstop2h 00m
Raleigh-Durham
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoRaleigh
ORD Chicago O'Hare Intl - RDU Raleigh-Durham
ORDRDU
Chicago O'Hare Intl
Sat 11/7
9:05 am-12:24 pm
Nonstop2h 19m
Raleigh-Durham
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoWashington, D.C.
MDW Chicago Midway - IAD Washington, D.C. Dulles Intl
MDWIAD
Chicago Midway
Mon 11/2
6:16 am-5:12 pm
1 stop9h 56m
Washington, D.C. Dulles Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$130
ChicagoRaleigh
ORD Chicago O'Hare Intl - RDU Raleigh-Durham
ORDRDU
Chicago O'Hare Intl
Thu 11/5
8:05 am-3:39 pm
1 stop6h 34m
Raleigh-Durham
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoRaleigh
MDW Chicago Midway - RDU Raleigh-Durham
MDWRDU
Chicago Midway
Sat 10/3
6:55 am-1:35 pm
1 stop5h 40m
Raleigh-Durham
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoRaleigh
MDW Chicago Midway - RDU Raleigh-Durham
MDWRDU
Chicago Midway
Fri 10/9
6:50 pm-9:45 pm
Nonstop1h 55m
Raleigh-Durham
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$139
ChicagoRaleigh
MDW Chicago Midway - RDU Raleigh-Durham
MDWRDU
Chicago Midway
Mon 12/7
1:15 pm-9:55 pm
2 stops7h 40m
Raleigh-Durham
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
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.
MDW-IAD
MDW-RDU
ORD-RDU
ORD-ORF
ORD-GSO
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
MDW-IAD
MDW-RDU
ORD-RDU
ORD-ORF
What is the cheapest month to book a flight from Chicago to Virginia?
Currently, October is the cheapest month in which you can book a flight from Chicago to Virginia (average of $334). Flying from Chicago to Virginia in June is currently the most expensive (average of $430). 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 10, 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 10% 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 10, 2026.
The most flights from CHI to USVA are scheduled on a Wednesday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).
How much does it cost to fly round-trip from Chicago to Virginia?
Airfare is typical for this route at the moment.
Chicago to Virginia flights typically cost between $235 and $495 in November.The cheapest round-trip price found within the last 5 days was $258 on Frontier (Nov 25-Nov 30).
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 5, 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. Friday at noon 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 10, 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.
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
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.
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
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 10, 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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$396 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$209 | Average$350 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$219 | Average$376 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$226 | Average$267 | FlexibilityNo cancel fee | On-time62% |