$95+ Cheap flights from West Virginia to Chicago (CHI)
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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — CHI
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from West Virginia to Chicago 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 West Virginia to Chicago
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Cheapest flights from West Virginia to ChicagoExplore the most affordable flight options available from West Virginia to Chicago. 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 West Virginia to Chicago. 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 9/9. 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.
Thu 10/297:40 am -
1 stop17h 07m
Sat 10/317:25 am -
1 stop8h 47m
Deal found 9/9![Frontier logo]()
$178
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:50 am -
1 stop11h 33m
Wed 9/301:21 pm -
1 stop15h 59m
Deal found 9/7![Frontier logo]()
$180
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:50 am -
1 stop10h 56m
Wed 9/306:25 am -
1 stop9h 53m
Deal found 9/7![Frontier logo]()
$180
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.
Sat 10/37:50 am -
1 stop11h 33m
Wed 10/77:28 pm -
1 stop20h 45m
Deal found 9/9![Frontier logo]()
$181
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 10/37:50 am -
1 stop11h 01m
Sat 10/106:21 am -
1 stop9h 52m
Deal found 9/10![Frontier logo]()
$181
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 10/317:52 am -
1 stop5h 59m
Mon 11/210:26 am -
1 stop5h 46m
Deal found 9/10![Frontier logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:06 pm -
1 stop12h 50m
Sun 11/17:50 pm -
1 stop20h 22m
Deal found 9/10![Frontier 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.
Tue 11/38:05 am -
1 stop5h 46m
Sun 11/87:50 pm -
1 stop26h 53m
Deal found 9/9![Frontier logo]()
$191
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.
Fri 10/29:04 pm -
1 stop15h 47m
Mon 10/510:26 am -
1 stop5h 52m
Deal found 9/10![Frontier logo]()
$194
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.
Fri 10/162:52 pm -
Nonstop1h 58m
Sun 10/184:35 pm -
Nonstop1h 58m
Deal found 9/8![United Airlines logo]()
$194
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.
Wed 9/307:50 am -
1 stop11h 33m
Sat 10/36:20 am -
1 stop9h 58m
Deal found 9/6![Frontier logo]()
$195
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.
Wed 9/307:50 am -
1 stop11h 01m
Wed 10/76:25 am -
1 stop9h 53m
Deal found 9/6![Frontier logo]()
$195
Best flights from West Virginia to ChicagoDiscover carefully curated flight deals from West Virginia to Chicago 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 West Virginia to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
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.
Fri 10/232:52 pm -
Nonstop1h 58m
Sun 10/259:00 pm -
Nonstop1h 33m
Deal found 9/8![United Airlines logo]()
$194
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:12 pm -
Nonstop2h 10m
Mon 10/53:45 pm -
Nonstop1h 59m
Deal found 9/6![American Airlines logo]()
$264
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 12/36:59 pm -
1 stop4h 56m
Sun 12/66:00 am -
1 stop6h 52m
Deal found 9/9![Delta logo]()
$288
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 11/197:25 pm -
Nonstop1h 30m
Mon 11/236:50 pm -
Nonstop1h 25m
Deal found 9/8![Southwest logo]()
$303
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:00 am -
1 stop4h 22m
Mon 11/25:55 pm -
1 stop18h 06m
Deal found 9/8![Multiple Airlines logo]()
$343
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:00 am -
1 stop7h 45m
Tue 9/229:38 am -
1 stop6h 55m
Deal found 9/5![JetBlue logo]()
$380
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.
Fri 10/162:52 pm -
Nonstop1h 58m
Sun 10/184:35 pm -
Nonstop1h 58m
Deal found 9/8![United Airlines logo]()
$194
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:00 am -
1 stop6h 26m
Sun 10/45:47 pm -
1 stop20h 55m
Deal found 9/6![Allegiant Air logo]()
$409
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 10/242:52 pm -
Nonstop1h 58m
Thu 10/297:50 pm -
Nonstop1h 44m
Deal found 9/9![United Airlines logo]()
$234
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:12 pm -
Nonstop2h 10m
Sun 10/42:59 pm -
Nonstop1h 58m
Deal found 9/8![American Airlines logo]()
$279
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 11/132:35 pm -
1 stop7h 14m
Sun 11/155:30 am -
1 stop4h 10m
Deal found 9/9![Delta logo]()
$288
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.
Fri 10/21:45 pm -
Nonstop1h 30m
Mon 10/57:45 am -
Nonstop1h 20m
Deal found 9/10![Southwest logo]()
$312
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/274:12 pm -
Nonstop2h 10m
Fri 10/22:59 pm -
Nonstop1h 58m
Deal found 9/5![American Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:29 am -
Nonstop2h 00m
Sat 10/246:50 am -
Nonstop1h 52m
Deal found 9/10![United Airlines logo]()
$269
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:58 pm -
1 stop4h 35m
Tue 10/206:04 am -
1 stop6h 54m
Deal found 9/6![Delta logo]()
$308
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.
Sat 10/173:55 pm -
1 stop3h 50m
Tue 10/205:55 pm -
Nonstop1h 25m
Deal found 9/8![Southwest logo]()
$313
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 9/232:42 pm -
2 stops25h 21m
Sun 9/273:53 pm -
1 stop6h 00m
Deal found 9/9![Multiple Airlines logo]()
$347
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.
Thu 10/86:05 pm -
Nonstop1h 58m
Wed 10/146:51 am -
Nonstop1h 52m
Deal found 9/9![United Airlines logo]()
$269
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.
Thu 12/175:50 am -
2 stops8h 15m
Mon 12/211:05 pm -
Nonstop1h 20m
Deal found 9/10![Southwest logo]()
$318
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 1/286:00 am -
1 stop5h 07m
Wed 2/310:40 am -
1 stop5h 50m
Deal found 9/10![Delta logo]()
$319
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.
Thu 11/126:27 pm -
1 stop15h 11m
Sun 11/1510:30 am -
1 stop30h 52m
Deal found 9/10![Multiple Airlines logo]()
$355
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:26 pm -
1 stop19h 28m
Sun 11/151:08 pm -
1 stop6h 59m
Deal found 9/6![Allegiant Air logo]()
$420
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 10/110:29 am -
Nonstop2h 00m
Sun 10/116:51 am -
Nonstop1h 52m
Deal found 9/8![United Airlines logo]()
$289
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 10/298:13 am -
1 stop4h 41m
Tue 11/311:39 am -
1 stop4h 31m
Deal found 9/9![Delta logo]()
$319
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.
Tue 10/275:40 am -
2 stops6h 15m
Sat 11/77:50 am -
1 stop6h 10m
Deal found 9/8![Southwest logo]()
$328
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.
Tue 10/68:13 am -
1 stop4h 41m
Tue 10/66:44 pm -
1 stop3h 32m
Deal found 9/10![Delta logo]()
$319
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/204:12 pm -
Nonstop2h 10m
Thu 9/242:59 pm -
Nonstop1h 58m
Deal found 9/5![American Airlines logo]()
$393
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 9/306:10 am -
1 stop6h 25m
Wed 9/3012:45 pm -
2 stops7h 10m
Deal found 9/9![Southwest logo]()
$328
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 10/208:20 am -
Nonstop2h 18m
Tue 10/279:41 pm -
Nonstop1h 49m
Deal found 9/8![United Airlines logo]()
$299
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:17 pm -
1 stop16h 23m
Wed 10/1411:04 am -
1 stop21h 37m
Deal found 9/8![Multiple Airlines logo]()
$399
Last-minute flights from West Virginia to ChicagoDiscover last-minute flight deals from West Virginia to Chicago. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from West Virginia to Chicago. Data last updated September 10, 2026 and is based on user searches.
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:50 am -
1 stop11h 33m
Wed 9/301:21 pm -
1 stop15h 59m
Deal found 9/7![Frontier logo]()
$180
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:50 am -
1 stop10h 56m
Wed 9/306:25 am -
1 stop9h 53m
Deal found 9/7![Frontier logo]()
$180
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.
Wed 9/307:50 am -
1 stop11h 33m
Sat 10/36:20 am -
1 stop9h 58m
Deal found 9/6![Frontier logo]()
$195
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:50 am -
1 stop11h 01m
Sat 10/36:25 am -
1 stop9h 53m
Deal found 9/9![Frontier logo]()
$195
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.
Fri 10/29:04 pm -
1 stop15h 47m
Mon 10/510:26 am -
1 stop5h 52m
Deal found 9/10![Frontier logo]()
$194
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.
Sat 10/37:50 am -
1 stop11h 33m
Wed 10/77:28 pm -
1 stop20h 45m
Deal found 9/9![Frontier logo]()
$181
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 10/37:50 am -
1 stop11h 01m
Sat 10/106:21 am -
1 stop9h 52m
Deal found 9/10![Frontier logo]()
$181
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.
Sun 10/49:04 pm -
1 stop13h 16m
Mon 10/267:44 pm -
1 stop20h 28m
Deal found 9/10![Frontier logo]()
$192
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.
Fri 10/162:52 pm -
Nonstop1h 58m
Sun 10/184:35 pm -
Nonstop1h 58m
Deal found 9/8![United Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:06 pm -
1 stop12h 50m
Sun 11/17:50 pm -
1 stop20h 22m
Deal found 9/10![Frontier 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.
Thu 10/297:40 am -
1 stop17h 07m
Sat 10/317:25 am -
1 stop8h 47m
Deal found 9/9![Frontier logo]()
$178
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 10/317:52 am -
1 stop5h 59m
Mon 11/210:26 am -
1 stop5h 46m
Deal found 9/10![Frontier logo]()
$186
One-way flights from West Virginia to ChicagoSearch for one-way flight options from West Virginia to Chicago. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from West Virginia to Chicago. 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 9/6. 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 9/3011:12 am -
1 stop12h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$95
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.
Wed 9/307:50 am -
1 stop11h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$95
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 9/297:50 am -
1 stop11h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$96
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 9/297:50 am -
1 stop10h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$96
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 10/312:30 pm -
1 stop8h 11m
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 10/62:42 pm -
1 stop9h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$105
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:30 pm -
1 stop7h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$105
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.
Wed 12/28:46 am -
1 stop5h 13m
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 10/611:12 am -
1 stop12h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$108
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:42 pm -
1 stop9h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$110
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 10/37:50 am -
1 stop11h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$110
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.
Sat 10/108:18 pm -
1 stop12h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$111
Find flight deals from West Virginia to Chicago
Keep the following information in mind while searching for West Virginia to Chicago flight deals. Data was last updated September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $178 (Kiwi.com) |
One-way from | $95 (Super.com) |
Popular in | July |
Cheapest in | February |
Average price | $248 |
Good round-trip deal | $298 or less |
Good one-way deal | $297 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from West Virginia to Chicago 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 West Virginia to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - MDW Chicago Midway
IADMDW
Washington, D.C. Dulles Intl
Thu 10/15
7:54 am-5:45 pm
1 stop10h 51m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$129
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - MDW Chicago Midway
IADMDW
Washington, D.C. Dulles Intl
Sun 10/18
7:50 am-5:45 pm
1 stop10h 55m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$134
Washington, D.C.Chicago
IAD Washington, D.C. Dulles Intl - MDW Chicago Midway
IADMDW
Washington, D.C. Dulles Intl
Tue 11/24
9:35 pm-7:47 pm
1 stop23h 12m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$140
ClarksburgChicago
CKB Clarksburg Benedum - ORD Chicago O'Hare Intl
CKBORD
Clarksburg Benedum
Mon 9/28
2:52 pm-3:50 pm
Nonstop1h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$143
LewisburgChicago
LWB Lewisburg Greenbrier Valley - ORD Chicago O'Hare Intl
LWBORD
Lewisburg Greenbrier Valley
Fri 10/9
4:12 pm-5:25 pm
Nonstop2h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
LewisburgChicago
LWB Lewisburg Greenbrier Valley - ORD Chicago O'Hare Intl
LWBORD
Lewisburg Greenbrier Valley
Sun 11/8
4:17 pm-5:35 pm
Nonstop2h 18m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
LewisburgChicago
LWB Lewisburg Greenbrier Valley - ORD Chicago O'Hare Intl
LWBORD
Lewisburg Greenbrier Valley
Sun 10/4
4:12 pm-5:22 pm
Nonstop2h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
LewisburgChicago
LWB Lewisburg Greenbrier Valley - ORD Chicago O'Hare Intl
LWBORD
Lewisburg Greenbrier Valley
Wed 3/3
3:40 pm-5:00 pm
Nonstop2h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
LewisburgChicago
LWB Lewisburg Greenbrier Valley - ORD Chicago O'Hare Intl
LWBORD
Lewisburg Greenbrier Valley
Tue 3/2
3:40 pm-5:00 pm
Nonstop2h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
LewisburgChicago
LWB Lewisburg Greenbrier Valley - ORD Chicago O'Hare Intl
LWBORD
Lewisburg Greenbrier Valley
Fri 10/16
4:12 pm-5:25 pm
Nonstop2h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from West Virginia to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from West Virginia with our price prediction graph.
IAD-MDW
IAD-ORD
CKB-ORD
LWB-ORD
PIT-MDW
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 West Virginia to Chicago
USWV-CHI
IAD-MDW
IAD-ORD
CKB-ORD
LWB-ORD
What is the cheapest month to book a flight from West Virginia to Chicago?
Currently, September is the cheapest month in which you can book a flight from West Virginia to Chicago (average of $268). Flying from West Virginia to Chicago in November is currently the most expensive (average of $379). 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 WV to CHI?
Find hourly flight availability from West Virginia to Chicago. 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.
When flying from West Virginia to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 16% versus a flight in the morning.
Weekly flight availability from West Virginia to Chicago
Explore weekly flight availability from West Virginia to Chicago. 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 USWV to CHI are scheduled on a Tuesday (7 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
How much does it cost to fly round-trip from West Virginia to Chicago?
Airfare is typical for this route at the moment.
West Virginia to Chicago flights typically cost between $248 and $308 in September.The cheapest round-trip price found within the last 5 days was $269 on United Airlines (Sep 30-Oct 11).
What is the cheapest day to fly from West Virginia to Chicago?
Use this chart to determine the cheapest time to fly round-trip from West Virginia to Chicago. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their West Virginia to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from West Virginia to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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
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Alternative routes for West Virginia to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 10, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from West Virginia to Chicago by cabin class
Find flights from West Virginia to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
West Virginia and Chicago flights
Browse other West Virginia and Chicago flight options. Last updated on September 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
West Virginia to Chicago flights
Consider these flights traveling from West Virginia to Chicago.
Top 2 airlines flying from West Virginia to Chicago
Discover the top 2 airlines that operate flights from West Virginia to Chicago. 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$145 | Average$322 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$278 | FlexibilityNo cancel fee | On-time71% |