$99+ Cheap flights from Virginia to Illinois
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORD
Jul 30 — Aug 61
Round-trip
1 adult, Economy
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Cheapest flights from Virginia to IllinoisExplore the most affordable flight options available from Virginia to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2026.
Explore the most affordable flight options available from Virginia to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2026.
This American Airlines deal was found by Cheapflights users on 6/25. 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.
Sat 7/255:22 pm
DCA
- ORD
Nonstop2h 32m
American Airlines
Mon 7/275:07 am
ORD
- DCA
1 stop4h 43m
American Airlines
Deal found 6/25![American Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 6/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:55 am
DCA
- MDW
1 stop5h 05m
Southwest
Sat 8/15:05 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Deal found 6/25![Southwest logo]()
$247
This JetBlue deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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.
Fri 8/212:25 pm
DCA
- ORD
1 stop6h 02m
JetBlue
Mon 8/2411:01 am
ORD
- DCA
1 stop7h 04m
JetBlue
Deal found 6/29![JetBlue logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:52 pm
IAD
- ORD
1 stop7h 16m
Frontier
Sat 8/228:05 am
ORD
- IAD
1 stop10h 39m
Frontier
Deal found 6/26![Frontier logo]()
$248
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/275:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Sat 8/296:11 am
MDW
- IAD
1 stop6h 32m
Delta
Deal found 6/29![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 10/146:00 am
DCA
- MDW
1 stop4h 52m
Delta
Thu 10/156:45 pm
MDW
- DCA
1 stop3h 24m
Delta
Deal found 6/29![Delta logo]()
$248
This JetBlue deal was found by Cheapflights users on 6/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:25 pm
DCA
- ORD
1 stop6h 02m
JetBlue
Mon 8/2411:01 am
ORD
- DCA
1 stop7h 04m
JetBlue
Deal found 6/26![JetBlue logo]()
$249
This Frontier deal was found by Cheapflights users on 6/24. 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.
Tue 7/288:33 pm
IAD
- ORD
1 stop12h 20m
Frontier
Mon 8/310:16 am
ORD
- IAD
1 stop7h 17m
Frontier
Deal found 6/24![Frontier logo]()
$249
This Delta deal was found by Cheapflights users on 6/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:26 pm
IAD
- MDW
1 stop4h 50m
Delta
Sat 9/264:30 pm
MDW
- IAD
1 stop7h 10m
Delta
Deal found 6/28![Delta logo]()
$249
This Southwest deal was found by Cheapflights users on 6/28. 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 8/271:00 pm
DCA
- MDW
2 stops5h 50m
Southwest
Mon 8/318:55 am
MDW
- DCA
Nonstop1h 55m
Southwest
Deal found 6/28![Southwest logo]()
$249
This Frontier deal was found by Cheapflights users on 6/28. 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.
Fri 9/181:59 pm
DCA
- ORD
1 stop8h 36m
Frontier
Sun 9/2010:40 pm
ORD
- DCA
1 stop13h 09m
Frontier
Deal found 6/28![Frontier logo]()
$250
This Frontier deal was found by Cheapflights users on 6/24. 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.
Sun 7/198:33 pm
IAD
- ORD
1 stop12h 20m
Frontier
Tue 7/211:50 pm
ORD
- IAD
1 stop8h 05m
Frontier
Deal found 6/24![Frontier logo]()
$250
Best flights from Virginia to IllinoisDiscover carefully curated flight deals from Virginia to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 30, 2026.
Discover carefully curated flight deals from Virginia to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 30, 2026.
This Southwest deal was found by Cheapflights users on 6/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:55 am
DCA
- MDW
1 stop5h 05m
Southwest
Sat 8/15:05 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Deal found 6/25![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 6/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:09 pm
IAD
- MDW
1 stop5h 36m
Delta
Thu 9/2410:48 am
MDW
- IAD
1 stop4h 29m
Delta
Deal found 6/28![Delta logo]()
$248
This United Airlines deal was found by Cheapflights users on 6/28. 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.
Tue 9/18:10 pm
DCA
- ORD
Nonstop2h 20m
United Airlines
Wed 9/22:00 pm
ORD
- DCA
Nonstop2h 09m
United Airlines
Deal found 6/28![United Airlines logo]()
$257
This JetBlue deal was found by Cheapflights users on 6/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:25 pm
DCA
- ORD
1 stop6h 50m
JetBlue
Mon 7/2710:56 am
ORD
- DCA
1 stop7h 13m
JetBlue
Deal found 6/26![JetBlue logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:04 pm
RDU
- ORD
2 stops26h 40m
Frontier
Fri 9/182:03 pm
ORD
- RDU
1 stop9h 14m
Frontier
Deal found 6/29![Frontier logo]()
$274
This American Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/137:49 am
GSO
- ORD
Nonstop2h 21m
American Airlines
Sun 8/166:49 am
ORD
- GSO
1 stop6h 22m
American Airlines
Deal found 6/29![American Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 6/28. 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 9/97:10 pm
DCA
- ORD
Nonstop2h 20m
United Airlines
Sat 9/126:00 pm
ORD
- DCA
Nonstop2h 09m
United Airlines
Deal found 6/28![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 6/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:54 pm
IAD
- ORD
1 stop5h 05m
Delta
Mon 9/75:20 pm
ORD
- IAD
1 stop5h 06m
Delta
Deal found 6/28![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:25 pm
RDU
- MDW
1 stop3h 55m
Southwest
Tue 7/2810:10 am
MDW
- RDU
2 stops6h 20m
Southwest
Deal found 6/29![Southwest logo]()
$262
This United Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 7/287:15 am
DCA
- ORD
Nonstop2h 13m
United Airlines
Tue 7/286:00 pm
ORD
- DCA
Nonstop2h 10m
United Airlines
Deal found 6/29![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 6/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:20 am
RDU
- ORD
1 stop4h 14m
Delta
Tue 11/311:10 am
ORD
- RDU
1 stop4h 50m
Delta
Deal found 6/25![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/41:25 pm
RDU
- MDW
Nonstop1h 50m
Southwest
Thu 8/65:30 am
MDW
- RDU
1 stop8h 55m
Southwest
Deal found 6/29![Southwest logo]()
$263
This KAYAK deal was found by Cheapflights users on 6/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:35 am
DCA
- ORD
Nonstop2h 25m
American Airlines
Wed 8/194:53 pm
ORD
- DCA
1 stop6h 06m
American Airlines
Deal found 6/25![American Airlines logo]()
$301
This United Airlines deal was found by Cheapflights users on 6/27. 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.
Tue 8/41:15 pm
IAD
- ORD
Nonstop2h 14m
United Airlines
Sat 8/88:43 am
ORD
- IAD
Nonstop2h 12m
United Airlines
Deal found 6/27![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 6/26. 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.
Tue 10/68:00 am
DCA
- ORD
1 stop5h 06m
Delta
Fri 10/95:45 pm
ORD
- DCA
1 stop4h 08m
Delta
Deal found 6/26![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 6/26. 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.
Tue 9/86:00 am
RDU
- MDW
2 stops6h 50m
Southwest
Tue 9/81:00 pm
MDW
- RDU
2 stops7h 20m
Southwest
Deal found 6/26![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 6/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:29 pm
DCA
- ORD
1 stop4h 01m
Delta
Fri 9/45:20 pm
ORD
- DCA
1 stop4h 39m
Delta
Deal found 6/28![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 6/28. 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.
Tue 7/286:45 am
RDU
- MDW
2 stops7h 50m
Southwest
Tue 8/42:00 pm
MDW
- RDU
2 stops6h 20m
Southwest
Deal found 6/28![Southwest logo]()
$267
This United Airlines deal was found by Cheapflights users on 6/27. 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.
Wed 8/57:15 am
DCA
- ORD
Nonstop2h 14m
United Airlines
Thu 8/66:00 am
ORD
- DCA
Nonstop1h 54m
United Airlines
Deal found 6/27![United Airlines logo]()
$280
This American Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 7/156:43 pm
GSO
- ORD
Nonstop2h 28m
American Airlines
Sun 7/196:30 am
ORD
- GSO
1 stop6h 24m
American Airlines
Deal found 6/29![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 6/26. 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 8/75:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Tue 8/116:05 am
MDW
- IAD
1 stop4h 28m
Delta
Deal found 6/26![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 6/26. 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.
Wed 7/296:40 pm
DCA
- MDW
1 stop5h 00m
Southwest
Mon 8/38:10 pm
MDW
- DCA
Nonstop1h 55m
Southwest
Deal found 6/26![Southwest logo]()
$267
This United Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/272:00 pm
DCA
- ORD
Nonstop2h 16m
United Airlines
Tue 9/16:00 am
ORD
- DCA
Nonstop1h 55m
United Airlines
Deal found 6/29![United Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 8/610:16 am
IAD
- STL
1 stop7h 01m
Delta
Mon 8/105:23 pm
STL
- IAD
1 stop6h 11m
Delta
Deal found 6/29![Delta logo]()
$265
This Southwest deal was found by Cheapflights users on 6/28. 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 8/68:05 am
RDU
- MDW
2 stops7h 25m
Southwest
Tue 8/1112:45 pm
MDW
- RDU
2 stops5h 05m
Southwest
Deal found 6/28![Southwest logo]()
$279
This United Airlines deal was found by Cheapflights users on 6/26. 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.
Fri 8/712:49 pm
IAD
- ORD
1 stop3h 30m
United Airlines
Tue 8/1110:50 am
ORD
- IAD
Nonstop2h 05m
United Airlines
Deal found 6/26![United Airlines logo]()
$293
This KAYAK deal was found by Cheapflights users on 6/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:30 pm
ORF
- ORD
1 stop5h 16m
American Airlines
Fri 8/218:45 am
ORD
- ORF
Nonstop2h 19m
American Airlines
Deal found 6/25![American Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 6/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2612:40 pm
RDU
- ORD
1 stop4h 57m
Delta
Tue 12/17:10 am
ORD
- RDU
1 stop5h 57m
Delta
Deal found 6/25![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:00 pm
DCA
- MDW
2 stops5h 50m
Southwest
Mon 8/244:55 pm
MDW
- DCA
Nonstop1h 55m
Southwest
Deal found 6/29![Southwest logo]()
$281
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:49 pm
IAD
- ORD
1 stop3h 30m
United Airlines
Wed 7/2211:07 am
ORD
- IAD
Nonstop2h 05m
United Airlines
Deal found 6/25![United Airlines logo]()
$293
Last-minute flights from Virginia to IllinoisDiscover last-minute flight deals from Virginia to Illinois. Data last updated June 30, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia to Illinois. Data last updated June 30, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 6/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:00 am
DCA
- ORD
1 stop9h 31m
JetBlue
Tue 7/1410:56 am
ORD
- DCA
1 stop6h 00m
JetBlue
Deal found 6/27![JetBlue logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1312:04 pm
RDU
- ORD
1 stop20h 49m
Frontier
Thu 7/161:50 pm
ORD
- RDU
1 stop9h 14m
Frontier
Deal found 6/25![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:33 pm
IAD
- ORD
1 stop12h 20m
Frontier
Fri 7/317:05 am
ORD
- IAD
1 stop9h 09m
Frontier
Deal found 6/25![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:49 am
IAD
- ORD
1 stop14h 04m
Frontier
Wed 7/221:50 pm
ORD
- IAD
1 stop8h 05m
Frontier
Deal found 6/25![Frontier logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:29 pm
IAD
- ORD
1 stop19h 46m
Frontier
Thu 7/239:28 am
ORD
- IAD
1 stop7h 33m
Frontier
Deal found 6/28![Frontier logo]()
$255
This Frontier deal was found by Cheapflights users on 6/24. 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.
Sun 7/198:33 pm
IAD
- ORD
1 stop12h 20m
Frontier
Tue 7/211:50 pm
ORD
- IAD
1 stop8h 05m
Frontier
Deal found 6/24![Frontier logo]()
$250
This United Airlines deal was found by Cheapflights users on 6/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:10 am
IAD
- ORD
Nonstop2h 17m
United Airlines
Wed 7/223:53 pm
ORD
- IAD
Nonstop2h 09m
United Airlines
Deal found 6/25![United Airlines logo]()
$253
This Frontier deal was found by Cheapflights users on 6/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:49 am
IAD
- MDW
1 stop5h 18m
Frontier
Fri 7/3112:11 pm
MDW
- IAD
1 stop9h 44m
Frontier
Deal found 6/26![Frontier logo]()
$250
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/253:35 pm
DCA
- MDW
1 stop7h 25m
Southwest
Fri 7/3112:45 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Deal found 6/29![Southwest logo]()
$253
This Frontier deal was found by Cheapflights users on 6/24. 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.
Tue 7/288:33 pm
IAD
- ORD
1 stop12h 20m
Frontier
Thu 8/69:20 am
ORD
- IAD
1 stop7h 41m
Frontier
Deal found 6/24![Frontier logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:33 pm
IAD
- MDW
1 stop15h 34m
Frontier
Tue 8/412:11 pm
MDW
- IAD
1 stop9h 41m
Frontier
Deal found 6/28![Frontier logo]()
$256
This Southwest deal was found by Cheapflights users on 6/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:55 am
DCA
- MDW
1 stop5h 05m
Southwest
Sat 8/15:05 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Deal found 6/25![Southwest logo]()
$247
One-way flights from Virginia to IllinoisSearch for one-way flight options from Virginia to Illinois. Find affordable one-way fares based on user searches. Data last updated June 30, 2026.
Search for one-way flight options from Virginia to Illinois. Find affordable one-way fares based on user searches. Data last updated June 30, 2026.
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2512:23 pm
DCA
- ORD
1 stop5h 00m
Delta
Deal found 6/29![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 7/213:02 pm
IAD
- ORD
1 stop6h 31m
Delta
Deal found 6/29![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 7/215:46 pm
IAD
- MDW
1 stop5h 29m
Delta
Deal found 6/29![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2512:23 pm
DCA
- MDW
1 stop6h 44m
Delta
Deal found 6/29![Delta logo]()
$99
This JetBlue deal was found by Cheapflights users on 6/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:30 am
DCA
- ORD
1 stop6h 17m
JetBlue
Deal found 6/25![JetBlue logo]()
$101
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 7/2211:40 am
DCA
- MDW
2 stops7h 15m
Southwest
Deal found 6/29![Southwest logo]()
$104
This Super.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” 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 7/141:25 pm
DCA
- ORD
1 stop6h 50m
JetBlue
Deal found 6/29![JetBlue logo]()
$108
This Trip.com deal was found by Cheapflights users on 6/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Deal found 6/28![Frontier logo]()
$108
This Aviatur deal was found by Cheapflights users on 6/26. 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 Aviatur is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/111:45 pm
DCA
- ORD
1 stop6h 58m
JetBlue
Deal found 6/26![JetBlue logo]()
$109
This Super.com deal was found by Cheapflights users on 6/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/128:33 pm
IAD
- ORD
1 stop12h 29m
Frontier
Deal found 6/28![Frontier logo]()
$109
This Trip.com deal was found by Cheapflights users on 6/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:00 am
IAD
- MDW
1 stop4h 58m
Frontier
Deal found 6/28![Frontier logo]()
$109
This JetBlue deal was found by Cheapflights users on 6/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/152:25 pm
DCA
- ORD
1 stop5h 50m
JetBlue
Deal found 6/26![JetBlue logo]()
$110
Find flight deals from Virginia to Illinois
Keep the following information in mind while searching for Virginia to Illinois flight deals. Data was last updated June 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $247 (American Airlines) |
One-way from | $99 (Delta) |
Popular in | May |
Cheapest in | October |
Average price | $391 |
Good round-trip deal | $308 or less |
Good one-way deal | $209 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Virginia to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 30, 2026.
Use the filters below to find and compare flights from Virginia to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Thu 7/30
6:55 am-11:00 am
1 stop5h 05m
Chicago Midway
Sat 8/1
5:05 pm-7:55 pm
Nonstop1h 50m
$247
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Sat 9/19
6:09 pm-10:45 pm
1 stop5h 36m
Chicago Midway
Thu 9/24
10:48 am-4:17 pm
1 stop4h 29m
$248
Washington, D.C.Chicago
DCA - ORD
DCAORD
Washington, D.C. Reagan-National
Tue 9/1
8:10 pm-9:30 pm
Nonstop2h 20m
Chicago O'Hare Intl
Wed 9/2
2:00 pm-5:09 pm
Nonstop2h 09m
$257
Washington, D.C.Chicago
DCA - ORD
DCAORD
Washington, D.C. Reagan-National
Wed 9/9
7:10 pm-8:30 pm
Nonstop2h 20m
Chicago O'Hare Intl
Sat 9/12
6:00 pm-9:09 pm
Nonstop2h 09m
$257
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
Sat 9/5
2:54 pm-6:59 pm
1 stop5h 05m
Chicago O'Hare Intl
Mon 9/7
5:20 pm-11:26 pm
1 stop5h 06m
$257
Washington, D.C.Chicago
DCA - ORD
DCAORD
Washington, D.C. Reagan-National
Tue 7/28
7:15 am-8:28 am
Nonstop2h 13m
Chicago O'Hare Intl
Tue 7/28
6:00 pm-9:10 pm
Nonstop2h 10m
$257
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Tue 10/27
5:20 am-8:34 am
1 stop4h 14m
Chicago O'Hare Intl
Tue 11/3
11:10 am-5:00 pm
1 stop4h 50m
$257
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
Tue 8/4
1:15 pm-2:29 pm
Nonstop2h 14m
Chicago O'Hare Intl
Sat 8/8
8:43 am-11:55 am
Nonstop2h 12m
$257
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Sat 7/25
8:25 pm-11:20 pm
1 stop3h 55m
Chicago Midway
Tue 7/28
10:10 am-5:30 pm
2 stops6h 20m
$262
Washington, D.C.Chicago
DCA - ORD
DCAORD
Washington, D.C. Reagan-National
Tue 7/21
1:25 pm-7:15 pm
1 stop6h 50m
Chicago O'Hare Intl
Mon 7/27
10:56 am-7:09 pm
1 stop7h 13m
$263
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Virginia to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Virginia with our price prediction graph.
DCA-MDW
IAD-MDW
DCA-ORD
RDU-ORD
GSO-ORD
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 Virginia to Illinois
USVA-USIL
DCA-MDW
IAD-MDW
DCA-ORD
RDU-ORD
What is the cheapest month to book a flight from Virginia to Illinois?
Currently, August is the cheapest month in which you can book a flight from Virginia to Illinois (average of $70). Flying from Virginia to Illinois in May is currently the most expensive (average of $875). 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 VA to IL?
Find hourly flight availability from Virginia to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 30, 2026.
When flying from Virginia to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 6% versus a flight at noon.
Weekly flight availability from Virginia to Illinois
Explore weekly flight availability from Virginia to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 30, 2026.
The most flights from USVA to USIL are scheduled on a Monday (26 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (11 on average).
How much does it cost to fly round-trip from Virginia to Illinois?
How far ahead should I book a flight from Virginia to Illinois?
To ensure you get the cheapest price possible for a flight from Virginia to Illinois, you should look to book at least 90 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Virginia to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Virginia to Illinois. Price data was last updated on June 27, 2026.
Travelers seeking maximum savings on their Virginia to Illinois flight should consider departing on Sunday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated June 30, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Virginia to Illinois by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Virginia to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Virginia to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Virginia to Illinois by cabin class
Find flights from Virginia to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Virginia and Illinois flights
Browse other Virginia and Illinois flight options. Last updated on June 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Virginia after your stay in Illinois
Virginia to Illinois flights
Consider these flights traveling from Virginia to Illinois.
Top 6 airlines flying from Virginia to Illinois
Discover the top 6 airlines that operate flights from Virginia to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$369 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$126 | Average$314 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$169 | Average$389 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$178 | Average$388 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$200 | Average$280 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$203 | Average$363 | FlexibilityNo cancel fee | On-time71% |