$95+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORD
Aug 13 — Aug 201
Round-trip
1 adult, Economy
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Find cheap flights from Virginia to Illinois with Cheapflights
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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 July 14, 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 July 14, 2026.
This Frontier deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/48:33 pm
IAD
- ORD
1 stop12h 29m
Frontier
Mon 8/107:05 am
ORD
- IAD
1 stop9h 09m
Frontier
Deal found 7/14![Frontier logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/168:33 pm
IAD
- ORD
1 stop12h 29m
Frontier
Tue 8/188:05 am
ORD
- IAD
1 stop10h 39m
Frontier
Deal found 7/14![Frontier logo]()
$235
This Expedia deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Fri 9/116:30 am
DCA
- ORD
1 stop6h 17m
Multiple Airlines
Sun 9/1310:40 pm
ORD
- DCA
1 stop13h 09m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/208:39 pm
IAD
- ORD
1 stop12h 14m
Frontier
Thu 8/278:05 am
ORD
- IAD
1 stop10h 39m
Frontier
Deal found 7/14![Frontier logo]()
$236
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/201:00 pm
DCA
- MDW
2 stops5h 50m
Southwest
Mon 8/243:20 pm
MDW
- DCA
1 stop6h 10m
Southwest
Deal found 7/14![Southwest logo]()
$236
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 9/310:18 am
DCA
- ORD
Nonstop2h 20m
American Airlines
Sat 9/58:58 pm
ORD
- DCA
Nonstop2h 01m
American Airlines
Deal found 7/13![American Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 10/86:10 am
IAD
- ORD
Nonstop2h 15m
United Airlines
Mon 10/127:47 pm
ORD
- IAD
Nonstop2h 05m
United Airlines
Deal found 7/13![United Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 9/39:15 pm
DCA
- MDW
Nonstop1h 55m
Southwest
Mon 9/75:45 am
MDW
- DCA
Nonstop1h 45m
Southwest
Deal found 7/13![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/207:45 pm
DCA
- ORD
1 stop5h 12m
Delta
Mon 8/245:20 pm
ORD
- DCA
1 stop4h 39m
Delta
Deal found 7/13![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/207:26 pm
IAD
- ORD
1 stop5h 31m
Delta
Mon 8/245:30 am
ORD
- IAD
1 stop7h 35m
Delta
Deal found 7/13![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/276:10 am
IAD
- MDW
1 stop4h 07m
Delta
Mon 8/315:45 pm
MDW
- IAD
1 stop4h 41m
Delta
Deal found 7/14![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/126:10 am
DCA
- MDW
1 stop4h 07m
Delta
Sat 8/156:11 am
MDW
- DCA
1 stop5h 36m
Delta
Deal found 7/14![Delta logo]()
$238
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 July 14, 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 July 14, 2026.
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 10/27:46 am
DCA
- ORD
Nonstop2h 14m
United Airlines
Mon 10/57:45 pm
ORD
- DCA
Nonstop2h 07m
United Airlines
Deal found 7/11![United Airlines logo]()
$243
This JetBlue deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 10/11:20 pm
DCA
- ORD
1 stop7h 02m
JetBlue
Wed 10/79:38 am
ORD
- DCA
1 stop5h 39m
JetBlue
Deal found 7/12![JetBlue logo]()
$248
This Delta deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 10/210:15 am
IAD
- ORD
1 stop7h 15m
Delta
Mon 10/55:30 am
ORD
- IAD
1 stop7h 42m
Delta
Deal found 7/12![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 7/9. 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.
Sun 8/166:50 pm
RDU
- MDW
Nonstop1h 55m
Southwest
Thu 8/2012:50 pm
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 7/9![Southwest logo]()
$269
This KAYAK deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Sat 7/251:18 pm
RDU
- ORD
Nonstop2h 36m
American Airlines
Wed 7/293:59 pm
ORD
- RDU
Nonstop2h 24m
American Airlines
Deal found 7/13![American Airlines logo]()
$365
This JetBlue deal was found by Cheapflights users on 7/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:25 pm
DCA
- ORD
1 stop7h 02m
JetBlue
Sat 8/221:55 pm
ORD
- DCA
1 stop6h 39m
JetBlue
Deal found 7/9![JetBlue logo]()
$248
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/186:10 pm
DCA
- ORD
Nonstop2h 23m
United Airlines
Wed 8/197:45 pm
ORD
- DCA
Nonstop2h 07m
United Airlines
Deal found 7/13![United Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/2812:29 pm
IAD
- ORD
1 stop5h 32m
Delta
Mon 8/315:30 am
ORD
- IAD
1 stop5h 03m
Delta
Deal found 7/13![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 8/111:25 pm
RDU
- MDW
Nonstop1h 50m
Southwest
Sat 8/157:40 am
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 7/12![Southwest logo]()
$272
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1710:30 am
DCA
- ORD
Nonstop2h 16m
United Airlines
Tue 8/184:00 pm
ORD
- DCA
Nonstop2h 09m
United Airlines
Deal found 7/13![United Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/265:25 pm
IAD
- ORD
1 stop4h 05m
Delta
Fri 8/286:25 pm
ORD
- IAD
1 stop5h 09m
Delta
Deal found 7/13![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 10/126:55 am
RDU
- MDW
Nonstop2h 00m
Southwest
Fri 10/166:50 pm
MDW
- RDU
Nonstop1h 50m
Southwest
Deal found 7/11![Southwest logo]()
$272
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/273:40 pm
IAD
- ORD
Nonstop2h 19m
United Airlines
Mon 8/316:25 am
ORD
- IAD
Nonstop1h 58m
United Airlines
Deal found 7/11![United Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 9/106:09 pm
IAD
- MDW
1 stop5h 36m
Delta
Sat 9/129:29 am
MDW
- IAD
1 stop6h 01m
Delta
Deal found 7/11![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/278:25 am
RDU
- MDW
Nonstop1h 50m
Southwest
Thu 9/36:30 pm
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 7/13![Southwest logo]()
$272
This United Airlines deal was found by Cheapflights users on 7/9. 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 10/19:30 am
DCA
- ORD
Nonstop2h 17m
United Airlines
Sun 10/411:15 am
ORD
- DCA
Nonstop2h 08m
United Airlines
Deal found 7/9![United Airlines logo]()
$272
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Sun 8/97:55 am
DCA
- MDW
Nonstop1h 55m
Southwest
Mon 8/105:45 am
MDW
- DCA
Nonstop1h 45m
Southwest
Deal found 7/13![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 7/10. 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 8/77:45 pm
DCA
- ORD
1 stop5h 12m
Delta
Fri 8/141:50 pm
ORD
- DCA
1 stop6h 55m
Delta
Deal found 7/10![Delta logo]()
$278
This JetBlue deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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.
Mon 7/271:25 pm
DCA
- ORD
1 stop6h 50m
JetBlue
Thu 7/3010:56 am
ORD
- DCA
1 stop7h 08m
JetBlue
Deal found 7/11![JetBlue logo]()
$339
This KAYAK deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/36:40 am
ORF
- ORD
Nonstop2h 40m
American Airlines
Tue 8/42:52 pm
ORD
- ORF
Nonstop2h 24m
American Airlines
Deal found 7/13![American Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/46:05 am
DCA
- MDW
Nonstop1h 55m
Southwest
Sun 8/96:10 am
MDW
- DCA
Nonstop1h 45m
Southwest
Deal found 7/13![Southwest logo]()
$273
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 9/36:40 am
GSO
- ORD
Nonstop2h 17m
United Airlines
Sat 9/56:30 am
ORD
- GSO
1 stop6h 44m
United Airlines
Deal found 7/11![United Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 7/9. 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 8/65:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Sat 8/86:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 7/9![Delta logo]()
$282
This United Airlines deal was found by Cheapflights users on 7/9. 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 8/276:55 am
RDU
- ORD
1 stop6h 04m
United Airlines
Sun 8/307:15 am
ORD
- RDU
Nonstop2h 16m
United Airlines
Deal found 7/9![United Airlines logo]()
$275
This Southwest deal was found by Cheapflights users on 7/9. 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 8/131:00 pm
DCA
- MDW
2 stops5h 50m
Southwest
Sat 8/1510:05 am
MDW
- DCA
2 stops9h 45m
Southwest
Deal found 7/9![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 7/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:25 pm
DCA
- ORD
1 stop5h 50m
JetBlue
Tue 7/2810:56 am
ORD
- DCA
1 stop7h 02m
JetBlue
Deal found 7/9![JetBlue logo]()
$374
This Delta deal was found by Cheapflights users on 7/10. 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 9/311:22 am
GSO
- ORD
1 stop5h 55m
Delta
Sun 9/66:40 am
ORD
- GSO
1 stop5h 49m
Delta
Deal found 7/10![Delta logo]()
$284
This United Airlines deal was found by Cheapflights users on 7/9. 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 am
RDU
- ORD
Nonstop2h 22m
United Airlines
Tue 10/136:25 pm
ORD
- RDU
Nonstop2h 21m
United Airlines
Deal found 7/9![United Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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.
Sun 9/136:50 pm
RDU
- MDW
Nonstop1h 55m
Southwest
Wed 9/1611:10 am
MDW
- RDU
1 stop6h 50m
Southwest
Deal found 7/13![Southwest logo]()
$282
This JetBlue deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 7/2211:00 am
DCA
- ORD
1 stop9h 15m
JetBlue
Thu 7/2310:56 am
ORD
- DCA
1 stop6h 04m
JetBlue
Deal found 7/13![JetBlue logo]()
$378
Last-minute flights from Virginia to IllinoisDiscover last-minute flight deals from Virginia to Illinois. Data last updated July 14, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia to Illinois. Data last updated July 14, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/43:58 pm
DCA
- ORD
Nonstop2h 32m
American Airlines
Mon 8/109:56 am
ORD
- DCA
Nonstop2h 01m
American Airlines
Deal found 7/10![American Airlines logo]()
$241
This Expedia deal was found by Cheapflights users on 7/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:25 pm
DCA
- ORD
1 stop5h 50m
JetBlue
Thu 9/38:45 pm
ORD
- DCA
1 stop10h 13m
JetBlue
Deal found 7/10![JetBlue logo]()
$244
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:59 am
DCA
- ORD
1 stop6h 49m
Delta
Sat 8/156:40 am
ORD
- DCA
1 stop5h 07m
Delta
Deal found 7/13![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/116:00 am
DCA
- MDW
1 stop4h 59m
Delta
Sat 8/156:11 am
MDW
- DCA
1 stop4h 17m
Delta
Deal found 7/14![Delta logo]()
$238
This United Airlines deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 8/146:10 pm
DCA
- ORD
Nonstop2h 23m
United Airlines
Mon 8/1710:00 am
ORD
- DCA
Nonstop2h 04m
United Airlines
Deal found 7/12![United Airlines logo]()
$243
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/201:00 pm
DCA
- MDW
2 stops5h 50m
Southwest
Mon 8/243:20 pm
MDW
- DCA
1 stop6h 10m
Southwest
Deal found 7/14![Southwest logo]()
$236
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/207:45 pm
DCA
- ORD
1 stop5h 12m
Delta
Mon 8/245:20 pm
ORD
- DCA
1 stop4h 39m
Delta
Deal found 7/14![Delta logo]()
$238
This Frontier deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Thu 8/206:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Mon 8/2411:50 am
MDW
- IAD
1 stop10h 02m
Frontier
Deal found 7/14![Frontier logo]()
$240
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/213:35 pm
DCA
- MDW
Nonstop2h 05m
Southwest
Mon 8/244:55 pm
MDW
- DCA
Nonstop1h 55m
Southwest
Deal found 7/14![Southwest logo]()
$243
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/266:00 am
DCA
- MDW
2 stops7h 05m
Southwest
Wed 9/28:50 am
MDW
- DCA
2 stops6h 00m
Southwest
Deal found 7/13![Southwest logo]()
$241
This Trip.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Wed 8/266:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Sat 8/2911:45 am
MDW
- IAD
1 stop10h 07m
Frontier
Deal found 7/14![Frontier logo]()
$242
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/276:10 am
IAD
- MDW
1 stop4h 07m
Delta
Sat 8/296:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 7/14![Delta logo]()
$238
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 July 14, 2026.
Search for one-way flight options from Virginia to Illinois. Find affordable one-way fares based on user searches. Data last updated July 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/301:20 pm
ORF
- ORD
1 stop19h 33m
Frontier
Deal found 7/10![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/3012:01 pm
RIC
- ORD
1 stop26h 19m
Frontier
Deal found 7/11![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/812:16 pm
ORF
- ORD
1 stop8h 37m
Frontier
Deal found 7/10![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” 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 9/133:00 pm
RIC
- ORD
1 stop18h 21m
Frontier
Deal found 7/12![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/612:10 pm
ORF
- ORD
1 stop8h 43m
Frontier
Deal found 7/10![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Sun 9/61:20 pm
ORF
- ORD
1 stop7h 39m
Frontier
Deal found 7/9![Frontier logo]()
$98
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/511:00 am
DCA
- ORD
1 stop6h 37m
Delta
Deal found 7/14![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:10 am
IAD
- ORD
1 stop5h 32m
Delta
Deal found 7/13![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/115:47 pm
IAD
- MDW
1 stop5h 49m
Delta
Deal found 7/13![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:10 am
DCA
- MDW
1 stop4h 07m
Delta
Deal found 7/13![Delta logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Mon 8/36:09 pm
IAD
- ORD
1 stop19h 06m
Frontier
Deal found 7/10![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 10/1112:57 pm
ORF
- ORD
1 stop20h 18m
Frontier
Deal found 7/11![Frontier logo]()
$100
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 July 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $235 (Expedia) |
One-way from | $95 (Kiwi.com) |
Popular in | July |
Cheapest in | December |
Average price | $439 |
Good round-trip deal | $283 or less |
Good one-way deal | $224 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 July 14, 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 - ORD
DCAORD
Washington, D.C. Reagan-National
Fri 10/2
7:46 am-9:00 am
Nonstop2h 14m
Chicago O'Hare Intl
Mon 10/5
7:45 pm-10:52 pm
Nonstop2h 07m
$243
Washington, D.C.Chicago
DCA - ORD
DCAORD
Washington, D.C. Reagan-National
Thu 10/1
1:20 pm-7:22 pm
1 stop7h 02m
Chicago O'Hare Intl
Wed 10/7
9:38 am-4:17 pm
1 stop5h 39m
$248
Washington, D.C.Chicago
DCA - ORD
DCAORD
Washington, D.C. Reagan-National
Tue 8/18
1:25 pm-7:27 pm
1 stop7h 02m
Chicago O'Hare Intl
Sat 8/22
1:55 pm-9:34 pm
1 stop6h 39m
$248
Washington, D.C.Chicago
DCA - ORD
DCAORD
Washington, D.C. Reagan-National
Tue 8/18
6:10 pm-7:33 pm
Nonstop2h 23m
Chicago O'Hare Intl
Wed 8/19
7:45 pm-10:52 pm
Nonstop2h 07m
$253
Washington, D.C.Chicago
DCA - ORD
DCAORD
Washington, D.C. Reagan-National
Mon 8/17
10:30 am-11:46 am
Nonstop2h 16m
Chicago O'Hare Intl
Tue 8/18
4:00 pm-7:09 pm
Nonstop2h 09m
$253
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
Thu 8/27
3:40 pm-4:59 pm
Nonstop2h 19m
Chicago O'Hare Intl
Mon 8/31
6:25 am-9:23 am
Nonstop1h 58m
$257
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
Fri 10/2
10:15 am-4:30 pm
1 stop7h 15m
Chicago O'Hare Intl
Mon 10/5
5:30 am-2:12 pm
1 stop7h 42m
$263
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
Fri 8/28
12:29 pm-5:01 pm
1 stop5h 32m
Chicago O'Hare Intl
Mon 8/31
5:30 am-11:33 am
1 stop5h 03m
$263
Washington, D.C.Chicago
IAD - ORD
IADORD
Washington, D.C. Dulles Intl
Wed 8/26
5:25 pm-8:30 pm
1 stop4h 05m
Chicago O'Hare Intl
Fri 8/28
6:25 pm-12:34 am
1 stop5h 09m
$263
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Thu 9/10
6:09 pm-10:45 pm
1 stop5h 36m
Chicago Midway
Sat 9/12
9:29 am-4:30 pm
1 stop6h 01m
$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
DCA-ORD
IAD-MDW
IAD-ORD
RDU-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 Virginia to Illinois
USVA-USIL
DCA-MDW
DCA-ORD
IAD-MDW
IAD-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 $859). 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 July 14, 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 in the morning.
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 July 14, 2026.
The most flights from USVA to USIL are scheduled on a Tuesday (27 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (26 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 28 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 July 11, 2026.
Travelers seeking maximum savings on their Virginia to Illinois flight should consider departing on Friday at noon 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 July 14, 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.
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
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 July 14, 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 July 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$369 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$126 | Average$352 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$169 | Average$391 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$178 | Average$397 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$200 | Average$280 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$203 | Average$363 | FlexibilityNo cancel fee | On-time71% |