$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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — ORD
Jul 12 — Jul 191
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 12, 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 12, 2026.
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:35 am
DCA
- ORD
Nonstop2h 25m
American Airlines
Sat 9/53:00 pm
ORD
- DCA
Nonstop2h 03m
American Airlines
Deal found 6/7![American Airlines logo]()
$243
This Frontier deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/259:16 pm
IAD
- ORD
1 stop11h 59m
Frontier
Sat 10/316:30 am
ORD
- IAD
1 stop10h 06m
Frontier
Deal found 6/8![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:00 am
IAD
- MDW
1 stop4h 58m
Frontier
Mon 10/266:40 am
MDW
- IAD
1 stop9h 56m
Frontier
Deal found 6/8![Frontier logo]()
$244
This Expedia deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:00 am
DCA
- ORD
1 stop14h 43m
Multiple Airlines
Fri 7/310:56 am
ORD
- DCA
1 stop5h 54m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$245
This Expedia deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:00 pm
IAD
- ORD
1 stop13h 21m
Frontier
Sat 9/262:03 pm
ORD
- IAD
1 stop9h 25m
Frontier
Deal found 6/8![Frontier logo]()
$245
This Frontier deal was found by Cheapflights users on 6/7. 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.
Thu 8/2711:11 am
IAD
- MDW
1 stop12h 00m
Frontier
Sun 8/306:00 am
MDW
- IAD
1 stop9h 20m
Frontier
Deal found 6/7![Frontier logo]()
$245
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/275:00 pm
DCA
- ORD
Nonstop2h 29m
American Airlines
Tue 6/302:57 pm
ORD
- DCA
Nonstop2h 03m
American Airlines
Deal found 6/7![American Airlines logo]()
$246
This Trip.com deal was found by Cheapflights users on 6/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:18 pm
IAD
- ORD
1 stop28h 52m
Frontier
Wed 7/291:50 pm
ORD
- IAD
1 stop8h 05m
Frontier
Deal found 6/7![Frontier logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/38:33 pm
IAD
- MDW
1 stop15h 34m
Frontier
Thu 8/66:05 am
MDW
- IAD
1 stop9h 35m
Frontier
Deal found 6/7![Frontier logo]()
$246
This Southwest deal was found by Cheapflights users on 6/8. 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.
Mon 8/171:00 pm
DCA
- MDW
2 stops5h 50m
Southwest
Thu 8/208:55 am
MDW
- DCA
Nonstop1h 55m
Southwest
Deal found 6/8![Southwest logo]()
$246
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 7/137:15 am
DCA
- ORD
Nonstop2h 13m
United Airlines
Wed 7/1512:45 pm
ORD
- DCA
Nonstop2h 07m
United Airlines
Deal found 6/10![United Airlines logo]()
$247
This Frontier deal was found by Cheapflights users on 6/10. 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.
Thu 8/278:47 pm
IAD
- ORD
1 stop12h 16m
Frontier
Sun 8/306:55 am
ORD
- IAD
1 stop8h 25m
Frontier
Deal found 6/10![Frontier logo]()
$247
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 12, 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 12, 2026.
This Southwest deal was found by Cheapflights users on 6/11. 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.
Wed 7/2211:40 am
DCA
- MDW
1 stop5h 15m
Southwest
Thu 7/2311:15 am
MDW
- DCA
Nonstop1h 45m
Southwest
Deal found 6/11![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1012:53 pm
RDU
- ORD
1 stop4h 58m
Delta
Wed 8/123:25 pm
ORD
- RDU
1 stop4h 42m
Delta
Deal found 6/8![Delta logo]()
$250
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 6/301:15 pm
RDU
- ORD
Nonstop2h 30m
United Airlines
Sat 7/46:55 am
ORD
- RDU
Nonstop2h 13m
United Airlines
Deal found 6/11![United Airlines logo]()
$275
This KAYAK deal was found by Cheapflights users on 6/8. 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 KAYAK 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
Thu 7/1610:56 am
ORD
- DCA
1 stop6h 04m
JetBlue
Deal found 6/8![JetBlue logo]()
$326
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:17 pm
ORF
- ORD
Nonstop2h 42m
American Airlines
Sun 9/66:45 am
ORD
- ORF
1 stop5h 09m
American Airlines
Deal found 6/7![American Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 8/129:53 am
RDU
- ORD
1 stop4h 15m
Delta
Mon 8/176:40 am
ORD
- RDU
1 stop6h 40m
Delta
Deal found 6/11![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 6/9. 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 9/36:55 am
DCA
- MDW
1 stop5h 05m
Southwest
Sat 9/57:55 am
MDW
- DCA
2 stops8h 00m
Southwest
Deal found 6/9![Southwest logo]()
$256
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 7/75:12 pm
RDU
- ORD
Nonstop2h 30m
United Airlines
Tue 7/1410:48 am
ORD
- RDU
Nonstop2h 13m
United Airlines
Deal found 6/10![United Airlines logo]()
$275
This Southwest deal was found by Cheapflights users on 6/10. 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.
Mon 7/134:10 pm
DCA
- MDW
1 stop6h 50m
Southwest
Wed 7/158:55 pm
MDW
- DCA
Nonstop1h 55m
Southwest
Deal found 6/10![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 6/9. 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.
Mon 8/36:00 am
IAD
- MDW
1 stop4h 59m
Delta
Wed 8/56:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Deal found 6/9![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 7/83:30 pm
DCA
- ORD
Nonstop2h 22m
United Airlines
Wed 7/156:00 am
ORD
- DCA
Nonstop1h 54m
United Airlines
Deal found 6/11![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:25 pm
RDU
- MDW
Nonstop1h 55m
Southwest
Wed 8/126:00 pm
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/8![Southwest logo]()
$259
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:00 am
IAD
- STL
1 stop4h 54m
Delta
Mon 8/315:23 pm
STL
- IAD
1 stop6h 11m
Delta
Deal found 6/8![Delta logo]()
$272
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 7/81:15 pm
IAD
- ORD
Nonstop2h 14m
United Airlines
Wed 7/156:30 am
ORD
- IAD
Nonstop1h 54m
United Airlines
Deal found 6/11![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 6/11. 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.
Thu 8/65:05 pm
RDU
- MDW
1 stop6h 10m
Southwest
Mon 8/108:50 am
MDW
- RDU
Nonstop2h 00m
Southwest
Deal found 6/11![Southwest logo]()
$271
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:42 am
ORF
- ORD
Nonstop2h 47m
American Airlines
Sun 9/138:15 am
ORD
- ORF
Nonstop2h 28m
American Airlines
Deal found 6/7![American Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 6/11. 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.
Tue 7/144:00 pm
DCA
- ORD
1 stop5h 33m
Delta
Fri 7/179:30 am
ORD
- DCA
1 stop5h 49m
Delta
Deal found 6/11![Delta logo]()
$273
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 7/2510:24 am
DCA
- ORD
Nonstop2h 18m
United Airlines
Sun 7/268:00 am
ORD
- DCA
Nonstop2h 01m
United Airlines
Deal found 6/11![United Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 6/8. 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 8/49:00 pm
DCA
- MDW
Nonstop2h 05m
Southwest
Sun 8/96:10 am
MDW
- DCA
Nonstop1h 45m
Southwest
Deal found 6/8![Southwest logo]()
$273
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Sat 7/410:30 am
IAD
- ORD
Nonstop2h 23m
United Airlines
Sun 7/126:29 am
ORD
- IAD
Nonstop1h 54m
United Airlines
Deal found 6/8![United Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 6/11. 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.
Fri 10/166:00 am
IAD
- STL
1 stop5h 48m
Delta
Mon 10/195:30 pm
STL
- IAD
1 stop5h 50m
Delta
Deal found 6/11![Delta logo]()
$286
This Southwest deal was found by Cheapflights users on 6/9. 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 8/274:50 pm
RDU
- MDW
2 stops7h 30m
Southwest
Sat 8/299:20 am
MDW
- RDU
2 stops10h 35m
Southwest
Deal found 6/9![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 7/1110:20 pm
IAD
- ORD
Nonstop2h 11m
United Airlines
Sun 7/126:29 am
ORD
- IAD
Nonstop1h 54m
United Airlines
Deal found 6/11![United Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 9/96:00 am
IAD
- MDW
1 stop4h 50m
Delta
Sun 9/135:25 pm
MDW
- IAD
1 stop5h 45m
Delta
Deal found 6/10![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:15 am
DCA
- ORD
Nonstop2h 14m
United Airlines
Mon 7/68:00 am
ORD
- DCA
Nonstop2h 01m
United Airlines
Deal found 6/9![United Airlines logo]()
$283
This Southwest deal was found by Cheapflights users on 6/11. 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.
Wed 7/297:00 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Fri 7/316:55 pm
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/11![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 6/9. 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 10/1610:10 am
GSO
- ORD
1 stop5h 03m
Delta
Sun 10/188:15 am
ORD
- GSO
1 stop4h 31m
Delta
Deal found 6/9![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/303:30 pm
DCA
- ORD
Nonstop2h 22m
United Airlines
Mon 7/66:00 am
ORD
- DCA
Nonstop1h 54m
United Airlines
Deal found 6/9![United Airlines logo]()
$283
This Southwest deal was found by Cheapflights users on 6/8. 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 7/186:40 pm
DCA
- MDW
Nonstop2h 05m
Southwest
Mon 7/208:10 pm
MDW
- DCA
Nonstop1h 55m
Southwest
Deal found 6/8![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 6/10. 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 7/96:00 am
IAD
- MDW
1 stop4h 13m
Delta
Wed 7/156:00 am
MDW
- IAD
1 stop4h 37m
Delta
Deal found 6/10![Delta logo]()
$303
Last-minute flights from Virginia to IllinoisDiscover last-minute flight deals from Virginia to Illinois. Data last updated June 12, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia to Illinois. Data last updated June 12, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/275:00 pm
DCA
- ORD
Nonstop2h 29m
American Airlines
Tue 6/302:57 pm
ORD
- DCA
Nonstop2h 03m
American Airlines
Deal found 6/7![American Airlines logo]()
$246
This Expedia deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:00 am
DCA
- ORD
1 stop14h 43m
Multiple Airlines
Fri 7/310:56 am
ORD
- DCA
1 stop5h 54m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$245
This Expedia deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:17 am
IAD
- MDW
1 stop11h 54m
Frontier
Fri 7/1012:11 pm
MDW
- IAD
1 stop9h 44m
Frontier
Deal found 6/7![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Tue 7/76:15 am
RDU
- ORD
1 stop26h 38m
Frontier
Sun 7/128:05 am
ORD
- RDU
1 stop8h 04m
Frontier
Deal found 6/10![Frontier logo]()
$247
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 7/113:39 pm
IAD
- ORD
Nonstop2h 23m
United Airlines
Mon 7/136:30 am
ORD
- IAD
Nonstop1h 54m
United Airlines
Deal found 6/10![United Airlines logo]()
$247
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 7/135:05 pm
DCA
- ORD
Nonstop2h 25m
United Airlines
Wed 7/156:00 am
ORD
- DCA
Nonstop1h 54m
United Airlines
Deal found 6/10![United Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 7/157:55 pm
DCA
- MDW
1 stop4h 20m
Southwest
Thu 7/166:00 am
MDW
- DCA
Nonstop1h 45m
Southwest
Deal found 6/12![Southwest logo]()
$247
This JetBlue deal was found by Cheapflights users on 6/12. 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.
Wed 7/1511:00 am
DCA
- ORD
1 stop9h 15m
JetBlue
Tue 7/2110:56 am
ORD
- DCA
1 stop7h 02m
JetBlue
Deal found 6/12![JetBlue logo]()
$248
This Frontier deal was found by Cheapflights users on 6/7. 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.
Sun 7/198:33 pm
IAD
- ORD
1 stop12h 20m
Frontier
Thu 7/237:05 am
ORD
- IAD
1 stop8h 35m
Frontier
Deal found 6/7![Frontier logo]()
$245
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 7/226:00 am
RDU
- MDW
1 stop6h 00m
Southwest
Wed 7/297:40 am
MDW
- RDU
Nonstop1h 55m
Southwest
Deal found 6/12![Southwest logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:49 am
IAD
- ORD
1 stop13h 04m
Frontier
Mon 7/278:05 am
ORD
- IAD
1 stop10h 33m
Frontier
Deal found 6/7![Frontier logo]()
$248
This Trip.com deal was found by Cheapflights users on 6/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:18 pm
IAD
- ORD
1 stop28h 52m
Frontier
Wed 7/291:50 pm
ORD
- IAD
1 stop8h 05m
Frontier
Deal found 6/7![Frontier logo]()
$246
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 12, 2026.
Search for one-way flight options from Virginia to Illinois. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 6/301:00 pm
DCA
- ORD
Nonstop2h 19m
United Airlines
Deal found 6/11![United Airlines logo]()
$99
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 6/3010:20 pm
IAD
- ORD
Nonstop2h 11m
United Airlines
Deal found 6/10![United Airlines logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Wed 8/127:48 am
IAD
- MDW
1 stop15h 15m
Frontier
Deal found 6/11![Frontier logo]()
$99
This Southwest deal was found by Cheapflights users on 6/8. 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 6/306:00 am
DCA
- MDW
Nonstop2h 00m
Southwest
Deal found 6/8![Southwest logo]()
$99
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:39 am
DCA
- ORD
1 stop4h 29m
Delta
Deal found 6/8![Delta logo]()
$101
This Delta deal was found by Cheapflights users on 6/10. 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 8/183:03 pm
IAD
- ORD
1 stop6h 52m
Delta
Deal found 6/10![Delta logo]()
$101
This Delta deal was found by Cheapflights users on 6/9. 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.
Tue 8/116:10 am
IAD
- MDW
1 stop4h 07m
Delta
Deal found 6/9![Delta logo]()
$101
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 8/56:00 am
DCA
- MDW
1 stop4h 59m
Delta
Deal found 6/11![Delta logo]()
$101
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 8/1212:23 pm
DCA
- ORD
1 stop4h 54m
Delta
Deal found 6/11![Delta logo]()
$103
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:16 am
IAD
- ORD
1 stop4h 53m
Delta
Deal found 6/8![Delta logo]()
$103
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:00 am
IAD
- MDW
1 stop4h 59m
Delta
Deal found 6/8![Delta logo]()
$103
This Trip.com deal was found by Cheapflights users on 6/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:21 pm
ORF
- ORD
1 stop8h 34m
Frontier
Deal found 6/11![Frontier logo]()
$103
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 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $243 (American Airlines) |
One-way from | $99 (United Airlines) |
Popular in | May |
Cheapest in | October |
Average price | $392 |
Good round-trip deal | $233 or less |
Good one-way deal | $211 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 12, 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
Wed 7/22
11:40 am-3:55 pm
1 stop5h 15m
Chicago Midway
Thu 7/23
11:15 am-2:00 pm
Nonstop1h 45m
$247
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Mon 8/10
12:53 pm-4:51 pm
1 stop4h 58m
Chicago O'Hare Intl
Wed 8/12
3:25 pm-9:07 pm
1 stop4h 42m
$250
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Wed 8/12
9:53 am-1:08 pm
1 stop4h 15m
Chicago O'Hare Intl
Mon 8/17
6:40 am-2:20 pm
1 stop6h 40m
$252
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Thu 9/3
6:55 am-11:00 am
1 stop5h 05m
Chicago Midway
Sat 9/5
7:55 am-4:55 pm
2 stops8h 00m
$256
Washington, D.C.Chicago
DCA - MDW
DCAMDW
Washington, D.C. Reagan-National
Mon 7/13
4:10 pm-10:00 pm
1 stop6h 50m
Chicago Midway
Wed 7/15
8:55 pm-11:50 pm
Nonstop1h 55m
$257
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Mon 8/3
6:00 am-9:59 am
1 stop4h 59m
Chicago Midway
Wed 8/5
6:42 pm-11:26 pm
1 stop3h 44m
$259
Quickest round-trip
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Wed 8/5
6:25 pm-7:20 pm
Nonstop1h 55m
Chicago Midway
Wed 8/12
6:00 pm-8:55 pm
Nonstop1h 55m
$259
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Thu 8/6
5:05 pm-10:15 pm
1 stop6h 10m
Chicago Midway
Mon 8/10
8:50 am-11:50 am
Nonstop2h 00m
$271
Washington, D.C.St. Louis
IAD - STL
IADSTL
Washington, D.C. Dulles Intl
Fri 8/28
6:00 am-9:54 am
1 stop4h 54m
Lambert-St Louis
Mon 8/31
5:23 pm-12:34 am
1 stop6h 11m
$272
Washington, D.C.Chicago
DCA - ORD
DCAORD
Washington, D.C. Reagan-National
Tue 7/14
4:00 pm-8:33 pm
1 stop5h 33m
Chicago O'Hare Intl
Fri 7/17
9:30 am-4:19 pm
1 stop5h 49m
$273
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-ORD
IAD-ORD
IAD-MDW
RDU-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-ORD
IAD-ORD
IAD-MDW
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 $885). 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 12, 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 5% 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 June 12, 2026.
The most flights from USVA to USIL are scheduled on a Thursday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).
How much does it cost to fly round-trip from 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 June 8, 2026.
Travelers seeking maximum savings on their Virginia to Illinois flight should consider departing on Wednesday 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 June 12, 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
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 12, 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 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$354 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$244 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$314 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$169 | Average$386 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$178 | Average$380 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$203 | Average$362 | FlexibilityNo cancel fee | On-time71% |