$94+ Cheap flights from Chicago (CHI) to Virginia
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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Jul 29 — Aug 51
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to Virginia with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Virginia
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to VirginiaExplore the most affordable flight options available from Chicago to Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 29, 2026.
Explore the most affordable flight options available from Chicago to Virginia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 29, 2026.
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.
Sat 10/106:54 am
ORD
- DCA
Nonstop2h 07m
American Airlines
Tue 10/136:00 am
DCA
- ORD
Nonstop2h 27m
American Airlines
Deal found 6/29![American Airlines logo]()
$236
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 8/58:50 am
MDW
- DCA
2 stops6h 00m
Southwest
Sat 8/81:20 pm
DCA
- MDW
1 stop4h 20m
Southwest
Deal found 6/29![Southwest logo]()
$236
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.
Wed 7/225:58 am
ORD
- DCA
Nonstop2h 17m
American Airlines
Wed 7/298:06 pm
DCA
- ORD
Nonstop2h 36m
American Airlines
Deal found 6/25![American Airlines logo]()
$237
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.
Sat 7/255:05 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Sat 8/16:10 am
DCA
- MDW
Nonstop2h 00m
Southwest
Deal found 6/25![Southwest logo]()
$237
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:05 am
ORD
- IAD
1 stop10h 33m
Frontier
Sun 7/267:49 am
IAD
- ORD
1 stop13h 04m
Frontier
Deal found 6/24![Frontier logo]()
$237
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.
Sat 7/257:05 am
ORD
- DCA
1 stop3h 23m
Delta
Sat 8/17:37 pm
DCA
- ORD
1 stop5h 16m
Delta
Deal found 6/25![Delta logo]()
$238
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.
Sat 7/251:18 pm
MDW
- DCA
1 stop4h 41m
Delta
Sat 8/86:10 am
DCA
- MDW
1 stop4h 07m
Delta
Deal found 6/25![Delta logo]()
$238
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:42 pm
MDW
- IAD
1 stop3h 44m
Delta
Sat 8/1511:06 am
IAD
- MDW
1 stop5h 32m
Delta
Deal found 6/24![Delta logo]()
$238
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.
Sat 7/255:18 pm
ORD
- IAD
1 stop4h 55m
Delta
Sat 8/88:28 am
IAD
- ORD
1 stop5h 12m
Delta
Deal found 6/25![Delta logo]()
$238
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:38 am
ORD
- DCA
1 stop5h 27m
JetBlue
Mon 10/266:25 am
DCA
- ORD
1 stop6h 31m
JetBlue
Deal found 6/28![JetBlue logo]()
$239
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 8/2012:00 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Mon 8/241:00 pm
DCA
- MDW
2 stops5h 50m
Southwest
Deal found 6/25![Southwest logo]()
$239
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.
Mon 8/37:05 am
ORD
- IAD
1 stop9h 09m
Frontier
Tue 8/41:32 pm
IAD
- ORD
1 stop10h 38m
Frontier
Deal found 6/24![Frontier logo]()
$239
Best flights from Chicago to VirginiaDiscover carefully curated flight deals from Chicago to Virginia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 29, 2026.
Discover carefully curated flight deals from Chicago to Virginia that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 29, 2026.
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 8/2711:01 am
ORD
- DCA
1 stop7h 04m
JetBlue
Mon 9/216:30 am
DCA
- ORD
1 stop6h 17m
JetBlue
Deal found 6/26![JetBlue logo]()
$239
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 8/118:15 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Fri 8/147:25 am
DCA
- MDW
Nonstop1h 55m
Southwest
Deal found 6/28![Southwest logo]()
$243
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 8/202:25 pm
ORD
- DCA
1 stop5h 34m
Delta
Mon 8/245:40 pm
DCA
- ORD
1 stop5h 44m
Delta
Deal found 6/28![Delta logo]()
$244
This Frontier deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Mon 8/1711:06 am
MDW
- IAD
1 stop10h 49m
Frontier
Thu 8/206:20 am
IAD
- MDW
1 stop5h 35m
Frontier
Deal found 6/23![Frontier logo]()
$250
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.
Sat 8/157:00 am
ORD
- DCA
Nonstop1h 59m
United Airlines
Sat 8/221:04 pm
DCA
- ORD
Nonstop2h 16m
United Airlines
Deal found 6/26![United Airlines logo]()
$257
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:40 pm
MDW
- RDU
Nonstop1h 55m
Southwest
Tue 8/111:45 pm
RDU
- MDW
1 stop6h 00m
Southwest
Deal found 6/24![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 10/105:24 pm
ORD
- DCA
1 stop4h 45m
Delta
Mon 10/126:00 am
DCA
- ORD
1 stop5h 10m
Delta
Deal found 6/28![Delta logo]()
$257
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 8/106:25 pm
ORD
- RDU
Nonstop2h 12m
United Airlines
Sat 8/153:05 pm
RDU
- ORD
1 stop4h 32m
United Airlines
Deal found 6/25![United Airlines logo]()
$263
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:15 pm
ORD
- DCA
1 stop5h 45m
JetBlue
Sun 10/46:30 am
DCA
- ORD
1 stop6h 17m
JetBlue
Deal found 6/24![JetBlue logo]()
$273
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:40 am
ORD
- RDU
1 stop5h 05m
Delta
Tue 8/115:32 am
RDU
- ORD
1 stop6h 10m
Delta
Deal found 6/27![Delta logo]()
$257
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.
Mon 8/315:45 am
MDW
- DCA
Nonstop1h 45m
Southwest
Thu 9/31:00 pm
DCA
- MDW
2 stops5h 50m
Southwest
Deal found 6/25![Southwest logo]()
$260
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.
Wed 8/126:59 am
ORD
- CHO
Nonstop2h 06m
United Airlines
Wed 8/196:45 am
CHO
- ORD
Nonstop2h 07m
United Airlines
Deal found 6/26![United Airlines logo]()
$269
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.
Mon 7/2010:56 am
ORD
- DCA
1 stop7h 13m
JetBlue
Wed 7/2211:00 am
DCA
- ORD
1 stop9h 15m
JetBlue
Deal found 6/26![JetBlue logo]()
$279
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 7/217:05 am
ORD
- RDU
1 stop3h 52m
Delta
Wed 7/221:00 pm
RDU
- ORD
1 stop6h 29m
Delta
Deal found 6/25![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/37:55 am
MDW
- RDU
1 stop4h 05m
Southwest
Sat 9/197:30 am
RDU
- MDW
Nonstop1h 50m
Southwest
Deal found 6/23![Southwest logo]()
$263
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 8/72:13 pm
ORD
- RDU
Nonstop2h 14m
United Airlines
Tue 8/1110:05 am
RDU
- ORD
Nonstop2h 24m
United Airlines
Deal found 6/26![United Airlines logo]()
$287
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/75:30 pm
MDW
- DCA
1 stop4h 00m
Southwest
Tue 8/116:50 pm
DCA
- MDW
1 stop4h 00m
Southwest
Deal found 6/24![Southwest logo]()
$263
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:10 pm
ORD
- DCA
1 stop4h 54m
Delta
Mon 9/281:15 pm
DCA
- ORD
1 stop5h 49m
Delta
Deal found 6/24![Delta logo]()
$265
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.
Thu 7/99:57 pm
ORD
- RIC
1 stop18h 55m
Frontier
Mon 7/136:47 pm
RIC
- ORD
1 stop27h 05m
Frontier
Deal found 6/28![Frontier logo]()
$361
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.
Tue 8/186:00 am
ORD
- DCA
Nonstop1h 55m
United Airlines
Thu 8/206:30 am
DCA
- ORD
Nonstop2h 14m
United Airlines
Deal found 6/25![United Airlines logo]()
$291
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 9/176:05 am
MDW
- IAD
1 stop4h 26m
Delta
Mon 9/2112:26 pm
IAD
- MDW
1 stop4h 50m
Delta
Deal found 6/25![Delta logo]()
$265
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.
Sat 8/86:45 am
MDW
- RDU
1 stop6h 20m
Southwest
Mon 8/104:50 pm
RDU
- MDW
2 stops7h 30m
Southwest
Deal found 6/26![Southwest logo]()
$266
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:40 pm
ORD
- IAD
Nonstop2h 05m
United Airlines
Wed 7/2912:49 pm
IAD
- ORD
1 stop3h 30m
United Airlines
Deal found 6/24![United Airlines logo]()
$293
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 8/277:00 am
ORD
- RDU
1 stop3h 57m
Delta
Tue 9/16:15 pm
RDU
- ORD
1 stop6h 42m
Delta
Deal found 6/25![Delta logo]()
$273
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/111:00 am
MDW
- DCA
Nonstop1h 50m
Southwest
Tue 11/32:40 pm
DCA
- MDW
1 stop4h 05m
Southwest
Deal found 6/24![Southwest logo]()
$274
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.
Thu 8/279:10 am
ORD
- RDU
Nonstop2h 23m
United Airlines
Sun 8/307:59 pm
RDU
- ORD
1 stop4h 41m
United Airlines
Deal found 6/27![United Airlines logo]()
$301
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:40 am
MDW
- RDU
Nonstop1h 55m
Southwest
Sun 8/238:30 am
RDU
- MDW
Nonstop1h 50m
Southwest
Deal found 6/24![Southwest logo]()
$287
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:25 pm
ORD
- DCA
1 stop5h 20m
Delta
Sun 8/238:00 am
DCA
- ORD
1 stop5h 40m
Delta
Deal found 6/27![Delta logo]()
$288
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/16:30 am
ORD
- IAD
Nonstop1h 54m
United Airlines
Wed 7/2212:49 pm
IAD
- ORD
1 stop3h 30m
United Airlines
Deal found 6/23![United Airlines logo]()
$308
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.
Fri 8/78:50 am
MDW
- RDU
Nonstop2h 00m
Southwest
Tue 8/116:25 pm
RDU
- MDW
Nonstop1h 55m
Southwest
Deal found 6/26![Southwest logo]()
$287
Last-minute flights from Chicago to VirginiaDiscover last-minute flight deals from Chicago to Virginia. Data last updated June 29, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Virginia. Data last updated June 29, 2026 and is based on user searches.
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:57 pm
ORD
- DCA
1 stop13h 54m
Multiple Airlines
Mon 7/202:25 pm
DCA
- ORD
1 stop5h 50m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$240
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.
Wed 7/225:58 am
ORD
- DCA
Nonstop2h 17m
American Airlines
Wed 7/298:06 pm
DCA
- ORD
Nonstop2h 36m
American Airlines
Deal found 6/25![American Airlines logo]()
$237
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:05 am
ORD
- IAD
1 stop10h 33m
Frontier
Sun 7/267:49 am
IAD
- ORD
1 stop13h 04m
Frontier
Deal found 6/24![Frontier logo]()
$237
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.
Wed 7/2211:05 am
MDW
- IAD
1 stop4h 41m
Delta
Tue 7/285:46 pm
IAD
- MDW
1 stop5h 29m
Delta
Deal found 6/26![Delta logo]()
$238
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.
Thu 7/231:50 pm
ORD
- IAD
1 stop8h 05m
Frontier
Wed 8/58:33 pm
IAD
- ORD
1 stop12h 29m
Frontier
Deal found 6/24![Frontier logo]()
$239
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.
Fri 7/247:05 am
ORD
- IAD
1 stop9h 09m
Frontier
Tue 8/118:33 pm
IAD
- ORD
1 stop12h 29m
Frontier
Deal found 6/24![Frontier logo]()
$240
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.
Sat 7/255:05 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Sat 8/16:10 am
DCA
- MDW
Nonstop2h 00m
Southwest
Deal found 6/25![Southwest logo]()
$237
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.
Sat 7/2511:12 am
ORD
- DCA
1 stop6h 47m
Delta
Sat 8/810:10 am
DCA
- ORD
1 stop5h 38m
Delta
Deal found 6/25![Delta logo]()
$238
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.
Sat 7/251:18 pm
MDW
- DCA
1 stop4h 41m
Delta
Sat 8/86:10 am
DCA
- MDW
1 stop4h 07m
Delta
Deal found 6/25![Delta logo]()
$238
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.
Sat 7/255:18 pm
ORD
- IAD
1 stop4h 55m
Delta
Sat 8/88:28 am
IAD
- ORD
1 stop5h 12m
Delta
Deal found 6/25![Delta logo]()
$238
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2512:11 pm
MDW
- IAD
1 stop9h 44m
Frontier
Sat 8/16:49 am
IAD
- MDW
1 stop5h 18m
Frontier
Deal found 6/25![Frontier logo]()
$240
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 7/298:00 am
ORD
- DCA
Nonstop2h 01m
United Airlines
Fri 7/317:10 pm
DCA
- ORD
Nonstop2h 22m
United Airlines
Deal found 6/25![United Airlines logo]()
$243
One-way flights from Chicago to VirginiaSearch for one-way flight options from Chicago to Virginia. Find affordable one-way fares based on user searches. Data last updated June 29, 2026.
Search for one-way flight options from Chicago to Virginia. Find affordable one-way fares based on user searches. Data last updated June 29, 2026.
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.
Tue 8/2511:01 am
ORD
- RIC
1 stop5h 28m
JetBlue
Deal found 6/25![JetBlue logo]()
$94
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:30 am
ORD
- ORF
1 stop28h 32m
Frontier
Deal found 6/24![Frontier logo]()
$96
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:05 am
ORD
- RIC
2 stops32h 19m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$102
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/38:10 pm
MDW
- DCA
Nonstop1h 50m
Southwest
Deal found 6/23![Southwest logo]()
$104
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 8/511:06 am
MDW
- IAD
1 stop5h 08m
Frontier
Deal found 6/28![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 8/251:59 pm
ORD
- IAD
1 stop7h 53m
Frontier
Deal found 6/23![Frontier logo]()
$104
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/51:50 pm
ORD
- IAD
1 stop8h 02m
Frontier
Deal found 6/27![Frontier logo]()
$106
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/35:22 pm
ORD
- DCA
1 stop4h 37m
Delta
Deal found 6/23![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/39:17 am
MDW
- DCA
1 stop6h 48m
Delta
Deal found 6/23![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/39:17 am
MDW
- IAD
1 stop6h 25m
Delta
Deal found 6/23![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/31:46 pm
ORD
- IAD
1 stop4h 49m
Delta
Deal found 6/23![Delta logo]()
$109
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:56 am
ORD
- DCA
1 stop6h 00m
JetBlue
Deal found 6/24![JetBlue logo]()
$110
Find flight deals from Chicago to Virginia
Keep the following information in mind while searching for Chicago to Virginia flight deals. Data was last updated June 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $236 (American Airlines) |
One-way from | $94 (JetBlue) |
Popular in | March |
Cheapest in | December |
Average price | $400 |
Good round-trip deal | $269 or less |
Good one-way deal | $168 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Virginia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 29, 2026.
Use the filters below to find and compare flights from Chicago to Virginia that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoWashington, D.C.
ORD - DCA
ORDDCA
Chicago O'Hare Intl
Thu 8/27
11:01 am-7:05 pm
1 stop7h 04m
Washington, D.C. Reagan-National
Mon 9/21
6:30 am-11:47 am
1 stop6h 17m
$239
Quickest round-trip
ChicagoWashington, D.C.
MDW - DCA
MDWDCA
Chicago Midway
Tue 8/11
8:15 pm-11:05 pm
Nonstop1h 50m
Washington, D.C. Reagan-National
Fri 8/14
7:25 am-8:20 am
Nonstop1h 55m
$243
ChicagoWashington, D.C.
ORD - DCA
ORDDCA
Chicago O'Hare Intl
Thu 8/20
2:25 pm-8:59 pm
1 stop5h 34m
Washington, D.C. Reagan-National
Mon 8/24
5:40 pm-10:24 pm
1 stop5h 44m
$244
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
Tue 8/4
2:40 pm-5:35 pm
Nonstop1h 55m
Raleigh-Durham
Tue 8/11
1:45 pm-6:45 pm
1 stop6h 00m
$247
ChicagoWashington, D.C.
MDW - IAD
MDWIAD
Chicago Midway
Mon 8/17
11:06 am-10:55 pm
1 stop10h 49m
Washington, D.C. Dulles Intl
Thu 8/20
6:20 am-10:55 am
1 stop5h 35m
$250
ChicagoWashington, D.C.
ORD - DCA
ORDDCA
Chicago O'Hare Intl
Sat 8/15
7:00 am-9:59 am
Nonstop1h 59m
Washington, D.C. Reagan-National
Sat 8/22
1:04 pm-2:20 pm
Nonstop2h 16m
$257
ChicagoWashington, D.C.
ORD - DCA
ORDDCA
Chicago O'Hare Intl
Sat 10/10
5:24 pm-11:09 pm
1 stop4h 45m
Washington, D.C. Reagan-National
Mon 10/12
6:00 am-10:10 am
1 stop5h 10m
$257
ChicagoRaleigh
ORD - RDU
ORDRDU
Chicago O'Hare Intl
Sat 8/8
6:40 am-12:45 pm
1 stop5h 05m
Raleigh-Durham
Tue 8/11
5:32 am-10:42 am
1 stop6h 10m
$257
ChicagoRaleigh
ORD - RDU
ORDRDU
Chicago O'Hare Intl
Tue 7/21
7:05 am-11:57 am
1 stop3h 52m
Raleigh-Durham
Wed 7/22
1:00 pm-6:29 pm
1 stop6h 29m
$257
ChicagoWashington, D.C.
MDW - DCA
MDWDCA
Chicago Midway
Mon 8/31
5:45 am-8:30 am
Nonstop1h 45m
Washington, D.C. Reagan-National
Thu 9/3
1:00 pm-5:50 pm
2 stops5h 50m
$260
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Virginia
Have a flexible travel schedule? Discover the best time to fly to Virginia from Chicago with our price prediction graph.
ORD-RIC
ORD-ORF
MDW-DCA
MDW-IAD
ORD-IAD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Virginia
CHI-USVA
ORD-RIC
ORD-ORF
MDW-DCA
MDW-IAD
What is the cheapest month to book a flight from Chicago to Virginia?
Currently, January is the cheapest month in which you can book a flight from Chicago to Virginia (average of $74). Flying from Chicago to Virginia in June is currently the most expensive (average of $182). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to VA?
Find hourly flight availability from Chicago to Virginia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 29, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Virginia in the afternoon. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight in the evening.
Weekly flight availability from Chicago to Virginia
Explore weekly flight availability from Chicago to Virginia. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 29, 2026.
The most flights from CHI to USVA are scheduled on a Friday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).
How much does it cost to fly round-trip from Chicago to Virginia?
How far ahead should I book a flight from Chicago to Virginia?
The price you pay for your flight from Chicago to Virginia may vary depending on when you book. For the best chance of a lower fare, look to book 82 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Chicago to Virginia?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Virginia. Price data was last updated on June 20, 2026.
Travelers seeking maximum savings on their Chicago to Virginia flight should consider departing on Saturday afternoons when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Virginia
Get insights into the airlines that provide service to Virginia. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Virginia. Reviews last updated June 29, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Chicago to Virginia by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Chicago to Virginia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Chicago to Virginia
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Virginia by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Virginia by cabin class
Find flights from Chicago to Virginia, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Virginia flights
Browse other Chicago and Virginia flight options. Last updated on June 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Virginia flights
Consider these flights traveling from Chicago to Virginia.
Top 3 airlines flying from Chicago to Virginia
Discover the top 3 airlines that operate flights from Chicago to Virginia. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$174 | Average$388 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$209 | Average$361 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$212 | Average$370 | FlexibilityNo cancel fee | On-time69% |