$52+ Cheap flights from Virginia to Midway (MDW)
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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MDW
Mar 18 — Mar 251
1 adult, Economy
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1. Tell us where you want to go
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Cheapest flights from Virginia to MidwayExplore the most affordable flight options available from Virginia to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 16, 2026.
Explore the most affordable flight options available from Virginia to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 16, 2026.
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 5/17:19 pm
TRI
- MDW
1 stop4h 09m
Delta
Sat 5/96:30 am
MDW
- TRI
1 stop5h 23m
Delta
Deal found 2/15![Delta logo]()
$159
This Priceline deal was found by Cheapflights users on 2/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1611:19 am
ORF
- MDW
1 stop9h 12m
Frontier
Sun 4/199:14 am
MDW
- ORF
1 stop7h 35m
Frontier
Deal found 2/12![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/164:07 pm
RDU
- MDW
1 stop7h 12m
Frontier
Tue 3/176:00 am
MDW
- RDU
1 stop8h 17m
Frontier
Deal found 2/15![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/84:18 pm
RDU
- MDW
1 stop7h 01m
Multiple Airlines
Tue 3/177:30 am
MDW
- RDU
1 stop8h 59m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$170
This CheapOair deal was found by Cheapflights users on 2/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:47 am
RDU
- MDW
1 stop10h 26m
Frontier
Tue 3/244:33 pm
MDW
- RDU
1 stop14h 19m
Frontier
Deal found 2/14![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Tue 4/216:20 am
IAD
- MDW
1 stop14h 11m
Frontier
Tue 4/282:20 pm
MDW
- IAD
1 stop9h 16m
Frontier
Deal found 2/12![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:25 am
RDU
- MDW
1 stop13h 42m
Frontier
Wed 3/116:05 am
MDW
- RDU
1 stop25h 22m
Frontier
Deal found 2/13![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 2/14. 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.
Tue 3/314:12 pm
RDU
- MDW
1 stop5h 42m
Frontier
Sun 4/52:56 pm
MDW
- RDU
1 stop16h 50m
Frontier
Deal found 2/14![Frontier logo]()
$174
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/146:01 am
IAD
- MDW
1 stop4h 55m
Delta
Sat 3/216:34 pm
MDW
- IAD
1 stop3h 25m
Delta
Deal found 2/15![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 5/17:45 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Mon 5/42:40 pm
MDW
- RDU
Nonstop1h 50m
Southwest
Deal found 2/15![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/76:03 am
DCA
- MDW
1 stop3h 51m
Delta
Sat 3/146:34 pm
MDW
- DCA
1 stop3h 17m
Delta
Deal found 2/15![Delta logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/83:57 pm
RDU
- MDW
1 stop5h 10m
Frontier
Sat 4/112:56 pm
MDW
- RDU
1 stop16h 50m
Frontier
Deal found 2/13![Frontier logo]()
$178
Best flights from Virginia to MidwayDiscover carefully curated flight deals from Virginia to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 16, 2026.
Discover carefully curated flight deals from Virginia to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 16, 2026.
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 5/17:19 pm
TRI
- MDW
1 stop4h 09m
Delta
Sat 5/96:30 am
MDW
- TRI
1 stop5h 23m
Delta
Deal found 2/15![Delta logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Tue 4/146:20 am
IAD
- MDW
1 stop16h 59m
Frontier
Thu 4/162:20 pm
MDW
- IAD
1 stop9h 16m
Frontier
Deal found 2/12![Frontier logo]()
$177
This Southwest deal was found by Cheapflights users on 2/12. 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.
Fri 4/177:45 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Mon 4/206:55 pm
MDW
- RDU
Nonstop1h 50m
Southwest
Deal found 2/12![Southwest logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Tue 4/216:05 am
ORF
- MDW
2 stops14h 26m
Multiple Airlines
Fri 4/249:14 am
MDW
- ORF
1 stop6h 37m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$250
This Delta deal was found by Cheapflights users on 2/14. 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.
Sat 5/26:00 am
IAD
- MDW
1 stop8h 32m
Delta
Sat 5/26:38 pm
MDW
- IAD
1 stop3h 25m
Delta
Deal found 2/14![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/13. 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 4/226:40 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Sat 4/257:50 am
MDW
- RDU
Nonstop1h 50m
Southwest
Deal found 2/13![Southwest logo]()
$177
This Frontier deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 5/1410:38 pm
RDU
- MDW
1 stop10h 26m
Frontier
Mon 5/182:20 pm
MDW
- RDU
1 stop8h 55m
Frontier
Deal found 2/15![Frontier logo]()
$181
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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 4/186:20 am
RDU
- MDW
1 stop4h 36m
Delta
Sat 4/186:38 pm
MDW
- RDU
1 stop4h 01m
Delta
Deal found 2/16![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 2/14. 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 5/17:45 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Mon 5/42:40 pm
MDW
- RDU
Nonstop1h 50m
Southwest
Deal found 2/14![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 5/165:45 am
RDU
- MDW
1 stop3h 58m
Delta
Mon 5/186:36 pm
MDW
- RDU
1 stop3h 50m
Delta
Deal found 2/15![Delta logo]()
$187
This Frontier deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/93:26 pm
ORF
- MDW
1 stop6h 27m
Frontier
Thu 3/129:10 am
MDW
- ORF
1 stop7h 38m
Frontier
Deal found 2/15![Frontier logo]()
$208
This Southwest deal was found by Cheapflights users on 2/13. 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.
Sat 4/183:55 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Sun 4/197:40 am
MDW
- RDU
Nonstop1h 50m
Southwest
Deal found 2/13![Southwest logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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 3/238:09 am
IAD
- MDW
1 stop7h 12m
Frontier
Wed 3/256:05 am
MDW
- IAD
1 stop17h 16m
Frontier
Deal found 2/16![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Fri 3/63:26 pm
ORF
- MDW
1 stop9h 25m
Multiple Airlines
Mon 3/99:51 pm
MDW
- ORF
2 stops19h 35m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 2/14. 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.
Sat 4/113:55 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Sun 4/197:40 am
MDW
- RDU
Nonstop1h 50m
Southwest
Deal found 2/14![Southwest logo]()
$196
This Delta deal was found by Cheapflights users on 2/14. 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.
Sat 3/216:00 am
IAD
- MDW
1 stop3h 53m
Delta
Tue 3/2412:47 pm
MDW
- IAD
1 stop6h 59m
Delta
Deal found 2/14![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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.
Sun 4/196:20 am
RDU
- MDW
1 stop4h 36m
Delta
Sun 4/196:38 pm
MDW
- RDU
1 stop4h 01m
Delta
Deal found 2/16![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 2/14. 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 5/17:45 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Tue 5/57:00 am
MDW
- RDU
1 stop4h 50m
Southwest
Deal found 2/14![Southwest logo]()
$198
This Frontier deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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 5/111:19 am
ORF
- MDW
1 stop12h 00m
Frontier
Sun 5/39:14 am
MDW
- ORF
1 stop7h 35m
Frontier
Deal found 2/16![Frontier logo]()
$235
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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 4/169:44 am
RDU
- MDW
1 stop3h 59m
Delta
Thu 4/166:38 pm
MDW
- RDU
1 stop4h 01m
Delta
Deal found 2/16![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/172:55 pm
DCA
- MDW
1 stop5h 45m
Southwest
Wed 3/183:45 pm
MDW
- DCA
1 stop5h 50m
Southwest
Deal found 2/15![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 4/85:38 am
RDU
- MDW
1 stop4h 15m
Delta
Sat 4/116:34 pm
MDW
- RDU
1 stop3h 58m
Delta
Deal found 2/15![Delta logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Fri 3/61:08 pm
RIC
- MDW
1 stop8h 45m
Multiple Airlines
Sun 3/88:00 am
MDW
- RIC
1 stop27h 13m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/309:30 pm
DCA
- MDW
Nonstop2h 05m
Southwest
Wed 4/18:30 pm
MDW
- DCA
Nonstop1h 45m
Southwest
Deal found 2/15![Southwest logo]()
$221
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 5/83:51 pm
TRI
- MDW
1 stop6h 18m
Delta
Sun 5/106:30 am
MDW
- TRI
1 stop5h 23m
Delta
Deal found 2/15![Delta logo]()
$209
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/309:30 pm
DCA
- MDW
Nonstop2h 05m
Southwest
Tue 3/318:30 pm
MDW
- DCA
Nonstop1h 45m
Southwest
Deal found 2/15![Southwest logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 3/153:53 pm
TRI
- MDW
1 stop23h 28m
Multiple Airlines
Sun 3/226:20 am
MDW
- TRI
2 stops28h 53m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/146:00 am
IAD
- MDW
1 stop3h 53m
Delta
Tue 3/176:34 pm
MDW
- IAD
1 stop3h 25m
Delta
Deal found 2/15![Delta logo]()
$214
This Delta deal was found by Cheapflights users on 2/14. 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.
Sat 3/76:00 am
IAD
- MDW
1 stop3h 54m
Delta
Tue 3/1012:47 pm
MDW
- IAD
1 stop4h 46m
Delta
Deal found 2/14![Delta logo]()
$214
This Southwest deal was found by Cheapflights users on 2/12. 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 5/59:05 am
DCA
- MDW
2 stops7h 40m
Southwest
Thu 5/75:00 pm
MDW
- DCA
Nonstop1h 55m
Southwest
Deal found 2/12![Southwest logo]()
$236
Last-minute flights from Virginia to MidwayDiscover last-minute flight deals from Virginia to Midway. Data last updated February 16, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia to Midway. Data last updated February 16, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2311:39 am
ORF
- MDW
1 stop11h 50m
Frontier
Thu 2/267:30 am
MDW
- ORF
1 stop9h 58m
Frontier
Deal found 2/12![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:37 pm
IAD
- MDW
1 stop6h 00m
Frontier
Thu 3/57:30 am
MDW
- IAD
1 stop8h 13m
Frontier
Deal found 2/12![Frontier logo]()
$179
This Priceline deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:37 pm
IAD
- MDW
1 stop6h 00m
Frontier
Mon 3/26:00 am
MDW
- IAD
1 stop9h 08m
Frontier
Deal found 2/16![Frontier logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:10 pm
RDU
- MDW
1 stop26h 57m
Frontier
Wed 3/1111:25 am
MDW
- RDU
2 stops20h 02m
Frontier
Deal found 2/13![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:25 am
RDU
- MDW
1 stop13h 42m
Frontier
Wed 3/116:05 am
MDW
- RDU
1 stop25h 22m
Frontier
Deal found 2/13![Frontier logo]()
$172
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/76:03 am
DCA
- MDW
1 stop3h 51m
Delta
Sat 3/146:34 pm
MDW
- DCA
1 stop3h 17m
Delta
Deal found 2/15![Delta logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/84:18 pm
RDU
- MDW
1 stop7h 01m
Multiple Airlines
Tue 3/177:30 am
MDW
- RDU
1 stop8h 59m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$170
This Frontier deal was found by Cheapflights users on 2/14. 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.
Mon 3/94:07 pm
RDU
- MDW
1 stop7h 12m
Frontier
Wed 3/116:05 am
MDW
- RDU
1 stop8h 12m
Frontier
Deal found 2/14![Frontier logo]()
$179
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/146:01 am
IAD
- MDW
1 stop4h 55m
Delta
Sat 3/216:34 pm
MDW
- IAD
1 stop3h 25m
Delta
Deal found 2/15![Delta logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/164:07 pm
RDU
- MDW
1 stop7h 12m
Frontier
Tue 3/176:00 am
MDW
- RDU
1 stop8h 17m
Frontier
Deal found 2/15![Frontier logo]()
$169
This CheapOair deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1810:38 pm
RDU
- MDW
1 stop20h 06m
Frontier
Tue 3/244:33 pm
MDW
- RDU
1 stop14h 19m
Frontier
Deal found 2/16![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 2/14. 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.
Tue 3/314:12 pm
RDU
- MDW
1 stop5h 42m
Frontier
Sun 4/52:56 pm
MDW
- RDU
1 stop16h 50m
Frontier
Deal found 2/14![Frontier logo]()
$174
One-way flights from Virginia to MidwaySearch for one-way flight options from Virginia to Midway. Find affordable one-way fares based on user searches. Data last updated February 16, 2026.
Search for one-way flight options from Virginia to Midway. Find affordable one-way fares based on user searches. Data last updated February 16, 2026.
This Southwest deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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 5/233:55 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Deal found 2/16![Southwest logo]()
$52
This Kiwi.com deal was found by Cheapflights users on 2/14. 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.
Fri 4/243:30 pm
RDU
- MDW
1 stop25h 43m
Frontier
Deal found 2/14![Frontier logo]()
$60
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Tue 4/146:25 pm
RDU
- MDW
1 stop19h 35m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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 4/145:52 pm
RDU
- MDW
1 stop20h 08m
Frontier
Deal found 2/16![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:19 pm
RIC
- MDW
1 stop20h 54m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$71
This Southwest deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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 4/117:55 am
ORF
- MDW
Nonstop2h 05m
Southwest
Deal found 2/16![Southwest logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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 4/215:52 pm
RDU
- MDW
1 stop20h 08m
Frontier
Deal found 2/16![Frontier logo]()
$71
This Trip.com deal was found by Cheapflights users on 2/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/254:12 pm
RDU
- MDW
1 stop7h 07m
Frontier
Deal found 2/13![Frontier logo]()
$76
This Super.com deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” 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.
Thu 4/95:34 pm
IAD
- MDW
1 stop5h 47m
Frontier
Deal found 2/16![Frontier logo]()
$79
This Super.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” 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 3/174:12 pm
RDU
- MDW
1 stop5h 42m
Frontier
Deal found 2/15![Frontier logo]()
$79
This Frontier deal was found by Cheapflights users on 2/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/231:42 pm
RIC
- MDW
1 stop6h 49m
Frontier
Deal found 2/13![Frontier logo]()
$80
This CheapOair deal was found by Cheapflights users on 2/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:22 pm
IAD
- MDW
1 stop6h 07m
Frontier
Deal found 2/13![Frontier logo]()
$80
Find flight deals from Virginia to Midway
Keep the following information in mind while searching for Virginia to Midway flight deals. Data was last updated February 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $159 (Delta) |
One-way from | $52 (Southwest) |
Popular in | June |
Cheapest in | September |
Average price | $333 |
Good round-trip deal | $388 or less |
Good one-way deal | $202 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Virginia to Midway 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 February 16, 2026.
Use the filters below to find and compare flights from Virginia to Chicago Midway Airport that are best for you.
Fly from
Virginia
Fly to
Midway
Route
Depart
Return
Price
BlountvilleChicago
TRI - MDW
TRIMDW
Blountville Tri Cities TN/VA
Fri 5/1
7:19 pm-10:28 pm
1 stop4h 09m
Chicago Midway
Sat 5/9
6:30 am-12:53 pm
1 stop5h 23m
$159
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Tue 4/14
6:20 am-10:19 pm
1 stop16h 59m
Chicago Midway
Thu 4/16
2:20 pm-12:36 am
1 stop9h 16m
$177
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Fri 4/17
7:45 pm-8:45 pm
Nonstop2h 00m
Chicago Midway
Mon 4/20
6:55 pm-9:45 pm
Nonstop1h 50m
$177
Washington, D.C.Chicago
IAD - MDW
IADMDW
Washington, D.C. Dulles Intl
Sat 5/2
6:00 am-1:32 pm
1 stop8h 32m
Chicago Midway
Sat 5/2
6:38 pm-11:03 pm
1 stop3h 25m
$177
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Wed 4/22
6:40 pm-7:40 pm
Nonstop2h 00m
Chicago Midway
Sat 4/25
7:50 am-10:40 am
Nonstop1h 50m
$177
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Sat 4/18
6:20 am-9:56 am
1 stop4h 36m
Chicago Midway
Sat 4/18
6:38 pm-11:39 pm
1 stop4h 01m
$177
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Fri 5/1
7:45 pm-8:45 pm
Nonstop2h 00m
Chicago Midway
Mon 5/4
2:40 pm-5:30 pm
Nonstop1h 50m
$177
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Thu 5/14
10:38 pm-8:04 am
1 stop10h 26m
Chicago Midway
Mon 5/18
2:20 pm-12:15 am
1 stop8h 55m
$181
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Sat 5/16
5:45 am-8:43 am
1 stop3h 58m
Chicago Midway
Mon 5/18
6:36 pm-11:26 pm
1 stop3h 50m
$187
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Sat 4/18
3:55 pm-4:55 pm
Nonstop2h 00m
Chicago Midway
Sun 4/19
7:40 am-10:30 am
Nonstop1h 50m
$196
Showing 1-10 of 60 results
Best time to book a flight from Virginia to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Virginia with our price prediction graph.
RDU-MDW
RIC-MDW
ORF-MDW
IAD-MDW
DCA-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 Chicago Midway Airport
USVA-MDW
RDU-MDW
RIC-MDW
ORF-MDW
IAD-MDW
What is the cheapest month to book a flight from Virginia to Chicago Midway Airport?
Currently, February is the cheapest month in which you can book a flight from Virginia to Chicago Midway Airport (average of $152). Flying from Virginia to Chicago Midway Airport in July is currently the most expensive (average of $349). 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 MDW?
Find hourly flight availability from Virginia to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 16, 2026.
It’s optimal to fly from Virginia to Chicago Midway Airport in the afternoon. By choosing this option you can save up to 14% on the cost of your flight, compared to a flight in the morning.
What is the cheapest day to fly from Virginia to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Virginia to Midway. Price data was last updated on February 7, 2026.
Travelers seeking maximum savings on their Virginia to Chicago Midway Airport flight should consider departing on Saturday at noon when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Virginia to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Virginia to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Virginia to Midway by cabin class
Find flights from Virginia to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 16, 2026.
Virginia and Midway flights
Browse other Virginia and Midway flight options. Last updated on February 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Virginia to Midway flights
Consider these flights traveling from Virginia to Midway.
Top 2 airlines flying from Virginia to Midway
Discover the top 2 airlines that operate flights from Virginia to Midway. 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 February 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$178 | Average$364 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$228 | Average$228 | FlexibilityNo cancel fee | On-timeN/A |