$104+ Cheap flights from Vermont 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — MDW
Aug 11 — Aug 181
Round-trip
1 adult, Economy
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Find cheap flights from Vermont to Midway 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
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Cheapest flights from Vermont to MidwayExplore the most affordable flight options available from Vermont to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 12, 2026.
Explore the most affordable flight options available from Vermont to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 12, 2026.
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:35 am
ALB
- MDW
1 stop4h 00m
Southwest
Thu 8/272:35 pm
MDW
- ALB
2 stops6h 40m
Southwest
Deal found 7/11![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:10 pm
ALB
- MDW
2 stops8h 10m
Southwest
Fri 8/211:20 pm
MDW
- ALB
2 stops7h 55m
Southwest
Deal found 7/9![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:00 am
ALB
- MDW
1 stop4h 17m
Delta
Mon 8/105:10 pm
MDW
- ALB
1 stop5h 47m
Delta
Deal found 7/9![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:05 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Mon 8/108:05 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/9![Southwest logo]()
$288
This Southwest deal was found by Cheapflights users on 7/8. 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 9/86:20 pm
ALB
- MDW
Nonstop2h 05m
Southwest
Sun 9/135:00 am
MDW
- ALB
1 stop4h 20m
Southwest
Deal found 7/8![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 7/8. 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.
Sat 11/711:50 am
BTV
- MDW
1 stop5h 49m
Delta
Wed 11/116:30 pm
MDW
- BTV
1 stop3h 37m
Delta
Deal found 7/8![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:25 pm
ALB
- MDW
2 stops11h 11m
Delta
Sat 8/291:25 pm
MDW
- ALB
2 stops9h 32m
Delta
Deal found 7/7![Delta logo]()
$293
This Southwest deal was found by Cheapflights users on 7/8. 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.
Thu 8/133:10 pm
ALB
- MDW
2 stops7h 45m
Southwest
Sat 8/157:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 7/8![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 7/8. 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.
Thu 8/133:10 pm
ALB
- MDW
1 stop4h 05m
Southwest
Mon 8/178:05 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/8![Southwest logo]()
$295
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:50 am
ALB
- MDW
Nonstop2h 05m
Southwest
Thu 8/138:05 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/7![Southwest logo]()
$296
This Delta deal was found by Cheapflights users on 7/8. 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.
Thu 10/226:00 am
ALB
- MDW
1 stop4h 18m
Delta
Sun 10/256:45 pm
MDW
- ALB
1 stop3h 43m
Delta
Deal found 7/8![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 7/8. 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 8/56:00 am
ALB
- MDW
1 stop6h 35m
Southwest
Wed 8/128:30 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/8![Southwest logo]()
$299
Best flights from Vermont to MidwayDiscover carefully curated flight deals from Vermont to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 12, 2026.
Discover carefully curated flight deals from Vermont to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 12, 2026.
This Delta deal was found by Cheapflights users on 7/8. 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 8/287:15 am
BTV
- MDW
1 stop6h 24m
Delta
Mon 8/315:45 pm
MDW
- BTV
1 stop4h 36m
Delta
Deal found 7/8![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/8. 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 8/56:00 am
ALB
- MDW
1 stop6h 35m
Southwest
Wed 8/128:30 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/8![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:15 pm
BTV
- MDW
1 stop6h 18m
Delta
Sat 12/129:30 am
MDW
- BTV
1 stop5h 47m
Delta
Deal found 7/7![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:05 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Mon 8/247:30 am
MDW
- ALB
1 stop4h 10m
Southwest
Deal found 7/11![Southwest logo]()
$313
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:05 pm
BTV
- MDW
2 stops11h 31m
Delta
Sat 8/296:42 pm
MDW
- BTV
1 stop3h 39m
Delta
Deal found 7/7![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:10 pm
ALB
- MDW
2 stops5h 35m
Southwest
Sun 8/237:10 am
MDW
- ALB
1 stop5h 35m
Southwest
Deal found 7/7![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:40 pm
BDL
- MDW
1 stop6h 56m
Delta
Mon 9/76:42 pm
MDW
- BDL
1 stop4h 09m
Delta
Deal found 7/10![Delta logo]()
$336
This Southwest deal was found by Cheapflights users on 7/8. 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 8/124:45 pm
BDL
- MDW
1 stop6h 35m
Southwest
Thu 8/138:10 am
MDW
- BDL
2 stops8h 30m
Southwest
Deal found 7/8![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:30 am
BDL
- MDW
1 stop4h 37m
Delta
Sun 9/206:05 am
MDW
- BDL
1 stop5h 54m
Delta
Deal found 7/10![Delta logo]()
$336
This Southwest deal was found by Cheapflights users on 7/8. 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.
Sun 9/135:50 pm
BDL
- MDW
1 stop6h 05m
Southwest
Tue 9/158:40 am
MDW
- BDL
2 stops7h 30m
Southwest
Deal found 7/8![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1311:45 am
ALB
- MDW
2 stops9h 50m
Southwest
Sun 11/157:45 am
MDW
- ALB
2 stops8h 20m
Southwest
Deal found 7/9![Southwest logo]()
$348
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:00 am
ALB
- MDW
1 stop4h 07m
Delta
Wed 9/161:00 pm
MDW
- ALB
2 stops8h 59m
Delta
Deal found 7/7![Delta logo]()
$352
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:55 am
ALB
- MDW
Nonstop2h 20m
Southwest
Fri 11/201:20 pm
MDW
- ALB
Nonstop1h 50m
Southwest
Deal found 7/10![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:16 pm
BDL
- MDW
1 stop6h 20m
Delta
Mon 8/315:45 pm
MDW
- BDL
1 stop5h 06m
Delta
Deal found 7/11![Delta logo]()
$361
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:20 pm
BDL
- MDW
Nonstop2h 20m
Southwest
Sun 9/135:00 am
MDW
- BDL
1 stop6h 20m
Southwest
Deal found 7/11![Southwest logo]()
$351
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:15 am
ALB
- MDW
1 stop6h 36m
Delta
Wed 8/125:10 pm
MDW
- ALB
1 stop5h 47m
Delta
Deal found 7/7![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:45 am
BDL
- MDW
2 stops9h 25m
Southwest
Mon 8/178:45 am
MDW
- BDL
Nonstop2h 15m
Southwest
Deal found 7/11![Southwest logo]()
$356
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:00 am
BDL
- MDW
1 stop7h 05m
Delta
Sun 10/256:45 pm
MDW
- BDL
1 stop3h 33m
Delta
Deal found 7/10![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:05 pm
ALB
- MDW
1 stop6h 15m
Southwest
Sun 8/166:15 pm
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 7/11![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 7/8. 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 9/185:30 am
BDL
- MDW
1 stop4h 37m
Delta
Sun 9/206:05 am
MDW
- BDL
1 stop5h 54m
Delta
Deal found 7/8![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 8/281:40 pm
BDL
- MDW
Nonstop2h 15m
Southwest
Sun 8/301:10 pm
MDW
- BDL
Nonstop2h 05m
Southwest
Deal found 7/8![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:00 am
BTV
- MDW
1 stop6h 39m
Delta
Mon 9/211:19 pm
MDW
- BTV
2 stops9h 39m
Delta
Deal found 7/12![Delta logo]()
$379
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:40 pm
BDL
- MDW
2 stops7h 40m
Southwest
Mon 8/179:20 am
MDW
- BDL
2 stops7h 20m
Southwest
Deal found 7/11![Southwest logo]()
$371
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:15 pm
BTV
- MDW
1 stop6h 18m
Delta
Mon 8/171:25 pm
MDW
- BTV
2 stops9h 19m
Delta
Deal found 7/11![Delta logo]()
$389
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:40 am
ALB
- MDW
2 stops8h 40m
Southwest
Fri 8/2811:15 am
MDW
- ALB
1 stop9h 25m
Southwest
Deal found 7/9![Southwest logo]()
$374
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/812:30 pm
ALB
- MDW
2 stops7h 45m
Southwest
Mon 10/126:50 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Deal found 7/7![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 7/8. 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 7/225:25 am
BTV
- MDW
1 stop7h 31m
Delta
Sat 7/259:54 am
MDW
- BTV
2 stops10h 43m
Delta
Deal found 7/8![Delta logo]()
$454
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/245:25 am
BTV
- MDW
1 stop5h 40m
Delta
Mon 7/275:10 pm
MDW
- BTV
1 stop5h 49m
Delta
Deal found 7/11![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:14 am
BTV
- MDW
1 stop5h 45m
Delta
Sun 8/166:42 pm
MDW
- BTV
1 stop3h 39m
Delta
Deal found 7/7![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:15 am
BTV
- MDW
1 stop6h 24m
Delta
Thu 9/35:10 pm
MDW
- BTV
1 stop5h 34m
Delta
Deal found 7/10![Delta logo]()
$527
Last-minute flights from Vermont to MidwayDiscover last-minute flight deals from Vermont to Midway. Data last updated July 12, 2026 and is based on user searches.
Discover last-minute flight deals from Vermont to Midway. Data last updated July 12, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/8. 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 8/56:00 am
ALB
- MDW
1 stop6h 35m
Southwest
Wed 8/128:30 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/8![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:14 am
BTV
- MDW
1 stop5h 45m
Delta
Wed 8/125:10 pm
MDW
- BTV
1 stop5h 34m
Delta
Deal found 7/7![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:05 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Mon 8/108:05 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/9![Southwest logo]()
$288
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:50 am
ALB
- MDW
Nonstop2h 05m
Southwest
Thu 8/138:05 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/7![Southwest logo]()
$296
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:00 am
ALB
- MDW
1 stop4h 17m
Delta
Mon 8/105:10 pm
MDW
- ALB
1 stop5h 47m
Delta
Deal found 7/9![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 7/8. 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.
Thu 8/133:10 pm
ALB
- MDW
1 stop4h 05m
Southwest
Sat 8/157:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 7/8![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 7/8. 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.
Thu 8/133:10 pm
ALB
- MDW
1 stop4h 05m
Southwest
Mon 8/178:05 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/8![Southwest logo]()
$295
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:10 pm
ALB
- MDW
2 stops8h 10m
Southwest
Fri 8/211:20 pm
MDW
- ALB
2 stops7h 55m
Southwest
Deal found 7/9![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:15 pm
BTV
- MDW
2 stops10h 21m
Delta
Sat 12/1212:30 pm
MDW
- BTV
2 stops9h 37m
Delta
Deal found 7/7![Delta logo]()
$300
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:25 pm
ALB
- MDW
1 stop7h 45m
Southwest
Wed 8/268:40 am
MDW
- ALB
2 stops7h 50m
Southwest
Deal found 7/11![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:15 am
BTV
- MDW
1 stop6h 24m
Delta
Sat 8/296:42 pm
MDW
- BTV
1 stop3h 39m
Delta
Deal found 7/7![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:25 pm
ALB
- MDW
2 stops11h 11m
Delta
Sat 8/291:25 pm
MDW
- ALB
2 stops9h 32m
Delta
Deal found 7/7![Delta logo]()
$293
One-way flights from Vermont to MidwaySearch for one-way flight options from Vermont to Midway. Find affordable one-way fares based on user searches. Data last updated July 12, 2026.
Search for one-way flight options from Vermont to Midway. Find affordable one-way fares based on user searches. Data last updated July 12, 2026.
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:15 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 7/9![Southwest logo]()
$104
This Southwest deal was found by Cheapflights users on 7/8. 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 9/197:25 am
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 7/8![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 7/8. 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.
Thu 8/206:05 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 7/8![Southwest logo]()
$111
This Delta deal was found by Cheapflights users on 7/8. 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.
Thu 10/16:00 am
ALB
- MDW
1 stop4h 07m
Delta
Deal found 7/8![Delta logo]()
$114
This Delta deal was found by Cheapflights users on 7/8. 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 9/2312:35 pm
ALB
- MDW
2 stops6h 58m
Delta
Deal found 7/8![Delta logo]()
$119
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:45 am
ALB
- MDW
2 stops7h 06m
Delta
Deal found 7/10![Delta logo]()
$126
This Delta deal was found by Cheapflights users on 7/8. 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.
Tue 8/46:15 am
ALB
- MDW
1 stop6h 36m
Delta
Deal found 7/8![Delta logo]()
$127
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:50 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 7/11![Southwest logo]()
$129
This Delta deal was found by Cheapflights users on 7/8. 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 8/55:45 am
ALB
- MDW
2 stops7h 54m
Delta
Deal found 7/8![Delta logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:17 pm
ALB
- MDW
2 stops27h 30m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:51 am
BTV
- MDW
2 stops13h 56m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:15 am
BDL
- MDW
2 stops27h 36m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$172
Find flight deals from Vermont to Midway
Keep the following information in mind while searching for Vermont to Midway flight deals. Data was last updated July 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $282 (Southwest) |
One-way from | $104 (Southwest) |
Popular in | January |
Cheapest in | May |
Average price | $324 |
Cheapflights Fare Finder
Customize your flight search to find flights from Vermont 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 July 12, 2026.
Use the filters below to find and compare flights from Vermont to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BurlingtonChicago
BTV - MDW
BTVMDW
Burlington
Fri 8/28
7:15 am-12:39 pm
1 stop6h 24m
Chicago Midway
Mon 8/31
5:45 pm-11:21 pm
1 stop4h 36m
$289
BurlingtonChicago
BTV - MDW
BTVMDW
Burlington
Fri 8/21
1:15 pm-6:33 pm
1 stop6h 18m
Chicago Midway
Sat 12/12
9:30 am-4:17 pm
1 stop5h 47m
$289
BurlingtonChicago
BTV - MDW
BTVMDW
Burlington
Wed 8/26
12:05 pm-10:36 pm
2 stops11h 31m
Chicago Midway
Sat 8/29
6:42 pm-11:21 pm
1 stop3h 39m
$294
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Wed 8/5
6:00 am-11:35 am
1 stop6h 35m
Chicago Midway
Wed 8/12
8:30 am-11:35 am
Nonstop2h 05m
$299
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Fri 8/21
6:05 pm-7:15 pm
Nonstop2h 10m
Chicago Midway
Mon 8/24
7:30 am-12:40 pm
1 stop4h 10m
$313
HartfordChicago
BDL - MDW
BDLMDW
Hartford Bradley Intl
Sat 9/5
4:40 pm-10:36 pm
1 stop6h 56m
Chicago Midway
Mon 9/7
6:42 pm-11:51 pm
1 stop4h 09m
$336
HartfordChicago
BDL - MDW
BDLMDW
Hartford Bradley Intl
Thu 9/17
5:30 am-9:07 am
1 stop4h 37m
Chicago Midway
Sun 9/20
6:05 am-12:59 pm
1 stop5h 54m
$336
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Fri 8/21
3:10 pm-7:45 pm
2 stops5h 35m
Chicago Midway
Sun 8/23
7:10 am-1:45 pm
1 stop5h 35m
$342
HartfordChicago
BDL - MDW
BDLMDW
Hartford Bradley Intl
Wed 8/12
4:45 pm-10:20 pm
1 stop6h 35m
Chicago Midway
Thu 8/13
8:10 am-5:40 pm
2 stops8h 30m
$342
HartfordChicago
BDL - MDW
BDLMDW
Hartford Bradley Intl
Sun 9/13
5:50 pm-10:55 pm
1 stop6h 05m
Chicago Midway
Tue 9/15
8:40 am-5:10 pm
2 stops7h 30m
$342
Showing 1-10 of 58 resultsSorted by cheapest first
Best time to book a flight from Vermont to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Vermont with our price prediction graph.
ALB-MDW
BTV-MDW
BDL-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 Vermont to Chicago Midway Airport
USVT-MDW
ALB-MDW
BTV-MDW
BDL-MDW
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Vermont 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 locationsBenton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter
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