$119+ Cheap flights from Midway (MDW) to Vermont
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
Oct 3 — Oct 101
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Vermont with Cheapflights
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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 Midway to VermontExplore the most affordable flight options available from Midway to Vermont. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 3, 2026.
Explore the most affordable flight options available from Midway to Vermont. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 3, 2026.
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/217:40 am -
1 stop6h 05m
Mon 10/262:50 pm -
2 stops9h 25m
Deal found 8/31![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/166:25 pm -
1 stop4h 30m
Sat 10/244:50 pm -
Nonstop2h 10m
Deal found 9/2![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/166:50 pm -
Nonstop2h 00m
Tue 10/205:55 am -
2 stops8h 30m
Deal found 9/2![Southwest logo]()
$273
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/109:55 am -
1 stop5h 20m
Thu 10/155:35 pm -
1 stop5h 25m
Deal found 9/2![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/198:10 am -
2 stops8h 05m
Mon 11/231:20 pm -
2 stops7h 45m
Deal found 9/3![Southwest logo]()
$288
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/12:15 pm -
1 stop8h 05m
Mon 10/57:15 pm -
Nonstop2h 10m
Deal found 9/3![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/156:25 pm -
1 stop4h 30m
Mon 10/197:15 pm -
Nonstop2h 10m
Deal found 9/1![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 11/73:40 pm -
Nonstop2h 00m
Tue 11/176:25 pm -
Nonstop2h 30m
Deal found 8/31![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/225:11 pm -
1 stop5h 46m
Thu 10/17:00 am -
1 stop6h 39m
Deal found 8/30![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/121:05 pm -
2 stops9h 08m
Sat 11/1412:59 pm -
1 stop6h 05m
Deal found 9/2![Delta logo]()
$324
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/257:10 pm -
Nonstop2h 10m
Tue 9/295:55 pm -
Nonstop2h 20m
Deal found 9/3![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 11/73:40 pm -
Nonstop2h 00m
Tue 11/107:00 am -
2 stops8h 55m
Deal found 8/31![Southwest logo]()
$332
Best flights from Midway to VermontDiscover carefully curated flight deals from Midway to Vermont that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 3, 2026.
Discover carefully curated flight deals from Midway to Vermont that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 3, 2026.
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/36:55 am -
1 stop6h 25m
Sat 10/1012:55 pm -
2 stops5h 55m
Deal found 9/2![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 11/1211:27 am -
2 stops10h 39m
Sat 11/147:05 am -
1 stop6h 46m
Deal found 9/1![Delta logo]()
$324
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/176:45 am -
2 stops6h 35m
Mon 10/196:00 am -
1 stop5h 00m
Deal found 9/1![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/226:44 pm -
1 stop3h 43m
Sun 10/256:00 am -
1 stop4h 32m
Deal found 9/1![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/162:50 pm -
2 stops5h 15m
Tue 10/205:55 am -
2 stops8h 30m
Deal found 9/2![Southwest logo]()
$313
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/178:00 am -
Nonstop2h 10m
Sat 10/174:20 pm -
Nonstop2h 20m
Deal found 9/1![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/96:44 pm -
1 stop3h 43m
Sun 10/116:00 am -
1 stop4h 32m
Deal found 9/2![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/267:45 am -
Nonstop2h 00m
Sat 10/34:50 pm -
Nonstop2h 10m
Deal found 8/31![Southwest logo]()
$329
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/96:44 pm -
1 stop3h 48m
Tue 10/139:43 am -
1 stop4h 04m
Deal found 9/2![Delta logo]()
$378
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/166:45 pm -
Nonstop2h 10m
Mon 10/195:50 am -
1 stop5h 10m
Deal found 9/1![Southwest logo]()
$341
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/104:19 pm -
1 stop6h 40m
Sun 10/185:23 am -
1 stop5h 09m
Deal found 9/2![Delta logo]()
$396
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/227:25 am -
1 stop5h 45m
Sat 10/2412:55 pm -
2 stops9h 50m
Deal found 8/30![Southwest logo]()
$354
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 12/21:25 pm -
Nonstop1h 45m
Sun 12/137:55 am -
Nonstop2h 20m
Deal found 8/30![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 1/2012:30 pm -
2 stops9h 55m
Sun 1/246:00 am -
2 stops7h 33m
Deal found 8/31![Delta logo]()
$469
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/247:50 am -
Nonstop2h 00m
Fri 11/277:25 am -
Nonstop2h 30m
Deal found 9/2![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/185:10 pm -
1 stop5h 47m
Sun 9/205:30 am -
1 stop5h 19m
Deal found 8/31![Delta logo]()
$469
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/96:45 pm -
Nonstop2h 10m
Tue 10/135:35 am -
1 stop6h 45m
Deal found 9/2![Southwest logo]()
$371
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/231:19 pm -
2 stops9h 38m
Mon 9/2812:55 pm -
1 stop6h 38m
Deal found 8/31![Delta logo]()
$484
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/96:45 pm -
Nonstop2h 10m
Mon 10/127:05 pm -
1 stop6h 20m
Deal found 9/2![Southwest logo]()
$371
This Delta deal was found by Cheapflights users on 8/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/264:13 pm -
1 stop5h 27m
Mon 11/306:00 am -
1 stop6h 59m
Deal found 8/29![Delta logo]()
$499
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/152:45 pm -
2 stops8h 10m
Mon 10/195:50 am -
1 stop5h 10m
Deal found 8/31![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 8/29. 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.
Thu 10/12:15 pm -
1 stop8h 05m
Sun 10/46:05 am -
2 stops8h 50m
Deal found 8/29![Southwest logo]()
$399
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/117:45 am -
Nonstop2h 10m
Fri 10/168:50 am -
2 stops5h 35m
Deal found 9/2![Southwest logo]()
$405
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/135:11 pm -
1 stop5h 46m
Tue 9/1512:22 pm -
1 stop6h 57m
Deal found 9/2![Delta logo]()
$634
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/22:50 pm -
2 stops5h 10m
Sun 10/46:05 am -
2 stops7h 50m
Deal found 9/2![Southwest logo]()
$406
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/298:45 am -
Nonstop2h 15m
Tue 10/66:50 am -
2 stops8h 30m
Deal found 8/30![Southwest logo]()
$406
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/2412:50 pm -
2 stops7h 35m
Wed 11/255:55 am -
1 stop7h 20m
Deal found 9/2![Southwest logo]()
$416
Last-minute flights from Midway to VermontDiscover last-minute flight deals from Midway to Vermont. Data last updated September 3, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Vermont. Data last updated September 3, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/225:11 pm -
1 stop5h 46m
Sat 10/37:30 am -
1 stop6h 09m
Deal found 8/30![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/231:19 pm -
2 stops10h 14m
Tue 10/65:50 am -
2 stops7h 57m
Deal found 8/30![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 9/257:10 pm -
Nonstop2h 10m
Tue 9/295:55 pm -
Nonstop2h 20m
Deal found 9/3![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/267:50 am -
Nonstop2h 15m
Tue 9/295:55 pm -
Nonstop2h 20m
Deal found 9/2![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/3012:45 pm -
2 stops7h 20m
Wed 10/72:50 pm -
2 stops8h 10m
Deal found 9/1![Southwest logo]()
$288
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/12:15 pm -
1 stop8h 05m
Mon 10/57:15 pm -
Nonstop2h 10m
Deal found 9/3![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/109:55 am -
1 stop5h 20m
Thu 10/155:35 pm -
1 stop5h 25m
Deal found 9/2![Southwest logo]()
$278
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/106:44 pm -
1 stop3h 48m
Mon 10/125:23 am -
1 stop5h 09m
Deal found 9/2![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/156:25 pm -
1 stop4h 30m
Mon 10/197:15 pm -
Nonstop2h 10m
Deal found 9/1![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/158:55 pm -
1 stop10h 15m
Tue 10/206:25 pm -
Nonstop2h 20m
Deal found 9/2![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/166:25 pm -
1 stop4h 30m
Sat 10/244:50 pm -
Nonstop2h 10m
Deal found 9/2![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/217:40 am -
1 stop6h 05m
Mon 10/262:50 pm -
2 stops9h 25m
Deal found 8/31![Southwest logo]()
$262
One-way flights from Midway to VermontSearch for one-way flight options from Midway to Vermont. Find affordable one-way fares based on user searches. Data last updated September 3, 2026.
Search for one-way flight options from Midway to Vermont. Find affordable one-way fares based on user searches. Data last updated September 3, 2026.
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/308:30 am -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Southwest logo]()
$119
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/305:11 pm -
1 stop5h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$129
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/96:50 pm -
Nonstop2h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$140
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/12:15 pm -
1 stop8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Southwest logo]()
$150
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/22:50 pm -
2 stops5h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Southwest logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/36:25 am -
2 stops28h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Multiple Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/277:45 am -
Nonstop2h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Southwest logo]()
$159
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/299:59 am -
1 stop7h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$169
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/26:45 pm -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Southwest logo]()
$173
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/266:40 pm -
1 stop3h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Delta logo]()
$175
This Southwest deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 11/257:00 pm -
Nonstop1h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Southwest logo]()
$179
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:44 pm -
1 stop3h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$183
Find flight deals from Midway to Vermont
Keep the following information in mind while searching for Midway to Vermont flight deals. Data was last updated September 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $262 (Southwest) |
One-way from | $119 (Southwest) |
Popular in | December |
Cheapest in | November |
Average price | $371 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Vermont 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 7,457,451 searches. Data last updated September 3, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Vermont that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Mon 10/19
6:50 pm-9:50 pm
Nonstop2h 00m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$119
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Wed 9/30
5:11 pm-11:57 pm
1 stop5h 46m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Thu 10/15
6:44 pm-11:27 pm
1 stop3h 43m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Mon 3/1
5:59 pm-11:10 pm
1 stop4h 11m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Sat 10/31
6:05 am-3:55 pm
2 stops8h 50m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$134
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Thu 10/15
6:50 pm-9:50 pm
Nonstop2h 00m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Fri 10/9
6:44 pm-11:27 pm
1 stop3h 43m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$150
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Fri 10/2
2:45 pm-11:50 pm
2 stops8h 05m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$155
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Tue 10/27
6:05 pm-9:15 pm
Nonstop2h 10m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Mon 11/2
8:00 am-11:10 am
Nonstop2h 10m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
Showing 1-10 of 56 resultsSorted by cheapest first
Best time to book a flight from Midway to Vermont
Have a flexible travel schedule? Discover the best time to fly to Vermont from Midway with our price prediction graph.
MDW-ALB
MDW-BDL
MDW-BTV
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 Midway Airport to Vermont
MDW-USVT
MDW-ALB
MDW-BDL
MDW-BTV
No data available for this route at this time. Please check back soon.
Related info for your journey
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