$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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BTV
Oct 9 — Oct 161
Round-trip
1 adult, Economy
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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 9, 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 9, 2026.
This Southwest deal was found by Cheapflights users on 9/8. 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 10/64:45 pm -
1 stop4h 35m
Wed 10/72:50 pm -
2 stops8h 10m
Deal found 9/8![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 9/8. 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 12/48:50 am -
1 stop4h 40m
Tue 12/87:50 am -
Nonstop2h 20m
Deal found 9/8![Southwest logo]()
$266
This Delta deal was found by Cheapflights users on 9/8. 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 10/306:44 pm -
1 stop3h 43m
Tue 11/36:00 am -
1 stop4h 32m
Deal found 9/8![Delta logo]()
$276
This Southwest deal was found by Cheapflights users on 9/8. 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 10/289:35 am -
2 stops8h 40m
Sat 10/315:40 am -
2 stops8h 10m
Deal found 9/8![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 9/8. 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 10/38:10 am -
Nonstop2h 05m
Mon 10/55:35 pm -
1 stop5h 25m
Deal found 9/8![Southwest logo]()
$292
This CheapOair deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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.
Tue 11/248:42 pm -
1 stop13h 49m
Fri 11/2712:26 pm -
1 stop8h 21m
Deal found 9/6![Frontier logo]()
$296
This Southwest deal was found by Cheapflights users on 9/8. 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 10/38:00 am -
Nonstop2h 10m
Mon 10/57:05 pm -
Nonstop2h 20m
Deal found 9/8![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 9/8. 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 10/226:44 pm -
1 stop3h 43m
Mon 10/266:00 am -
1 stop4h 32m
Deal found 9/8![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 9/8. 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 10/18:55 pm -
1 stop10h 15m
Sat 10/318:10 am -
Nonstop2h 20m
Deal found 9/8![Southwest logo]()
$313
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:50 am -
Nonstop2h 10m
Fri 10/237:05 pm -
Nonstop2h 20m
Deal found 9/8![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 9/8. 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 10/68:10 am -
1 stop5h 00m
Tue 10/135:55 am -
1 stop6h 25m
Deal found 9/8![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:13 pm -
1 stop5h 46m
Thu 11/265:21 am -
1 stop7h 04m
Deal found 9/8![Delta logo]()
$317
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 9, 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 9, 2026.
This Southwest deal was found by Cheapflights users on 9/8. 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 12/48:50 am -
1 stop4h 40m
Tue 12/88:20 am -
2 stops9h 15m
Deal found 9/8![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 9/8. 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 10/146:04 am -
1 stop5h 49m
Thu 10/155:23 am -
1 stop5h 09m
Deal found 9/8![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 9/8. 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 10/227:20 pm -
Nonstop2h 00m
Sun 10/258:00 am -
Nonstop2h 10m
Deal found 9/8![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 9/8. 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 10/2412:27 pm -
2 stops7h 40m
Fri 10/306:35 am -
2 stops10h 39m
Deal found 9/8![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 9/7. 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.
Sun 12/67:45 am -
2 stops8h 20m
Sat 12/1210:05 am -
1 stop7h 25m
Deal found 9/7![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 9/7. 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 10/286:44 pm -
1 stop3h 39m
Sun 11/112:55 pm -
1 stop6h 05m
Deal found 9/7![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/39:55 am -
1 stop5h 20m
Sat 10/104:50 pm -
Nonstop2h 10m
Deal found 9/6![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 54m
Sat 11/1412:59 pm -
1 stop6h 05m
Deal found 9/6![Delta logo]()
$344
This Southwest deal was found by Cheapflights users on 9/8. 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 10/18:55 pm -
1 stop10h 15m
Sat 10/318:55 am -
1 stop5h 45m
Deal found 9/8![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 11/64:19 pm -
1 stop6h 40m
Sun 11/87:25 am -
1 stop6h 22m
Deal found 9/6![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/55:35 pm -
1 stop5h 25m
Deal found 9/4![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/203:05 pm -
2 stops6h 15m
Tue 10/274:10 pm -
1 stop6h 15m
Deal found 9/5![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 9/8. 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 11/186:20 pm -
Nonstop2h 00m
Sat 11/2111:35 am -
2 stops9h 50m
Deal found 9/8![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 9/8. 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 11/196:20 pm -
Nonstop2h 00m
Sun 11/227:25 am -
Nonstop2h 30m
Deal found 9/8![Southwest logo]()
$366
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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
Sun 9/277:00 am -
1 stop6h 39m
Deal found 9/5![Delta logo]()
$489
This Delta deal was found by Cheapflights users on 9/8. 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 11/2511:27 am -
2 stops10h 46m
Tue 12/17:05 am -
1 stop6h 56m
Deal found 9/8![Delta logo]()
$494
This Southwest deal was found by Cheapflights users on 9/8. 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 10/23:45 pm -
1 stop6h 35m
Sun 10/46:30 pm -
1 stop6h 40m
Deal found 9/8![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 9/1211:35 am -
2 stops10h 58m
Thu 12/36:23 am -
2 stops11h 27m
Deal found 9/6![Delta logo]()
$509
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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
Tue 12/18:40 am -
1 stop7h 00m
Deal found 9/5![Southwest logo]()
$401
This Southwest deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 11/176:20 pm -
Nonstop2h 00m
Sun 11/227:25 am -
Nonstop2h 30m
Deal found 9/4![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 11/95:13 pm -
1 stop5h 46m
Fri 11/137:05 am -
1 stop6h 46m
Deal found 9/4![Delta logo]()
$577
This Southwest deal was found by Cheapflights users on 9/7. 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.
Sun 10/117:45 am -
Nonstop2h 10m
Wed 10/146:25 pm -
Nonstop2h 20m
Deal found 9/7![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/191:27 pm -
2 stops8h 43m
Thu 10/2212:55 pm -
1 stop6h 05m
Deal found 9/8![Delta logo]()
$582
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/88:55 pm -
1 stop10h 15m
Mon 10/126:50 am -
Nonstop2h 20m
Deal found 9/5![Southwest logo]()
$415
This Delta deal was found by Cheapflights users on 9/7. 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.
Tue 9/295:11 pm -
1 stop5h 46m
Mon 10/512:55 pm -
1 stop6h 38m
Deal found 9/7![Delta logo]()
$589
Last-minute flights from Midway to VermontDiscover last-minute flight deals from Midway to Vermont. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Vermont. Data last updated September 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/8. 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 10/18:55 pm -
1 stop10h 15m
Sat 10/318:10 am -
Nonstop2h 20m
Deal found 9/8![Southwest logo]()
$313
This Southwest deal was found by Cheapflights users on 9/8. 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 10/38:10 am -
Nonstop2h 05m
Mon 10/55:35 pm -
1 stop5h 25m
Deal found 9/8![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 9/8. 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 10/38:00 am -
Nonstop2h 10m
Mon 10/57:05 pm -
Nonstop2h 20m
Deal found 9/8![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/38:10 am -
Nonstop2h 05m
Sat 10/104:50 pm -
Nonstop2h 10m
Deal found 9/6![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 9/8. 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 10/64:45 pm -
1 stop4h 35m
Wed 10/72:50 pm -
2 stops8h 10m
Deal found 9/8![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 9/8. 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 10/68:10 am -
1 stop5h 00m
Tue 10/135:55 am -
1 stop6h 25m
Deal found 9/8![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 9/8. 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 10/146:04 am -
1 stop5h 49m
Thu 10/155:23 am -
1 stop5h 09m
Deal found 9/8![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:50 am -
Nonstop2h 10m
Fri 10/237:05 pm -
Nonstop2h 20m
Deal found 9/8![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 9/8. 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 10/2212:50 pm -
Nonstop1h 55m
Thu 10/227:15 pm -
Nonstop2h 10m
Deal found 9/8![Southwest logo]()
$308
This Delta deal was found by Cheapflights users on 9/8. 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 10/246:44 pm -
1 stop3h 39m
Fri 10/307:25 am -
2 stops9h 49m
Deal found 9/8![Delta logo]()
$324
This Southwest deal was found by Cheapflights users on 9/8. 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 10/289:35 am -
2 stops8h 40m
Sat 10/315:40 am -
2 stops8h 10m
Deal found 9/8![Southwest logo]()
$286
This Delta deal was found by Cheapflights users on 9/8. 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 10/306:44 pm -
1 stop3h 43m
Tue 11/36:00 am -
1 stop4h 32m
Deal found 9/8![Delta logo]()
$276
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 9, 2026.
Search for one-way flight options from Midway to Vermont. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
This Southwest deal was found by Cheapflights users on 9/8. 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 10/174:20 pm -
Nonstop2h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Southwest logo]()
$119
This Delta deal was found by Cheapflights users on 9/8. 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 10/76:44 pm -
1 stop3h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$129
This Southwest deal was found by Cheapflights users on 9/7. 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.
Wed 10/79:35 am -
2 stops8h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$134
This Delta deal was found by Cheapflights users on 9/8. 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 11/66:44 pm -
1 stop3h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/266:25 am -
2 stops27h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$149
This Southwest deal was found by Cheapflights users on 9/7. 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.
Tue 10/275:45 am -
1 stop6h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 12/82:04 pm -
2 stops32h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$160
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 10/512:50 pm -
Nonstop1h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Southwest logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 9/4![Multiple Airlines logo]()
$165
This Delta deal was found by Cheapflights users on 9/7. 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 10/36:40 pm -
1 stop3h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Tue 10/136:21 am -
2 stops36h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Wed 11/46:16 am -
2 stops15h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$177
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 9, 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 | $384 |
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 9, 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
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Thu 11/5
11:38 am-6:11 pm
1 stop5h 33m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Tue 11/10
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
Wed 12/9
9:37 am-4:18 pm
1 stop5h 41m
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 11/7
9:29 am-4:37 pm
1 stop6h 08m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Wed 10/7
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 11/9
6:44 pm-11:27 pm
1 stop3h 43m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Tue 10/6
6:04 am-12:53 pm
1 stop5h 49m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
Quickest round-trip
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Fri 10/9
6:50 pm-9:50 pm
Nonstop2h 00m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Tue 10/27
7:45 am-6:10 pm
2 stops9h 25m
Hartford Bradley Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoAlbany
MDW Chicago Midway - ALB Albany Intl
MDWALB
Chicago Midway
Sat 10/3
9:55 am-4:15 pm
1 stop5h 20m
Albany Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$174
Showing 1-10 of 55 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.
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