$138+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — MDW
Jun 22 — Jun 291
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Vermont to Midway
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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 May 23, 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 May 23, 2026.
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 6/111:20 pm
BTV
- MDW
1 stop6h 11m
Delta
Sun 6/149:17 am
MDW
- BTV
1 stop5h 54m
Delta
Deal found 5/19![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/111:20 pm
BTV
- MDW
1 stop6h 11m
Delta
Wed 6/1712:50 pm
MDW
- BTV
2 stops10h 24m
Delta
Deal found 5/20![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/126:59 am
BTV
- MDW
2 stops12h 02m
Delta
Sat 8/151:27 pm
MDW
- BTV
2 stops8h 04m
Delta
Deal found 5/21![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 6/62:33 pm
BTV
- MDW
1 stop7h 36m
Delta
Fri 6/195:11 pm
MDW
- BTV
1 stop5h 48m
Delta
Deal found 5/21![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 9/1411:50 am
ALB
- MDW
Nonstop2h 05m
Southwest
Mon 9/216:10 pm
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 5/19![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:25 am
ALB
- MDW
Nonstop2h 10m
Southwest
Wed 8/262:40 pm
MDW
- ALB
1 stop4h 25m
Southwest
Deal found 5/20![Southwest logo]()
$322
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 6/164:15 pm
ALB
- MDW
1 stop4h 20m
Southwest
Tue 6/235:30 pm
MDW
- ALB
1 stop4h 05m
Southwest
Deal found 5/19![Southwest logo]()
$325
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:15 pm
ALB
- MDW
Nonstop2h 15m
Southwest
Tue 7/287:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 5/21![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/277:20 am
BTV
- MDW
1 stop6h 26m
Delta
Sun 6/286:00 am
MDW
- BTV
1 stop6h 46m
Delta
Deal found 5/20![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 9/166:00 am
ALB
- MDW
1 stop3h 42m
Delta
Mon 9/215:59 pm
MDW
- ALB
1 stop4h 07m
Delta
Deal found 5/20![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 9/246:05 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Sun 9/276:15 pm
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 5/19![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 8/1212:09 pm
BTV
- MDW
2 stops7h 24m
Delta
Sun 8/166:42 pm
MDW
- BTV
1 stop3h 43m
Delta
Deal found 5/22![Delta logo]()
$334
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 May 23, 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 May 23, 2026.
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/111:20 pm
BTV
- MDW
1 stop6h 11m
Delta
Wed 6/1712:50 pm
MDW
- BTV
2 stops10h 24m
Delta
Deal found 5/20![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 9/308:35 am
ALB
- MDW
2 stops5h 30m
Southwest
Wed 9/306:20 pm
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 5/18![Southwest logo]()
$320
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 9/197:30 am
BTV
- MDW
2 stops8h 57m
Delta
Sat 9/264:30 pm
MDW
- BTV
1 stop6h 18m
Delta
Deal found 5/19![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:25 am
ALB
- MDW
Nonstop2h 10m
Southwest
Wed 8/267:40 am
MDW
- ALB
2 stops8h 50m
Southwest
Deal found 5/20![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/105:25 am
BTV
- MDW
1 stop7h 40m
Delta
Tue 6/169:17 am
MDW
- BTV
1 stop5h 54m
Delta
Deal found 5/22![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 9/308:35 am
ALB
- MDW
2 stops7h 50m
Southwest
Thu 10/19:00 am
MDW
- ALB
1 stop4h 20m
Southwest
Deal found 5/18![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 7/95:25 am
BTV
- MDW
1 stop5h 40m
Delta
Tue 7/1411:05 am
MDW
- BTV
2 stops11h 16m
Delta
Deal found 5/18![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 10/25:00 am
ALB
- MDW
1 stop7h 15m
Southwest
Mon 10/57:35 pm
MDW
- ALB
Nonstop1h 50m
Southwest
Deal found 5/22![Southwest logo]()
$344
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/191:20 pm
BTV
- MDW
1 stop6h 11m
Delta
Sat 6/201:49 pm
MDW
- BTV
2 stops9h 59m
Delta
Deal found 5/20![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 6/195:55 pm
ALB
- MDW
1 stop5h 05m
Southwest
Sun 6/217:40 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Deal found 5/18![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 7/82:35 pm
BDL
- MDW
1 stop4h 20m
Southwest
Wed 7/157:50 am
MDW
- BDL
Nonstop2h 10m
Southwest
Deal found 5/22![Southwest logo]()
$361
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/2612:43 pm
BTV
- MDW
1 stop6h 35m
Delta
Sun 6/286:00 am
MDW
- BTV
1 stop6h 46m
Delta
Deal found 5/22![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 9/111:15 pm
ALB
- MDW
2 stops9h 40m
Southwest
Sun 9/136:15 pm
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 5/20![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 6/171:20 pm
BTV
- MDW
1 stop6h 11m
Delta
Wed 6/2412:50 pm
MDW
- BTV
2 stops10h 24m
Delta
Deal found 5/19![Delta logo]()
$379
This Southwest deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/1912:55 pm
ALB
- MDW
1 stop7h 15m
Southwest
Tue 6/235:30 pm
MDW
- ALB
1 stop4h 05m
Southwest
Deal found 5/20![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 43m
Delta
Deal found 5/20![Delta logo]()
$384
This Southwest deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/202:55 pm
ALB
- MDW
2 stops8h 00m
Southwest
Sat 6/275:45 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Deal found 5/22![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 9/305:48 am
BDL
- MDW
1 stop3h 54m
Delta
Mon 10/51:05 pm
MDW
- BDL
1 stop6h 13m
Delta
Deal found 5/21![Delta logo]()
$385
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 6/249:15 am
ALB
- MDW
2 stops7h 20m
Southwest
Mon 6/296:50 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Deal found 5/18![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 10/146:00 am
BDL
- MDW
1 stop6h 56m
Delta
Mon 10/196:45 pm
MDW
- BDL
1 stop3h 52m
Delta
Deal found 5/19![Delta logo]()
$385
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:40 am
BDL
- MDW
Nonstop2h 20m
Southwest
Mon 10/197:50 pm
MDW
- BDL
Nonstop2h 00m
Southwest
Deal found 5/23![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 8/145:14 am
BTV
- MDW
1 stop7h 37m
Delta
Sat 8/156:42 pm
MDW
- BTV
1 stop3h 43m
Delta
Deal found 5/19![Delta logo]()
$385
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 7/712:40 pm
BDL
- MDW
Nonstop2h 25m
Southwest
Sat 7/117:45 am
MDW
- BDL
Nonstop2h 10m
Southwest
Deal found 5/21![Southwest logo]()
$393
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 6/305:30 am
BDL
- MDW
1 stop4h 44m
Delta
Thu 7/26:58 pm
MDW
- BDL
1 stop3h 37m
Delta
Deal found 5/19![Delta logo]()
$413
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 8/1912:45 pm
BDL
- MDW
Nonstop2h 20m
Southwest
Sun 8/236:05 am
MDW
- BDL
2 stops7h 40m
Southwest
Deal found 5/19![Southwest logo]()
$408
This Southwest deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/292:50 pm
BDL
- MDW
2 stops9h 10m
Southwest
Tue 6/307:50 am
MDW
- BDL
Nonstop2h 10m
Southwest
Deal found 5/20![Southwest logo]()
$408
Last-minute flights from Vermont to MidwayDiscover last-minute flight deals from Vermont to Midway. Data last updated May 23, 2026 and is based on user searches.
Discover last-minute flight deals from Vermont to Midway. Data last updated May 23, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/17:29 am
BTV
- MDW
1 stop6h 13m
Delta
Sat 6/275:47 pm
MDW
- BTV
1 stop4h 27m
Delta
Deal found 5/20![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/17:29 am
BTV
- MDW
1 stop6h 13m
Delta
Tue 6/1611:05 am
MDW
- BTV
2 stops12h 09m
Delta
Deal found 5/22![Delta logo]()
$349
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 6/62:33 pm
BTV
- MDW
1 stop7h 36m
Delta
Fri 6/195:11 pm
MDW
- BTV
1 stop5h 48m
Delta
Deal found 5/21![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 6/106:55 pm
ALB
- MDW
Nonstop2h 20m
Southwest
Fri 6/126:50 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Deal found 5/19![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/106:00 am
BTV
- MDW
2 stops11h 16m
Delta
Tue 6/161:26 pm
MDW
- BTV
2 stops9h 48m
Delta
Deal found 5/22![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 6/111:20 pm
BTV
- MDW
1 stop6h 11m
Delta
Sun 6/149:17 am
MDW
- BTV
1 stop5h 54m
Delta
Deal found 5/19![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/111:20 pm
BTV
- MDW
1 stop6h 11m
Delta
Wed 6/1712:50 pm
MDW
- BTV
2 stops10h 24m
Delta
Deal found 5/20![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 6/136:10 pm
ALB
- MDW
Nonstop2h 20m
Southwest
Tue 6/235:30 pm
MDW
- ALB
1 stop4h 05m
Southwest
Deal found 5/18![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 6/164:15 pm
ALB
- MDW
1 stop4h 20m
Southwest
Tue 6/235:30 pm
MDW
- ALB
1 stop4h 05m
Southwest
Deal found 5/19![Southwest logo]()
$325
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 6/197:15 pm
ALB
- MDW
Nonstop2h 15m
Southwest
Sun 6/217:40 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Deal found 5/18![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 6/236:30 pm
BDL
- MDW
Nonstop2h 30m
Southwest
Wed 6/247:50 am
MDW
- BDL
Nonstop2h 10m
Southwest
Deal found 5/21![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/277:20 am
BTV
- MDW
1 stop6h 26m
Delta
Sun 6/286:00 am
MDW
- BTV
1 stop6h 46m
Delta
Deal found 5/20![Delta logo]()
$329
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 May 23, 2026.
Search for one-way flight options from Vermont to Midway. Find affordable one-way fares based on user searches. Data last updated May 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/178:02 pm
ALB
- MDW
2 stops40h 07m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$138
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/302:51 pm
BTV
- MDW
1 stop8h 26m
Delta
Deal found 5/20![Delta logo]()
$145
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 7/37:19 am
BTV
- MDW
2 stops11h 59m
Delta
Deal found 5/20![Delta logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 8/148:02 pm
ALB
- MDW
2 stops27h 01m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$151
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” 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 7/146:55 pm
ALB
- MDW
Nonstop2h 20m
Southwest
Deal found 5/18![Southwest logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:53 pm
ALB
- MDW
2 stops27h 15m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/1512:37 pm
ALB
- MDW
2 stops51h 22m
Allegiant Air
Deal found 5/21![Allegiant Air logo]()
$159
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 9/231:15 pm
ALB
- MDW
1 stop6h 16m
Delta
Deal found 5/20![Delta logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” 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 7/47:35 am
BDL
- MDW
2 stops15h 36m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:00 am
BDL
- MDW
2 stops30h 12m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$166
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 11/146:00 am
ALB
- MDW
1 stop3h 45m
Delta
Deal found 5/20![Delta logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 8/187:15 am
BDL
- MDW
2 stops15h 56m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$171
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 May 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (Delta) |
One-way from | $138 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $294 |
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 May 23, 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
Thu 6/11
1:20 pm-6:31 pm
1 stop6h 11m
Chicago Midway
Wed 6/17
12:50 pm-12:14 am
2 stops10h 24m
$294
BurlingtonChicago
BTV - MDW
BTVMDW
Burlington
Sat 9/19
7:30 am-3:27 pm
2 stops8h 57m
Chicago Midway
Sat 9/26
4:30 pm-11:48 pm
1 stop6h 18m
$294
BurlingtonChicago
BTV - MDW
BTVMDW
Burlington
Wed 6/10
5:25 am-12:05 pm
1 stop7h 40m
Chicago Midway
Tue 6/16
9:17 am-4:11 pm
1 stop5h 54m
$309
BurlingtonChicago
BTV - MDW
BTVMDW
Burlington
Thu 7/9
5:25 am-10:05 am
1 stop5h 40m
Chicago Midway
Tue 7/14
11:05 am-11:21 pm
2 stops11h 16m
$314
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Wed 9/30
8:35 am-1:05 pm
2 stops5h 30m
Chicago Midway
Wed 9/30
6:20 pm-9:20 pm
Nonstop2h 00m
$320
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Sat 8/22
7:25 am-8:35 am
Nonstop2h 10m
Chicago Midway
Wed 8/26
7:40 am-5:30 pm
2 stops8h 50m
$327
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Wed 9/30
8:35 am-3:25 pm
2 stops7h 50m
Chicago Midway
Thu 10/1
9:00 am-2:20 pm
1 stop4h 20m
$337
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Fri 10/2
5:00 am-11:15 am
1 stop7h 15m
Chicago Midway
Mon 10/5
7:35 pm-10:25 pm
Nonstop1h 50m
$344
BurlingtonChicago
BTV - MDW
BTVMDW
Burlington
Fri 6/19
1:20 pm-6:31 pm
1 stop6h 11m
Chicago Midway
Sat 6/20
1:49 pm-12:48 am
2 stops9h 59m
$349
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Fri 6/19
5:55 pm-10:00 pm
1 stop5h 05m
Chicago Midway
Sun 6/21
7:40 pm-10:35 pm
Nonstop1h 55m
$359
Showing 1-10 of 56 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.
BTV-MDW
ALB-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
BTV-MDW
ALB-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
Lansing
Merrillville
Hammond
Porter
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