$97+ Cheap flights from Vermont to Illinois
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
BTV — ORD
Sep 1 — Sep 81
Round-trip
1 adult, Economy
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Cheapest flights from Vermont to IllinoisExplore the most affordable flight options available from Vermont to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2026.
Explore the most affordable flight options available from Vermont to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2026.
This Frontier deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:27 pm
BDL
- STL
1 stop28h 44m
Frontier
Sat 9/55:02 pm
STL
- BDL
1 stop17h 30m
Frontier
Deal found 7/28![Frontier logo]()
$251
This Frontier deal was found by Cheapflights users on 8/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:16 pm
BDL
- STL
1 stop26h 18m
Frontier
Thu 10/16:39 pm
STL
- BDL
1 stop18h 39m
Frontier
Deal found 8/2![Frontier logo]()
$252
This American Airlines deal was found by Cheapflights users on 8/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/253:38 pm
ALB
- ORD
Nonstop2h 51m
American Airlines
Sat 9/511:48 am
ORD
- ALB
Nonstop2h 20m
American Airlines
Deal found 8/1![American Airlines logo]()
$268
This Southwest deal was found by Cheapflights users on 7/31. 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 9/57:25 am
ALB
- MDW
Nonstop2h 10m
Southwest
Mon 9/78:05 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 7/31![Southwest logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/2212:27 pm
BDL
- STL
1 stop28h 44m
Multiple Airlines
Mon 8/316:17 pm
STL
- BDL
2 stops21h 53m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$271
This Southwest deal was found by Cheapflights users on 7/30. 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.
Sat 8/295:20 am
ALB
- MDW
2 stops8h 10m
Southwest
Sat 9/57:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 7/30![Southwest logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2711:15 am
ALB
- ORD
2 stops23h 05m
Multiple Airlines
Sat 10/37:11 am
ORD
- ALB
1 stop28h 04m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$273
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/2012:25 pm
ALB
- ORD
1 stop5h 12m
Delta
Mon 8/245:20 pm
ORD
- ALB
1 stop4h 45m
Delta
Deal found 7/28![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 7/29. 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 8/206:15 am
ALB
- MDW
1 stop6h 36m
Delta
Mon 8/245:10 pm
MDW
- ALB
1 stop5h 47m
Delta
Deal found 7/29![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 7/30. 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 8/278:00 am
BDL
- MDW
Nonstop2h 20m
Southwest
Thu 9/37:10 pm
MDW
- BDL
Nonstop2h 10m
Southwest
Deal found 7/30![Southwest logo]()
$277
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:41 pm
BDL
- ORD
Nonstop3h 09m
American Airlines
Wed 8/267:35 pm
ORD
- BDL
Nonstop2h 19m
American Airlines
Deal found 7/29![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:11 pm
BDL
- ORD
Nonstop2h 50m
American Airlines
Thu 9/37:35 pm
ORD
- BDL
Nonstop2h 19m
American Airlines
Deal found 7/30![American Airlines logo]()
$278
Best flights from Vermont to IllinoisDiscover carefully curated flight deals from Vermont to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 2, 2026.
Discover carefully curated flight deals from Vermont to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 2, 2026.
This Delta deal was found by Cheapflights users on 7/29. 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 8/206:15 am
ALB
- MDW
1 stop6h 36m
Delta
Mon 8/245:10 pm
MDW
- ALB
1 stop5h 47m
Delta
Deal found 7/29![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:03 pm
BDL
- ORD
Nonstop2h 45m
United Airlines
Thu 10/17:30 am
ORD
- BDL
Nonstop2h 19m
United Airlines
Deal found 7/30![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 8/2. 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 10/275:55 am
ALB
- MDW
1 stop6h 25m
Southwest
Fri 10/3012:50 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Deal found 8/2![Southwest logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:20 pm
BDL
- RFD
1 stop20h 44m
Multiple Airlines
Fri 8/285:13 pm
RFD
- BDL
1 stop14h 48m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$354
This KAYAK deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:30 pm
ALB
- ORD
1 stop5h 14m
American Airlines
Thu 8/136:00 am
ORD
- ALB
1 stop7h 23m
American Airlines
Deal found 7/28![American Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 7/29. 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 10/16:00 am
ALB
- MDW
1 stop4h 07m
Delta
Sat 10/34:30 pm
MDW
- ALB
1 stop6h 27m
Delta
Deal found 7/29![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 8/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:53 pm
ALB
- ORD
Nonstop2h 37m
United Airlines
Mon 9/216:10 pm
ORD
- ALB
Nonstop2h 20m
United Airlines
Deal found 8/1![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 7/29. 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.
Wed 9/308:35 am
ALB
- MDW
2 stops7h 50m
Southwest
Tue 10/64:45 pm
MDW
- ALB
1 stop4h 30m
Southwest
Deal found 7/29![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 7/30. 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.
Thu 9/246:00 am
ALB
- MDW
1 stop4h 07m
Delta
Sat 9/264:30 pm
MDW
- ALB
1 stop6h 27m
Delta
Deal found 7/30![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:05 pm
BTV
- ORD
Nonstop2h 48m
United Airlines
Sun 11/16:28 pm
ORD
- BTV
Nonstop2h 22m
United Airlines
Deal found 7/31![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 7/30. 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 11/108:20 am
ALB
- MDW
2 stops9h 10m
Southwest
Mon 11/1610:15 am
MDW
- ALB
2 stops9h 00m
Southwest
Deal found 7/30![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 7/29. 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.
Tue 9/156:23 pm
ALB
- MDW
1 stop5h 21m
Delta
Sat 9/199:29 am
MDW
- ALB
1 stop5h 49m
Delta
Deal found 7/29![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 8/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:50 am
BTV
- ORD
1 stop7h 03m
United Airlines
Mon 8/316:15 pm
ORD
- BTV
Nonstop2h 23m
United Airlines
Deal found 8/1![United Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 7/29. 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.
Sun 9/61:00 pm
BDL
- MDW
1 stop10h 35m
Southwest
Tue 9/81:00 pm
MDW
- BDL
Nonstop2h 05m
Southwest
Deal found 7/29![Southwest logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:02 am
BDL
- RFD
2 stops9h 07m
Multiple Airlines
Mon 8/246:56 pm
RFD
- BDL
1 stop18h 54m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 7/29. 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.
Wed 10/146:00 am
BDL
- MDW
1 stop6h 50m
Delta
Mon 10/195:15 pm
MDW
- BDL
1 stop5h 44m
Delta
Deal found 7/29![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 7/31. 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.
Tue 9/296:20 pm
ALB
- MDW
Nonstop2h 05m
Southwest
Thu 10/16:50 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Deal found 7/31![Southwest logo]()
$299
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2212:20 pm
BTV
- ORD
Nonstop2h 52m
United Airlines
Fri 1/296:30 pm
ORD
- BTV
Nonstop2h 15m
United Airlines
Deal found 7/29![United Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:05 am
BDL
- RFD
2 stops29h 25m
Multiple Airlines
Fri 11/67:58 pm
RFD
- BDL
1 stop21h 48m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 8/2. 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 8/275:14 am
BTV
- MDW
1 stop7h 37m
Delta
Sun 8/306:42 pm
MDW
- BTV
1 stop3h 39m
Delta
Deal found 8/2![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:47 pm
BTV
- ORD
Nonstop2h 44m
United Airlines
Mon 8/247:30 am
ORD
- BTV
Nonstop2h 33m
United Airlines
Deal found 7/31![United Airlines logo]()
$299
This Southwest deal was found by Cheapflights users on 7/30. 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.
Fri 9/186:20 pm
BDL
- MDW
Nonstop2h 20m
Southwest
Mon 9/218:45 am
MDW
- BDL
Nonstop2h 15m
Southwest
Deal found 7/30![Southwest logo]()
$300
This Delta deal was found by Cheapflights users on 8/1. 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.
Fri 10/167:25 am
BTV
- ORD
1 stop6h 34m
Delta
Mon 10/195:29 pm
ORD
- BTV
1 stop4h 54m
Delta
Deal found 8/1![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:44 am
BDL
- ORD
Nonstop2h 45m
United Airlines
Mon 9/77:15 am
ORD
- BDL
Nonstop2h 23m
United Airlines
Deal found 7/28![United Airlines logo]()
$300
This Southwest deal was found by Cheapflights users on 7/31. 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.
Fri 10/307:20 am
ALB
- MDW
Nonstop2h 10m
Southwest
Sun 11/16:55 pm
MDW
- ALB
Nonstop1h 55m
Southwest
Deal found 7/31![Southwest logo]()
$308
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:00 am
ALB
- STL
1 stop6h 14m
American Airlines
Mon 8/175:42 pm
STL
- ALB
1 stop4h 49m
American Airlines
Deal found 7/28![American Airlines logo]()
$497
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
BDL
- ORD
Nonstop2h 46m
United Airlines
Fri 8/216:15 pm
ORD
- BDL
Nonstop2h 23m
United Airlines
Deal found 7/28![United Airlines logo]()
$300
This Delta deal was found by Cheapflights users on 8/2. 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 9/247:00 am
BTV
- STL
1 stop7h 06m
Delta
Sat 9/264:10 pm
STL
- BTV
1 stop6h 23m
Delta
Deal found 8/2![Delta logo]()
$301
This Southwest deal was found by Cheapflights users on 8/1. 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 9/173:10 pm
ALB
- MDW
1 stop4h 05m
Southwest
Mon 9/218:05 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 8/1![Southwest logo]()
$309
This United Airlines deal was found by Cheapflights users on 8/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:47 pm
BTV
- STL
1 stop6h 13m
United Airlines
Sun 9/66:00 am
STL
- BTV
1 stop7h 17m
United Airlines
Deal found 8/1![United Airlines logo]()
$301
Last-minute flights from Vermont to IllinoisDiscover last-minute flight deals from Vermont to Illinois. Data last updated August 2, 2026 and is based on user searches.
Discover last-minute flight deals from Vermont to Illinois. Data last updated August 2, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/2012:25 pm
ALB
- ORD
1 stop5h 12m
Delta
Mon 8/245:20 pm
ORD
- ALB
1 stop4h 45m
Delta
Deal found 7/28![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 7/29. 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 8/206:15 am
ALB
- MDW
1 stop6h 36m
Delta
Mon 8/245:10 pm
MDW
- ALB
1 stop5h 47m
Delta
Deal found 7/29![Delta logo]()
$277
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:00 am
BDL
- ORD
Nonstop2h 53m
American Airlines
Mon 8/248:10 am
ORD
- BDL
Nonstop2h 26m
American Airlines
Deal found 7/28![American Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/2212:27 pm
BDL
- STL
1 stop28h 44m
Multiple Airlines
Mon 8/316:17 pm
STL
- BDL
2 stops21h 53m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$271
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:44 am
BDL
- ORD
Nonstop2h 45m
United Airlines
Wed 8/2611:06 am
ORD
- BDL
Nonstop2h 23m
United Airlines
Deal found 7/30![United Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/253:38 pm
ALB
- ORD
Nonstop2h 51m
American Airlines
Sat 9/511:48 am
ORD
- ALB
Nonstop2h 20m
American Airlines
Deal found 8/1![American Airlines logo]()
$268
This Southwest deal was found by Cheapflights users on 7/30. 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 8/278:00 am
BDL
- MDW
Nonstop2h 20m
Southwest
Thu 9/37:10 pm
MDW
- BDL
Nonstop2h 10m
Southwest
Deal found 7/30![Southwest logo]()
$277
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:11 pm
BDL
- ORD
Nonstop2h 50m
American Airlines
Thu 9/37:35 pm
ORD
- BDL
Nonstop2h 19m
American Airlines
Deal found 7/30![American Airlines logo]()
$278
This Frontier deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:27 pm
BDL
- STL
1 stop28h 44m
Frontier
Sat 9/55:02 pm
STL
- BDL
1 stop17h 30m
Frontier
Deal found 7/28![Frontier logo]()
$251
This Southwest deal was found by Cheapflights users on 7/30. 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.
Sat 8/295:20 am
ALB
- MDW
2 stops8h 10m
Southwest
Sat 9/57:45 am
MDW
- ALB
Nonstop2h 00m
Southwest
Deal found 7/30![Southwest logo]()
$272
This American Airlines deal was found by Cheapflights users on 8/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/293:38 pm
ALB
- ORD
Nonstop2h 51m
American Airlines
Wed 9/211:48 am
ORD
- ALB
Nonstop2h 20m
American Airlines
Deal found 8/1![American Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 8/1. 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 8/293:55 pm
ALB
- MDW
Nonstop2h 05m
Southwest
Wed 9/28:30 am
MDW
- ALB
Nonstop2h 05m
Southwest
Deal found 8/1![Southwest logo]()
$279
One-way flights from Vermont to IllinoisSearch for one-way flight options from Vermont to Illinois. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
Search for one-way flight options from Vermont to Illinois. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:15 pm
BTV
- ORD
1 stop21h 11m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/133:16 pm
BDL
- STL
2 stops22h 54m
Frontier
Deal found 8/1![Frontier logo]()
$120
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:13 pm
ALB
- ORD
Nonstop2h 47m
American Airlines
Deal found 7/28![American Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/286:05 pm
ALB
- MDW
Nonstop2h 10m
Southwest
Deal found 7/28![Southwest logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:15 pm
BTV
- ORD
1 stop21h 11m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2511:55 am
ALB
- ORD
2 stops50h 31m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3011:15 am
ALB
- ORD
2 stops33h 50m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2711:15 am
ALB
- ORD
1 stop28h 30m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/15:15 pm
BTV
- ORD
1 stop21h 11m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$138
This Trip.com deal was found by Cheapflights users on 7/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:55 pm
BDL
- STL
1 stop23h 44m
Frontier
Deal found 7/29![Frontier logo]()
$139
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/286:23 pm
ALB
- ORD
1 stop6h 36m
Delta
Deal found 7/28![Delta logo]()
$139
This Delta deal was found by Cheapflights users on 7/29. 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 10/16:00 am
ALB
- MDW
1 stop4h 07m
Delta
Deal found 7/29![Delta logo]()
$139
Find flight deals from Vermont to Illinois
Keep the following information in mind while searching for Vermont to Illinois flight deals. Data was last updated August 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (Frontier) |
One-way from | $97 (Kiwi.com) |
Popular in | January |
Cheapest in | September |
Average price | $349 |
Good round-trip deal | $399 or less |
Good one-way deal | $299 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Vermont to Illinois 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 August 2, 2026.
Use the filters below to find and compare flights from Vermont to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Thu 8/20
6:15 am-11:51 am
1 stop6h 36m
Chicago Midway
Mon 8/24
5:10 pm-11:57 pm
1 stop5h 47m
$277
HartfordChicago
BDL - ORD
BDLORD
Hartford Bradley Intl
Mon 9/28
5:03 pm-6:48 pm
Nonstop2h 45m
Chicago O'Hare Intl
Thu 10/1
7:30 am-10:49 am
Nonstop2h 19m
$277
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Thu 10/1
6:00 am-9:07 am
1 stop4h 07m
Chicago Midway
Sat 10/3
4:30 pm-11:57 pm
1 stop6h 27m
$277
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Thu 9/24
6:00 am-9:07 am
1 stop4h 07m
Chicago Midway
Sat 9/26
4:30 pm-11:57 pm
1 stop6h 27m
$277
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Tue 9/15
6:23 pm-10:44 pm
1 stop5h 21m
Chicago Midway
Sat 9/19
9:29 am-4:18 pm
1 stop5h 49m
$277
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Tue 10/27
5:55 am-11:20 am
1 stop6h 25m
Chicago Midway
Fri 10/30
12:50 pm-3:45 pm
Nonstop1h 55m
$278
AlbanyChicago
ALB - ORD
ALBORD
Albany Intl
Thu 9/17
4:53 pm-6:30 pm
Nonstop2h 37m
Chicago O'Hare Intl
Mon 9/21
6:10 pm-9:30 pm
Nonstop2h 20m
$279
BurlingtonChicago
BTV - ORD
BTVORD
Burlington
Fri 10/30
5:05 pm-6:53 pm
Nonstop2h 48m
Chicago O'Hare Intl
Sun 11/1
6:28 pm-9:50 pm
Nonstop2h 22m
$279
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Wed 9/30
8:35 am-3:25 pm
2 stops7h 50m
Chicago Midway
Tue 10/6
4:45 pm-10:15 pm
1 stop4h 30m
$282
AlbanyChicago
ALB - MDW
ALBMDW
Albany Intl
Tue 11/10
8:20 am-4:30 pm
2 stops9h 10m
Chicago Midway
Mon 11/16
10:15 am-8:15 pm
2 stops9h 00m
$287
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Vermont to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Vermont with our price prediction graph.
ALB-MDW
BDL-ORD
BDL-RFD
ALB-ORD
BTV-ORD
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 Illinois
USVT-USIL
ALB-MDW
BDL-ORD
BDL-RFD
ALB-ORD
What is the cheapest month to book a flight from Vermont to Illinois?
Currently, May is the cheapest month in which you can book a flight from Vermont to Illinois (average of $311). Flying from Vermont to Illinois in December is currently the most expensive (average of $414). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from VT to IL?
Find hourly flight availability from Vermont to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2026.
It’s typically best to fly out from Vermont to Illinois in the afternoon. Doing so could potentially save you 76% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from Vermont to Illinois
Explore weekly flight availability from Vermont to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 2, 2026.
The most flights from USVT to USIL are scheduled on a Monday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Vermont to Illinois?
Airfare is typical for this route at the moment.
Vermont to Illinois flights typically cost between $279 and $419 in September.The cheapest round-trip price found within the last 5 days was $279 on American Airlines (Sep 3-Sep 9).
How far ahead should I book a flight from Vermont to Illinois?
The best time to book flights from Vermont to Illinois is 85 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated August 2, 2026.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Vermont to Illinois to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Crew
8.1
Overall
7.4
Entertainment
7.1
Comfort
7.3
Food
6.6
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Boarding
7.7
Crew
8.1
Overall
7.4
Entertainment
7.1
Comfort
7.3
Food
6.6
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Boarding
7.7
Crew
8.1
Overall
7.4
Entertainment
7.1
Comfort
7.3
Food
6.6
Reviews
1 / 20
2.0
MediocreDeb,Jan 2025
MKE - ORD
Related info for your journey
Find useful and relevant information for your journey from Vermont to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Vermont to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Vermont to Illinois by cabin class
Find flights from Vermont to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Vermont and Illinois flights
Browse other Vermont and Illinois flight options. Last updated on August 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Vermont after your stay in Illinois
Vermont to Illinois flights
Consider these flights traveling from Vermont to Illinois.
Top 2 airlines flying from Vermont to Illinois
Discover the top 2 airlines that operate flights from Vermont to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$366 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$339 | FlexibilityNo cancel fee | On-time71% |