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$53 Find cheap flights from Vermont to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mon 7/1
Mon 7/8

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In the last 7 days travelers have searched 42,787,818 times on KAYAK, and here is why:

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Good to know

Low season

February

High season

September

Cheapest flight

$53
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 30% lower on average.
Flight from Hartford to Chicago O'Hare Airport

FAQs for booking flights from Vermont to Chicago

  • How does KAYAK find such low prices on flights from Vermont to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Vermont to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Vermont to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Vermont is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Vermont to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Vermont with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Vermont to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Vermont up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Vermont to Chicago?

Find which airlines fly direct from Vermont to Chicago, which days they fly and book direct flights.

Nonstop departures

Vermont to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

See more direct flights

Nonstop returns

Chicago to Vermont

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

See more direct flights
See more direct flights

Book cheap flights from Vermont to Chicago

Recent round-trip flight deals

8/19Mon
1 stopFrontier
17h 17mBDL-ORD
8/22Thu
1 stopFrontier
12h 35mORD-BDL
$126
9/10Tue
1 stopSpirit Airlines
10h 46mBDL-ORD
9/16Mon
1 stopSpirit Airlines
4h 40mORD-BDL
$130
6/12Wed
1 stop
5h 14mBDL-ORD
6/19Wed
1 stop
13h 52mORD-BDL
$146
7/15Mon
1 stop
7h 17mBDL-ORD
7/16Tue
1 stop
5h 58mORD-BDL
$157
7/2Tue
nonstopUnited Airlines
2h 27mALB-ORD
7/4Thu
nonstopUnited Airlines
2h 05mORD-ALB
$215
8/20Tue
nonstopAmerican Airlines
2h 35mALB-ORD
8/21Wed
nonstopAmerican Airlines
2h 17mORD-ALB
$217
7/2Tue
1 stopUnited Airlines
5h 15mALB-ORD
7/4Thu
nonstopUnited Airlines
2h 05mORD-ALB
$225
8/6Tue
1 stopDelta
6h 26mALB-ORD
8/13Tue
1 stopDelta
6h 12mORD-ALB
$236
8/30Fri
nonstopAmerican Airlines
2h 35mALB-ORD
9/3Tue
nonstopAmerican Airlines
2h 01mORD-ALB
$237
7/4Thu
1 stopDelta
3h 50mALB-ORD
7/9Tue
1 stopDelta
4h 56mORD-ALB
$241

Search by stops

Search by airline

Search by price

Recent one-way flight deals

9/11Wed
1 stopSpirit Airlines
11h 10mBDL-ORD
$53
6/11Tue
1 stopFrontier
6h 12mBDL-ORD
$58
9/26Thu
1 stopSun Country Air
6h 35mBTV-ORD
$98
6/24Mon
1 stop
6h 47mBDL-ORD
$112
8/17Sat
1 stopDelta
6h 41mALB-MDW
$118
6/15Sat
1 stop
24h 59mBDL-ORD
$118
7/25Thu
1 stopSun Country Air
8h 24mBDL-ORD
$130
6/8Sat
nonstopAmerican Airlines
2h 30mBTV-ORD
$134
8/26Mon
1 stopAmerican Airlines
5h 40mALB-ORD
$137
8/2Fri
1 stopDelta
5h 42mALB-ORD
$138

Search by stops

Search by airline

Search by price

Last minute flights from Vermont to Chicago

Last minute flight, train and bus deals

6/3Mon
multi-stopFrontier
5h 41mBDL-MDW
6/13Thu
multi-stopFrontier
11h 52mMDW-BDL
$157
6/3Mon
multi-stopFrontier
7h 37mBDL-ORD
6/13Thu
multi-stopFrontier
9h 07mORD-BDL
$157
6/5Wed
multi-stop
18h 45mBDL-ORD
6/12Wed
multi-stop
31h 03mORD-BDL
$288
6/4Tue
multi-stop
5h 14mBDL-ORD
6/13Thu
multi-stop
9h 07mORD-BDL
$291
6/3Mon
multi-stopSpirit Airlines
5h 14mBDL-ORD
6/11Tue
multi-stopSpirit Airlines
15h 56mORD-BDL
$306
6/5Wed
multi-stopSpirit Airlines
5h 14mBDL-ORD
6/11Tue
multi-stopSpirit Airlines
27h 47mORD-BDL
$314
6/3Mon
multi-stopAmerican Airlines
8h 02mBTV-ORD
6/6Thu
multi-stopAmerican Airlines
5h 59mORD-BTV
$350
6/2Sun
multi-stopAmerican Airlines
8h 02mBTV-ORD
6/6Thu
multi-stopAmerican Airlines
6h 14mORD-BTV
$352
6/3Mon
nonstopUnited Airlines
2h 30mBTV-ORD
6/6Thu
multi-stopUnited Airlines
7h 08mORD-BTV
$363
6/3Mon
nonstopUnited Airlines
2h 30mBTV-ORD
6/5Wed
nonstopUnited Airlines
2h 12mORD-BTV
$401

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Vermont

Cabin classes:

$841
$1,062
$615
$284