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.

$119 CHEAP FLIGHTS from Vermont to Chicago

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Cheap Flights from Vermont to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Vermont to Chicago

Fri, Oct 16 - Thu, Oct 22

3:16 pm - 7:51 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

17h 35m1 stop Orlando

6:58 pm - 2:21 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

18h 23m1 stop Orlando

$277Frontier

Fri, Dec 11 - Sun, Dec 13

5:31 pm - 1:09 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

8h 38m1 stop Orlando

6:15 am - 4:36 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

9h 21m1 stop Orlando

$281Frontier

Mon, Nov 23 - Thu, Nov 26

6:50 pm - 8:20 pmALB Albany Intl-MDW Chicago Midway

2h 30mnonstop

1:30 pm - 4:20 pmMDW Chicago Midway-ALB Albany Intl

1h 50mnonstop

$282Southwest

Thu, Oct 15 - Sat, Oct 17

7:15 pm - 8:25 pmALB Albany Intl-MDW Chicago Midway

2h 10mnonstop

4:20 pm - 7:20 pmMDW Chicago Midway-ALB Albany Intl

2h 00mnonstop

$282Southwest

Wed, Oct 7 - Fri, Oct 9

7:23 pm - 9:15 pmALB Albany Intl-ORD Chicago O'Hare Intl

2h 52mnonstop

7:52 pm - 11:13 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 21mnonstop

$282American Airlines

Thu, Oct 22 - Mon, Oct 26

6:25 am - 11:24 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

5h 59m1 stop New York John F Kennedy Intl

2:42 pm - 11:59 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

8h 17m1 stop Fort Lauderdale

$285JetBlue

Sat, Oct 3 - Tue, Oct 6

6:25 am - 9:58 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

4h 33m1 stop New York John F Kennedy Intl

3:00 pm - 11:14 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

7h 14m1 stop Fort Lauderdale

$285JetBlue

Sat, Oct 10 - Mon, Oct 12

4:56 pm - 11:44 pmALB Albany Intl-ORD Chicago O'Hare Intl

7h 48m1 stop Washington, D.C. Reagan-National

7:52 pm - 11:13 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 21mnonstop

$292American Airlines

Wed, Oct 14 - Sat, Oct 17

9:44 am - 11:29 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 45mnonstop

7:30 am - 10:49 amORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 19mnonstop

$297United Airlines

Wed, Oct 7 - Tue, Oct 13

6:05 am - 7:50 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 45mnonstop

7:30 am - 10:49 amORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 19mnonstop

$297United Airlines

Recent last minute flight deals from Vermont to Chicago

Mon, Sep 14 - Mon, Sep 28

3:16 pm - 10:59 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

8h 43m1 stop Orlando

3:00 pm - 11:14 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

7h 14m1 stop Fort Lauderdale

$304Multiple Airlines

Sun, Sep 13 - Thu, Sep 17

3:16 pm - 10:59 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

8h 43m1 stop Orlando

11:15 am - 2:18 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

26h 03m1 stop Orlando

$306Frontier

Tue, Sep 15 - Tue, Sep 22

7:00 am - 1:45 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

7h 45m1 stop Fort Lauderdale

3:00 pm - 11:14 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

7h 14m1 stop Fort Lauderdale

$354JetBlue

Tue, Sep 15 - Fri, Sep 18

6:25 am - 9:58 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

4h 33m1 stop New York John F Kennedy Intl

3:00 pm - 11:14 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

7h 14m1 stop Fort Lauderdale

$393JetBlue

Fri, Sep 11 - Mon, Sep 14

6:33 pm - 8:30 pmBTV Burlington-ORD Chicago O'Hare Intl

2h 57mnonstop

2:30 pm - 5:53 pmORD Chicago O'Hare Intl-BTV Burlington

2h 23mnonstop

$409American Airlines

Sat, Sep 12 - Mon, Sep 14

7:10 am - 8:56 amBTV Burlington-ORD Chicago O'Hare Intl

2h 46mnonstop

2:30 pm - 5:53 pmORD Chicago O'Hare Intl-BTV Burlington

2h 23mnonstop

$409American Airlines

Sat, Sep 12 - Fri, Sep 18

4:47 pm - 6:31 pmBTV Burlington-ORD Chicago O'Hare Intl

2h 44mnonstop

5:59 pm - 9:22 pmORD Chicago O'Hare Intl-BTV Burlington

2h 23mnonstop

$444United Airlines

Sat, Sep 12 - Mon, Sep 14

6:32 am - 3:24 pmBTV Burlington-MDW Chicago Midway

9h 52m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson

5:10 pm - 11:57 pmMDW Chicago Midway-BTV Burlington

5h 47m1 stop Atlanta Hartsfield-Jackson

$454Delta

Sat, Sep 12 - Mon, Sep 14

5:00 pm - 8:30 pmBTV Burlington-ORD Chicago O'Hare Intl

4h 30m1 stop Detroit Metropolitan Wayne County

1:55 pm - 12:33 amORD Chicago O'Hare Intl-BTV Burlington

9h 38m2 stops Detroit Metropolitan Wayne County New York John F Kennedy Intl

$454Delta

Fri, Sep 11 - Fri, Sep 11

4:47 pm - 6:31 pmBTV Burlington-ORD Chicago O'Hare Intl

2h 44mnonstop

9:30 pm - 10:07 amORD Chicago O'Hare Intl-BTV Burlington

11h 37m2 stops Indianapolis Washington, D.C. Dulles Intl

$499United Airlines

Recent direct flight deals from Vermont to Chicago

Mon, Nov 23 - Thu, Nov 26

6:50 pm - 8:20 pmALB Albany Intl-MDW Chicago Midway

2h 30mnonstop

1:30 pm - 4:20 pmMDW Chicago Midway-ALB Albany Intl

1h 50mnonstop

$282Southwest

Thu, Oct 15 - Sat, Oct 17

7:15 pm - 8:25 pmALB Albany Intl-MDW Chicago Midway

2h 10mnonstop

4:20 pm - 7:20 pmMDW Chicago Midway-ALB Albany Intl

2h 00mnonstop

$282Southwest

Wed, Oct 7 - Fri, Oct 9

7:23 pm - 9:15 pmALB Albany Intl-ORD Chicago O'Hare Intl

2h 52mnonstop

7:52 pm - 11:13 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 21mnonstop

$282American Airlines

Wed, Oct 14 - Mon, Oct 19

7:15 am - 9:05 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 50mnonstop

7:59 pm - 11:24 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 25mnonstop

$297American Airlines

Wed, Oct 7 - Tue, Oct 13

6:05 am - 7:50 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 45mnonstop

7:30 am - 10:49 amORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 19mnonstop

$297United Airlines

Wed, Oct 14 - Sat, Oct 17

9:44 am - 11:29 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 45mnonstop

7:30 am - 10:49 amORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 19mnonstop

$297United Airlines

Tue, Oct 6 - Tue, Oct 13

7:50 am - 9:10 amBDL Hartford Bradley Intl-MDW Chicago Midway

2h 20mnonstop

6:05 pm - 9:15 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$297Southwest

Wed, Oct 7 - Tue, Oct 13

7:50 am - 9:10 amBDL Hartford Bradley Intl-MDW Chicago Midway

2h 20mnonstop

6:05 pm - 9:15 pmMDW Chicago Midway-BDL Hartford Bradley Intl

2h 10mnonstop

$297Southwest

Tue, Oct 6 - Sat, Oct 10

7:15 am - 9:05 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 50mnonstop

7:59 pm - 11:24 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 25mnonstop

$297American Airlines

Wed, Oct 21 - Thu, Oct 22

9:44 am - 11:29 amBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

2h 45mnonstop

7:30 am - 10:49 amORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

2h 19mnonstop

$297United Airlines

Useful Info

Low season	January
High season	November
Cheapest flight	$119

Best time to beat the crowds but there is an average 15% increase in price.

Most popular time to fly and prices are also 4% lower on average.

Flight from Albany to Chicago O'Hare Airport

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.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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Car rentals in Chicago

$119 Find Cheap Flights from Vermont to Chicago - Compare and Save

Cheap Flights from Vermont to Chicago

Recent round-trip flight deals from Vermont to Chicago

Recent one-way flight deals from Vermont to Chicago

Recent last minute flight deals from Vermont to Chicago

Recent direct flight deals from Vermont to Chicago

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Vermont to Chicago

Traveling to a place near Chicago?

More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Cabin class types available on flights to Vermont

Find direct flights for Chicago

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight