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.

$101 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

Tue, Nov 17 - Sat, Nov 21

7:50 am - 9:10 amALB Albany Intl-MDW Chicago Midway

2h 20mnonstop

6:45 pm - 9:40 pmMDW Chicago Midway-ALB Albany Intl

1h 55mnonstop

$277Southwest

Sat, Nov 14 - Mon, Nov 16

7:50 am - 9:10 amALB Albany Intl-MDW Chicago Midway

2h 20mnonstop

6:25 pm - 9:20 pmMDW Chicago Midway-ALB Albany Intl

1h 55mnonstop

$277Southwest

Sat, Nov 14 - Mon, Nov 16

7:11 am - 9:10 amALB Albany Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

8:16 am - 11:28 amORD Chicago O'Hare Intl-ALB Albany Intl

2h 12mnonstop

$277American Airlines

Thu, Oct 22 - Mon, Oct 26

12:13 pm - 1:56 pmALB Albany Intl-ORD Chicago O'Hare Intl

2h 43mnonstop

3:48 pm - 7:09 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 21mnonstop

$277American Airlines

Sat, Oct 10 - Tue, Oct 13

6:00 am - 7:33 amALB Albany Intl-ORD Chicago O'Hare Intl

2h 33mnonstop

7:30 am - 10:39 amORD Chicago O'Hare Intl-ALB Albany Intl

2h 09mnonstop

$277United Airlines

Thu, Sep 17 - Mon, Sep 21

4:53 pm - 6:30 pmALB Albany Intl-ORD Chicago O'Hare Intl

2h 37mnonstop

6:10 pm - 9:30 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 20mnonstop

$277United Airlines

Thu, Sep 17 - Thu, Sep 24

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

$279JetBlue

Sat, Dec 12 - Mon, Dec 14

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

$279Frontier

Thu, Oct 1 - Mon, Oct 5

11:45 am - 2:45 pmALB Albany Intl-ORD Chicago O'Hare Intl

28h 00m1 stop Fort Lauderdale

3:50 pm - 2:07 pmORD Chicago O'Hare Intl-ALB Albany Intl

21h 17m2 stops Orlando Raleigh-Durham

$279Multiple Airlines

Thu, Sep 17 - Thu, Sep 17

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

$287JetBlue

Recent last minute flight deals from Vermont to Chicago

Thu, Sep 3 - Fri, Sep 4

1:42 pm - 11:27 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

10h 45m1 stop San Juan Luis Munoz Marin Intl

12:44 am - 12:47 pmORD Chicago O'Hare Intl-BDL Hartford Bradley Intl

11h 03m1 stop San Juan Luis Munoz Marin Intl

$300Frontier

Fri, Sep 4 - Fri, Sep 11

1:42 pm - 11:27 pmBDL Hartford Bradley Intl-ORD Chicago O'Hare Intl

10h 45m1 stop San Juan Luis Munoz Marin Intl

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

7h 14m1 stop Fort Lauderdale

$308Multiple Airlines

Sat, Sep 5 - Sat, Oct 3

6:52 am - 8:40 amALB Albany Intl-ORD Chicago O'Hare Intl

2h 48mnonstop

8:10 am - 11:30 amORD Chicago O'Hare Intl-ALB Albany Intl

2h 20mnonstop

$343American Airlines

Sat, Sep 5 - Sat, Oct 3

3:38 pm - 5:29 pmALB Albany Intl-ORD Chicago O'Hare Intl

2h 51mnonstop

7:47 am - 2:31 pmORD Chicago O'Hare Intl-ALB Albany Intl

5h 44m1 stop Washington, D.C. Reagan-National

$353American Airlines

Sat, Sep 5 - Wed, Sep 9

3:55 pm - 5:00 pmALB Albany Intl-MDW Chicago Midway

2h 05mnonstop

6:20 pm - 9:25 pmMDW Chicago Midway-ALB Albany Intl

2h 05mnonstop

$357Southwest

Sat, Sep 5 - Wed, Sep 9

12:00 pm - 1:32 pmALB Albany Intl-ORD Chicago O'Hare Intl

2h 32mnonstop

2:30 pm - 5:43 pmORD Chicago O'Hare Intl-ALB Albany Intl

2h 13mnonstop

$357United Airlines

Sat, Sep 5 - Wed, Sep 30

12:43 pm - 4:17 pmALB Albany Intl-ORD Chicago O'Hare Intl

4h 34m1 stop Detroit Metropolitan Wayne County

6:00 am - 11:49 amORD Chicago O'Hare Intl-ALB Albany Intl

4h 49m1 stop New York LaGuardia

$363Delta

Sat, Sep 5 - Mon, Oct 5

2:32 pm - 8:55 pmALB Albany Intl-ORD Chicago O'Hare Intl

7h 23m1 stop Atlanta Hartsfield-Jackson

6:00 am - 11:49 amORD Chicago O'Hare Intl-ALB Albany Intl

4h 49m1 stop New York LaGuardia

$363Delta

Sat, Sep 5 - Wed, Sep 9

1:10 pm - 7:45 pmALB Albany Intl-MDW Chicago Midway

7h 35m1 stop Tampa

12:45 pm - 3:35 pmMDW Chicago Midway-ALB Albany Intl

1h 50mnonstop

$367Southwest

Sat, Sep 5 - Wed, Sep 9

12:00 pm - 1:32 pmALB Albany Intl-ORD Chicago O'Hare Intl

2h 32mnonstop

6:15 pm - 11:58 pmORD Chicago O'Hare Intl-ALB Albany Intl

4h 43m1 stop Washington, D.C. Dulles Intl

$367United Airlines

Useful Info

Low season	January
High season	November
Cheapest flight	$101

Best time to beat the crowds but there is an average 16% increase in price.

Most popular time to fly and prices are also 3% 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

Everything you need to know for your flight to Chicago

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Origins

Other airports

Return flight deals

Cabin class types available on flights to Vermont

First Class flights to Chicagofrom $724

Business Class flights to Chicagofrom $1,374

Premium Economy Class flights to Chicagofrom $2,015

Economy Class flights to Chicagofrom $275

$101 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?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Vermont

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

Find direct flights for Chicago

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Choose which airport to fly into in Chicago

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