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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$89 CHEAP FLIGHTS from Vermont to Chicago

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Flight Deals

Cheap Flights from Vermont to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Vermont to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

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

Thu, Oct 9 - Sun, Oct 12

8:31 pm - 11:27 amBDL-MDW

15h 56m1 stop

12:39 pm - 8:05 amMDW-BDL

18h 26m1 stop

$188Frontier

Find Deal

Mon, Oct 6 - Fri, Oct 10

7:10 pm - 6:38 pmBDL-ORD

24h 28m1 stop

7:43 pm - 4:12 pmORD-BDL

19h 29m1 stop

$188Spirit Airlines

Find Deal

Tue, Nov 4 - Thu, Nov 6

4:35 pm - 6:20 pmBDL-ORD

2h 45mnonstop

11:01 am - 2:11 pmORD-BDL

2h 10mnonstop

$189United Airlines

Find Deal

Tue, Oct 14 - Sun, Oct 19

6:38 pm - 8:21 pmBDL-ORD

2h 43mnonstop

7:32 am - 10:51 amORD-BDL

2h 19mnonstop

$191United Airlines

Find Deal

Thu, Nov 6 - Sun, Nov 9

5:30 am - 8:40 amBDL-MDW

4h 10m1 stop

6:48 pm - 11:22 pmMDW-BDL

3h 34m1 stop

$197Delta

Find Deal

Thu, Dec 4 - Sun, Dec 7

2:12 pm - 9:53 pmBDL-ORD

8h 41m1 stop

6:00 am - 2:11 pmORD-BDL

7h 11m1 stop

$197Delta

Find Deal

Thu, Jan 22 - Tue, Jan 27

7:00 am - 1:23 pmBDL-ORD

7h 23m1 stop

2:20 pm - 11:36 pmORD-BDL

8h 16m1 stop

$199JetBlue

Find Deal

Sun, Oct 5 - Tue, Oct 7

6:43 am - 8:20 amBDL-ORD

2h 37mnonstop

8:31 pm - 11:56 pmORD-BDL

2h 25mnonstop

$212American Airlines

Find Deal

Tue, Oct 7 - Wed, Oct 15

7:10 am - 12:22 pmBDL-ORD

6h 12m1 stop

1:35 pm - 10:29 pmORD-BDL

7h 54m1 stop

$222JetBlue

Find Deal

Thu, Oct 30 - Fri, Oct 31

7:10 am - 8:52 amBDL-ORD

2h 42mnonstop

8:00 am - 11:22 amORD-BDL

2h 22mnonstop

$225American Airlines

Find Deal

Cheapest round-trip

$188

Overall average: $359

Frontier

Thu 10/9Sun 10/12

BDL - MDW • 1 stop

Cheapest non-stop

$189

Typical prices: $311-544

United Airlines

Tue 11/4Thu 11/6

BDL - ORD • Non-stop

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KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Useful Info

Low season	January
High season	October
Cheapest flight	$89

Best time to beat the crowds with an average 12% drop 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

Saint Joseph

Hammond

Portage

Valparaiso

Lansing

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Vermont

First Class flights to Chicagofrom $1,010

Business Class flights to Chicagofrom $1,326

Prem Econ Class flights to Chicagofrom $479

Economy Class flights to Chicagofrom $248

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$89 Find Cheap Flights from Vermont to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

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

Everything you should know

Good to know

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.

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

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight