$97 Find Cheap Flights from Vermont to Chicago - Compare and Save

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 10/27. 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
1 adult, Economy, 0 bags

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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.

Recent round-trip flight deals from Vermont to Chicago

Mon, Oct 19 - Wed, Oct 21
Southwest Logo
7:15 pm - 8:25 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
1:05 pm - 10:15 pm
MDW
-
ALB
8h 10m
2 stops
$272Southwest
Tue, Sep 1 - Tue, Dec 1
Southwest Logo
6:20 pm - 7:25 pm
ALB
-
MDW
2h 05mnonstop
Southwest Logo
8:10 am - 5:10 pm
MDW
-
ALB
8h 00m
2 stops
$272Southwest
Fri, Oct 30 - Mon, Nov 2
United Airlines Logo
7:35 pm - 11:39 pm
ALB
-
ORD
5h 04m
1 stop
United Airlines Logo
11:47 am - 3:01 pm
ORD
-
ALB
2h 14mnonstop
$272United Airlines
Fri, Oct 30 - Mon, Nov 2
American Airlines Logo
8:01 am - 12:18 pm
ALB
-
ORD
5h 17m
1 stop
American Airlines Logo
3:23 pm - 6:39 pm
ORD
-
ALB
2h 16mnonstop
$272American Airlines
Wed, Sep 2 - Sun, Sep 6
American Airlines Logo
7:30 pm - 11:44 pm
ALB
-
ORD
5h 14m
1 stop
American Airlines Logo
4:24 pm - 7:41 pm
ORD
-
ALB
2h 17mnonstop
$272American Airlines
Mon, Oct 19 - Wed, Oct 21
United Airlines Logo
7:35 pm - 11:32 pm
ALB
-
ORD
4h 57m
1 stop
United Airlines Logo
4:00 pm - 11:44 pm
ORD
-
ALB
6h 44m
1 stop
$277United Airlines
Thu, Aug 20 - Mon, Aug 24
Delta Logo
6:15 am - 11:51 am
ALB
-
MDW
6h 36m
1 stop
Delta Logo
5:10 pm - 11:57 pm
MDW
-
ALB
5h 47m
1 stop
$277Delta
Thu, Aug 27 - Sat, Aug 29
Delta Logo
1:27 pm - 6:33 pm
ALB
-
MDW
6h 06m
1 stop
Delta Logo
6:11 am - 1:26 pm
MDW
-
ALB
6h 15m
1 stop
$277Delta
Fri, Sep 18 - Sun, Sep 20
Multiple Airlines Logo
3:16 pm - 10:59 pm
BDL
-
ORD
8h 43m
1 stop
Multiple Airlines Logo
3:00 pm - 11:14 pm
ORD
-
BDL
7h 14m
1 stop
$278Multiple Airlines
Fri, Oct 23 - Sun, Oct 25
Multiple Airlines Logo
6:25 am - 11:47 am
BDL
-
ORD
6h 22m
1 stop
Multiple Airlines Logo
6:05 am - 8:00 pm
ORD
-
BDL
12h 55m
1 stop
$278Multiple Airlines
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Good to know

Low season

January

Cheapest flight

$97
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Burlington 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Munster
Schererville
Chesterton
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Vermont

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $497
Business Class flights to Chicagofrom $725
Premium Economy Class flights to Chicagofrom $2,015
Economy Class flights to Chicagofrom $289