$109 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 7/27. 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

Fri, Jul 31 - Sun, Aug 2
American Airlines Logo
6:34 am - 8:35 am
BTV
-
ORD
3h 01mnonstop
American Airlines Logo
8:47 pm - 12:09 am
ORD
-
BTV
2h 22mnonstop
$269American Airlines
Thu, Jul 23 - Sun, Jul 26
American Airlines Logo
6:34 am - 8:35 am
BTV
-
ORD
3h 01mnonstop
American Airlines Logo
8:47 pm - 12:09 am
ORD
-
BTV
2h 22mnonstop
$270American Airlines
Fri, Aug 21 - Sat, Sep 12
Delta Logo
1:15 pm - 6:33 pm
BTV
-
MDW
6h 18m
1 stop
Delta Logo
5:45 pm - 11:33 pm
MDW
-
BTV
4h 48m
1 stop
$289Delta
Fri, Jul 31 - Mon, Aug 3
Delta Logo
4:52 pm - 8:31 pm
BTV
-
ORD
4h 39m
1 stop
Delta Logo
8:48 am - 4:02 pm
ORD
-
BTV
6h 14m
1 stop
$289Delta
Fri, Nov 13 - Sun, Nov 15
United Airlines Logo
7:30 pm - 11:37 pm
BTV
-
ORD
5h 07m
1 stop
United Airlines Logo
6:25 pm - 9:46 pm
ORD
-
BTV
2h 21mnonstop
$291United Airlines
Tue, Sep 15 - Tue, Sep 22
Southwest Logo
6:00 am - 11:50 am
ALB
-
MDW
6h 50m
2 stops
Southwest Logo
8:40 am - 5:30 pm
MDW
-
ALB
7h 50m
2 stops
$299Southwest
Thu, Aug 27 - Fri, Aug 28
Southwest Logo
6:05 pm - 7:15 pm
ALB
-
MDW
2h 10mnonstop
Southwest Logo
6:10 pm - 9:10 pm
MDW
-
ALB
2h 00mnonstop
$310Southwest
Sun, Sep 13 - Wed, Sep 16
Multiple Airlines Logo
11:15 am - 3:26 pm
ALB
-
ORD
29h 11m
1 stop
Multiple Airlines Logo
4:49 pm - 3:52 pm
ORD
-
ALB
22h 03m
2 stops
$316Multiple Airlines
Fri, Jul 31 - Mon, Aug 10
Multiple Airlines Logo
7:53 pm - 12:15 pm
ALB
-
ORD
17h 22m
1 stop
Multiple Airlines Logo
8:05 am - 7:12 pm
ORD
-
ALB
10h 07m
1 stop
$317Multiple Airlines
Fri, Sep 4 - Sat, Sep 5
United Airlines Logo
4:50 pm - 6:35 pm
BDL
-
ORD
2h 45mnonstop
United Airlines Logo
11:06 am - 2:29 pm
ORD
-
BDL
2h 23mnonstop
$347United Airlines
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Good to know

Low seasonJanuary
Cheapest flight$109
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Albany 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 $757
Business Class flights to Chicagofrom $1,868
Premium Economy Class flights to Chicagofrom $2,015
Economy Class flights to Chicagofrom $269