$70 Find Cheap Flights from Vermont to Chicago

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 3/4. 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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Everything you should know

Cheapest round-trip
$191
Overall average: $383
Multiple Airlines
Mon 4/27Thu 4/30
ALB - ORD • 1 stop
Cheapest non-stop
$209
Typical prices: $303-$419
United Airlines
Wed 5/20Tue 5/26
BTV - ORD • Non-stop
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Flight Deals
Useful Info
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, Apr 27 - Thu, Apr 30
Multiple Airlines Logo
10:52 am - 11:27 am
ALB
-
ORD
25h 35m
1 stop
Multiple Airlines Logo
1:12 pm - 6:29 pm
ORD
-
ALB
28h 17m
1 stop
$191Multiple Airlines
Wed, May 20 - Tue, May 26
United Airlines Logo
4:55 pm - 6:37 pm
BTV
-
ORD
2h 42mnonstop
United Airlines Logo
6:25 pm - 9:47 pm
ORD
-
BTV
2h 22mnonstop
$209United Airlines
Wed, Apr 8 - Sat, Apr 11
Delta Logo
7:10 am - 1:17 pm
BTV
-
ORD
7h 07m
1 stop
Delta Logo
5:40 pm - 11:03 pm
ORD
-
BTV
4h 23m
1 stop
$229Delta
Wed, Apr 8 - Sat, Apr 11
Delta Logo
6:02 am - 1:17 pm
BTV
-
ORD
8h 15m
2 stops
Delta Logo
10:38 am - 4:22 pm
ORD
-
BTV
4h 44m
1 stop
$234Delta
Wed, May 13 - Mon, May 18
American Airlines Logo
6:15 pm - 8:09 pm
BTV
-
ORD
2h 54mnonstop
American Airlines Logo
2:19 pm - 5:43 pm
ORD
-
BTV
2h 24mnonstop
$248American Airlines
Thu, Mar 12 - Thu, Mar 19
Frontier Logo
1:12 pm - 10:39 pm
BDL
-
ORD
10h 27m
1 stop
Frontier Logo
5:01 am - 12:17 pm
ORD
-
BDL
6h 16m
1 stop
$290Frontier
Thu, Mar 5 - Mon, Mar 9
American Airlines Logo
6:16 pm - 8:00 pm
ALB
-
ORD
2h 44mnonstop
American Airlines Logo
8:57 am - 12:07 pm
ORD
-
ALB
2h 10mnonstop
$292American Airlines
Thu, Apr 23 - Sun, Apr 26
Frontier Logo
8:08 pm - 8:04 am
BDL
-
MDW
12h 56m
1 stop
Frontier Logo
6:00 am - 4:05 am
MDW
-
BDL
21h 05m
2 stops
$292Frontier
Tue, Mar 17 - Wed, Mar 18
Southwest Logo
7:30 am - 9:00 am
BDL
-
MDW
2h 30mnonstop
Southwest Logo
7:40 am - 10:40 am
MDW
-
BDL
2h 00mnonstop
$293Southwest
Wed, May 6 - Sat, May 9
Southwest Logo
2:45 pm - 10:15 pm
ALB
-
MDW
8h 30m
2 stops
Southwest Logo
9:05 am - 2:50 pm
MDW
-
ALB
4h 45m
1 stop
$294Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$70
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Hartford to Chicago Midway 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
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

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 $769
Business Class flights to Chicagofrom $479
Premium Economy Class flights to Chicagofrom $2,171
Economy Class flights to Chicagofrom $270