Find cheap flights from Vermont to Chicago

Find cheap flights from Vermont to Chicago

Round-trip
Economy
Boston (BOS)
Chicago All airports
Fri 7/31
Fri 8/7
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

May Best time to beat the crowds with an average 2% drop in price.

High season

November Most popular time to fly with an average 9% increase in price.

Average price of a round-trip

$301 (avg. price over the last 2 weeks)

Good deal for a round-trip

$237 or less

FAQs for booking Vermont to Chicago flights

How does KAYAK find such low prices 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?

What is the Hacker Fare option on flights from Vermont to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Vermont to Chicago?

Top airlines flying from Vermont to Chicago

Scores according to KAYAK customer reviews

8.2
JetBlue
Overall score based on 19,204 reviews
8.3
Boarding
8.3
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews
Read more about JetBlue

Book cheap flights from Vermont to Chicago (round-trip)

Airports
Origin
Burlington
$199
only
$199
Destination
Chicago
$199
only
$199
$272
only
$272
Mon, Aug 24
BTV
Burlington
ORD
Chicago O'Hare Airport
18h 37m
Mon, Aug 31
ORD
Chicago O'Hare Airport
BTV
Burlington
11h 23m
Trip: 8 days
Based on null reviews
Wed, Sep 23
BTV
Burlington
ORD
Chicago O'Hare Airport
4h 43m
Sat, Sep 26
ORD
Chicago O'Hare Airport
BTV
Burlington
7h 58m
Trip: 4 days
Based on null reviews
Wed, Sep 23
BTV
Burlington
ORD
Chicago O'Hare Airport
6h 40m
Sat, Sep 26
ORD
Chicago O'Hare Airport
BTV
Burlington
9h 03m
Trip: 4 days
Based on null reviews
Fri, Jul 31
BTV
Burlington
ORD
Chicago O'Hare Airport
2h 23m
Sun, Aug 2
ORD
Chicago O'Hare Airport
BTV
Burlington
4h 35m
Trip: 3 days
Based on null reviews
Fri, Jul 31
BTV
Burlington
ORD
Chicago O'Hare Airport
26h 15m
Sun, Aug 2
ORD
Chicago O'Hare Airport
BTV
Burlington
30h 48m
Trip: 3 days
Based on null reviews
Mon, Aug 24
BTV
Burlington
ORD
Chicago O'Hare Airport
18h 43m
Sat, Aug 29
ORD
Chicago O'Hare Airport
BTV
Burlington
48h 23m
Trip: 6 days
Based on null reviews
Fri, Sep 18
BTV
Burlington
ORD
Chicago O'Hare Airport
16h 50m
Mon, Sep 21
ORD
Chicago O'Hare Airport
BTV
Burlington
10h 07m
Trip: 4 days
Based on null reviews
Mon, Aug 3
BTV
Burlington
ORD
Chicago O'Hare Airport
18h 43m
Thu, Aug 6
ORD
Chicago O'Hare Airport
BTV
Burlington
27h 12m
Trip: 4 days
Based on null reviews
Wed, Dec 9
BTV
Burlington
ORD
Chicago O'Hare Airport
5h 32m
Sat, Dec 12
ORD
Chicago O'Hare Airport
BTV
Burlington
7h 51m
Trip: 4 days
Based on null reviews
Fri, Sep 18
BTV
Burlington
ORD
Chicago O'Hare Airport
20h 25m
Mon, Sep 21
ORD
Chicago O'Hare Airport
BTV
Burlington
17h 50m
Trip: 4 days
Based on null reviews
Wed, Sep 23
BTV
Burlington
ORD
Chicago O'Hare Airport
4h 43m
Sat, Sep 26
ORD
Chicago O'Hare Airport
BTV
Burlington
8h 21m
Trip: 4 days
Based on null reviews
Wed, Sep 23
BTV
Burlington
MDW
Chicago Midway Airport
6h 36m
Sat, Sep 26
MDW
Chicago Midway Airport
BTV
Burlington
9h 27m
Trip: 4 days
Based on null reviews
Fri, Nov 13
BTV
Burlington
ORD
Chicago O'Hare Airport
5h 32m
Mon, Nov 16
ORD
Chicago O'Hare Airport
BTV
Burlington
9h 29m
Trip: 4 days
Based on null reviews
Wed, Aug 26
BTV
Burlington
ORD
Chicago O'Hare Airport
9h 55m
Mon, Aug 31
ORD
Chicago O'Hare Airport
BTV
Burlington
7h 45m
Trip: 6 days
Based on null reviews
Sat, Aug 15
BTV
Burlington
ORD
Chicago O'Hare Airport
11h 36m
Sat, Aug 22
ORD
Chicago O'Hare Airport
BTV
Burlington
8h 35m
Trip: 8 days
Based on null reviews
Thu, Sep 24
BTV
Burlington
ORD
Chicago O'Hare Airport
4h 43m
Sun, Sep 27
ORD
Chicago O'Hare Airport
BTV
Burlington
7h 36m
Trip: 4 days
Based on null reviews
Thu, Aug 27
BTV
Burlington
ORD
Chicago O'Hare Airport
9h 55m
Tue, Sep 1
ORD
Chicago O'Hare Airport
BTV
Burlington
10h 00m
Trip: 6 days
Based on null reviews
Fri, Aug 14
BTV
Burlington
ORD
Chicago O'Hare Airport
28h 17m
Mon, Aug 31
ORD
Chicago O'Hare Airport
BTV
Burlington
11h 23m
Trip: 18 days
Based on null reviews
Tue, Dec 8
BTV
Burlington
ORD
Chicago O'Hare Airport
4h 54m
Sat, Dec 12
ORD
Chicago O'Hare Airport
BTV
Burlington
4h 25m
Trip: 5 days
Based on null reviews
Wed, Aug 26
BTV
Burlington
ORD
Chicago O'Hare Airport
11h 25m
Mon, Aug 31
ORD
Chicago O'Hare Airport
BTV
Burlington
2h 15m
Trip: 6 days
Based on null reviews

Book cheap flights from Vermont to Chicago (one-way)

Airports
Origin
Burlington
$93
only
$93
Rutland
$140
only
$140
Destination
Chicago
$93
only
$93
$269
only
$269
Mon, Aug 24
BTV
Burlington
ORD
Chicago O'Hare Airport
21h 38m
Based on null reviews
Mon, Sep 28
BTV
Burlington
ORD
Chicago O'Hare Airport
4h 43m
Based on null reviews
Mon, Sep 28
BTV
Burlington
ORD
Chicago O'Hare Airport
10h 47m
Based on null reviews
Mon, Aug 24
BTV
Burlington
ORD
Chicago O'Hare Airport
18h 37m
Based on null reviews
Mon, Jul 27
BTV
Burlington
ORD
Chicago O'Hare Airport
25h 38m
Based on null reviews
Fri, Jul 24
BTV
Burlington
ORD
Chicago O'Hare Airport
21h 53m
Based on null reviews
Tue, Sep 1
BTV
Burlington
ORD
Chicago O'Hare Airport
6h 26m
Based on null reviews
Sun, Aug 9
RUT
Rutland
ORD
Chicago O'Hare Airport
5h 14m
Based on null reviews
Mon, Aug 24
BTV
Burlington
ORD
Chicago O'Hare Airport
6h 03m
Based on null reviews
Sat, Aug 8
RUT
Rutland
ORD
Chicago O'Hare Airport
6h 11m
Based on null reviews
Mon, Sep 7
BTV
Burlington
ORD
Chicago O'Hare Airport
24h 46m
Based on null reviews
Fri, Aug 7
BTV
Burlington
ORD
Chicago O'Hare Airport
11h 36m
Based on null reviews
Sat, Aug 8
RUT
Rutland
ORD
Chicago O'Hare Airport
6h 11m
Based on null reviews
Fri, Aug 7
BTV
Burlington
ORD
Chicago O'Hare Airport
24h 00m
Based on null reviews
Mon, Sep 7
BTV
Burlington
ORD
Chicago O'Hare Airport
6h 03m
Based on null reviews
Mon, Jul 13
BTV
Burlington
RFD
Chicago Greater Rockford
39h 29m
Based on null reviews
Fri, Jul 24
BTV
Burlington
ORD
Chicago O'Hare Airport
9h 31m
Based on null reviews
Thu, Jul 23
BTV
Burlington
ORD
Chicago O'Hare Airport
9h 02m
Based on null reviews
Tue, Sep 1
BTV
Burlington
ORD
Chicago O'Hare Airport
7h 54m
Based on null reviews
Mon, Sep 28
BTV
Burlington
ORD
Chicago O'Hare Airport
7h 45m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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