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Cheap flights from Vermont to Chicago from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Vermont to Chicago departing on 2/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Vermont to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Vermont to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Vermont to Chicago.

Cheap last minute flights

Planning a quick getaway from Vermont to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Vermont to Chicago

Find recent round-trip train or bus tickets from Vermont to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
1:17 pm - 11:33 pmBDL-ORD
11h 16m1 stop
8:38 am - 5:08 pmORD-BDL
7h 30m1 stop
$120Frontier
Find Deal
Fri, Jan 24 - Mon, Jan 27
6:25 pm - 2:42 pmBTV-MDW
21h 17m1 stop
8:45 am - 10:25 amMDW-BTV
24h 40m1 stop
$120Frontier
Find Deal
Thu, Jan 30 - Sun, Feb 2
6:00 pm - 11:32 pmBDL-ORD
30h 32m1 stop
5:11 am - 5:05 pmORD-BDL
10h 54m1 stop
$147Spirit Airlines
Find Deal
Mon, Feb 3 - Thu, Feb 6
6:00 pm - 12:39 pmBDL-ORD
19h 39m2 stops
5:11 am - 5:05 pmORD-BDL
10h 54m1 stop
$176Spirit Airlines
Find Deal
Mon, Feb 3 - Thu, Feb 6
7:30 am - 6:18 pmBDL-ORD
11h 48m1 stop
7:13 pm - 10:41 amORD-BDL
14h 28m2 stops
Sun, Mar 2 - Tue, Mar 4
6:00 pm - 10:55 pmBDL-ORD
29h 55m3 stops
5:11 am - 5:37 pmORD-BDL
11h 26m2 stops
Mon, Feb 3 - Thu, Feb 6
3:00 pm - 4:40 pmALB-ORD
2h 40mnonstop
12:35 pm - 3:36 pmORD-ALB
2h 01mnonstop
$241American Airlines
Find Deal
Tue, Feb 4 - Tue, Feb 11
12:20 pm - 4:14 pmALB-ORD
4h 54m1 stop
12:35 pm - 3:36 pmORD-ALB
2h 01mnonstop
$251American Airlines
Find Deal
Tue, Feb 4 - Tue, Feb 11
12:40 pm - 4:13 pmALB-ORD
4h 33m1 stop
6:45 am - 11:58 amORD-ALB
4h 13m1 stop
$261Delta
Find Deal
Wed, Jan 29 - Tue, Feb 4
5:52 am - 8:54 amALB-MDW
4h 02m1 stop
9:33 am - 4:19 pmMDW-ALB
5h 46m1 stop
$261Delta
Find Deal
Wed, Jan 29 - Tue, Feb 4
11:40 am - 6:20 pmBDL-MDW
7h 40m1 stop
$55Frontier
Find Deal
Thu, Feb 27
12:02 pm - 6:54 pmBDL-ORD
7h 52m1 stop
$55Frontier
Find Deal
Tue, Mar 18
6:00 pm - 8:13 pmBDL-ORD
27h 13m1 stop
$79Spirit Airlines
Find Deal
Mon, Feb 10
11:17 am - 10:03 pmBDL-ORD
11h 46m1 stop
$89Spirit Airlines
Find Deal
Wed, Feb 26
4:41 pm - 11:16 amBDL-ORD
19h 35m2 stops
Mon, Feb 24
3:00 pm - 10:29 pmBDL-ORD
8h 29m1 stop
Tue, Apr 29
6:15 am - 7:55 amALB-ORD
2h 40mnonstop
$121United Airlines
Find Deal
Tue, Feb 11
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
$121Southwest
Find Deal
Wed, Feb 19
6:09 am - 7:57 amALB-ORD
2h 48mnonstop
$128United Airlines
Find Deal
Sat, Feb 22
6:55 am - 8:25 amALB-MDW
2h 30mnonstop
$128Southwest
Find Deal
Sat, Feb 22
6:00 pm - 12:39 pmBDL-ORD
19h 39m2 stops
7:00 am - 5:05 pmORD-BDL
33h 05m3 stops
$345Spirit Airlines
Find Deal
Mon, Jan 13 - Wed, Jan 15
6:15 am - 12:57 pmBDL-ORD
7h 42m1 stop
7:00 am - 5:05 pmORD-BDL
33h 05m3 stops
Mon, Jan 13 - Wed, Jan 15
7:56 pm - 2:34 pmBDL-ORD
19h 38m1 stop
6:25 pm - 9:43 pmORD-BDL
2h 18mnonstop
$419United Airlines
Find Deal
Sat, Jan 11 - Sun, Jan 12
5:45 am - 6:40 pmALB-ORD
13h 55m2 stops
9:20 am - 11:43 pmORD-ALB
13h 23m2 stops
$496United Airlines
Find Deal
Mon, Jan 13 - Tue, Jan 21
1:00 pm - 4:12 pmBTV-MDW
4h 12m1 stop
6:28 pm - 11:13 pmMDW-BTV
3h 45m1 stop
$669Delta
Find Deal
Sat, Jan 11 - Mon, Jan 13
5:10 am - 9:55 amBTV-ORD
5h 45m1 stop
4:58 pm - 11:13 pmORD-BTV
5h 15m1 stop
$669Delta
Find Deal
Sat, Jan 11 - Mon, Jan 13
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
12:05 pm - 2:55 pmMDW-ALB
1h 50mnonstop
$694Southwest
Find Deal
Mon, Jan 13 - Thu, Jan 16
1:55 pm - 7:45 pmALB-MDW
6h 50m1 stop
12:05 pm - 2:55 pmMDW-ALB
1h 50mnonstop
$704Southwest
Find Deal
Mon, Jan 13 - Thu, Jan 16
6:56 am - 8:41 amALB-ORD
2h 45mnonstop
4:30 pm - 12:18 amORD-ALB
6h 48m1 stop
$704American Airlines
Find Deal
Sun, Jan 12 - Fri, Jan 17
3:00 pm - 4:40 pmALB-ORD
2h 40mnonstop
12:35 pm - 3:36 pmORD-ALB
2h 01mnonstop
$877American Airlines
Find Deal
Sun, Jan 12 - Fri, Jan 17
3:00 pm - 4:40 pmALB-ORD
2h 40mnonstop
12:35 pm - 3:36 pmORD-ALB
2h 01mnonstop
$241American Airlines
Find Deal
Tue, Feb 4 - Tue, Feb 11
6:56 am - 8:41 amALB-ORD
2h 45mnonstop
12:35 pm - 3:36 pmORD-ALB
2h 01mnonstop
$255American Airlines
Find Deal
Thu, Feb 6 - Mon, Feb 10
3:00 pm - 4:40 pmALB-ORD
2h 40mnonstop
9:47 am - 12:53 pmORD-ALB
2h 06mnonstop
$256American Airlines
Find Deal
Thu, Jan 30 - Mon, Feb 3
6:09 am - 7:57 amALB-ORD
2h 48mnonstop
6:35 pm - 9:38 pmORD-ALB
2h 03mnonstop
$262United Airlines
Find Deal
Tue, Feb 18 - Wed, Feb 19
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
12:50 pm - 3:40 pmMDW-ALB
1h 50mnonstop
$262Southwest
Find Deal
Wed, Feb 26 - Tue, Mar 11
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
1:45 pm - 4:35 pmMDW-ALB
1h 50mnonstop
$269Southwest
Find Deal
Thu, Jan 30 - Mon, Feb 3
4:30 pm - 6:22 pmALB-ORD
2h 52mnonstop
6:35 pm - 9:38 pmORD-ALB
2h 03mnonstop
$275United Airlines
Find Deal
Tue, Feb 11 - Fri, Feb 14
4:32 pm - 6:20 pmBTV-ORD
2h 48mnonstop
11:10 am - 2:20 pmORD-BTV
2h 10mnonstop
$279United Airlines
Find Deal
Mon, Feb 3 - Thu, Feb 6
4:16 pm - 5:52 pmALB-ORD
2h 36mnonstop
9:12 am - 12:17 pmORD-ALB
2h 05mnonstop
$282American Airlines
Find Deal
Thu, Feb 13 - Sat, Feb 15
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
1:45 pm - 4:35 pmMDW-ALB
1h 50mnonstop
$283Southwest
Find Deal
Tue, Feb 25 - Wed, Feb 26

Delta flights from Vermont to Chicago

Our best Delta deals on Vermont to Chicago flight tickets
Delta
Jan 29
ALB12:40 pmAlbany Intl
4h 33m
1 stop
ORD4:13 pmChicago O'Hare Intl
Feb 4
ORD6:45 amChicago O'Hare Intl
4h 13m
1 stop
ALB11:58 amAlbany Intl
Delta
Jan 29
ALB3:25 pmAlbany Intl
5h 34m
1 stop
ORD7:59 pmChicago O'Hare Intl
Feb 1
ORD6:45 amChicago O'Hare Intl
4h 15m
1 stop
ALB12:00 pmAlbany Intl
Delta
Jan 24
ALB5:45 amAlbany Intl
6h 08m
1 stop
ORD10:53 amChicago O'Hare Intl
Jan 26
ORD4:55 pmChicago O'Hare Intl
5h 32m
1 stop
ALB11:27 pmAlbany Intl

United Airlines flights from Vermont to Chicago

Our best United Airlines deals on Vermont to Chicago flight tickets
United Airlines
Feb 18
ALB6:09 amAlbany Intl
2h 48m
ORD7:57 amChicago O'Hare Intl
Feb 19
ORD6:35 pmChicago O'Hare Intl
2h 03m
ALB9:38 pmAlbany Intl
United Airlines
Feb 11
BDL10:40 amHartford Bradley Intl
4h 54m
1 stop
ORD2:34 pmChicago O'Hare Intl
Feb 11
ORD6:20 pmChicago O'Hare Intl
18h 49m
2 stops
BDL2:09 pmHartford Bradley Intl
United Airlines
Feb 3
BTV4:32 pmBurlington
2h 48m
ORD6:20 pmChicago O'Hare Intl
Feb 6
ORD11:10 amChicago O'Hare Intl
2h 10m
BTV2:20 pmBurlington

See travel insights to Chicago from

How to get the cheapest flight ticket from Vermont to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Vermont, with most prices found around $329. If you’re not able to fly to Chicago in January, then July is your next best option. Flight prices from Vermont to Chicago during July average around $329.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $359. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Vermont to Chicago for around $412.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Vermont to Chicago during this time can be as low as $339. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $379.

What is the cheapest Vermont to Chicago flight route?

Fly from Burlington to Chicago O'Hare Intl for the best Vermont - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Vermont is 26 days out, which is when prices tend to be around $393. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $259.

What cabin class options are available on Vermont to Chicago flights?

There are 4 cabin classes available to choose from on Vermont to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Vermont to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Vermont to Chicago

Best Price Found

$55

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Vermont in the past 72 hours is $55. The best round-trip flight deal from Vermont to Chicago found on momondo in the last 72 hours is $120.
The fastest flight from Vermont to Chicago takes 2h 10m
Direct flights go from Vermont to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • When did momondo last update prices for flights from Vermont to Chicago?

    Prices for flights from Vermont to Chicago refresh daily.

  • How many operators does momondo search for flights from Vermont to Chicago?

  • How old do you have to be to fly from Vermont to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Vermont to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Vermont to Chicago?


Best airlines flying from Vermont to Chicago

Compare and see reviews for airlines that fly from Vermont to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $227Free CancellationRating
8.0
8,501 reviews
Search Delta flights
United AirlinesPriceFrom $259Free CancellationRating
7.4
8,942 reviews
Search United Airlines flights
American AirlinesPriceFrom $263Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Vermont to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Vermont to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Vermont to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Vermont with this policy.

How can momondo help me find flights from Vermont to Chicago?

momondo helps you find the best flight between Vermont and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Vermont to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Vermont to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago