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Cheap flights from Vermont to Chicago Midway Airport 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 Midway Airport departing on 2/20. 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 from Vermont to Chicago

The cheapest plane tickets from Vermont to Chicago found on KAYAK recently.
4:24 pm - 11:58 pmBDL-MDW
8h 34m1 stop
7:25 am - 6:42 pmMDW-BDL
10h 17m1 stop
$130Frontier
Find Deal
Mon, Mar 10 - Thu, Mar 13
2:27 pm - 11:58 pmBDL-MDW
10h 31m1 stop
7:10 pm - 10:40 amMDW-BDL
14h 30m1 stop
$133Frontier
Find Deal
Fri, Feb 28 - Sat, Mar 1
2:28 pm - 11:58 pmBDL-MDW
10h 30m1 stop
8:30 am - 11:07 amMDW-BDL
25h 37m1 stop
$140Frontier
Find Deal
Mon, Mar 3 - Tue, Mar 4
7:07 pm - 7:35 pmBDL-MDW
25h 28m1 stop
1:05 pm - 11:04 amMDW-BDL
20h 59m1 stop
$150Frontier
Find Deal
Tue, Apr 8 - Fri, Apr 11
7:00 am - 8:35 amBDL-MDW
2h 35mnonstop
11:30 am - 2:30 pmMDW-BDL
2h 00mnonstop
$257Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
10:25 am - 3:55 pmMDW-ALB
4h 30m1 stop
$259Southwest
Find Deal
Wed, Feb 26 - Wed, Mar 5
6:00 am - 7:45 amBDL-MDW
2h 45mnonstop
10:30 am - 4:15 pmMDW-BDL
4h 45m1 stop
$261Southwest
Find Deal
Tue, Mar 4 - Tue, Mar 4
5:50 am - 8:51 amALB-MDW
4h 01m1 stop
10:57 am - 5:50 pmMDW-ALB
5h 53m1 stop
$269Delta
Find Deal
Wed, Feb 26 - Wed, Mar 5
7:00 am - 1:05 pmBDL-MDW
7h 05m1 stop
6:28 pm - 11:03 pmMDW-BDL
3h 35m1 stop
$277Delta
Find Deal
Thu, Feb 13 - Mon, Feb 17
12:40 pm - 6:11 pmALB-MDW
6h 31m1 stop
6:28 pm - 11:25 pmMDW-ALB
3h 57m1 stop
$309Delta
Find Deal
Fri, Feb 21 - Mon, Feb 24
11:40 am - 6:20 pmBDL-MDW
7h 40m1 stop
$55Frontier
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Thu, Feb 20
2:28 pm - 11:58 pmBDL-MDW
10h 30m1 stop
$61Frontier
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Mon, Feb 24
8:14 pm - 12:24 pmBDL-MDW
17h 10m1 stop
$65Frontier
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Thu, May 1
8:14 pm - 12:24 pmBDL-MDW
17h 10m1 stop
$66Frontier
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Thu, May 1
6:45 am - 8:05 amALB-MDW
2h 20mnonstop
$125Southwest
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Thu, Mar 6
7:30 am - 9:15 amBDL-MDW
2h 45mnonstop
$129Southwest
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Mon, Feb 24
5:27 pm - 10:20 pmBDL-MDW
5h 53m1 stop
$139Delta
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Tue, Feb 25
6:00 am - 8:45 amALB-MDW
3h 45m1 stop
$155Delta
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Sat, Mar 22
7:00 am - 6:41 pmBDL-MDW
12h 41m2 stops
Thu, May 29
6:30 am - 5:36 pmBDL-MDW
12h 06m2 stops
Thu, Mar 13
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
1:45 pm - 4:35 pmMDW-ALB
1h 50mnonstop
$536Southwest
Find Deal
Tue, Jan 28 - Wed, Feb 12
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
5:05 pm - 10:20 pmMDW-ALB
4h 15m1 stop
$546Southwest
Find Deal
Tue, Jan 28 - Wed, Feb 12
9:15 am - 6:50 pmALB-MDW
10h 35m2 stops
1:45 pm - 4:35 pmMDW-ALB
1h 50mnonstop
$551Southwest
Find Deal
Tue, Jan 28 - Wed, Feb 12
9:50 am - 7:25 pmALB-MDW
10h 35m2 stops
8:10 am - 3:55 pmMDW-ALB
6h 45m1 stop
$561Southwest
Find Deal
Tue, Jan 28 - Wed, Feb 12
7:00 am - 1:08 pmBTV-MDW
7h 08m1 stop
5:07 pm - 11:56 pmMDW-BTV
5h 49m1 stop
$689Delta
Find Deal
Fri, Jan 24 - Mon, Jan 27
6:00 am - 4:21 pmBTV-MDW
11h 21m2 stops
6:28 pm - 11:13 pmMDW-BTV
3h 45m1 stop
$694Delta
Find Deal
Fri, Jan 24 - Mon, Jan 27
6:06 am - 11:59 amALB-MDW
6h 53m1 stop
10:57 am - 5:50 pmMDW-ALB
5h 53m1 stop
$724Delta
Find Deal
Mon, Jan 27 - Mon, Feb 3
12:40 pm - 6:14 pmALB-MDW
6h 34m1 stop
6:28 pm - 11:27 pmMDW-ALB
3h 59m1 stop
$807Delta
Find Deal
Fri, Jan 24 - Sun, Jan 26
5:10 am - 12:46 pmBTV-MDW
8h 36m2 stops
12:44 pm - 11:13 pmMDW-BTV
9h 29m2 stops
$819Delta
Find Deal
Fri, Jan 24 - Mon, Jan 27
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
1:45 pm - 4:35 pmMDW-ALB
1h 50mnonstop
$823Southwest
Find Deal
Mon, Jan 27 - Tue, Jan 28
7:00 am - 8:35 amBDL-MDW
2h 35mnonstop
11:30 am - 2:30 pmMDW-BDL
2h 00mnonstop
$257Southwest
Find Deal
Thu, Feb 13 - Mon, Feb 17
7:30 am - 9:00 amALB-MDW
2h 30mnonstop
12:05 pm - 2:55 pmMDW-ALB
1h 50mnonstop
$269Southwest
Find Deal
Thu, Feb 27 - Mon, Mar 3
6:05 pm - 7:30 pmBDL-MDW
2h 25mnonstop
1:55 pm - 5:00 pmMDW-BDL
2h 05mnonstop
$277Southwest
Find Deal
Tue, May 6 - Sat, May 10
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
8:25 pm - 11:20 pmMDW-ALB
1h 55mnonstop
$289Southwest
Find Deal
Tue, Mar 4 - Sun, Mar 9
6:25 pm - 8:00 pmBDL-MDW
2h 35mnonstop
1:55 pm - 4:55 pmMDW-BDL
2h 00mnonstop
$297Southwest
Find Deal
Sat, Feb 22 - Sat, Mar 1
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
1:45 pm - 4:35 pmMDW-ALB
1h 50mnonstop
$299Southwest
Find Deal
Wed, Feb 26 - Wed, Mar 5
6:00 am - 7:45 amBDL-MDW
2h 45mnonstop
8:00 pm - 11:00 pmMDW-BDL
2h 00mnonstop
$312Southwest
Find Deal
Wed, Mar 5 - Sat, Mar 8
7:05 am - 8:35 amALB-MDW
2h 30mnonstop
12:05 pm - 2:55 pmMDW-ALB
1h 50mnonstop
$314Southwest
Find Deal
Thu, Feb 20 - Thu, Feb 20
5:45 am - 7:15 amALB-MDW
2h 30mnonstop
2:10 pm - 5:00 pmMDW-ALB
1h 50mnonstop
$316Southwest
Find Deal
Sun, Feb 9 - Thu, Feb 13
8:00 pm - 9:35 pmBDL-MDW
2h 35mnonstop
8:20 pm - 11:25 pmMDW-BDL
2h 05mnonstop
$325Southwest
Find Deal
Thu, Feb 27 - Sun, Mar 2

Frontier flights from Vermont to Chicago Midway Airport

Our best Frontier deals on Vermont to Chicago Midway Airport flight tickets
Frontier
Mar 10
BDL4:24 pmHartford Bradley Intl
8h 34m
1 stop
MDW11:58 pmChicago Midway
Mar 13
MDW7:25 amChicago Midway
10h 17m
1 stop
BDL6:42 pmHartford Bradley Intl
Frontier
Feb 28
BDL2:27 pmHartford Bradley Intl
10h 31m
1 stop
MDW11:58 pmChicago Midway
Mar 1
MDW7:10 pmChicago Midway
14h 30m
1 stop
BDL10:40 amHartford Bradley Intl
Frontier
Mar 3
BDL2:28 pmHartford Bradley Intl
10h 30m
1 stop
MDW11:58 pmChicago Midway
Mar 4
MDW8:30 amChicago Midway
25h 37m
1 stop
BDL11:07 amHartford Bradley Intl

Delta flights from Vermont to Chicago Midway Airport

Our best Delta deals on Vermont to Chicago Midway Airport flight tickets
Delta
Feb 26
ALB5:50 amAlbany Intl
4h 01m
1 stop
MDW8:51 amChicago Midway
Mar 5
MDW10:57 amChicago Midway
5h 53m
1 stop
ALB5:50 pmAlbany Intl
Delta
Feb 13
BDL7:00 amHartford Bradley Intl
7h 05m
1 stop
MDW1:05 pmChicago Midway
Feb 17
MDW6:28 pmChicago Midway
3h 35m
1 stop
BDL11:03 pmHartford Bradley Intl
Delta
Feb 21
ALB12:40 pmAlbany Intl
6h 31m
1 stop
MDW6:11 pmChicago Midway
Feb 24
MDW6:28 pmChicago Midway
3h 57m
1 stop
ALB11:25 pmAlbany Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Vermont to Chicago Midway Airport

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 time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Vermont in the morning is the least expensive time of day to depart. momondo users have found prices as low as $503 when looking at flights departing in the morning. Try not to purchase tickets in the morning because they tend to be around $503. Of course, these prices can vary depending on the time of year and what airport you fly to.

Cheap Vermont to Chicago Midway Airport flight deals and tips

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

Best Price Found

$55

Fastest flight time

2h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Vermont in the past 72 hours is $55. The best round-trip flight deal from Vermont to Chicago Midway Airport found on momondo in the last 72 hours is $130.
The fastest flight from Vermont to Chicago Midway Airport takes 2h 10m
Direct flights go from Vermont to Chicago Midway Airport every day.

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

    Prices for flights from Vermont to Chicago Midway Airport are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Vermont to Chicago Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.


Traveling to a place near Chicago?

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

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Vermont to Chicago for you.

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 offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Vermont to Chicago.

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

Of course. momondo tracks the price of Vermont to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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