$84+ Cheap flights from Vermont to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Vermont to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Vermont to Chicago
Keep the following information in mind while searching for Vermont to Chicago flight deals. Data was last updated June 12, 2025.
Round-trip from | $214 (Delta) |
|---|---|
One-way from | $84 (Mytrip) |
Popular in | April |
Cheapest in | May |
Average price | $372 |
Good round-trip deal | $340 or less |
Good one-way deal | $224 or less |
Find flight deals from Vermont to Chicago
Cheapest flights from Vermont to ChicagoExplore the most affordable flight options available from Vermont to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
Explore the most affordable flight options available from Vermont to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Vermont to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Vermont to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
BurlingtonChicago
BTV - MDW
BTVMDW
Burlington
Tue 7/1
7:20 am-12:29 pm
1 stop6h 09m
Chicago Midway
Tue 7/8
6:20 pm-10:59 pm
1 stop3h 39m
BurlingtonChicago
BTV - ORD
BTVORD
Burlington
Fri 7/4
2:25 pm-7:10 pm
1 stop5h 45m
Chicago O'Hare Intl
Tue 7/8
7:00 am-3:19 pm
1 stop7h 19m
BurlingtonChicago
BTV - ORD
BTVORD
Burlington
Tue 7/1
2:36 pm-9:16 pm
1 stop7h 40m
Chicago O'Hare Intl
Sun 7/6
6:35 pm-9:52 pm
Nonstop2h 17m
HartfordChicago
BDL - ORD
BDLORD
Hartford Bradley Intl
Tue 7/15
6:00 am-7:48 am
Nonstop2h 48m
Chicago O'Hare Intl
Wed 7/16
5:56 pm-11:59 pm
1 stop5h 03m
HartfordChicago
BDL - ORD
BDLORD
Hartford Bradley Intl
Wed 11/5
7:19 am-9:05 am
Nonstop2h 46m
Chicago O'Hare Intl
Mon 11/10
8:00 am-11:09 am
Nonstop2h 09m
HartfordChicago
BDL - MDW
BDLMDW
Hartford Bradley Intl
Sat 11/8
9:45 am-6:45 pm
2 stops10h 00m
Chicago Midway
Mon 11/10
11:55 am-2:55 pm
Nonstop2h 00m
HartfordChicago
BDL - ORD
BDLORD
Hartford Bradley Intl
Fri 7/11
4:08 pm-8:55 am
1 stop17h 47m
Chicago O'Hare Intl
Sun 7/13
11:11 am-9:20 am
1 stop21h 09m
BurlingtonChicago
BTV - ORD
BTVORD
Burlington
Fri 8/29
4:57 pm-6:33 pm
Nonstop2h 36m
Chicago O'Hare Intl
Tue 9/2
6:06 am-11:52 am
1 stop4h 46m
HartfordChicago
BDL - ORD
BDLORD
Hartford Bradley Intl
Mon 7/7
10:58 am-5:21 pm
1 stop7h 23m
Chicago O'Hare Intl
Thu 7/10
11:11 am-9:20 am
1 stop21h 09m
HartfordChicago
BDL - MDW
BDLMDW
Hartford Bradley Intl
Sun 8/31
1:00 pm-6:37 pm
1 stop6h 37m
Chicago Midway
Wed 9/3
10:11 am-5:59 pm
1 stop6h 48m
Best time to book a flight from Vermont to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Vermont with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Vermont to Chicago
What is the cheapest month to book a flight from Vermont to Chicago?
Currently, August is the cheapest month in which you can book a flight from Vermont to Chicago (average of $245). Flying from Vermont to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from VT to CHI?
Find hourly flight availability from Vermont to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.
When flying from Vermont to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Vermont to Chicago
Explore weekly flight availability from Vermont to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 12, 2025.
The most flights from USVT to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 12, 2025.
Read through reviews of airlines operating flights from Vermont to Chicago, such as Southwest, Delta and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
John,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Vermont to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Vermont?
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Alternative routes for Vermont to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Vermont to Chicago
Discover the top 3 airlines that operate flights from Vermont to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$125 | Average$358 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$333 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$363 | FlexibilityNo cancel fee | On-time69% |