Find Cheap Flights from Vermont to Chicago

Search hundreds of travel sites at once for deals on flights to Chicago

Depart
Return
Any month
Compare vs. KAYAK |

Vermont to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Vermont
Flight Price $219
Airlines American Airlines, JetBlue, Delta

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

Airports
Origin
Burlington
$219
only
$219
Rutland
$244
only
$244
Destination
Chicago
$219
only
$219
$302
only
$302
Sun, Aug 18
BTV
Burlington
ORD
Chicago O'Hare Intl
2h 31m
Wed, Aug 21
ORD
Chicago O'Hare Intl
BTV
Burlington
2h 10m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 37,781 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
SEA
PHX
Okay 5.6

Pros: Crew was very friendly

Cons: Seats were extremely uncomfortable, and hurt my back very much.

MDT
PHL
Okay 5.3

Pros: Plane was late missed all connecting flights

MCO
PHL
Excellent 10.0

Pros: Crew was amazing

Cons: N/a

MAD
JFK
Okay 4.6

Pros: The crew was good

Cons: More space in coach between seats

CAE
CLT
Excellent 10.0

Pros: Easy access and commute

Sat, May 4
BTV
Burlington
ORD
Chicago O'Hare Intl
9h 15m
Wed, May 8
ORD
Chicago O'Hare Intl
BTV
Burlington
13h 29m
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 16,803 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
SAV
JFK
Good 7.0

Pros: clean plane, efficient crew, good value

RSW
BOS
Excellent 9.3

Pros: Free Wi-Fi

Cons: Outlets on plane for charging phone

KIN
JFK
Excellent 9.0

Cons: Crew did a great job. Flight attendants were very nice

MSY
BOS
Good 6.3

Pros: Crew was really great trying to defuse a challenging delay with really great customer service.

Cons: Both flights between Boston and New Orleans were delayed due to mechanical issues. We waited on the plane for 1 1/2 hours before returning to gate to correct the problem. Then needed to top off the fuel. I appreciate safety precautions but makes me concerned about the quality of the equipment.

DCA
JAX
Excellent 9.3

Pros: I liked the take off and the landing, the two things I hate most, especially the landing... It was smooth...

Sat, Apr 27
BTV
Burlington
ORD
Chicago O'Hare Intl
5h 50m
Tue, Apr 30
ORD
Chicago O'Hare Intl
BTV
Burlington
6h 02m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
SJO
Excellent 10.0

Cons: Great flight. On time and friendly staff.

BGR
LGA
Okay 4.0

Cons: If it had left on time Waited 3 hours at the airport

MCI
DTW
Excellent 8.0

Cons: If there could have been some sort of service at DTW to take customers to the gate of their connecting flight, for cases of really short time window of course, it’d be extremely helpful.

CDG
MSP
Excellent 8.3

Pros: Excellent cabin crew!

Cons: Boarding on time and announcing changes to the bowrding schedule instead of leaving customers guessing.

SEA
SAN
Excellent 10.0

Pros: It was a nice flight. No troubles

Cons: Nothing

Fri, Jul 5
RUT
Rutland
ORD
Chicago O'Hare Intl
7h 39m
Mon, Jul 8
ORD
Chicago O'Hare Intl
RUT
Rutland
4h 25m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Apr 2
RUT
Rutland
ORD
Chicago O'Hare Intl
7h 56m
Wed, Apr 3
ORD
Chicago O'Hare Intl
RUT
Rutland
5h 52m
Trip: 2 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 16,803 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
LGB
BOS
Mediocre 3.3

Cons: The crew was SO loud. I did not sleep at all on this night flight.

BOG
FLL
Excellent 10.0

Cons: Evetying was excelent

LGA
MCO
Okay 5.0

Cons: Leaving on time. We got in at 4 AM.

SRQ
JFK
Good 6.6

Pros: The crew was nice. The pilot kept us informed - problem with paperwork so we could not depart and we were just sitting at the gate.

Cons: The plane was very late and then in addition there was a problem with the paperwork so we were further held up. Meant we got in at a bad time for rush hour in NY. A 3 hour flight ended up taking a whole day. I had already left for the airport by the time I got an alert that the flight was delayed.

NAS
BOS
Good 7.5

Pros: Just a decent flight.

Cons: Boarding was disorganized and people from uncalled groups were blocking access to the line. After landing baggage pickup was unusually slow.

Sat, May 4
BTV
Burlington
ORD
Chicago O'Hare Intl
7h 54m
Wed, May 8
ORD
Chicago O'Hare Intl
BTV
Burlington
5h 27m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
SJO
Excellent 10.0

Cons: Great flight. On time and friendly staff.

SJD
ATL
Excellent 8.3

Pros: The crew very nice and helpful

BRU
JFK
Excellent 8.0

Pros: great flight attendant

YYZ
ATL
Excellent 9.6

Pros: I liked the touch screen displays in each headrest. Seats and leg room comfortable

Cons: Boarding was somewhat unorganized

BKK
ICN
Excellent 9.6

Cons: More comfortable seats!!!

Sat, Apr 13
BTV
Burlington
ORD
Chicago O'Hare Intl
5h 36m
Mon, Apr 15
ORD
Chicago O'Hare Intl
BTV
Burlington
5h 35m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
JFK
SAN
Good 6.0

Pros: Very professional crew.

Cons: The plane was delayed 1 and a half hours getting out of the gate because of a malfunctioning fuel gauge

SJU
JFK
Good 6.0

Cons: Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog

ATL
MSY
Okay 5.2

Cons: CheezIts were too salty. We had to sit on NO tarmac for over 10 minutes because a plane was stuck at our gate...several other gates empty - what's up?

RDU
ATL
Good 6.0

Pros: The seats were awful .how many can squeeze in. .horrible

Cons: Room to breathe, move a little

DTW
PVR
Excellent 10.0

Cons: It was perfect.

Sat, Jun 1
BTV
Burlington
ORD
Chicago O'Hare Intl
7h 54m
Mon, Jul 1
ORD
Chicago O'Hare Intl
BTV
Burlington
4h 22m
Trip: 31 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ANC
SEA
Excellent 9.3

Pros: Good service

Cons: Video system locked up at my seat

BKK
ICN
Excellent 9.6

Cons: More comfortable seats!!!

BOS
SEA
Excellent 10.0

Pros: The crew was so lovely and accommodating, flight was smooth, and I was impressed with the meal service. I travel a lot and this was one of my best experiences. I will definitely favor Delta in the future.

MCO
IND
Good 7.6

Pros: The flight timings and the arrival time

MCI
DTW
Excellent 8.0

Cons: If there could have been some sort of service at DTW to take customers to the gate of their connecting flight, for cases of really short time window of course, it’d be extremely helpful.

Wed, Jul 24
BTV
Burlington
ORD
Chicago O'Hare Intl
4h 04m
Sun, Jul 28
ORD
Chicago O'Hare Intl
BTV
Burlington
5h 02m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
SJO
Excellent 10.0

Cons: Great flight. On time and friendly staff.

MSP
ATL
Excellent 8.0

Pros: Attendant was friendly and efficient.

Cons: No beverages or snacks.

ATL
SJO
Excellent 10.0

Cons: Let was a typical flight. About all you can hope for is that it is on time. That makes it excellent.

OAK
SLC
Excellent 10.0

Cons: Everything was excellent.

BDL
ATL
Excellent 8.0

Pros: I liked the wide variety of movies and snacks available.

Cons: The kid behind me wouldn't stop kicking my seat.

Sat, May 4
BTV
Burlington
MDW
Chicago Midway
3h 55m
Sat, May 11
MDW
Chicago Midway
BTV
Burlington
3h 58m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
TPA
Okay 4.0

Pros: Boarded on time.

Cons: After boarding the door was closed and the jet way was moved back. 5 minutes later they said they were going to bring the jet way back and open door to let more people on board. They broke 2 FAA regulations by doing this and we were delayed an hour because Deltas computer would not allow this.

LIM
ATL
Excellent 9.2

Pros: Delta did a great job getting our checked bags from an overseas arrival to this flight. Boarding smooth.

Cons: Seats are cramped in coach. Fact of life for all carriers.

LAX
SYD
Good 7.6

Pros: The staff was friendly and helpful

Cons: Outlets to charge my electronic devices for the long flight

BKK
ICN
Excellent 9.6

Cons: More comfortable seats!!!

AMS
BOS
Excellent 10.0

Pros: Good seating, great food, good service.

Sat, Jun 22
RUT
Rutland
ORD
Chicago O'Hare Intl
7h 39m
Mon, Jun 24
ORD
Chicago O'Hare Intl
RUT
Rutland
8h 10m
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 16,803 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
LGA
MCO
Okay 5.0

Cons: Leaving on time. We got in at 4 AM.

SFO
BOS
Excellent 8.0

Cons: They had to reset entertainment sets 3 times before they started working. This happens regularly on the SFO to BOS jetblue flight.

BOS
LGA
Mediocre 2.5

Cons: 7 delays announced. Delay up to 4hour5min. Confusing emails sent

JFK
PBI
Okay 5.3

Cons: The boarding process was a mess, people who were not disabled pushing their way to get on first. Gang way overcrowded and not properly managed. American and Delta to much better with their boarding process.

SAV
JFK
Good 7.0

Pros: clean plane, efficient crew, good value

Sat, May 11
BTV
Burlington
MDW
Chicago Midway
3h 55m
Tue, May 14
MDW
Chicago Midway
BTV
Burlington
4h 05m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
RDU
ATL
Good 6.0

Pros: The seats were awful .how many can squeeze in. .horrible

Cons: Room to breathe, move a little

SYD
LAX
Excellent 10.0

Pros: Delta always does a superior job - domestically and internationally!

JFK
DEN
Good 7.2

Pros: Boarding was easy.

Cons: I am 6' 1" tall and weigh 220, so not out of the ordinary and I felt like I was stuffed into a sardine can.

ATL
BOS
Good 6.6

Pros: Delta in flight entertainment is great.

Cons: Always delayed.

YYZ
ATL
Excellent 9.6

Pros: I liked the touch screen displays in each headrest. Seats and leg room comfortable

Cons: Boarding was somewhat unorganized

Fri, Jun 21
BTV
Burlington
ORD
Chicago O'Hare Intl
4h 04m
Mon, Jun 24
ORD
Chicago O'Hare Intl
BTV
Burlington
8h 19m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SEA
SAN
Excellent 10.0

Pros: It was a nice flight. No troubles

Cons: Nothing

OAK
SLC
Excellent 10.0

Cons: Everything was excellent.

CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

BIL
MSP
Excellent 9.6

Pros: The crew was helpful and seemed genuinely nice. The seats felt a little narrow

BRU
JFK
Mediocre 2.6

Cons: Healthier snacks instead of just candy and cookies... an apple for example would be great.

Sat, Jun 22
BTV
Burlington
MDW
Chicago Midway
3h 40m
Mon, Jun 24
MDW
Chicago Midway
BTV
Burlington
5h 46m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
BGR
LGA
Okay 4.0

Cons: If it had left on time Waited 3 hours at the airport

BKK
ICN
Excellent 9.6

Cons: More comfortable seats!!!

SAN
LAS
Excellent 10.0

Pros: Great flight

PBI
ATL
Excellent 10.0

Pros: Crew was great.

JFK
MSY
Excellent 9.0

Cons: Snacks

Thu, Jun 20
BTV
Burlington
MDW
Chicago Midway
3h 58m
Mon, Jun 24
MDW
Chicago Midway
BTV
Burlington
5h 46m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
MSY
Okay 5.2

Cons: CheezIts were too salty. We had to sit on NO tarmac for over 10 minutes because a plane was stuck at our gate...several other gates empty - what's up?

SYD
LAX
Excellent 10.0

Pros: Delta always does a superior job - domestically and internationally!

ATL
SJO
Excellent 10.0

Cons: Let was a typical flight. About all you can hope for is that it is on time. That makes it excellent.

YYZ
ATL
Excellent 9.6

Pros: I liked the touch screen displays in each headrest. Seats and leg room comfortable

Cons: Boarding was somewhat unorganized

BIL
MSP
Excellent 9.6

Pros: The crew was helpful and seemed genuinely nice. The seats felt a little narrow

Sat, Apr 27
BTV
Burlington
MDW
Chicago Midway
6h 53m
Tue, Apr 30
MDW
Chicago Midway
BTV
Burlington
8h 53m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
PWM
ATL
Excellent 9.2

Pros: Flight attendants were very friendly.

JFK
DEN
Good 7.2

Pros: Boarding was easy.

Cons: I am 6' 1" tall and weigh 220, so not out of the ordinary and I felt like I was stuffed into a sardine can.

DTW
BWI
Excellent 8.0

Cons: If there could have been some sort of services to take travelers to their connecting flight, for cases of really short time window of course, it’d be extremely helpful.

SJU
JFK
Good 6.0

Cons: Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog

LAX
SAN
Good 6.0

Pros: Crew was nice, despite multiple hoardings and time delays.

Cons: Plane was originally set to leave at 11:30 am, but was delayed until 3:00 pm for equipment. We boarded the plane at 3:00, the door was closed, and 30 minutes of waiting at the gate, where told to deplane, and the flight would leave at 5:06. There was another flight to San Diego, also delayed for hou

Wed, Aug 21
BTV
Burlington
MDW
Chicago Midway
3h 40m
Sun, Aug 25
MDW
Chicago Midway
BTV
Burlington
4h 30m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
LAX
SYD
Good 7.6

Pros: The staff was friendly and helpful

Cons: Outlets to charge my electronic devices for the long flight

CHS
ATL
Okay 5.0

Cons: I had window seats on all flights and was boarded after those in middle/aisle seats 3 out of 4 times. Less legroom in the cheap seats. High whining pitch on speaker during announcements on last leg.

ATL
SJO
Excellent 10.0

Cons: Great flight. On time and friendly staff.

JFK
MSY
Excellent 9.0

Cons: Snacks

CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

Wed, Jul 31
BTV
Burlington
MDW
Chicago Midway
6h 11m
Sat, Aug 3
MDW
Chicago Midway
BTV
Burlington
4h 30m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SEA
SAN
Excellent 10.0

Pros: It was a nice flight. No troubles

Cons: Nothing

ATL
TPA
Okay 4.0

Pros: Boarded on time.

Cons: After boarding the door was closed and the jet way was moved back. 5 minutes later they said they were going to bring the jet way back and open door to let more people on board. They broke 2 FAA regulations by doing this and we were delayed an hour because Deltas computer would not allow this.

JFK
DEN
Good 7.2

Pros: Boarding was easy.

Cons: I am 6' 1" tall and weigh 220, so not out of the ordinary and I felt like I was stuffed into a sardine can.

PWM
ATL
Excellent 9.2

Pros: Flight attendants were very friendly.

YYZ
ATL
Excellent 9.6

Pros: I liked the touch screen displays in each headrest. Seats and leg room comfortable

Cons: Boarding was somewhat unorganized

Fri, Aug 16
BTV
Burlington
ORD
Chicago O'Hare Intl
7h 09m
Sun, Aug 18
ORD
Chicago O'Hare Intl
BTV
Burlington
2h 05m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
BTV
DTW
Excellent 9.3

Cons: The gate was changed but it was not updated to the app. Many of us were waiting in the wrong gate until 10 mins before departure.

DTW
BWI
Excellent 10.0

Cons: Excellent

DEN
ATL
Good 7.0

Pros: Nothing spectacular.

Cons: The headrests won’t stay up. And it’s hot.

LGA
SRQ
Excellent 8.0

Pros: Didn’t like security. They were rude

Cons: Security

MEM
MSP
Good 7.3

Cons: I booked a business class ticket through klm, but it was a delta code share flight. Delta was unable to locate me in their system, and I had to contact klm myself to straighten it out.

Sat, Apr 13
BTV
Burlington
MDW
Chicago Midway
4h 02m
Mon, Apr 15
MDW
Chicago Midway
BTV
Burlington
8h 35m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
DEN
SEA
Good 7.0

Pros: On time flight, bag made it, great price, can’t complain.

Cons: Seat pretty tight for an average size adult man. No inflight phone charger.

ORD
LGA
Excellent 10.0

Pros: Flight attendant in first class was amazing.

AMS
BOS
Excellent 10.0

Pros: Good seating, great food, good service.

BRU
JFK
Excellent 8.0

Pros: great flight attendant

BDL
ATL
Excellent 8.0

Pros: I liked the wide variety of movies and snacks available.

Cons: The kid behind me wouldn't stop kicking my seat.

*
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.