Find cheap flights from Illinois to Rutland

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Find cheap flights from Illinois to Rutland

Search hundreds of travel sites at once for deals on flights to Rutland. Bundle your flight + hotel and save!

Round-trip
Economy
Washington (WAS)
Rutland
Tue 9/28
Tue 10/5
Any month
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Good to know

Low season

SeptemberBest time to beat the crowds with an average 4% drop in price.

High season

JanuaryMost popular time to fly with an average 10% increase in price.

Average price round-trip

$606(avg. price over the last 2 weeks)

Good deal round-trip

$98or less

Good deal one-way

$49or less

FAQs for booking flights from Illinois to Rutland

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Top airline flying Illinois to Rutland

Scores according to KAYAK customer reviews

8.1
JetBlue
Overall score based on 19,760 reviews
8.3
Boarding
8.2
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews

Cons: "Tv dont work in a fly of 4hr 30 min"

Cons: "Was 2hrs behind schedule"

Cons: "This flight was very delayed"

Pros: "Free wireless"
Cons: "I'm not in Charlotte"

Pros: "Service was awesome, 100% recommended"

Pros: "The crew was good, and they tried to make up for the delay with a gift certificate"
Cons: "More than three hours of delay because there was no crew assigned to that flight"

Cons: "Everything could have been better. Flight delayed 3 hours due to JetBlue schedule mismanagement. No consideration for elderly when we had to change gates across airport. Poor communication on flight updates. And then as a perk to make up for delays, tried to sell us a credit card. Just Awful."

Pros: "crew was friendly enough, provided the bare minimum of service"
Cons: "running water in the bathrooms hot coffee and tea"

Pros: "Loved the roomy seats"
Cons: "Sound system was low quality. Hard to here the movie."

Pros: "Unbelievable for the price."
Cons: "Nothing bad to say."

Cons: "Left very late because of delayed inbound flight and need for deicing."

Pros: "The rescheduling of my flight via a phone call"
Cons: "The delay of course"

Cons: "My first flight was delayed an hour due to pilot error (we left the gate on time, but sat on the tarmac for an hour). This caused me to miss my connecting flight, which stranded me at JFK because they only had one flight per day to my destination. JetBlue's customer service told me I could not reach my destination until the next day, which was unacceptable (I had a morning interview). In fact, the only thing they said they could do was *PARTIALLY* refund my ticket, even though they stranded me in a completely different city. They also said I would "be able to" book a new flight with a different carrier, which cost roughly $400, using my own money. In the end, I spent about an hour talking with customer service until they were "nice enough" to do a partial refund with an additional credit equaling the remainder of my $400 ticket to fly with them in the future. It was still a very poor interaction with customer service."

Cons: "2 hours late!"

Cons: "The cabin crew was a little lacking and the captain did not mentioned that we had landed almost a full hour later than scheduled."

Pros: "Pilot’s smooth take off and landing."
Cons: "The weather haha."

Pros: "I liked that the pilot was able to make up some time because our flight was delayed over one hour in Chicago."
Cons: "The notification that the flight was boarding early. I enabled notifications and still did not receive notification that the plane was boarding."

Pros: "Nothing"
Cons: "Being delayed from 6am to 1:30pm"

Pros: "Flight was delayed 30 minutes at takeoff but landed when it was scheduled, so it was fine. Flight attendants didn’t make you stay in your seat, so you could use the lavatory. A fine, uneventful flight. Free WiFi. Snacks. Drinks. Fairly comfortable seats with decent legroom."
Cons: "Wish the seats in front of the emergency exit reclined."

Pros: "The crew was unfailing cheerful and helpful. The seats are comfortable and there’s a little more space than some airlines. The fight and particularly the landing was very smooth. Great experience!"

Pros: "I appreciate that they let families with strollers board after Group A, there seems to be more space than the major carriers, and the snacks are good!"
Cons: "My Satellite XM radio didn’t seem to be working."

Pros: "Turbulence, wait time before landing and staying still for long periods on bothends"

Pros: "More leg room Affordable prices Snacks dunkin donut coffee Pleasant flight attendant Punctuality"
Cons: "Nothing"

Pros: "This flight is 3 + hours delayed, and I think it’s because Jet Blue didn’t have a full flight for the 8:30 am departure, this is unacceptable and I need to be compensated for my time Winston White"
Cons: "This flight is 3 + hours delayed, and I think it’s because Jet Blue didn’t have a full flight for the 8:30 am departure, this is unacceptable and I need to be compensated for my time Winston White"

Pros: "The crew talked a big game. They were ready for anything, including loss of cabin pressure, paid snacks, and even a water landing."
Cons: "No water landing! I was excited to float around on a hot day, go down an awesome slide, and catch some sick waves, but come on people, we never even got a chance!"

Cons: "could not make it in time. Then we got on plane and pilot said it was an electrical problem on the flight but the generators were now up and at em again. Very hair raising ride for me - got in at 2:30 am with another hour to drive home - and I lost a LOT of confidence which I have always had in Jet Blue. I hope this is not the future we can expect with you"

Pros: "Entertainment, food, crew, and cleanliness were 100000% on point. Loved it."
Cons: "Turbulence and the flight was longer than necessary because we had to go around bad weather. Not the fault of JetBlue!"

Pros: "Cheerful, efficient service. No hidden costs. Free gate to gate WiFi. Comfortable seats. Never flown them before and they are now at the top of my list."
Cons: "Nothing yet."

Pros: "Adequate leg room and ability to take a carry on we if your extra charge"

Pros: "Easy boarding, friendly staff, nice choice of snacks and beverages. The JetBlue app is very useful."
Cons: "My in flight entertainment never worked. All I had available to look at was the JetBlue commercial channel showing me all of the entertainment I wasn’t able to watch. Not even the live view map worked. One of the attendants said something about resetting the system but I didn’t notice a change. I said something to one of the attendants a little later and she tried doing a reset again, but still no success. I could see other screens working fine and people were watching various programs while I just stared at a static map of the continental United States. Oh well, at least I was able to stream Netflix because of the free inflight WiFi."

Pros: "Seats were pretty comfortable with decent legroom."
Cons: "Plane was freezing cold, but a blanket had to be purchased."

Cons: "The flight was delayed and we would have missed our connection in NYC. So we had to cancel the trip."

Cons: "my flight was delayed for 2 hours and there was no compensation for it"

Pros: "The comfort of the seats are amazing. I was able to sleep through almost all of the flight."

Cons: "When I scanned my boarding pass the Jetblue staff member told me my carry on was too big and had to be checked. This was puzzling to me because I travel often and do not have a problem with that bag. As I was sitting on the plane I saw everyone's bag's were bigger especially the man next to me. His was significantly larger and he had a large duffle bag between his legs causing him to manspread into my area. and yet i was told "make sure your purse is under the seat" seriously?! What about his giant duffle bag and huge carry on roller?!"

Pros: "Captain and crew"
Cons: "Luggage handling"

Cons: "Movies didn't work and we were one hour delayed on the runway."

Pros: "The only good things about this flight were: - The crew at the gate were very friendly and attentive - We arrived safely without incident"
Cons: "We were delayed 2 times before boarding. We were delayed 1 more time while on the plane. The pilot told us there was equipment trouble that had been fixed, but there was paperwork to fill out and it would only be a few minutes...and then radio silence for 30 minutes before pulling back. The flight attendants rushed through the pre-flight announcents and I could only understand about 60% of it due to speed, volume and accent. Despite asking me for my drink order, it never came...and I only heard a few soda cans pop open at all. Did they just decide not to serve us? She even gave me a napkin for it. Luckily when they put the snack basket in front of me, there was a tiny bottle of water, which I grabbed...little did I know, that was all I would get. The flight attendants were just tapping in the back of the plane the rest of the flight. They didn’t even bother collecting garbage until we were on final approach. They also never did the normal checks before landing."

Cons: "flight was delayed 2 hours :("

Pros: "Crew was happy and friendly"
Cons: "Can’t think of anything"

Pros: "They refund me the money"
Cons: "I almost lost my international connection, had to pay double to get my destination on time"

Pros: "Ez check in with kiosk"
Cons: "I would like to see an organic food option, even with a fee if necessary. Recommendation, fruit like banana or apple. Certified organic."

Pros: "Boarding system efficient. Lots of leg room. Choice of snacks. Good service."

Pros: "Entertainment on board"
Cons: "My flights was delayed"

Pros: "Extra leg room"
Cons: "On both legs of our vacation, going and coming we experienced long delays , 2 hours Boston.to Vhicago and 3 hours Chicago to Boston"

Pros: "This was my first time with JetBlue and I was pleasantly surprised with the size of the plane. It was pretty comfortable"

Pros: "Friendly staff and the on board entertainment and snacks"
Cons: "The last time I took JetBlue the flight was delayed by almost 3 hours"

Pros: "the plane was good!"
Cons: "the plane boarded late"

Pros: "Crew was great. Captain provided lots of updates and provided useful site information prior to landing"
Cons: "TV kept on blacking out"

Read more about JetBlue
COVID-19 information

Safety measures for airlines flying from Illinois to Rutland

Airlines flying from Illinois to Rutland have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Illinois to Rutland

Mandatory masks

Masks required on board, masks provided on flights from Illinois to Rutland

Social distancing seating

Middle seats unavailable to book on flights from Illinois to Rutland

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Illinois to Rutland

Book cheap flights from Illinois to Rutland

Recent round-trip flight deals

10/23
Sat
1 stop
Multiple Airlines
15h 56m
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10/26
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16h 46m
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10/19
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10/21
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10/21
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12/2
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3/23
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7h 22m
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Recent one-way flight deals

10/3
Sun
1 stop
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10h 50m
ORD - RUT
10/11
Mon
2 stops
Multiple Airlines
16h 30m
ORD - RUT
10/15
Fri
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JetBlue
7h 46m
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10/11
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Multiple Airlines
18h 08m
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10/3
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2 stops
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16h 45m
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10/11
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37h 12m
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