Find Cheap Flights from Kailua-Kona to Chicago (KOA - CHI)

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FAQs for Booking Kailua-Kona to Chicago Flights

How long does a flight from Kailua-Kona to Chicago take?
An average nonstop flight takes 11h 13m, covering a distance of 4222 miles.
Which airlines provide the cheapest flights from Kailua-Kona to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($610), United ($640) and Alaska Airlines ($673).
Do I need a passport to fly between Kailua-Kona and Chicago?
No.
What’s the cheapest day of the week to fly Kailua-Kona to Chicago?
For Kailua-Kona to Chicago, Wednesday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Chicago back to Kailua-Kona, the best deals are generally found on Monday, with Tuesday being the most expensive.

Book cheap flights from Kailua-Kona to Chicago (round-trip)

Airports
Origin
Kailua-Kona
$610
only
$610
Destination
Chicago
$610
only
$610
$719
only
$719
Wed, Feb 7
KOA
ORD
22h 33m
Tue, Feb 13
ORD
KOA
21h 00m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 13
KOA
ORD
15h 09m
Thu, Feb 22
ORD
KOA
16h 45m
Trip: 10 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53853 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
BOI
DEN
Mediocre 3.6

I found the reason for being late to be questionable They said heavy snow but as i flew in i looked out the window and saw all roads nicely cleared That does not happen in 3 hours

They did not get my liggage to the connecting flight And here i am in Ukraine with no winter clothes at 7 below 3 days later

AUS
IAH
Mediocre 2.6

flights delayed overall

service. flights were delayed and they said there was nothing they could do

ORD
BNA
Excellent 10.0

Everything

MCO
IAH
Mediocre 3.0

Flight was cancelled on our way back home from Gudalajara, was speaking to a representative for almost 2 hours to get me on the next flight the flight representative forgot to put me on hold and told everyone how rude i was, i was not rude i was just trying to get home. The representative couldn’t help me so i asked to be transferred to a manager, after 2 hours i was transferred and the manager hung the phone up. Long story short i called back spoke to another manager Yana and she was the rudest lady ever! She basically told me for waiting to long i will have to be placed on a flight 2 days after my cancellation flight. I started to cry because i needed to be home and she basically did not care so i took the date. Never again and i will warn everyone about this airline and their customer service!

IAD
AMS
Mediocre 2.0

I didn't go. It was $400 just to change my name on my ticket from my maiden name to my married name. I am so disappointed and will never use Kayak again!!!

Tue, Feb 6
KOA
ORD
19h 55m
Wed, Feb 14
ORD
KOA
25h 00m
Trip: 9 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 16448 reviews
Overall
8.6
Boarding
8.7
Comfort
8.4
Crew
8.9
Entertainment
7.9
Food
8.0
SJC
PDX
Excellent 8.5

Good communication from crew.

MSO
PDX
Excellent 10.0

My seat was great . The flight was smooth and on time both ways . The staff was friendly.

SEA
SFO
Okay 5.3

Flew Alaska air - Plenty of leg room and much more than any qantas domestic flight! Empty flight and very short.

Flight was delayed. Inflight entertaining streaming system was not working. Too many people insist on not checking their luggage under, so we almost didn’t have space for our carry on by the time we were allowed to board.

SEA
ORD
Okay 5.6

No free food was offered. Movies were not free.

YVR
SEA
Good 6.6

Flew Alaska air - Plenty of leg room and much more than any qantas domestic flight!

Tue, Feb 6
KOA
ORD
16h 58m
Wed, Feb 14
ORD
KOA
17h 00m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
DTW
ATL
Excellent 8.0

I love Delta, especially their newer planes that have screens in the backs of headrests and free movies.

Leg room is never enough. I'm 6'1".

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

ATL
MBJ
Excellent 8.0

I love Delta, especially their newer planes that have screens in the backs of headrests and free movies.

Leg room is never enough. I'm 6'1".

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

CUN
ATL
Excellent 9.6

The weather was bad in Atlanta. We were rerouted to Minneapolis and made a connection to Philadelphia. No problems.

Mon, Feb 5
KOA
ORD
19h 57m
Tue, Feb 13
ORD
KOA
26h 08m
Trip: 9 days
8.1ExcellentShow reviews
Overall 8.1 Excellent
Based on 18211 reviews
Overall
8.3
Boarding
8.3
Comfort
8.2
Crew
8.5
Entertainment
8.0
Food
7.7
SFO
JFK
Good 7.2

Smooth boarding and early departure. no announcemnents and low lights over night

For the long flight there were no snacks offered or complimentary meal. I had that on my way out to the west coast on Delta. Audio didn't work for me but the crew was able to report and I got a coupon back for that issue.

LAX
IAD
Excellent 8.3

Good flight. Crew were nice and efficient.

Our flight was over an hour late in departing. We were boarded and on the tarmac for over an hour due to some sort of instrumentation problem. The captain kept us pretty much informed regarding the progress of resolving the problem. It was a bit nerve wracking, but once the problem was resolved, the flight was smooth and uneventful.

SFO
PSP
Excellent 10.0

Virgin is the bomb - from the minute you enter check in @ airport, to boarding, to flight attendants' care, to the hilarious, creative yet helpful Virgin rap/choreographed safety video! I've also always loved flying Alaska Airlines, finding them another special airline that manages to make flying pleasant - in an era when it most often isn't, anymoret. So this merger is interesting & so far, so good

The flights to and from were completely full and I felt a bit crowded in my seat - but that's the price one pays for picking popular dates, times and destinations. The in flight entertainment and food/drink options help smooth any ruffled feathers : )

LAX
EWR
Excellent 9.3

The Crew was absolutely wonderful. They understood that I hadn’t shown in many years and were very sensitive to that. I recommend Virgin America highly

Nothing

BOS
SFO
Excellent 9.2

Boarded on time. Simple flight. Landed a bit early. Service was good.

Entertainment system cuts out fairly frequently. Shame Virgin America being absorbed into Alaska Alrlines.

Tue, Jun 26
KOA
ORD
12h 30m
Tue, Jul 3
ORD
KOA
15h 09m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27334 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
PHL
Mediocre 2.0

Nothing - the flight from Chicago to Philadelphia was delayed by about 2 hours. Luckily, was able to get the flight switched to a Chicago - London direct flight.

The connecting flight from Philadelphia to Manchester would've been missed. So, American Airlines booked the same flight for 24 hours later. Luckily, they offered a different flight. Due to the flight changes, the prepaid ground transportation from Manchester to Leeds wasn't used. Transportation from London to Leeds had to be purchased at a much greater additional expense.

SNA
DFW
Mediocre 3.6

We were unfortunately stuck on the tarmac for 45 minutes. I ran to my connecting gate but they had already closed it. There wasn’t a service rep at the gate. I walked to another gate and there was a very helpful rep who rebooked me to a nearby city. It overall was disappointing and caused me to get home about 3 1/2 hours later.

SLC
CLT
Okay 4.0

Flight attendants

The flight got delayed from salt lake and we had to spend a day in Charlotte before another flight came

SFO
LAX
Excellent 10.0

great flight

MAD
PHL
Good 7.0

Flight was not full.

Luggage was very late and arrived at the wrong carousel.

Tue, Feb 13
KOA
ORD
19h 43m
Mon, Feb 19
ORD
KOA
20h 29m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 2
KOA
ORD
19h 10m
Thu, Feb 8
ORD
KOA
15h 02m
Trip: 7 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53853 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
AUS
IAH
Mediocre 2.6

flights delayed overall

service. flights were delayed and they said there was nothing they could do

SAN
SFO
Excellent 10.0

The flight actually left.

Poor communication. Flight originally at 11:35, then 12:05, then 12:15... At 11:55, they said they would start boarding in 20 min. How can you do that and still take off at 12:15? Answer: you can't. Just be honest and keep us informed. Bonus: United sent me an email saying that connection had already left (it hadn't - thanks United! - awesome service as always!)

DEN
FLL
Excellent 10.0

Phone charging outlet under my seat didn't work.

ORD
YUL
Mediocre 2.0

the comped hotel

Improper handling of situation. There was flight scheduled later, but CS agent kept jerking us around. By the time I reached the United counter, the next flight was full. My total flight time was 36 hours. I still can’t believe that the pilot was missing. Worse yet, the agent at the gate could have made things much easier instead of telling everyone that a pilot was on his way to the airport.

MCO
IAH
Mediocre 3.0

Flight was cancelled on our way back home from Gudalajara, was speaking to a representative for almost 2 hours to get me on the next flight the flight representative forgot to put me on hold and told everyone how rude i was, i was not rude i was just trying to get home. The representative couldn’t help me so i asked to be transferred to a manager, after 2 hours i was transferred and the manager hung the phone up. Long story short i called back spoke to another manager Yana and she was the rudest lady ever! She basically told me for waiting to long i will have to be placed on a flight 2 days after my cancellation flight. I started to cry because i needed to be home and she basically did not care so i took the date. Never again and i will warn everyone about this airline and their customer service!

Tue, Feb 6
KOA
ORD
13h 26m
Tue, Feb 13
ORD
KOA
21h 00m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 15
KOA
ORD
13h 59m
Mon, Feb 19
ORD
KOA
18h 59m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

ATL
BWI
Okay 4.6

Snacks & beverages on a 1 hour flight. Very nice crew

Older plane, no entertainment

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

MEX
ATL
Good 7.0

Beautiful plane, great entertainment system, two bathrooms for economy class, decent food

PDX
JFK
Excellent 8.3

Food

Leg room

Mon, Feb 5
KOA
ORD
11h 22m
Tue, Feb 13
ORD
KOA
26h 47m
Trip: 9 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53853 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
SAN
SFO
Excellent 10.0

The flight actually left.

Poor communication. Flight originally at 11:35, then 12:05, then 12:15... At 11:55, they said they would start boarding in 20 min. How can you do that and still take off at 12:15? Answer: you can't. Just be honest and keep us informed. Bonus: United sent me an email saying that connection had already left (it hadn't - thanks United! - awesome service as always!)

MCO
IAH
Mediocre 3.0

Flight was cancelled on our way back home from Gudalajara, was speaking to a representative for almost 2 hours to get me on the next flight the flight representative forgot to put me on hold and told everyone how rude i was, i was not rude i was just trying to get home. The representative couldn’t help me so i asked to be transferred to a manager, after 2 hours i was transferred and the manager hung the phone up. Long story short i called back spoke to another manager Yana and she was the rudest lady ever! She basically told me for waiting to long i will have to be placed on a flight 2 days after my cancellation flight. I started to cry because i needed to be home and she basically did not care so i took the date. Never again and i will warn everyone about this airline and their customer service!

IAD
AMS
Mediocre 2.0

I didn't go. It was $400 just to change my name on my ticket from my maiden name to my married name. I am so disappointed and will never use Kayak again!!!

PVG
ORD
Okay 4.6

Entertainment, and leg space.

Full plane, long wait to use lavatory. Crew was good, but should have upped their game under the circumstances, especially with regards to keeping the lavatory clean. The noodles for breakfast turned out to be porridge, and went straight to the waste basket.

BOI
DEN
Mediocre 3.6

I found the reason for being late to be questionable They said heavy snow but as i flew in i looked out the window and saw all roads nicely cleared That does not happen in 3 hours

They did not get my liggage to the connecting flight And here i am in Ukraine with no winter clothes at 7 below 3 days later

Thu, Feb 15
KOA
ORD
19h 55m
Sun, Feb 18
ORD
KOA
31h 08m
Trip: 4 days
8.4ExcellentShow reviews
Overall 8.4 Excellent
Based on 16448 reviews
Overall
8.6
Boarding
8.7
Comfort
8.4
Crew
8.9
Entertainment
7.9
Food
8.0
LAX
LIR
Excellent 9.0

Long lines at checkin, was in line for +45 minutes, several people missed their flights, it was not the best time to be training attendants as it held up the lines

PDX
OGG
Excellent 9.0

Delta has better movie selection and that’s not good .

DEN
SEA
Okay 4.0

I had only 40 minutes to get to my connecting flight. Then the plane was 15 minutes late. They wouldn't switch me to a seat that was open closer to front of plane and my bag was lost w important things in it that I need for this evenings show. I'm a full time musician.

SEA
ONT
Excellent 10.0

Accommodated my disabled mother through the whole flying process. Thank you

SAN
SEA
Excellent 10.0

Nothing

Fri, Feb 16
KOA
MDW
14h 00m
Mon, Feb 19
MDW
KOA
18h 59m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

DFW
LGA
Excellent 10.0

Good service, more leg room than American Airlines.

Everything was good.

MEX
ATL
Good 7.0

Beautiful plane, great entertainment system, two bathrooms for economy class, decent food

ATL
MBJ
Excellent 8.0

I love Delta, especially their newer planes that have screens in the backs of headrests and free movies.

Leg room is never enough. I'm 6'1".

CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

Tue, Feb 6
KOA
ORD
13h 09m
Tue, Feb 13
ORD
KOA
25h 05m
Trip: 8 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53853 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
DEN
FLL
Excellent 10.0

Phone charging outlet under my seat didn't work.

AUS
IAH
Mediocre 2.6

flights delayed overall

service. flights were delayed and they said there was nothing they could do

IAD
AMS
Mediocre 2.0

I didn't go. It was $400 just to change my name on my ticket from my maiden name to my married name. I am so disappointed and will never use Kayak again!!!

BOI
DEN
Mediocre 3.6

I found the reason for being late to be questionable They said heavy snow but as i flew in i looked out the window and saw all roads nicely cleared That does not happen in 3 hours

They did not get my liggage to the connecting flight And here i am in Ukraine with no winter clothes at 7 below 3 days later

ORD
YUL
Mediocre 2.0

the comped hotel

Improper handling of situation. There was flight scheduled later, but CS agent kept jerking us around. By the time I reached the United counter, the next flight was full. My total flight time was 36 hours. I still can’t believe that the pilot was missing. Worse yet, the agent at the gate could have made things much easier instead of telling everyone that a pilot was on his way to the airport.

Thu, Feb 1
KOA
ORD
17h 58m
Thu, Feb 8
ORD
KOA
18h 23m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Feb 17
KOA
ORD
19h 57m
Tue, Feb 20
ORD
KOA
26h 08m
Trip: 4 days
8.1ExcellentShow reviews
Overall 8.1 Excellent
Based on 18211 reviews
Overall
8.3
Boarding
8.3
Comfort
8.2
Crew
8.5
Entertainment
8.0
Food
7.7
SFO
JFK
Good 7.2

Smooth boarding and early departure. no announcemnents and low lights over night

For the long flight there were no snacks offered or complimentary meal. I had that on my way out to the west coast on Delta. Audio didn't work for me but the crew was able to report and I got a coupon back for that issue.

IAD
SFO
Okay 4.0

Flight itself was fine

Delay made everything a lot less comfortable (loss of sleep, time spent in airport, no warning given ahead of time, etc)

LAX
EWR
Excellent 9.3

The Crew was absolutely wonderful. They understood that I hadn’t shown in many years and were very sensitive to that. I recommend Virgin America highly

Nothing

DCA
DAL
Excellent 9.6

Comfortable seats, roomy, free entertainment. What wasn’t there to like!

Nothing

KOA
SFO
Excellent 8.8

Unlike the old Boingo network, the new Viasat system does not support using a proxy or VPN — so it’s worthless for getting work done on the flight… — and it blocks basically every Apple domain, which breaks iMessage, purchasing iBooks, checking email on the iCloud website ... And all this for $25/flight! Very disappointing.

Mon, Feb 19
KOA
ORD
11h 13m
Wed, Feb 21
ORD
KOA
20h 29m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 6
KOA
ORD
11h 22m
Thu, Feb 15
ORD
KOA
12h 59m
Trip: 10 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 53853 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
PVG
ORD
Okay 4.6

Entertainment, and leg space.

Full plane, long wait to use lavatory. Crew was good, but should have upped their game under the circumstances, especially with regards to keeping the lavatory clean. The noodles for breakfast turned out to be porridge, and went straight to the waste basket.

ORD
YUL
Mediocre 2.0

the comped hotel

Improper handling of situation. There was flight scheduled later, but CS agent kept jerking us around. By the time I reached the United counter, the next flight was full. My total flight time was 36 hours. I still can’t believe that the pilot was missing. Worse yet, the agent at the gate could have made things much easier instead of telling everyone that a pilot was on his way to the airport.

AUS
IAH
Mediocre 2.6

flights delayed overall

service. flights were delayed and they said there was nothing they could do

MCO
IAH
Mediocre 3.0

Flight was cancelled on our way back home from Gudalajara, was speaking to a representative for almost 2 hours to get me on the next flight the flight representative forgot to put me on hold and told everyone how rude i was, i was not rude i was just trying to get home. The representative couldn’t help me so i asked to be transferred to a manager, after 2 hours i was transferred and the manager hung the phone up. Long story short i called back spoke to another manager Yana and she was the rudest lady ever! She basically told me for waiting to long i will have to be placed on a flight 2 days after my cancellation flight. I started to cry because i needed to be home and she basically did not care so i took the date. Never again and i will warn everyone about this airline and their customer service!

IAD
AMS
Mediocre 2.0

I didn't go. It was $400 just to change my name on my ticket from my maiden name to my married name. I am so disappointed and will never use Kayak again!!!

Fri, Feb 16
KOA
ORD
16h 22m
Mon, Feb 19
ORD
KOA
23h 34m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 6
KOA
MDW
16h 02m
Wed, Feb 14
MDW
KOA
17h 41m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

ATL
MBJ
Excellent 8.0

I love Delta, especially their newer planes that have screens in the backs of headrests and free movies.

Leg room is never enough. I'm 6'1".

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

MEX
ATL
Good 7.0

Beautiful plane, great entertainment system, two bathrooms for economy class, decent food

TLH
ATL
Mediocre 2.0

Ice in the morning in Atlanta and Delta cancels my 6pm flight to Atlanta leaving me no flight home that night.

Kailua-Kona to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Kailua-Kona
Flight Price $610
Distance 4222 miles
Airlines United, Alaska Airlines, Delta, Virgin America, American Airlines
*
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.
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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.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.