CHI - OGG

$179 Find Cheap Flights from Chicago to Kahului - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Kahului departing on 9/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$560
Typical prices: $648-$1,049
Alaska Airlines
Tue 10/13Wed 10/21
ORD - OGG • 1 stop
Cheapest non-stop
$735
Typical prices: $854-$1,033
American Airlines
Wed 1/13Mon 1/18
ORD - OGG • Non-stop
Nonstop flights
Sat
You can fly direct with United Airlines. Average duration is 8h 56m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from $561 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $448 (round-trip)
Shortest trip • 11h 06m (one-way)
Insights
Insights
Insights
Insights
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 40% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
Good to know
+1
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Good to know
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We hope you love your trip to Kahului!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Kahului (CHI-OGG)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Kahului that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Kahului

Tue, Oct 13 - Wed, Oct 21
Multiple Airlines Logo
2:21 pm - 9:59 pm
ORD
-
OGG
12h 38m
1 stop
Multiple Airlines Logo
8:45 pm - 6:20 pm
OGG
-
ORD
16h 35m
2 stops
$560Multiple Airlines
Thu, Aug 20 - Thu, Aug 27
Delta Logo
7:29 am - 11:17 am
ORD
-
OGG
32h 48m
1 stop
Delta Logo
8:08 pm - 11:59 am
OGG
-
ORD
10h 51m
1 stop
$563Delta
Mon, Aug 24 - Wed, Aug 26
Multiple Airlines Logo
2:18 pm - 9:37 pm
ORD
-
OGG
12h 19m
1 stop
Multiple Airlines Logo
8:47 pm - 7:21 pm
OGG
-
ORD
17h 34m
2 stops
$563Multiple Airlines
Mon, Aug 17 - Tue, Sep 8
Alaska Airlines Logo
6:20 am - 2:12 pm
ORD
-
OGG
12h 52m
1 stop
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
$564Alaska Airlines
Sun, Aug 16 - Thu, Aug 20
Alaska Airlines Logo
8:20 pm - 11:19 am
ORD
-
OGG
19h 59m
1 stop
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
$564Alaska Airlines
Thu, Aug 13 - Thu, Aug 20
Delta Logo
7:48 am - 2:02 pm
ORD
-
OGG
11h 14m
1 stop
Delta Logo
8:08 pm - 11:59 am
OGG
-
ORD
10h 51m
1 stop
$564Delta
Tue, Nov 10 - Tue, Nov 17
Southwest Logo
5:45 am - 2:40 pm
MDW
-
OGG
12h 55m
2 stops
Southwest Logo
9:25 pm - 2:55 pm
OGG
-
MDW
13h 30m
2 stops
$565Southwest
Wed, Aug 19 - Tue, Aug 25
Southwest Logo
6:50 am - 4:10 pm
MDW
-
OGG
14h 20m
2 stops
Southwest Logo
8:55 pm - 2:20 pm
OGG
-
MDW
12h 25m
2 stops
$565Southwest
Mon, Oct 12 - Thu, Oct 22
American Airlines Logo
8:45 pm - 11:47 am
ORD
-
OGG
20h 02m
1 stop
American Airlines Logo
1:17 pm - 5:00 am
OGG
-
ORD
10h 43m
1 stop
$642American Airlines
Fri, Aug 21 - Thu, Aug 27
American Airlines Logo
5:00 am - 2:19 pm
ORD
-
OGG
14h 19m
2 stops
American Airlines Logo
1:16 pm - 7:06 am
OGG
-
ORD
12h 50m
1 stop
$647American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Kahului flights

Get data-powered insights and trends into flights from Chicago to Kahului to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Kahului?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Kahului departing in January.

Flight prices are below average for this route right now.

Flights to Kahului from Chicago usually cost between $574 and $873 in January.
The lowest price found in the past 5 days was $560 on Multiple Airlines (Jan 21-Jan 26).

What is the cheapest Chicago to Kahului flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Kahului costs $924 on the route between Chicago O'Hare Intl Airport (ORD) and Kahului (OGG). It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Kahului?

The average price of all round-trip flights from Chicago to Kahului clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to Kahului, look for departures on Tuesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Kahului, Thursday is the cheapest day to fly and Friday is the most expensive.

What is the cheapest month to fly from Chicago to Kahului?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Kahului, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Kahului is January, where tickets cost $631 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $1,149 and $977 respectively.

How far in advance should I book a flight from Chicago to Kahului?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Kahului, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Kahului, you should book around 4 weeks before departure, which saves you about 40% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low season

April

Cheapest flight

$179
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 13% increase in price.
Flight from Chicago O'Hare Airport to Kahului

When to book flights from Chicago to Kahului

Are your dates flexible? Find out the best times to travel from Chicago to Kahului based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Kahului

  • How many flights are there between Chicago and Kahului per day?

    There is a maximum of 1 nonstop flight a day that takes off from Chicago and lands in Kahului, with an average flight time of 8h 56m. The most common departure time is 9:00 am and most flights take off in the morning. Each week, there are 1 flights.

  • What is the cheapest flight from Chicago to Kahului?

    In the last 5 days, the lowest price for a flight from Chicago to Kahului was $179 for a one-way ticket and $560 for a round-trip.

  • Do I need a passport to fly between Chicago and Kahului?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Kahului?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Kahului is the only airport in Kahului. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Kahului?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Kahului flight route.

  • Which aircraft models fly most regularly from Chicago to Kahului?

    The Boeing 787-8 Dreamliner is the aircraft model that flies most regularly on the Chicago to Kahului flight route.

  • Which airline alliances offer flights from Chicago to Kahului?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Kahului, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Kahului?

    You can catch a nonstop flight from Chicago to Kahului on on Saturday.

  • Which is the best airline for flights from Chicago to Kahului, Southwest or Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Kahului are Southwest and Alaska Airlines. With an average price for the route of $776 and an overall rating of 8.0, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $656 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Chicago to Kahului?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Kahului.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Kahului?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kahului from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Kahului?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Kahului with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Kahului?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Kahului from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Kahului

  • Looking for a cheap flight? 25% of our users found flights on this route for $517 or less one-way and $974 or less round-trip.

Prefer to fly direct from Chicago to Kahului?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Kahului.
Find which airlines fly direct from Chicago to Kahului Airport, which days they fly and book direct flights.

Direct departures

Chicago to Kahului

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

Kahului to Chicago

Saturday

United Airlines

United Airlines

See more direct flights

Reviews of the top 5 airlines serving from Chicago to Kahului

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Kahului. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Kahului? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4229 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Price was right. Add power to the seats, television, larger plane to accommodate a long flight to improve mental health and overall comfort for a 5 hour flight.

Now that Spirit is not around Alaska took over the title of cheap and worse airlines with high prices for garbage cheap planes. Seats recline the entire 2”. What’s the purpose? Just make the stationary. Crew is on steroids. Food is like McDonald’s happy meal. Only happy in the name rest is garbage

Comfortable seats, good drinks with lots of water refills, staff was kind and understanding of my disabled mother!

Our meal order was screwed up. We had to choose from basic boxes. I was not happy.

The bathroom trash container under the sink fell out and was like that long before my flight. The plane smelled of canned fish and floor was Deteriorating

It was a pleasant experience. Considering we paid over $3000 for first class there really wasn’t anything special about first class. All the seats looked the same and everyone got the same great customer service. The only thing that was different between first class and couch was the drinks and the meal. We wouldn’t waste that much $ on first class on that plane again.

Flight was delayed 14 hours! We missed an entire day of our vacation and had to pay for hotel that we didn’t use

Could not check in online. Called airline twice, thinking Hawaiian Airlines could check me in during phone call. NO. In 2nd phone call, Customer Service explained that due to “transition period” of Hawaiian Airlines/Alaska Airlines merger, I could only check in at the airport. In addition, flight to Kahului was late at arrival gate; I made connection to Lihue but my bag did not, so I had to return to Lihue airport a couple hours after my arrival to retrieve the bag.

My experience from Lihue Airport was the “Flight Experience from Hell!” First, I was pulled aside by the Lihue TSA and searched thoroughly! Not once, but twice I was molested by 5 different TSA agents using some sort of smear cloth testing to see if I had been exposed to something dangerous! I can’t tell you what because they never gave me an explanation by the end of a near delaying incident of boarding my plane. More importantly, I was generously provided an airport wheel chair and personal porter because of my health condition. TSA even took your wheelchair apart! What’s up with that? I’m near 75, caucasian, never been arrested for anything, don’t do drugs or alcohol, and patiently and politely abided to their instructions for a full damn 20 minutes! Awful and humiliating experience especially when two different agents literally groped my testicles and crack of my butt! Then they lost the cap to my inhaler. When I got to my destination, a whole bottle of prescribed pills were emptied because of them not tightening the cap back on! Total BS and unprofessional by the lot of them! The short flight to my connecting flight to the mainland on Maui fortunately was uneventful. However the Hawaiian aircraft to San Jose was one of the worst flights I’ve ever experienced without crashing. I believe it was a 330 Neo. May I ask, why did you put three more rows of seats in the damn plane since I last flew on a Hawaiian aircraft? I had absolutely NO legroom compared to the last time I flew with you. And I’ve done a few Hawaii/mainland trips, even a RT to New Zealand before. Then, the icing on the cake was a couple with a one year old baby that literally cried and screamed for all but 15 minutes of the 5 hour flight to San Jose! Further, I couldn’t move my seat back even a millimeter because a car seat was placed from their window seat to the back of my seat! My Hawaiian flight was a freaking nightmare and fortunately will be flying back to Lihue direct with Alaska!

Terrible check in experience, and they ended up losing our bag.

One of the worst check-in experiences ever. Apparently, we were overweight and had to completely repack. They tried to charge us an extra $35 per bag on top of the standard checked baggage fee we had already paid in advance. Surprisingly, we managed to fit everything into our carry-ons and stayed under their precious 50-pound limit. (By the way, 23 kg is actually 50.7 lbs, so we couldn’t even go slightly over 50 according to the very unfriendly agent.)

Seats were not bad enough and uncomfortable good legroom in the emergency exit row we were in, but we were forbidden to hold my grandson on my lap for a little while, and the stewardess passed us saying it was against regulations which makes little or no sense when you’re 36,000 feet. The food snacks were really bad. Tasteless tasted like wallpaper, but we’re supposed to be protein bars, and the announcements were all completely incoherent because of the noise of the airplane and the lowness and crackly nature of the PA system.. this was disgraceful. No one in our party could understand a word of what the captain or the flight attendant were saying —not a word! The landing was a little hairy in a pretty stiff crosswind -we bounced before the plane stabilized on the runway

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

They busted my entire trip via incompetent maintenance and scheduling. I'm out about 1000 dollars. Funnily the only entity to not return my money is the Dirtbag Airline United Airlines that cause me this financial inconvenience. Please for the love of god blacklist United. They're just stealing at this point. They hold reservations and break them then say it's your fault? No ma'am.

Everything was good, hard to really comfortable on a flight that long.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

Everything you need to know for your flight from Chicago to Kahului

Information on your arrival and departure airports