CHI - OGG

$192 Find Cheap Flights from Chicago to Kahului

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 1/28. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Kahului

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kahului.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kahului.
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Everything you should know

Cheapest round-trip
$407
Overall average: $652
Delta
Sun 1/25Tue 2/3
ORD - OGG • 1 stop
Cheapest non-stop
$814
Typical prices: $1,015-$1,453
United Airlines
Tue 2/24Thu 3/12
ORD - OGG • Non-stop
Top airlines
Alaska Airlines
Cheapest • from $412 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-OGG
Cheapest
ORD-OGG
Most popular
Insights
Insights
Insights
Insights
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 24% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 22% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
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

Sun, Jan 25 - Tue, Feb 3
Delta Logo
7:30 am - 6:04 pm
ORD
-
OGG
14h 34m1 stop
Delta Logo
10:00 pm - 5:55 pm
OGG
-
ORD
15h 55m2 stops
$407Delta
Tue, Feb 17 - Fri, Feb 27
Multiple Airlines Logo
8:20 am - 11:46 pm
ORD
-
OGG
19h 26m1 stop
Multiple Airlines Logo
7:48 pm - 1:11 pm
OGG
-
ORD
13h 23m2 stops
$408Multiple Airlines
Wed, Jan 21 - Thu, Jan 22
Multiple Airlines Logo
3:44 pm - 10:40 am
ORD
-
OGG
22h 56m2 stops
Multiple Airlines Logo
5:35 pm - 2:29 pm
OGG
-
ORD
16h 54m2 stops
$409Multiple Airlines
Wed, Feb 18 - Wed, Feb 25
Hawaiian Airlines Logo
3:07 pm - 11:46 pm
ORD
-
OGG
12h 39m1 stop
Hawaiian Airlines Logo
10:23 pm - 1:11 pm
OGG
-
ORD
10h 48m1 stop
$411Hawaiian Airlines
Wed, Jan 21 - Tue, Jan 27
Delta Logo
7:20 am - 7:15 pm
ORD
-
OGG
15h 55m1 stop
Delta Logo
10:00 pm - 1:22 pm
OGG
-
ORD
11h 22m1 stop
$412Delta
Wed, Jan 21 - Fri, Jan 30
Alaska Airlines Logo
9:00 am - 10:21 pm
ORD
-
OGG
17h 21m2 stops
Alaska Airlines Logo
6:36 pm - 2:29 pm
OGG
-
ORD
15h 53m2 stops
$413Alaska Airlines
Thu, Feb 5 - Wed, Feb 11
Delta Logo
7:30 am - 7:15 pm
ORD
-
OGG
15h 45m2 stops
Delta Logo
10:00 pm - 6:59 pm
OGG
-
ORD
16h 59m2 stops
$414Delta
Wed, Jan 21 - Fri, Jan 30
Alaska Airlines Logo
9:00 am - 10:59 pm
ORD
-
OGG
17h 59m1 stop
Alaska Airlines Logo
11:59 pm - 11:37 pm
OGG
-
ORD
19h 38m1 stop
$415Alaska Airlines
Sun, Jan 25 - Tue, Feb 3
Delta Logo
6:00 am - 3:37 pm
MDW
-
OGG
13h 37m1 stop
Delta Logo
10:00 pm - 6:36 pm
OGG
-
MDW
16h 36m2 stops
$417Delta
Mon, Jan 26 - Tue, Feb 3
Delta Logo
7:20 am - 7:15 pm
ORD
-
OGG
15h 55m1 stop
Delta Logo
10:00 pm - 5:55 pm
OGG
-
ORD
15h 55m2 stops
$417Delta
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.

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 $833 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 Mondays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Kahului, Wednesday 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 October, where tickets cost $591 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $992 and $978 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 2 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$192
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 30% 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

  • What is the cheapest flight from Chicago to Kahului?

    In the last 3 days, the lowest price for a flight from Chicago to Kahului was $192 for a one-way ticket and $407 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 aircraft models fly most regularly from Chicago to Kahului?

    The Boeing 787-10 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?

    There are nonstop flights from Chicago to Kahului on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Kahului are Alaska Airlines and Southwest. With an average price for the route of $664 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Southwest is also a great choice for the route, with an average price of $777 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 $497 or less one-way and $943 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

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Kahului to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

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
Alaska AirlinesOverall score based on 11431 reviews
8.5Crew
7.8Comfort
8.1Boarding
7.0Entertainment
7.1Food
Airline reviews

The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.

8.0 ExcellentAnonymous, Dec 2025
ORD - SAN
Read more Alaska Airlines reviews

The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.

Good. Flight was good. Crew was good. Wish they offered coffee refills. Wish I didn’t have to pay for headphones. Otherwise good for a commercial flight.

Should have been forthcoming for reason for delay. Should have been able to check in for seat I'd like.

It was fine. It was a 30 minute flight so there was water or fruit juice and no food. Which was totally fine. The check in, gate and flight crew were all excellent.

I didn’t order food so can’t really say how it was. Overall, it was a great experience.

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.

Once again, Hawaiian Airlines upon checking in for our return flight, told us that we hadn’t paid for our extra comfort seats. This had happened on our incoming flight as well. Hawaiian Airlines had changed our flight and put us in standard seats. I sent them confirmation emails and receipts showing that I had paid for extra comfort seats and they ignored me and refused to accept my proof of payment. I ended up having to pay for our extra comfort seats again. On our return flight, once again, we were told we hadn’t paid for our extra comfort seats, which we had. I argued until a supervisor was summoned and researched further in their system and found that we had paid for them. If I hadn’t insisted, we would’ve been forced to buy our seats again or be assigned a standard seat. This kind of Customer Service is totally unacceptable. I would never use Hawaiian Airlines again if I have a choice.

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

Glad they offer free meal, & I got a complimentary drink I’d like coffee,tea, or water offered 3/4 into trip

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.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I always love flying Hawaii and I have nothing to add

Everything was great and smooth. Given the short flight there was no entertainment but the rating does not give this option. My first flight with Hawaiian was a success all around.

comfortable but the food is horrible. I have flown Hawaiian several times now and no matter what they say the food is its the same squashed bread with melted goop inside. Tastes fake and isnt what they represent, its quite nasty. What happend to real food? And there is NO entertainment!! so not sure why they are asking for a review on that.

I was very, very cold and a stranger loaned me her sweater next to me. I didn’t wanna buy a blanket just for a four hour trip when I did not need the pillow or the earphones. I don’t mind purchasing a blanket, but I only needed that not all of it accessories. Cold air pretty much blew the entire trip. Two people in front of me both bought the blanket packages. Maybe that’s the idea. The crew was exceptionally nice and passed through multiple times.. the restrooms were very clean and usually accessible.

3 hour wait on customer service after flight was cancelled. Was bumped to a flight where I wouldnt have gotten to my destination for another 2 days. Had to fully refund flight and book a new one the following morning. Paid twice the amount for the flight than I had originally booked. Very disappointed I was not offered any sort of discount or points for all of the frustration, in fact the airline profited twice as much off of me by cancelling my flight and and changing my entire trip.

Very accommodating on flight changes when something came up. Definitely felt a notch above other airlines.

They we able to seat my companion and I next to each other. Plane’s temperature was very cool. Willl be more prepared on return trip.

What an amazing flight. I haven’t experienced this level of service in a flight in years. This will be the only way to fly to Hawaii for me in the future.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

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

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

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.

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

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

Information on your arrival and departure airports