CHI - OGG

$242 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 9/9. 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
$577
Typical prices: $788-$606
Alaska Airlines
Sun 8/16Tue 8/25
ORD - OGG • 1 stop
Cheapest non-stop
$1,105
Typical prices: $1,051-$914
United Airlines
Sat 9/5Sat 9/12
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 $580 (round-trip)
Best reviews • 7.9 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 45% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 33% price drop
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, Aug 16 - Tue, Aug 25
Multiple Airlines Logo
6:20 am - 9:55 pm
ORD
-
OGG
20h 35m
1 stop
Multiple Airlines Logo
8:47 pm - 7:21 pm
OGG
-
ORD
17h 34m
2 stops
$577Multiple Airlines
Tue, Aug 18 - Tue, Aug 25
Alaska Airlines Logo
7:59 pm - 9:37 pm
ORD
-
OGG
30h 38m
1 stop
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
$580Alaska Airlines
Wed, Aug 19 - Wed, Aug 26
Alaska Airlines Logo
2:18 pm - 9:37 pm
ORD
-
OGG
12h 19m
1 stop
Alaska Airlines Logo
10:40 pm - 11:59 pm
OGG
-
ORD
20h 19m
1 stop
$581Alaska Airlines
Sat, Aug 29 - Wed, Sep 9
Southwest Logo
5:40 am - 12:50 pm
MDW
-
OGG
12h 10m
1 stop
Southwest Logo
8:55 pm - 12:45 pm
OGG
-
MDW
10h 50m
1 stop
$584Southwest
Tue, Aug 11 - Thu, Aug 13
Alaska Airlines Logo
2:20 pm - 9:55 pm
ORD
-
OGG
12h 35m
1 stop
Alaska Airlines Logo
7:00 am - 11:59 pm
OGG
-
ORD
11h 59m
1 stop
$584Alaska Airlines
Sat, Aug 29 - Wed, Sep 9
Southwest Logo
5:40 am - 4:40 pm
MDW
-
OGG
16h 00m
2 stops
Southwest Logo
8:55 pm - 12:45 pm
OGG
-
MDW
10h 50m
1 stop
$590Southwest
Tue, Aug 4 - Tue, Aug 11
Multiple Airlines Logo
7:20 am - 8:37 pm
ORD
-
OGG
18h 17m
1 stop
Multiple Airlines Logo
6:00 am - 11:36 pm
OGG
-
ORD
12h 36m
2 stops
$590Multiple Airlines
Tue, Sep 1 - Tue, Sep 8
Alaska Airlines Logo
2:18 pm - 9:37 pm
ORD
-
OGG
12h 19m
1 stop
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
$595Alaska Airlines
Sun, Aug 9 - Tue, Aug 18
Delta Logo
6:00 am - 7:38 pm
ORD
-
OGG
18h 38m
2 stops
Delta Logo
1:10 pm - 5:41 pm
OGG
-
ORD
23h 31m
2 stops
$601Delta
Tue, Aug 11 - Tue, Aug 18
Delta Logo
9:59 am - 11:17 am
MDW
-
OGG
30h 18m
2 stops
Delta Logo
1:10 pm - 8:39 am
OGG
-
MDW
14h 29m
2 stops
$647Delta
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 August.

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 $894 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 September, where tickets cost $232 (return) on average. On the other hand, the most expensive months are July and November, where the average cost of round-trip tickets is $619 and $401 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 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$242
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 16% 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 5 days, the lowest price for a flight from Chicago to Kahului was $242 for a one-way ticket and $577 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, 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 $647 and an overall rating of 7.9, Alaska Airlines is the most popular choice. Southwest is also a great choice for the route, with an average price of $752 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 $587 or less one-way and $954 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.
7.9
Alaska AirlinesOverall score based on 12522 reviews
8.5Crew
8.1Boarding
7.0Entertainment
7.1Food
7.8Comfort
Airline reviews

Extremely professional crew there are very friendly and first class. Everything worked well on the plane. Food was to be expected. Drinks were very good. Shout out to Charlie in first class who was an excellent flight attendant.

10.0 ExcellentAnonymous, May 2026
ORD - SEA
Read more Alaska Airlines reviews

Extremely professional crew there are very friendly and first class. Everything worked well on the plane. Food was to be expected. Drinks were very good. Shout out to Charlie in first class who was an excellent flight attendant.

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.

Thanks for all you do to keep us safe and on time!

I like flying Alaska Airlines. I think the staff are happy, the plane is comfortable, the entertainment reasonable, the food acceptable.

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

No WiFi. Terrible food. Very long walk to the gate and from the gate after landing. Gate changed without notice.

I really hate the seat assignment at the gate. I understand it is so families can sit together but it caused me and others a lot of unnecessary stress and confusion, enough for me to not fly Alaska again. The app is so awful that it did not even update my seat assignment on the boarding pass but sent me a notification of my seat... it showed in Apple Wallet but not in the Alaska app itself. That only made the stress worse. I think most people like myself prefer to know where they are seated at check in 24 hours before so they don't have to anxiously hang out at the gate the entire time. This is not a good use of your agents time either to be dealing with all of us asking where we are sitting. You should automatically assign the multiple seat purchases to be together before they check in and fill us solo travelers in those gaps as we check in.

Great. Went right to the desk and the people were helpful and kind. I was able to get my boarding pass in under 5minutes. They made sure I received the text.

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

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

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.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Original flight was delayed, then cancelled and the gate staff did not expedite rebooking. Also, no instructions were given that a ticket number was needed before being called to facilitate rebooking. This could have been much more organized.

Be on time? When not on time a circling for over an hour offer more than 1 bag of chips to the passengers? It was a 7 hour flight by the time we got done.

Five hour delays every hour, I wish it were all at once

Flight delayed four separate times. I’m now one hour hours late to landing.

worst flight ever from Delta, it got delayed and kept on delaying..

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

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.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

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

Information on your arrival and departure airports