CHI - OGG

$234 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 9/10. 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.
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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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kahului, as well as popular online travel agencies
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Cheap Flights from Chicago to Kahului

 
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.

Recent round-trip flight deals from Chicago to Kahului

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Kahului.
Discover the best prices for you by selecting your travel dates on KAYAK.
Alaska Airlines Logo
7:18 pm - 9:51 amORD-OGG
19h 33m1 stop
Alaska Airlines Logo
8:00 am - 11:59 pmOGG-ORD
10h 59m1 stop
$466Alaska Airlines
Find Deal
Tue, Aug 19 - Tue, Aug 26
Alaska Airlines Logo
6:20 am - 1:13 pmORD-OGG
11h 53m1 stop
Alaska Airlines Logo
8:00 am - 11:59 pmOGG-ORD
10h 59m1 stop
$467Alaska Airlines
Find Deal
Tue, Sep 2 - Tue, Sep 9
Delta Logo
7:05 am - 4:50 pmORD-OGG
14h 45m1 stop
Delta Logo
12:05 pm - 9:25 amOGG-ORD
16h 20m2 stops
$473Delta
Find Deal
Tue, Sep 2 - Tue, Sep 9
Delta Logo
7:15 am - 4:50 pmORD-OGG
14h 35m2 stops
Delta Logo
9:10 pm - 8:34 pmOGG-ORD
18h 24m2 stops
$516Delta
Find Deal
Tue, Aug 19 - Tue, Aug 26
Southwest Logo
6:15 am - 4:30 pmORD-OGG
15h 15m2 stops
Southwest Logo
8:30 pm - 2:10 pmOGG-ORD
12h 40m2 stops
$521Southwest
Find Deal
Tue, Sep 2 - Tue, Sep 9
American Airlines Logo
6:13 am - 12:10 pmORD-OGG
10h 57m1 stop
American Airlines Logo
11:23 pm - 8:58 pmOGG-ORD
16h 35m1 stop
$525American Airlines
Find Deal
Sat, Sep 6 - Sat, Sep 13
American Airlines Logo
11:54 am - 8:22 pmORD-OGG
13h 28m2 stops
American Airlines Logo
10:00 pm - 4:48 pmOGG-ORD
13h 48m1 stop
$530American Airlines
Find Deal
Thu, Aug 21 - Sat, Aug 30
Southwest Logo
6:15 am - 4:30 pmORD-OGG
15h 15m2 stops
Southwest Logo
8:30 pm - 2:10 pmOGG-ORD
12h 40m2 stops
$547Southwest
Find Deal
Tue, Sep 2 - Tue, Sep 9
Hawaiian Airlines Logo
7:45 am - 3:13 pmORD-OGG
12h 28m1 stop
Hawaiian Airlines Logo
11:15 am - 5:04 amOGG-ORD
12h 49m1 stop
$645Hawaiian Airlines
Find Deal
Thu, Oct 9 - Sat, Oct 18
Hawaiian Airlines Logo
2:03 pm - 8:39 pmORD-OGG
11h 36m1 stop
Hawaiian Airlines Logo
11:15 am - 5:40 amOGG-ORD
13h 25m1 stop
$665Hawaiian Airlines
Find Deal
Wed, Jun 25 - Wed, Jul 23
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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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Kahului.

Our data shows that the cheapest route for a return flight from Chicago to Kahului cost $913 and was between Chicago O'Hare Intl Airport (ORD) and Kahului (OGG). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $913.

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 Wednesday, as it's usually the priciest day. When flying back from Kahului, Wednesday is the cheapest day to fly and Saturday 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 $443 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $959 and $851 respectively.

Can I save money by flying with a layover from Chicago to Kahului?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $1,843 on average.

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 1 week before departure. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonOctober
High seasonMarch
Cheapest flight$234
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 40% 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 $234 for a one-way ticket and $466 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 787-8 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?

    Star Alliance is the only airline alliance operating flights between Chicago and Kahului.

  • 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 $649 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 $784 and an overall rating of 8.0.

  • 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 $577 or less one-way and $1,033 or less round-trip.

Prefer to fly 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
See more direct flights

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 9968 reviews
7.1Entertainment
7.9Comfort
8.2Boarding
8.5Crew
7.1Food
Airline reviews

Long delay before boarding. By the time I was informed of the delay I was already at the gate.

6.0 GoodJulie, Apr 2025LAX - LIH
Read more Alaska Airlines reviews

Long delay before boarding. By the time I was informed of the delay I was already at the gate.

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.)

Tight legroom. The breakfast was provided, which was a plus, and okay the taste.

Awful. We got the last seats and they don't recline. We've been on this horrible journey since 6am and won't get to our destination almost a full day later. Oh and no food, either. Never again.

Self check in is not indicated well if you approach Terminal 1 from Terminal 2 Parking

Ted. F/A in fist class did a great job! Very nice

While the flight itself was pleasant, the process of checking in was difficult. The line was long and our connection time was but two hours. When we finally got to the Hawaiian agent and told him that we were traveling on Alaskan Airlines, he told us we would need to go to a different terminal. I told him that another Hawaiian Airlines agent had directed us to him. I’m looking at our tickets, he noticed that the Alaskan Airlines flight was to be managed by a second party. He ended admonish us for not telling us so Rather than considering that we might’ve been right in the first place.

Only problem my credit card had over three pending credit card charges for luggages. I hope these charges do not post. I have already contacted my credit card companies.

Plane left an hour late due to flight staffing problems. Only a 45 min flight, but it took 3 hours as a result, which left a lot of people disgruntled. No excuses. No recompense.

Paid for first class, but the flight attendant for first class did the minimum required. She really ever came to pick up the trash, and never asked if we needed anything. Every person had to ring for the flight attendants if they wanted any extra drinks. When I went back to use the restroom, she was just sitting on her phone.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

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

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

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

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