CHI - OGG

$181 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 11/4. 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

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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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

Sat, Jan 31 - Fri, Feb 6
Alaska Airlines Logo
9:00 am - 10:48 pmORD-OGG
17h 48m1 stop
Alaska Airlines Logo
11:20 pm - 1:59 pmOGG-ORD
10h 39m1 stop
$450Alaska Airlines
Find Deal
Sun, Feb 8 - Wed, Feb 18
Alaska Airlines Logo
2:59 pm - 10:48 pmORD-OGG
11h 49m1 stop
Alaska Airlines Logo
9:49 pm - 1:04 pmOGG-ORD
11h 15m1 stop
$451Alaska Airlines
Find Deal
Sun, Nov 9 - Thu, Nov 13
Southwest Logo
5:30 am - 4:35 pmMDW-OGG
15h 05m2 stops
Southwest Logo
9:35 pm - 1:05 pmOGG-MDW
11h 30m1 stop
$452Southwest
Find Deal
Wed, Oct 22 - Thu, Oct 30
Alaska Airlines Logo
6:00 am - 8:30 pmORD-OGG
19h 30m2 stops
Alaska Airlines Logo
10:59 pm - 6:59 pmOGG-ORD
15h 00m1 stop
$452Alaska Airlines
Find Deal
Sun, Nov 9 - Thu, Nov 13
Southwest Logo
5:30 am - 6:10 pmMDW-OGG
16h 40m2 stops
Southwest Logo
9:25 pm - 2:05 pmOGG-MDW
12h 40m2 stops
$458Southwest
Find Deal
Thu, Feb 26 - Thu, Mar 5
Delta Logo
7:30 am - 6:08 pmORD-OGG
14h 38m1 stop
Delta Logo
10:10 pm - 11:44 pmOGG-ORD
21h 34m1 stop
$472Delta
Find Deal
Sat, Feb 21 - Sat, Feb 28
Hawaiian Airlines Logo
2:59 pm - 10:48 pmORD-OGG
11h 49m1 stop
Hawaiian Airlines Logo
11:20 pm - 1:59 pmOGG-ORD
10h 39m1 stop
$476Hawaiian Airlines
Find Deal
Mon, Jan 19 - Tue, Jan 27
 Logo
7:45 am - 10:27 pmORD-OGG
18h 42m2 stops
 Logo
11:20 pm - 1:59 pmOGG-ORD
10h 39m1 stop
Tue, Dec 2 - Tue, Dec 9
Delta Logo
7:47 am - 8:09 pmORD-OGG
16h 22m1 stop
Delta Logo
8:59 pm - 12:24 pmOGG-ORD
11h 25m1 stop
$489Delta
Find Deal
Mon, Nov 17 - Sun, Nov 23
Hawaiian Airlines Logo
2:54 pm - 10:50 pmORD-OGG
11h 56m1 stop
Hawaiian Airlines Logo
11:50 pm - 2:25 pmOGG-ORD
10h 35m1 stop
$492Hawaiian Airlines
Find Deal

Everything you should know

Top airlines
Alaska Airlines
Cheapest • from $450 (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 26% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
November
Cheapest • 22% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
1 day a week
There are direct flights from Chicago to Kahului 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
Cheapest round-trip
$450
Overall average: $705
Alaska Airlines
Sat 1/31Fri 2/6
ORD - OGG • 1 stop
Cheapest non-stop
$824
Typical prices: $978-1133
United Airlines
Thu 1/29Fri 2/6
ORD - OGG • Non-stop
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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!
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 $753 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 Tuesday, 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 November, where tickets cost $561 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $981 and $851 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 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonMay
Cheapest flight$181
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 36% increase in price.
Flight from Chicago Midway 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 $181 for a one-way ticket and $450 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?

    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 $669 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 $467 or less one-way and $893 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
Alaska AirlinesOverall score based on 10000 reviews
7.8Comfort
7.1Food
8.5Crew
7.0Entertainment
8.1Boarding
Airline reviews

Would have been nice if my flight was on time and I didn't miss my connection and had to spend the night in Seattle, losing one night at the VRBO I paid for in Sitka. And, my connecting flight was still at the gate when my flight was taxiing to it's gate. But, it took off. Too bad for me. I really can't believe you even want me to review or comment on my experience.

2.0 MediocreAnonymous, Aug 2025ORD - SEA
Read more Alaska Airlines reviews

Would have been nice if my flight was on time and I didn't miss my connection and had to spend the night in Seattle, losing one night at the VRBO I paid for in Sitka. And, my connecting flight was still at the gate when my flight was taxiing to it's gate. But, it took off. Too bad for me. I really can't believe you even want me to review or comment on my experience.

Terrible. Would never fly again. Took them several hours to prepare the plane and and reached my destination 4 hours late.

Our boarding was delayed due to two flat tires, but I appreciate the focus on safety. I also appreciated the additional offerings for drinks which never happened before except on Hawaiian Airlines. The hospitality is fantastic! Glad I upgraded to premium seats for the extra leg room as I was getting frustrated when the person in front of me was very restless and kept shifting. Otherwise, it was a fantastic experience.

Had to sit and wait to get off the plane for closeto a hour. My son also flying to a different destination that day also had like a 2.5 hr delay

Checking in very confusing compared to Hawaiian Airlines - much simpler! Front checking in at airport can improve. Hawaiian service always gives the extra mile, with a smile. Alaska can use and spread the Aloha Spirit. Mahalo nui loa Thank you 🤙

Very nice as always. Not that it’s anyone’s fault really but for some reason the seat (16C) was really hard…. Not typical for your planes… dunno what or why… maybe it was just me ?, The flight was great otherwise

Tickets we booked together in January became two different connecting flights. VERY PISSED a about this and a terrible start to our bucket list vacation

Could not check in online - had to get boarding passes at the ticket counter and our daughter got bumped off our connecting flight. NOT OK!

would have been nice for flight to not be delayed by 2 hours so that we had to pay $80 to get home since BART had shut down. i thought a 10pm arrival would leave enough time to account for delays but i was wrong.

I needed more space to sleep on an overnight flight.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

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.

Love you guys are so friendly and kind and wonderful

Hawaiian airlines has awful customer service. Told me to keep a flight I wasn’t boarding, instead of rebooking me under two separate reservations, which caused my whole reservation to be canceled. Major issues with leadership and management. The staff at Hilo was reluctant to give me a refund, so I had to by a first class ticket in order to get on a flight the same time as my partner. The blame was pointed at me without sincere apology until the supervisor came out, who also apparently had no authority to refund me. Still waiting on correspondence from the airline days later.

I could not believe that on a 5 hour plus flight we were not given a complimentary meal . That should be illegal. Or it would be nice to be informed beforehand that a complimentary meal would not be provided. The wording in the email I got about pre ordering food was phrased in a way that made the food seem like it would be free. Very misleading! Also during boarding we were informed there would be empty seats we could move to if we wanted, all we had to do was wait for an announcement, however an announcement was never made. Then when we tried to change seats ourselves we were singled out over the loud speaker and told we could not move without asking. Then the flight was about to take off , so we didn’t have time to ask . Then we were told we could not move to the exit row because you had to pay for those seats, but we were not told where we could move. Also no one was in the exit rows so , if something happened no one would be there to assist the passengers. Also people should be allowed to move there if the airline wasn’t able to sell them. One passenger asked if he could pay for the upgrade and the flight attendant said she did not have the capability to charge for the seat on her mobile device, so the airline ended up losing possible income anyways . So why not let people move there during flight if you have no way to charge them? Then the landing was bumpy and awful and many passengers complained out loud when we landed .

The flight was great! The flight attendants were friendly and attentive. I would definitely fly Hawaiian Aurlines again!

You have to buy the ear buds and they only offers little cup of water twice.

Flight was on time, crew was friendly and prompt with the service. The only thing that could be improved is the seat space, but that's wishful thinking

Cons: Rode a newer Airbus - had the same rattle in the panels above my seat (plastics not secure b/t lighting and panels) as the last Airbus I rode. Cabin was quite warm, borderline hot. Asked to pay for headphones. And the reason I am writing this - when we arrived it took over 20 minutes to get our door open due to nobody on the ground ready for arrival. Likes: Staff was friendly, helpful, and professional. Sandwich was quite good.

The worst flight experience I've ever had. Our flight was delayed 14 whole hours because the flight crew never showed up. We had to wait in a two hour line to get our new boarding passes, we were told we had no other option but to fly at 10pm (we didn't depart until 11:45pm). Everyone had to contact their hotels and car rental places, workplaces, etc. since we lost an entire day's worth of travel. The crew showed up at 10:15, which was past the time we were supposed to board. They were laughing and being completely smug when they boarded, and they took another hour to board us onto our flight. The flight crew never came to check in on us, we were quickly given one drink and sandwich and they turned off the lights and were negligent the rest of the trip. My mom asked three attendants for a seat belt extender, they never brought one. I was dehydrated and never received another drink. They were very rude and unfriendly, we had been up since 4am the morning of our flight and didn't land in our destination until 2am the next day (5am local time). This was unacceptable service and treatment, these flights are not cheap and we were inconvenienced out of an entire day of travel. This was 100% avoidable and was the fault of Hawaiian Airlines, and their crews inability to show up to work on time.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

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.

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

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.

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

Information on your arrival and departure airports

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