OGG - CHI

$181 Find Cheap Flights from Kahului to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kahului to Chicago departing on 11/24. 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 Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Kahului to Chicago, 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 Kahului to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Kahului to Chicago (OGG-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kahului to Chicago 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 Kahului to Chicago

Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
9:48 am - 5:04 amOGG-ORD
15h 16m2 stops
Alaska Airlines Logo
9:00 am - 10:48 pmORD-OGG
17h 48m1 stop
$421Alaska Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
Alaska Airlines Logo
11:59 pm - 7:55 pmOGG-ORD
15h 56m1 stop
Alaska Airlines Logo
8:59 pm - 10:50 pmORD-OGG
29h 51m1 stop
$423Alaska Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
9:48 am - 5:04 amOGG-ORD
15h 16m2 stops
Alaska Airlines Logo
9:00 am - 8:25 pmORD-OGG
15h 25m2 stops
$426Alaska Airlines
Find Deal
Wed, Feb 11 - Mon, Feb 16
American Airlines Logo
11:00 pm - 2:11 pmOGG-ORD
11h 11m1 stop
American Airlines Logo
6:00 am - 2:57 pmORD-OGG
12h 57m1 stop
$479American Airlines
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Wed, Nov 5 - Sun, Nov 9
Delta Logo
1:35 pm - 7:50 amOGG-ORD
14h 15m2 stops
Delta Logo
5:32 am - 7:21 pmORD-OGG
17h 49m2 stops
$582Delta
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Tue, Oct 7 - Fri, Oct 17
 Logo
10:50 am - 8:48 pmOGG-ORD
28h 58m1 stop
 Logo
7:51 pm - 9:49 amORD-OGG
42h 58m2 stops
Tue, Oct 7 - Sat, Oct 11
 Logo
2:58 pm - 8:48 pmOGG-ORD
24h 50m2 stops
 Logo
7:25 am - 9:49 amORD-OGG
31h 24m1 stop
Wed, Oct 8 - Tue, Oct 14
Southwest Logo
8:30 pm - 12:15 pmOGG-MDW
10h 45m1 stop
Southwest Logo
6:05 am - 12:25 pmMDW-OGG
11h 20m1 stop
$748Southwest
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Wed, Oct 8 - Tue, Oct 14
Southwest Logo
8:25 pm - 2:25 pmOGG-MDW
13h 00m2 stops
Southwest Logo
6:05 am - 12:25 pmMDW-OGG
11h 20m1 stop
$753Southwest
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Thu, Oct 9 - Wed, Oct 15
Delta Logo
12:26 pm - 8:55 amOGG-MDW
15h 29m2 stops
Delta Logo
6:00 am - 3:38 pmMDW-OGG
14h 38m2 stops
$1,186Delta
Find Deal

Everything you should know

Top airlines
Alaska Airlines
Cheapest • from $421 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
OGG-ORD
Cheapest
OGG-ORD
Most popular
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 39% price drop
May
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 Kahului to Chicago 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
Cheapest round-trip
$421
Overall average: $590
Alaska Airlines
Tue 3/3Wed 3/4
OGG - ORD • 2 stops
Cheapest non-stop
$834
United Airlines
Sat 11/22Sat 11/29
OGG - ORD • 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 Chicago!
Booking Insights

KAYAK's insights & trends for Kahului to Chicago flights

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

What is the cheapest Kahului to Chicago flight route?

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

The cheapest return flight from Kahului to Chicago costs $280 on the route between Kahului (OGG) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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

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

If your flying dates are flexible, you should consider flying to Chicago on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Kahului to Chicago. For your return ticket, we recommend flying on a Monday and avoiding Tuesdays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Kahului to Chicago, 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 Kahului to Chicago is January, where tickets cost $403 (return) on average. On the other hand, the most expensive months are June and August, where the average cost of round-trip tickets is $1,269 and $871 respectively.

Good to know

Low seasonJanuary
Cheapest flight$181
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Kahului to Chicago O'Hare Airport

When to book flights from Kahului to Chicago

Are your dates flexible? Find out the best times to travel from Kahului to Chicago 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 Kahului to Chicago

  • What is the cheapest flight from Kahului to Chicago?

    In the last 3 days, the lowest price for a flight from Kahului to Chicago was $181 for a one-way ticket and $421 for a round-trip.

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

    A passport is not required to fly from Kahului to Chicago.

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

    On your way to Chicago, you’ll fly out from Kahului. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

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

    The Boeing 767-300 (winglets) is the aircraft model that flies most regularly on the Kahului to Chicago flight route.

  • Which airline alliances offer flights from Kahului to Chicago?

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

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

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

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

    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 Kahului to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Kahului 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 Kahului to Chicago?

    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 Chicago with an airline and back to Kahului with another airline.

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

    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 Chicago from Kahului 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 Kahului to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $501 or less one-way and $280 or less round-trip.

Prefer to fly direct from Kahului to Chicago?

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

Direct departures

Kahului to Chicago

Saturday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago to Kahului

Saturday

United Airlines

United Airlines

See more direct flights

Reviews of the top airline flying from Kahului to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Kahului to Chicago. 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 Kahului to Chicago? 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.
7.4
United AirlinesOverall score based on 8929 reviews
8.1Crew
7.3Comfort
6.6Food
7.1Entertainment
7.7Boarding
Airline reviews

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

2.0 MediocreAnonymous, Aug 2025RSW - ORD
Read more United Airlines reviews

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

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

Information on your arrival and departure airports

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