ORD

$225 Find Cheap Flights from Maui to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to O'Hare Intl departing on 10/30. 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

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Cheap Flights from Maui to O'Hare Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Maui to O'Hare Intl 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 Maui to O'Hare Intl

Wed, Aug 27 - Wed, Sep 3
American Airlines Logo
1:05 pm - 6:05 amOGG-ORD
12h 00m1 stop
American Airlines Logo
6:00 am - 11:44 amORD-OGG
10h 44m1 stop
$461American Airlines
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Wed, Aug 13 - Tue, Aug 19
American Airlines Logo
1:05 pm - 6:05 amOGG-ORD
12h 00m1 stop
American Airlines Logo
6:00 am - 11:34 amORD-OGG
10h 34m1 stop
$533American Airlines
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Wed, Aug 13 - Tue, Aug 19
American Airlines Logo
1:05 pm - 6:05 amOGG-ORD
12h 00m1 stop
American Airlines Logo
10:25 am - 8:24 pmORD-OGG
14h 59m2 stops
$538American Airlines
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Wed, Aug 27 - Wed, Sep 3
Alaska Airlines Logo
9:39 pm - 5:00 amOGG-ORD
26h 21m1 stop
Alaska Airlines Logo
10:00 am - 10:11 pmORD-OGG
17h 11m2 stops
$546Alaska Airlines
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Wed, Aug 27 - Wed, Sep 3
Alaska Airlines Logo
7:44 pm - 1:09 pmOGG-ORD
12h 25m2 stops
Alaska Airlines Logo
10:00 am - 10:11 pmORD-OGG
17h 11m2 stops
$605Alaska Airlines
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Fri, Aug 1 - Sat, Aug 9
Southwest Logo
8:45 pm - 5:55 pmOGG-ORD
16h 10m1 stop
Southwest Logo
6:15 am - 4:35 pmORD-OGG
15h 20m2 stops
$818Southwest
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Mon, Jul 28 - Fri, Aug 1
United Airlines Logo
9:35 pm - 10:59 pmOGG-ORD
20h 24m1 stop
United Airlines Logo
9:42 pm - 11:37 amORD-OGG
18h 55m2 stops
$856United Airlines
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Tue, Jul 29 - Sat, Aug 2
United Airlines Logo
7:15 am - 5:45 amOGG-ORD
17h 30m2 stops
United Airlines Logo
7:40 pm - 11:37 amORD-OGG
20h 57m2 stops
$864United Airlines
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Fri, Aug 1 - Sat, Aug 9
Southwest Logo
6:00 am - 11:40 pmOGG-ORD
12h 40m2 stops
Southwest Logo
6:15 am - 4:35 pmORD-OGG
15h 20m2 stops
$874Southwest
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Mon, Aug 4 - Fri, Aug 8
Hawaiian Airlines Logo
12:20 pm - 5:40 amOGG-ORD
12h 20m1 stop
Hawaiian Airlines Logo
2:03 pm - 8:39 pmORD-OGG
11h 36m1 stop
$968Hawaiian Airlines
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Useful Info

Good to know

Low seasonJanuary
High seasonAugust
Cheapest flight$225
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Kahului to Chicago O'Hare Airport

FAQs for booking Maui to Chicago O'Hare Airport flights

  • How does KAYAK find such low prices on flights from Maui to Chicago O'Hare Airport?

    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 Maui to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Maui 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 Maui to Chicago O'Hare Airport?

    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 O'Hare Airport with an airline and back to Maui with another airline.

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

    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 O'Hare Airport from Maui up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Maui to O'Hare Intl

 
Need help choosing which airline to fly with from Maui to O'Hare Intl? 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
7.1Food
7.1Entertainment
8.1Boarding
8.5Crew
7.8Comfort
Airline reviews

Wonderful staff who honored sleepy overnight travelers and still met needs quietly and quickly!

10.0 ExcellentAnonymous, Jun 2025HNL - PDX
Read more Alaska Airlines reviews

Wonderful staff who honored sleepy overnight travelers and still met needs quietly and quickly!

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

Flight was delayed which led to missed connection, but rebooked on a more direct flight at the last minute and arrived in Juneau on time with all our luggage. Little stressful and our family seating got split, but it all worked out in the end.

1. On time flights. All of our, three separate, flights for three families were late 2. No food on the 5 1/2 hour flight. A substantial snack would have been good. 3. Seat upgrades are expensive 4. No place to move around or stretch on the 5 1/2 hour flight

It was fine. 2 hour delay due to mechanical issue. I understand issues will occur, just wish instead of Capt repeatedly telling us we will be getting off the ground “momentarily” they would just be honest and either say they have no idea-or it’s going to be a few hours! All in all FAs are usually pretty nice :)

I was so cold. I am so glad I brought a short sleeve shirt and a long sleeve shirt and a jacket. Also knee high socks and slippers

Really good except my daughter's tv broke during the flight so she could watch tv

I would've liked to have the seat tablets like before to view movies, with long travels not everyone carries tablets to view movies. And phones are not worth it because screens to small.

Horrible! No blanket or pillow available! We had bulkhead seats but the seats were worn out and no cushion old. No meal or even a sandwich for our 5 hour flight just a little bag of pretzels. Crabby attendant female with long brown hair. We will not book Alaska Airlines again

Terrible check in experience, and they ended up losing our bag.

I was put in a middle seat with the people on either side of me kept passing their grandchild over me and talking back and forth while I was trying to rest or watch a movie. So inconsiderate and totally disturbing. I asked if they would sit next to each other to alleviate the constant impeding my comfort but they refused.

It’s great, I’ve always fly & ride with Hawaiian Airlines going Inter island or to the mainland.

Pre-Flight check-in Staff did a terrific job correcting a seat mis-assignment problem after I checked in the night before my flight. They really stepped up to make my flight home a joy. It was also my birthday, so the flight crew made me feel special a little treat.

Good except that I couldn’t change seat and made me wait untill I checked in

Traveling with my 90 year old mother, the boarding process was great, the gate crew was very helpful and friendly. One of the flight attendants was kind enough to assist her to and from the restroom mid-flight and cater to any requests she had. I wish I flew Hawaiian Airlines more often, it was a great trip!

If I knew I would be on Alaska Airlines flying back, I never would have bought the ticket. My flight kept getting delayed and Alaska always seems to be late which is why I don’t fly on them.

I DID NOT GO TO HAWAII ON HAWAIIAN AIRLINES. YOU DID NOT INFORM ME THAT BY CHOOSING BASIC ECONOMY, I MIGHT BE REQUIRED TO FLY STANDBY. I AM ELDERLY AS WAS MY COMPANION WHO IS ALSO SEVERELY DISABLED AND THERE WOULD BE NO WAY WE COULD TRAVEL ON STANDBY. THEY TOLD ME THAT ALL OF THE BASIC ECONOMY SEATS HAD BEEN SELECTED BY OTHER PASSENGERS AND WE HAD TO PAY AN ADDITIONAL $942 TO GET A SECURED SEAT ON THE PLAN AND, IN SPITE OF THE ADDITIONAL COST, WE WERE NOT ALLOW US TO AMEND OUR TRAVEL PLANS TO EXTEND OUR VACATION. ULTIMATELY, THE FLIGHT WAS DELAYED. WE WERE OFFERED A REFUND IF WE CANCELED OUR TRIP ALTOGETHER WHICH WE DID. IT IS YOUR DUTY TO INFORM YOUR CUSTOMERS OF THE POTENTIAL PROBLEMS THEY MAY FACE, AND YOU DID NOT DO SO. I WILL NOT UTILIZE YOUR SERVICES EVER AGAIN.

On time. Alaska upgraded seat comfort with memory foam seat covers with head rests

Because the airport is under construction and because Hawaiian air just changed terminals we missed boarding out flight by 5 minutes. That cost me a night in an airport hotel and several hours of rebooking to make it to my destination. Costumers need to know that airport construction is a problem and they need to add an hour to deal with the air train delays from Federal Circle.

Half of my family members didn’t make it because they involuntary bumped off . And their seats where given away

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

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

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