$219 Find Cheap Flights from Maui to Illinois

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Low seasonJanuary
High seasonAugust
Cheapest flight$219
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Kahului to Chicago Midway Airport

FAQs for booking flights from Maui to Illinois

  • How does KAYAK find such low prices on flights from Maui to Illinois?

    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 Illinois.

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

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

    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 from Maui to Illinois with an airline and back with another airline.

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

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

  • Which is the cheapest airport to fly into in Illinois?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Illinois is Chicago O'Hare Intl Airport (ORD), with an average flight price of $577.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Wednesday where round-trip tickets can be as cheap as $559. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $816 on average.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $552 on average. Morning departures are around 11% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the evening, which is peak travel time and where the average cost of a ticket is $703.

  • What is the cheapest flight to Illinois?

    The cheapest ticket to Illinois from Maui found in the last 72 hours was to Chicago O'Hare Intl Airport, at $845 round-trip. The most popular route is Kahului (OGG) to Chicago O'Hare Intl Airport (ORD) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $845.

  • What is the cheapest month to fly from Maui to Illinois?

    The cheapest month for flights from Maui to Illinois is November, when tickets cost $478 (return) on average. On the other hand, the most expensive months are June and February, when the average cost of round-trip tickets is $1,031 and $938 respectively.

  • How long is the flight to Illinois?

    An average nonstop flight from Maui to Illinois takes 17h 37m, covering a distance of 4098 miles. The shortest route is Kahului (OGG) to Chicago O'Hare Intl Airport (ORD) with an average flight time of 7h 55m.

  • What are the most popular destinations in Illinois?

    Based on KAYAK flight searches, the most popular destination is Chicago (74% of total searches to Illinois). The next most popular destinations are St. Louis (12%) and Moline (10%). Searches for flights to Dubuque (4%) are also popular.

Top 5 airlines serving from Maui to Illinois

 
Need help choosing which airline to fly with from Maui to Illinois? 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
8.1Boarding
7.8Comfort
7.1Entertainment
8.5Crew
Airline reviews

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

2.0 MediocreEmilie, Jun 2025KOA - OGG
Read more Alaska Airlines reviews

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

they didn't fix a plane and we were delayed travelling an extra 12 hours.

Well, the baggage porter on Maui told my mom that our carry on luggage was overweight and if she gave him a 50 dollar tip he would let it go through. She tipped him and he tells us that he needs my Alaska airlines cc to waive the extra baggage charge. Find out later that since my original reservation was not under my name using a Hawaiian airlines CC, I would have to pay for the luggage anyway. I told them I had to end up paying for my daughters ticket when you all said because she turned two using my Alaska Airlines cc, now they need to charge me for her seat/flight, but you guys didn't care and i ended up paying for the bags and my mom paid the porter 50 dollars extra for nothing .. It was a crappy experience. First it was a multi trip. PDX-HNL then HNL-OGG then OGG to PDX. All bought under one ticket. My daugher turned two during the flight from HNL-OGG, but when I bought the ticket and at the PDX airport they said since i bought the ticket before she was two, everything is fine. come to find out no, I had to pay her ticket HNL-OGG and again OGG to PDX. you guys scammed me. You should say it on your website and make sure people know that during flights if the child turns two they have to pay for their seat. If i knew that from the very beginning i would have bought her ticket and it would have been LESS than paying TWICE for her flight! and you scammed my mother with you porter who told her to pay him 50 dollars and he would take care of the extra luggage weight.

Horrible! Cancelled our flight after almost 3hr delay. 5 1/2hrs of our day wasted in an airport, only to have to figure out what hotel we need to stay in, transportation and contacting our jobs so they know we will miss work. Rebooked us for a next day flight and didn’t keep our premium seating from our original flight. The worse!!!

Express the need to arrive at the airport more than 2 hours ahead of BOARDING TIME due to super slow security lines at the Lihue airport. 4 ppl in a party of 9 nearly missed the boarding.

Way too warm for that length of flight!! If the pretzel bag gets any smaller, there won't even be any pretzels to eat!! Crew didn't talk. $99 just for an aisle seat is ludicrous!! Probably won't fly Alaska again.

Our big luggage never made it to Boston. Very crucial to get it ASAP as heart medication is in there.

While it was delayed, once we were in the air, it was smooth. The flight attendents and pilot were friendly and did their best to accommodate us.

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.)

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

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

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

Hawaiian Airlines staff is always professional & quick & easy check in & boarding process

Bar code for checking luggage and boarding pass didn't work. Had to stand in long customer service line. Passengers at Oahu should be aware the Terminal for Hawaiian Air requires travel by shuttle. Budget an extra 20-30 minutes to get from the main terminal to the remote terminal.

Really enjoyed their food treats, staff was friendly and they kept our seats together, check in was excellent, boarding passes uploaded to my wallet! I would definitely recommend Hawaiian airlines to friends and family! 🌺

Great service, fast internet, got a lot of work done during the flight.

Cheap food no options for vegans, no entertainment, no snacks. Too much advertisement about their credit card. Next flight will be Delta Airlines.

Checking baggage at Honolulu was a real mess. No signs directing where to go.

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.

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!

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 crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

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

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Book cheap flights from Maui to Illinois

Recent round-trip flight deals

8/12Tue
1 stopAmerican Airlines
10h 58mOGG-ORD
8/20Wed
1 stopAmerican Airlines
13h 39mORD-OGG
$437
8/12Tue
1 stopAmerican Airlines
10h 58mOGG-ORD
8/20Wed
2 stopsAmerican Airlines
14h 59mORD-OGG
$442
8/12Tue
2 stopsAlaska Airlines
14h 44mOGG-ORD
8/20Wed
2 stopsAlaska Airlines
17h 11mORD-OGG
$514
8/15Fri
1 stopAlaska Airlines
21h 00mOGG-ORD
8/20Wed
1 stopAlaska Airlines
11h 32mORD-OGG
$559
7/29Tue
1 stopHawaiian Airlines
13h 25mOGG-ORD
8/8Fri
1 stopHawaiian Airlines
12h 10mORD-OGG
$663
6/26Thu
2 stopsUnited Airlines
13h 56mOGG-STL
6/30Mon
1 stopUnited Airlines
30h 27mSTL-OGG
$789
6/26Thu
2 stopsUnited Airlines
13h 56mOGG-STL
6/30Mon
2 stopsUnited Airlines
26h 39mSTL-OGG
$796
6/29Sun
1 stopHawaiian Airlines
13h 25mOGG-ORD
7/9Wed
1 stopHawaiian Airlines
11h 36mORD-OGG
$852
8/15Fri
2 stopsDelta
15h 45mOGG-MDW
8/20Wed
2 stopsDelta
17h 36mMDW-OGG
$865
8/12Tue
2 stopsDelta
15h 45mOGG-MDW
8/20Wed
2 stopsDelta
17h 36mMDW-OGG
$885

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Recent one-way flight deals

11/17Mon
1 stopDelta
12h 26mOGG-MDW
$219
9/17Wed
1 stopDelta
11h 18mOGG-ORD
$219
8/21Thu
1 stopHawaiian Airlines
10h 59mOGG-ORD
$222
10/30Thu
1 stopAlaska Airlines
9h 55mOGG-ORD
$231
8/20Wed
1 stopAlaska Airlines
11h 01mOGG-STL
$252
8/18Mon
2 stopsAmerican Airlines
15h 44mOGG-STL
$258
8/4Mon
1 stopHawaiian Airlines
13h 23mOGG-ORD
$293
6/26Thu
1 stopUnited Airlines
20h 24mOGG-ORD
$427
9/20Sat
nonstopUnited Airlines
7h 56mOGG-ORD
$457
8/3Sun
2 stopsAmerican Airlines
14h 02mOGG-ORD
$546

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Last minute flights from Maui to Illinois

Last minute flight, train and bus deals

6/16Mon
multi-stopAlaska Airlines
12h 20mOGG-ORD
6/30Mon
multi-stopAlaska Airlines
34h 20mORD-OGG
$788
6/16Mon
multi-stopAlaska Airlines
12h 20mOGG-ORD
6/30Mon
multi-stopAlaska Airlines
19h 26mORD-OGG
$797
6/16Mon
multi-stopSouthwest
12h 30mOGG-ORD
6/30Mon
multi-stopSouthwest
15h 05mORD-OGG
$833

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Everything you need to know for your flight to Illinois

Cabin class types available on flights to Maui

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