Find cheap flights from Maui to Illinois - Compare and Save

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Low season

January
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 2% increase in price.

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.

  • How many airports are there in Illinois?

    There are 12 airports in Illinois. The busiest airport is Chicago O'Hare Airport (ORD), with 92% of all flights arriving there.

  • 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 $556.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Thursday where round-trip tickets can be as cheap as $587. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $865 on average.

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

    The cheapest time of day to fly to Illinois is generally in the evening, when round-trip flights cost $760 on average. The most expensive time of day to fly to Illinois is generally at night, which is peak travel time and where the average cost of a ticket is $865.

  • What is the cheapest flight to Illinois?

    The cheapest ticket to Illinois from Maui found in the last 5 days was to Chicago O'Hare Intl Airport, at $473 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 5 days was $473.

  • 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 $331 (return) on average. On the other hand, the most expensive months are August and January, when the average cost of round-trip tickets is $546 and $537 respectively.

  • How many cities have direct flights to Illinois?

    From Maui, there are direct flights to Illinois from 1 city. This city is Kahului and there are 2 direct flights each week.

  • How many direct flights to Illinois are there each day?

    There are around 1 direct flights from within Maui to Illinois every day. All flights depart in the afternoon.

  • How many direct flights to Illinois are there each week?

    Each week there are around 2 direct flights from within Maui to Illinois. The most common day for departures is Saturday, with 100% of flights taking off on this day.

  • How long is the flight to Illinois?

    An average nonstop flight from Maui to Illinois takes 16h 46m, 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 58m.

  • How many long-haul flights are there to Illinois each week?

    There are not any medium-haul (3-6 hour flight duration) or short-haul (up to 3 hour flight duration) flights to Illinois. Instead, there are 2 long-haul flights (6-12 hour flight duration), with the most arriving from Kahului.

  • What are the most popular destinations in Illinois?

    Based on KAYAK flight searches, the most popular destination is Chicago (71% of total searches to Illinois). The next most popular destination is St. Louis (29%).

Reviews of the top 3 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.
7.9
Alaska AirlinesOverall score based on 13036 reviews
8.5Crew
7.0Entertainment
8.1Boarding
7.0Food
7.8Comfort
Airline reviews

Anything to make the customer experience better. Stop cancelling flights like people traveling have nothing better to do than have their life plans halted. People go to great lengths to get time off work, make plans at the end of their flights, make travel plans, go through the nightmare of checking in at busy stressful airports, make pick up arrangements only to have the rug pulled out from under them. Flying has become so miserable now!! The flights were delayed ONLY with American Airlines. The disorganization is sickening. After the flight being delayed multiple times, when the flight was finally broadcast that it was a go, EXCEPT, they were now waiting for flight attendants. They had plenty of time to plan this, what the heck?! Missed both connecting flights because it was so delayed. I vowed to never fly American Airlines again, did it and BOY was it a mistake!!! American Airlines ranks with United as two worst airlines.

2.0 MediocreAnonymous, Sep 2026
Read more Alaska Airlines reviews

Anything to make the customer experience better. Stop cancelling flights like people traveling have nothing better to do than have their life plans halted. People go to great lengths to get time off work, make plans at the end of their flights, make travel plans, go through the nightmare of checking in at busy stressful airports, make pick up arrangements only to have the rug pulled out from under them. Flying has become so miserable now!! The flights were delayed ONLY with American Airlines. The disorganization is sickening. After the flight being delayed multiple times, when the flight was finally broadcast that it was a go, EXCEPT, they were now waiting for flight attendants. They had plenty of time to plan this, what the heck?! Missed both connecting flights because it was so delayed. I vowed to never fly American Airlines again, did it and BOY was it a mistake!!! American Airlines ranks with United as two worst airlines.

Potatoes were not cooked in the pork potato meal. Flight attendants were great in first class.

I paid extra to choose my seat. I chose a window seat. I don’t know if it was a disconnect between KAYAK or the airline but when we got to the airport, the seat was changed to a middle seat. Didn’t notice it til at the gate. I called wanted a refund and was told that I didn’t choose the seat even though on my KAYAK reservation it showed seat 12 A. So I paid extra for seat selection, but didn’t get it. And also did not get a refund. I specifically pay the extra for a seat selection. I normally am very happy with Alaska Airlines. They are usually in my top three of choices.

The plane smelled like an aquarium. Many passengers noted it smelled like fish. We then sat on the plane for over 2 hours before taking off

Worst travel day of my life. First bumped from our 7am flight—that we booked to ensure enough time to get to Chicago and get ready to go to a concert. Ended up on a flight 5hours later only to arrive in Chicago and spend 2 hours sitting in the tarmac. Missed the concert ($650 in tickets) and was too late to cancel the hotel ($500). I did receive a $200 voucher for the next Alaska ticket—soooo generous 👎. Would LOVE if Alaska reimbursed the $1000+that I am out!

Only issue is that when you board last they make you check your carry on due to lack of space. Did not care for that.

Great with American Poor with Alaska airlines. 3 hrs isn’t enough to transfer bags from one gate to another 5-6 gates away in the same terminal. Bags essential for cruise were unavailable Flights delayed cascading the problem. (Alaska Airlines responsibility). Very poor execution of operations that should be the simplest aspect of travel.

My flight was several times rescheduled and then finally canceled.

The flight kept getting delayed due to a maintenance issue. That happens, but there is no excuse for changing the gate FIVE TIMES, including one time nearly all the way across SeaTac. After we were delayed for 3+ hours, they did send us (via email) a $12 meal voucher...except you can't find a $12 meal anywhere in that airport, unless you consider a bag of M&M's and a bottle of water a meal. The plane had one problem after another but finally took off 4.5 hours late. This caused us to miss our hotel shuttle at ORD (they didn't run past midnight and it was 3 am) so we had to wait 25 minutes and pay for an Uber. I did get a $50 flight voucher from Alaska...big deal. Barely covers my Uber ride that I shouldn't have needed.

It was good. Too long for older people. Service and support was great! Friendly crew!

Old plane, no amenities. Very abrupt landing. Unnecessarily long taxi time.

We were delay because so many bags needed to be gate checked and it was disappointing not to have outlets in the seats for such a long flight.

Raleigh to Chicago was OK. The problem was Chicago to Lincoln. Flight was delayed 4 hours. Give them credit for the updates and reason why it was delayed

Comfortable seats and good crew. There should be some breakfast options in menu for economy class to purchase Wifi was not working in the flight

On time. Accommodated carry on and personal bag in the plane. Good entertainment available and access without using own device. Gave a whole can of juice rather than a pour. Seat did not recline much.

Good, our flight was delayed but that was totally out of their control due to weather and a presidential visit.

The price. Omg $1100. Was crazy and it was not clear on the website.

Excellent. I had a medical emergency on flight SNA-ORD and the attendants were very helpful.

Usual wait for over a half hour for a gate at Ohare. They tell you you'll get there early then sit on the plane and wait almost an hour

Charging and entertainment didn't work. The meal was horrible. They only came by with the drink cart one time for the 8 hour flight. They did come by with water a couple times.

I was truly shocked at how poor this flight went. The crew was not friendly during the checking process. The asked for people to gate check and were rude about it. They didn't handle my luggage with care. When I got to my seat I noticed a large section of the ceiling vent area was, no joke, TAPED TOGETHER WITH CLEAR PACKING TAPE! To add insult to injury, the back rest button was disabled on my seat and all the seats I could see. The wifi, never connected for me, despite troubleshooting it for a while. I did everything from restarting my wifi/phone to forgetting the network and restarting the app. But that didn't stop the mandatory 2 ads from playing every single time. Even the bags took over 45 mins to arrive at the carousel. Everything about this flight was a flop and I am beginning to notice that some of these events are becoming a trend. Perhaps it's time I switch loyalty programs.

It would be helpful to be able to download an eticket from either American airlines or Cathay Pacific; not just Cathay Pacific.

Another American Airlines flight, another significant delay. At least this one wasn't canceled like many others have been. This time we sat on the runway at LaGuardia for 2.5 hours. By my count that is 7 American flights the last three months that have been delayed 2 hours or more or canceled entirely.

There was no clear update on the flight until last minute and made it an hour delay. No clear flight aircraft or incoming flight which we will be boarding. We would plan accordingly for our connecting flight. This is one one the worst service, I also had to buy an another ticket with different ai carrier. American airline was not letting me plan my trip, made us just waiting. Not a good service at all.

The plane was delayed after we boarded - although they sent an email to my work email (which I did not get until later) there was no announcement from the PA about the delay in flight. Fortunately, they made up the time in the air and we landed around the original time.

My luggage was lost at some point during my layover between Chicago and LHR. I landed Tuesday morning, and did not get it until Thursday night. Ironically, the people at the ticket desk had added a “priority” sticker to my tracking tag.

My experience was fine, with one surprising exception. After leveling off at cruising altitude, the main cabin flight attendant made an announcement that he had a cold, so he would not be coming through the aisle to provide cabin service. He claimed this was in consideration of his health and safety and ours. However, if passengers wanted a beverage, he invited them to come to the back of he plane, where he would provide service. I understand that a flight attendant's primary responsibility is to ensure passenger safety, but a secondary role is to provide service. If this flight attendant was too sick to perform his duties - and if he truly cared about passenger health and safety , as he claimed - he should have stayed home and called in sick, rather than exposing the cabin to his germs.

The flight was delayed multiple times. Breakfast was not served and only an apology given and statement that we could find better pastries in Paris. Seats were extremely narrow and uncomfortable.

We waited over 30 minutes for a gate in Chicago and more than 15 minutes for the doors to open. Cookies were missing from the menu.

Flight was 2 hr late but at least I was upgraded to first class

More options for your flight to Illinois

Complete your trip to Illinois with a hotel stay or car rental