ORD

$268 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 9/1. 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, 0 bags

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Flight Deals

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

Tue, Sep 1 - Tue, Sep 8
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
Alaska Airlines Logo
7:20 am - 9:37 pm
ORD
-
OGG
19h 17m
1 stop
$554Alaska Airlines
Thu, Sep 17 - Mon, Sep 21
Multiple Airlines Logo
6:00 am - 11:59 pm
OGG
-
ORD
12h 59m
2 stops
Multiple Airlines Logo
7:00 pm - 11:56 am
ORD
-
OGG
21h 56m
1 stop
$559Multiple Airlines
Tue, Sep 1 - Tue, Sep 8
Multiple Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
Multiple Airlines Logo
7:20 am - 5:24 pm
ORD
-
OGG
15h 04m
2 stops
$560Multiple Airlines
Thu, Sep 17 - Mon, Sep 21
Multiple Airlines Logo
6:00 am - 11:59 pm
OGG
-
ORD
12h 59m
2 stops
Multiple Airlines Logo
8:00 am - 6:24 pm
ORD
-
OGG
15h 24m
2 stops
$565Multiple Airlines
Tue, Sep 1 - Tue, Sep 15
Multiple Airlines Logo
10:39 am - 6:20 am
OGG
-
ORD
14h 41m
2 stops
Multiple Airlines Logo
8:00 am - 4:58 pm
ORD
-
OGG
13h 58m
1 stop
$608Multiple Airlines
Tue, Sep 1 - Tue, Sep 8
Multiple Airlines Logo
6:59 pm - 2:47 pm
OGG
-
ORD
14h 48m
2 stops
Multiple Airlines Logo
7:20 am - 5:49 pm
ORD
-
OGG
15h 29m
2 stops
$610Multiple Airlines
Wed, Oct 21 - Sat, Oct 24
Alaska Airlines Logo
7:00 am - 11:59 pm
OGG
-
ORD
11h 59m
1 stop
Alaska Airlines Logo
2:21 pm - 2:13 pm
ORD
-
OGG
28h 52m
1 stop
$624Alaska Airlines
Wed, Oct 21 - Sat, Oct 24
Multiple Airlines Logo
10:30 am - 6:20 am
OGG
-
ORD
14h 50m
2 stops
Multiple Airlines Logo
2:21 pm - 2:13 pm
ORD
-
OGG
28h 52m
1 stop
$630Multiple Airlines
Sat, Sep 12 - Sat, Sep 19
Multiple Airlines Logo
1:08 pm - 12:07 pm
OGG
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ORD
17h 59m
2 stops
Multiple Airlines Logo
4:08 pm - 11:56 am
ORD
-
OGG
24h 48m
1 stop
$649Multiple Airlines
Wed, Oct 21 - Sat, Oct 24
Multiple Airlines Logo
10:30 am - 6:20 am
OGG
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ORD
14h 50m
2 stops
Multiple Airlines Logo
7:20 am - 6:23 pm
ORD
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OGG
16h 03m
2 stops
$655Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$268
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 10% increase in price.
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 3 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.
7.9
Alaska AirlinesOverall score based on 12481 reviews
7.0Entertainment
8.5Crew
7.1Food
8.1Boarding
7.8Comfort
Airline reviews

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

8.0 ExcellentAnonymous, Jun 2026
MKE - ORD
Read more Alaska Airlines reviews

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

Good flight overall. Lots of bumps during flight but pilot kept searching for smooth air

We tried for days to use online Alaska Airline app we needed to know what Gate to depart from . When we got there we were given a paper boarding ticket with the wrong gate on it . We almost missed this flight . It caused great stress and caused a health side effect. The previous flights April 24 started hour late mechanical issues . We were not allowed to depart plane in time to get correct gate and missed our flight .

Couldn’t order food for the family because all the good food was unavailable. We opted for bringing something on with us. I also didn’t like that I had to have T-mobile for online movies. Stupid.

Had to buy a snack box as I am gluten free. They should be free in extra comfort. Food they provided was awful. Not enough water stops.

You can standby to get on earlier flight if the seat is open.

it was good except the too big men in my personal space.

Free WiFi was awesome. I hate the five hour delayed take off.. arrrgh!

I wasn’t aware that we needed to supply our own screens for entertainment

Overall, we had a very good experience with Alaska Airlines on our flight from Honolulu to Seattle. The First Class cabin was comfortable, boarding was smooth, and the crew was friendly and attentive. The meal service was solid and the overall flight felt well organized. One thing that stood out negatively was the drink service. I was in First Class and, while quietly watching movies and not causing any issues, I was cut off after four drinks. I understand safety policies, but the cutoff felt a bit premature given the context.

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Traveling to a place near O'Hare Intl?

Book flights to O'Hare Intl if you plan to visit one of these locations
Gurnee
South Haven
Merrillville
Oak Brook
Saint Joseph
Tinley Park
Hammond
Elk Grove Village
Des Plaines
Hoffman Estates
Portage
Willowbrook
South Holland
Delavan
Lansing
Northbrook
Lisle
Elmhurst
Pleasant Prairie
Alsip

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