ORD

$179 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 3/4. 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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Everything you should know

Cheapest round-trip
$424
Alaska Airlines
Wed 5/13Wed 5/20
OGG - ORD • 1 stop
Cheapest non-stop
$875
United Airlines
Mon 3/16Tue 3/31
OGG - ORD • Non-stop
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Flight Deals
Useful Info
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

Wed, May 13 - Wed, May 20
Alaska Airlines Logo
10:42 pm - 11:41 pm
OGG
-
ORD
19h 59m
1 stop
Alaska Airlines Logo
9:00 am - 9:30 pm
ORD
-
OGG
17h 30m
1 stop
$424Alaska Airlines
Mon, Mar 16 - Tue, Mar 31
Delta Logo
9:09 pm - 1:25 pm
OGG
-
ORD
11h 16m
1 stop
Delta Logo
7:10 am - 3:13 pm
ORD
-
OGG
13h 03m
1 stop
$428Delta
Mon, Mar 16 - Tue, Mar 31
Alaska Airlines Logo
9:23 pm - 1:11 pm
OGG
-
ORD
10h 48m
1 stop
Alaska Airlines Logo
8:20 am - 10:59 pm
ORD
-
OGG
19h 39m
2 stops
$500Alaska Airlines
Tue, Mar 31 - Sun, Apr 5
American Airlines Logo
1:46 pm - 7:25 am
OGG
-
ORD
12h 39m
1 stop
American Airlines Logo
9:45 am - 6:23 pm
ORD
-
OGG
13h 38m
1 stop
$518American Airlines
Wed, May 13 - Wed, May 20
Delta Logo
10:00 pm - 6:50 pm
OGG
-
ORD
15h 50m
2 stops
Delta Logo
7:10 am - 5:48 pm
ORD
-
OGG
15h 38m
1 stop
$539Delta
Thu, Mar 19 - Mon, Mar 30
Alaska Airlines Logo
12:44 pm - 7:02 pm
OGG
-
ORD
25h 18m
1 stop
Alaska Airlines Logo
7:59 pm - 10:02 pm
ORD
-
OGG
31h 03m
1 stop
$562Alaska Airlines
Mon, Mar 16 - Tue, Mar 31
Alaska Airlines Logo
9:23 pm - 4:33 pm
OGG
-
ORD
14h 10m
2 stops
Alaska Airlines Logo
8:00 am - 10:02 pm
ORD
-
OGG
19h 02m
2 stops
$569Alaska Airlines
Tue, Mar 31 - Sun, Apr 5
Alaska Airlines Logo
11:59 pm - 11:59 pm
OGG
-
ORD
19h 00m
2 stops
Alaska Airlines Logo
8:20 am - 10:02 pm
ORD
-
OGG
18h 42m
1 stop
$581Alaska Airlines
Thu, Mar 19 - Mon, Mar 30
Alaska Airlines Logo
2:57 pm - 6:39 am
OGG
-
ORD
10h 42m
1 stop
Alaska Airlines Logo
7:59 pm - 10:02 pm
ORD
-
OGG
31h 03m
1 stop
$598Alaska Airlines
Wed, May 13 - Wed, May 20
Delta Logo
10:00 pm - 6:50 pm
OGG
-
ORD
15h 50m
2 stops
Delta Logo
6:30 am - 7:35 pm
ORD
-
OGG
18h 05m
2 stops
$622Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$179
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 3% 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.
8.0
Alaska AirlinesOverall score based on 11850 reviews
7.8Comfort
8.5Crew
7.1Food
8.1Boarding
7.0Entertainment
Airline reviews

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

4.0 OkayJerry, Jan 2026
SAN - ORD
Read more Alaska Airlines reviews

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

I paid for WiFi but it never really worked. That was frustrating.

Dropping off of the checked bags took way longer than it should have. The agent for the pre-tagged and ready to drop off line was gone and didn't come back for about 15 minutes. The other bag check lines were barely moving. Agents were standing around and not much was getting done. Everything else about the flight was great.

I flew Hawaiian Airlines three times during my trip. Each time, when we went to baggage claim, it took about 45 minutes to an hour to receive our luggage.

The kiosk was fast. I got in and got my baggage tag right away. There was a long lines at baggaged check in But it moved fast and checked my baggage with no problem. The flight was good. The flight attendants were very helpful, friendly and always smiling.

We were very late to take off, late exit plane, and luggage took a long time.

Boarding passes could not be received online, even after online check-in. While they appeared on the Alaska.com app, they did not transfer to inbox or messages and were not available at all on the Alaska.com app following the check-in process. There was no choice other than to get boarding passes at the airport counter.

Alaska Airlines has horrible customer service. After sitting in a packed airplane for over an hour, they decided to cancel our flight and had us deplane. Instead of helping us nearby, we had to ride two trains (in Seattle Airport), from the S-Gates to the C-Gates; only to stand in a line for 3 and a half hours. Throughout the 3 hours, there was often 1 agent at the customer service counter to help the passengers trying to get information and accommodation on a flight that they cancelled. Do better!

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

I know airlines have to save money, but a little more legroom would be nice. I’m a small person and I just felt cramped after a few hours. However, I loved everything else! Free Alaska Airlines wifi, free movies, yummy snacks, and the crew was so helpful and accommodating!

Horrible food and crew. Crew were laughing and talking loud while people were trying to sleep

I liked the Starlink WiFi but didn't like how they said they were the only airline to offer a free meal and it turns out to be just a standalone sandwich and then charge for snacks to go with it. Rather have the free snacks like Southwest, but have the option to purchase a decent meal for a 5+ hour flight.

Delayed and cancelled flights were hard and very stressful, both ways!

Canceled my flight within 24 hours, causing me arriving home midnight. Will never book Hawaiian airlines anymore

I like Hawaiian, it was great that they had good internet connection across the Pacific Ocean, thanks to Star Link satellites. The seating was comfortable, ( I was in economy ). Maybe I missed it, but I only got offered a beverage once. It was a nonstop flight KOA to SMF. I would take it again next time I go that way.

I always love flying Hawaii and I have nothing to add

Previously flown Hawaiian Airlines on similar routes, I found Alaska Airlines to be noticeably more comfortable. The seats on Alaska Airlines provided better support and cushioning, which made a significant difference on the long flight to the islands. When you’re spending 5-6 hours in the air, seat comfort really matters, and Alaska Airlines delivered where it counts. After comparing both carriers, I’ve decided to book with Alaska Airlines for all my future Hawaii trips. The superior seat comfort alone makes it worth choosing Alaska over Hawaiian Airlines. If you’re planning a trip to Hawaii and prioritizing comfort, I’d recommend giving Alaska Airlines a try. You won’t be disappointed. Highly recommended for Hawaii travel!

The crew was EXTREMELY helpful And sweet and the flight was smooth!

Everything was great and smooth. Given the short flight there was no entertainment but the rating does not give this option. My first flight with Hawaiian was a success all around.

Flying with Hawaiian Airlines is a treat! They have the best crew, food and drinks! I’ve always enjoyed flying with Hawaiian Airlines and will continue to use them!

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

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
Elk Grove Village
Des Plaines
Hoffman Estates
Hammond
Willowbrook
Portage
South Holland
Delavan
Northbrook
Lansing
Pleasant Prairie
Elmhurst
Lisle
Valparaiso

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