$242 Find Cheap Flights from Chicago O'Hare Airport to Maui - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Maui departing on 9/9. 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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Cheap Flights from O'Hare Intl to Maui

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kahului
Kahului2 stops$588
Kapalua
Kapalua2 stops$885
Hana
Hana2 stops$822
Kahului
Kahului2 stops$588
Kapalua
Kapalua2 stops$885
Hana
Hana2 stops$822

Book Cheap O'Hare Intl to Maui Plane Tickets

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

Sat, Sep 12 - Sun, Sep 20
Delta Logo
10:44 am - 11:06 am
ORD
-
OGG
29h 22m
2 stops
Delta Logo
9:12 pm - 11:31 pm
OGG
-
ORD
21h 19m
2 stops
$588Delta
Tue, Aug 11 - Tue, Aug 18
Alaska Airlines Logo
7:59 pm - 9:55 pm
ORD
-
OGG
30h 56m
1 stop
Alaska Airlines Logo
11:03 pm - 1:22 pm
OGG
-
ORD
33h 19m
1 stop
$589Alaska Airlines
Sat, Aug 22 - Wed, Aug 26
Delta Logo
6:30 pm - 11:17 am
ORD
-
OGG
21h 47m
2 stops
Delta Logo
9:15 pm - 11:48 pm
OGG
-
ORD
21h 33m
2 stops
$590Delta
Sun, Aug 16 - Fri, Aug 28
Alaska Airlines Logo
6:20 am - 9:55 pm
ORD
-
OGG
20h 35m
1 stop
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
$592Alaska Airlines
Wed, Aug 19 - Sun, Aug 23
Delta Logo
6:25 pm - 11:17 am
ORD
-
OGG
21h 52m
2 stops
Delta Logo
9:15 pm - 11:48 pm
OGG
-
ORD
21h 33m
2 stops
$593Delta
Sun, Nov 15 - Wed, Nov 18
Multiple Airlines Logo
7:56 pm - 3:17 pm
ORD
-
OGG
23h 21m
2 stops
Multiple Airlines Logo
8:40 am - 5:40 am
OGG
-
ORD
17h 00m
1 stop
$596Multiple Airlines
Thu, Sep 10 - Sun, Sep 20
Alaska Airlines Logo
2:18 pm - 9:37 pm
ORD
-
OGG
12h 19m
1 stop
Alaska Airlines Logo
9:18 pm - 6:20 am
OGG
-
ORD
28h 02m
1 stop
$597Alaska Airlines
Sat, Aug 22 - Wed, Aug 26
Alaska Airlines Logo
6:00 am - 10:14 pm
ORD
-
OGG
21h 14m
1 stop
Alaska Airlines Logo
10:40 pm - 11:59 pm
OGG
-
ORD
20h 19m
1 stop
$598Alaska Airlines
Tue, Nov 3 - Tue, Nov 10
Multiple Airlines Logo
7:56 pm - 3:17 pm
ORD
-
OGG
23h 21m
2 stops
Multiple Airlines Logo
11:34 pm - 11:49 pm
OGG
-
ORD
20h 15m
1 stop
$599Multiple Airlines
Thu, Aug 20 - Tue, Aug 25
Alaska Airlines Logo
2:18 pm - 9:37 pm
ORD
-
OGG
12h 19m
1 stop
Alaska Airlines Logo
10:40 pm - 7:21 pm
OGG
-
ORD
15h 41m
1 stop
$600Alaska Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Maui flights

Get data-powered insights and trends into flights from O'Hare Intl to Maui to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago O'Hare Intl Airport to Maui flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Maui from Chicago O'Hare Intl Airport found in the last 5 days was to Kahului, at $924 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Kahului (OGG), and the cheapest round-trip airline ticket found on this route in the last 5 days was $924.

What is the cheapest time of day to fly to Maui?

The average price for all round-trip flights from Chicago O'Hare Intl Airport to Maui depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Maui is generally in the morning, when round-trip flights cost $1,066 on average. The most expensive time of day to fly to Maui is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,066.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Maui?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $498, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Maui?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Maui, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Maui is October, when tickets cost $281 (return) on average. On the other hand, the most expensive months are July and November, when the average cost of round-trip tickets is $630 and $401 respectively.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Maui?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Maui clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago O'Hare Airport to Maui, look for departures on Tuesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Maui, Thursday is the cheapest day to fly and Friday is the most expensive.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Maui?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Maui, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Maui, you should book around 4 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Find deals

Good to know

Low seasonOctober
Cheapest flight$242
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Chicago O'Hare Airport to Kahului

FAQs - booking Maui flights

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

    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 Chicago O'Hare Airport to Maui.

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

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

    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 Chicago O'Hare Airport to Maui 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 Chicago O'Hare Airport to Maui?

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

  • How many flights are there between Chicago O'Hare Intl Airport and Maui per day?

    There is a maximum of 1 nonstop flight a day that takes off from Chicago O'Hare Intl Airport and lands in Maui, with an average flight time of 8h 56m. The most common departure time is 9:00 am and most flights take off in the morning. Each week, there are 1 flights.

Everything you need to know for your flight to Maui

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)