HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maui

Cheap flights from O'Hare Intl (ORD) to Maui

ORD — OGG
Oct 23 — Oct 301
Fri 10/23
Fri 10/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to Maui with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from O'Hare Intl to Maui

Popular in

December

Cheapest in

January

Average price

$701

Good round-trip deal

$680 or less

Good one-way deal

$351 or less
Highest demand for flights based on searches. 5% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to Maui.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to Maui.
Search Deals

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Maui

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

The price you pay for your flight from Chicago O'Hare Intl Airport to Maui may vary depending on when you book. For the best chance of a lower fare, look to book 82 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Maui?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Maui (average of $637). Flying from Chicago O'Hare Intl Airport to Maui in December is currently the most expensive (average of $1,227). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to FUK?

When flying from Chicago O'Hare Intl Airport to Maui, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Maui

Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Maui, such as Southwest,Alaska Airlines, andDelta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,196 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
Southwest
8.0
Very good
4,196 reviews
Southwest
8.0
Very good
4,196 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
Alaska Airlines
7.9
Good
12,956 reviews
Southwest
8.0
Very good
4,196 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
Delta
7.8
Good
8,594 reviews
Southwest
8.0
Very good
4,196 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
United Airlines
7.4
Good
10,230 reviews
Southwest
8.0
Very good
4,196 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
American Airlines
7.0
Good
12,076 reviews
Southwest
8.0
Very good
4,196 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
4.0
Okay

Steven,Sep 2026

OGG - HNL

It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful

Related info for your journey

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Maui one-way?

    One-way options have recently been found by users for as low as $179 on American Airlines. Other airlines that offer cheap prices include Delta from $202 and Alaska Airlines from $273 one-way.

  • What are the most popular routes from Chicago O'Hare Intl Airport to Maui?

    While some choose either Chicago O'Hare Intl - Kapalua West Maui or Chicago O'Hare Intl - Hana, Chicago O'Hare Intl - Kahului is the most popular route from Chicago O'Hare Intl Airport to Maui.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Maui?

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to Maui? While on average our users pay $1,547, our data indicates the cheapest price to be $252. The most popular route (Chicago O'Hare Intl - Kahului), is priced around $534.

  • Can I find deals for flights from O'Hare Intl to Maui that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Maui flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Maui?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Maui.

  • Can I find deals for business class flights from O'Hare Intl to Maui?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Maui by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Maui?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Maui (average of $637). Flying from Chicago O'Hare Intl Airport to Maui in December is currently the most expensive (average of $1,227). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for O'Hare Intl to Maui

O'Hare Intl to Honolulu flights
O'Hare Intl to Kahului flights
Midway to Honolulu flights
O'Hare Intl to Lihue flights
O'Hare Intl to Kailua-Kona flights
Midway to Lihue flights

Top 5 airlines flying from O'Hare Intl to Maui

AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$352Average$657FlexibilityNo cancel feeOn-time75%
DeltaCheapest$355Average$570FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$431Average$729FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$626Average$760FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$706Average$1,024FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.