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Maui

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

ORD — OGG
Nov 6 — Nov 131
Fri 11/6
Fri 11/13
1 adult, Economy
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Find flight deals from O'Hare Intl to Maui

Popular in

December

Cheapest in

January

Average price

$674

Good round-trip deal

$680 or less

Good one-way deal

$457 or less
Highest demand for flights based on searches. 6% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Maui.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Maui.
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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 $630). Flying from Chicago O'Hare Intl Airport to Maui in December is currently the most expensive (average of $1,228). 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 Alaska Airlines,Southwest, 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.
Alaska Airlines
7.9
Good
13,028 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
Alaska Airlines
7.9
Good
13,028 reviews
Alaska Airlines
7.9
Good
13,028 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
Southwest
7.9
Good
4,214 reviews
Alaska Airlines
7.9
Good
13,028 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
Delta
7.8
Good
8,632 reviews
Alaska Airlines
7.9
Good
13,028 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
United Airlines
7.4
Good
10,296 reviews
Alaska Airlines
7.9
Good
13,028 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
American Airlines
7.0
Good
12,130 reviews
Alaska Airlines
7.9
Good
13,028 reviews

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.0

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

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 $698, our data indicates the cheapest price to be $252. The most popular route (Chicago O'Hare Intl - Kahului), is priced around $543.

  • 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 $630). Flying from Chicago O'Hare Intl Airport to Maui in December is currently the most expensive (average of $1,228). 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
DeltaCheapest$355Average$575FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$361Average$662FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$431Average$740FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$626Average$760FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$698Average$1,022FlexibilityNo cancel feeOn-time69%

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