Chicago

$202+ Cheap flights from Maui to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — CHI
Dec 28 — Jan 41
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Cheap flight deals from Maui to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Maui (zzFUK) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 23, 2024.

Round-trip from

$430
(Alaska Airlines)

One-way from

$202
(American Airlines)
From Maui to Chicago (CHI)
One-way flight from Maui to Chicago (CHI)

Find flight deals from Maui to Chicago

Best flights from Maui to Chicago
Discover carefully curated flight deals from Maui to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2024.

This Alaska Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/261:35 pmOGG - ORD
2 stops19h 32mAlaska Airlines
Wed 1/297:45 amORD - OGG
1 stop19h 12mAlaska Airlines
Deal found 12/22$430
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/269:20 pmOGG - ORD
1 stop12h 10mDelta
Wed 1/297:15 amORD - OGG
1 stop16h 40mDelta
Deal found 12/22$473
This United Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/610:15 amOGG - ORD
1 stop19h 16mUnited Airlines
Fri 1/108:29 pmORD - OGG
2 stops24h 02mUnited Airlines
Deal found 12/22$870
This United deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/311:30 pmOGG - ORD
2 stops18h 02mMultiple Airlines
Thu 1/97:45 amORD - OGG
2 stops17h 13mMultiple Airlines
Deal found 12/22$1,678
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/68:55 pmOGG - MDW
2 stops16h 52mDelta
Fri 1/106:00 amMDW - OGG
1 stop15h 39mDelta
Deal found 12/22$1,409

Find flights from Maui to Chicago within your budget

Customize your flight search to find flights from Maui to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Sun 1/26

1:35 pm-1:07 pm

2 stops19h 32m

Chicago O'Hare Intl

Wed 1/29

7:45 am-10:57 pm

1 stop19h 12m

$430

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Sun 1/26

9:20 pm-1:30 pm

1 stop12h 10m

Chicago O'Hare Intl

Wed 1/29

7:15 am-7:55 pm

1 stop16h 40m

$473

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Mon 1/6

10:15 am-9:31 am

1 stop19h 16m

Chicago O'Hare Intl

Fri 1/10

8:29 pm-4:31 pm

2 stops24h 02m

$870

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Mon 1/6

8:55 pm-5:47 pm

2 stops16h 52m

Chicago Midway

Fri 1/10

6:00 am-5:39 pm

1 stop15h 39m

$1,409

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Fri 1/3

11:30 pm-9:32 pm

2 stops18h 02m

Chicago O'Hare Intl

Thu 1/9

7:45 am-8:58 pm

2 stops17h 13m

$1,678

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 1/15

2:43 pm-6:05 am

1 stop11h 22m

$202

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 1/15

1:45 pm-1:07 pm

2 stops19h 22m

$207

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Mon 3/10

8:57 pm-1:19 pm

1 stop11h 22m

$223

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Sat 3/1

2:25 pm-8:51 am

2 stops14h 26m

$276

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 6/11

11:55 am-5:04 am

1 stop12h 09m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 14 results
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Best time to book a flight from Maui to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Maui with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Maui to Chicago

Get recent, data-driven insights about flights from Maui to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Maui to Chicago?

Currently, August is the cheapest month in which you can book a flight from Maui to Chicago (average of $245). Flying from Maui to Chicago in March is currently the most expensive (average of $317). 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 FUK to CHI?

Find hourly flight availability from Maui to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Maui to Chicago as you normally would.

Weekly flight availability from Maui to Chicago

Explore weekly flight availability from Maui to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 23, 2024.

The most flights from zzFUK to CHI are scheduled on a Tuesday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated December 23, 2024.
8.1
Very good
4,780 reviews

Entertainment

7.7

Boarding

8.2

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,780 reviews
8.1
Very good
4,780 reviews

Entertainment

7.7

Boarding

8.2

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,549 reviews
8.1
Very good
4,780 reviews

Entertainment

7.7

Boarding

8.2

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,588 reviews
8.1
Very good
4,780 reviews

Entertainment

7.7

Boarding

8.2

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.9
Good
2,294 reviews
8.1
Very good
4,780 reviews

Entertainment

7.7

Boarding

8.2

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
9,022 reviews
8.1
Very good
4,780 reviews

Entertainment

7.7

Boarding

8.2

Food

7.2

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Maui to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Maui to Chicago one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $202. Users have also found prices from $207 and $223 on Alaska Airlines and Delta, respectively.

  • What are the cheapest flights from Maui to Chicago?

    The cheapest flight price from Maui to Chicago is $272. On average you can expect to pay $1,039. The most popular route, (Kahului - Chicago O'Hare Intl), can usually be booked for $473.

  • Can I find deals for flights from Maui to Chicago that include hotel bookings?

    Yes. In addition to deals on Maui to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maui to Chicago?

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

  • Can I find deals for business class flights from Maui to Chicago?

    Yes. Cheapflights offers flight deals from Maui to Chicago 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 Maui to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Maui to Chicago (average of $245). Flying from Maui to Chicago in March is currently the most expensive (average of $317). 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

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Top 4 airlines flying from Maui to Chicago

Discover the top 4 airlines that operate flights from Maui to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$312Average$541FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$349Average$612FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$478Average$736FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$495Average$791FlexibilityNo cancel feeOn-time75%
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