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$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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — CHI
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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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 November 21, 2024.

Find flight deals from Maui to Chicago

Cheapest flights from Maui to Chicago
Explore the most affordable flight options available from Maui to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/276:57 pmOGG - ORD
1 stop10h 28mAmerican Airlines
Sat 1/47:14 pmORD - OGG
1 stop22h 16mAmerican Airlines
Deal found 11/20$521
This United Airlines deal was found by Cheapflights users on 11/21. 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.
Fri 12/69:00 pmOGG - ORD
1 stop10h 29mUnited Airlines
Tue 12/107:10 amORD - OGG
1 stop13h 21mUnited Airlines
Deal found 11/21$527
This Alaska Airlines deal was found by Cheapflights users on 11/21. 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.
Mon 12/92:50 pmOGG - ORD
1 stop10h 29mAlaska Airlines
Mon 12/165:59 pmORD - OGG
2 stops25h 16mAlaska Airlines
Deal found 11/21$609
This Delta deal was found by Cheapflights users on 11/21. 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.
Sat 12/711:45 pmOGG - ORD
1 stop14h 01mDelta
Mon 12/167:00 amORD - OGG
1 stop14h 46mDelta
Deal found 11/21$742
This Delta deal was found by Cheapflights users on 11/20. 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.
Fri 12/64:45 pmOGG - MDW
1 stop13h 05mDelta
Tue 12/106:00 amMDW - OGG
1 stop15h 46mDelta
Deal found 11/20$760
This Southwest deal was found by Cheapflights users on 11/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/72:50 pmOGG - ORD
2 stops20h 30mSouthwest
Sat 12/146:30 amORD - OGG
2 stops15h 30mSouthwest
Deal found 11/20$762
This United deal was found by Cheapflights users on 11/21. 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.
Sat 12/286:15 pmOGG - ORD
Nonstop7h 58mMultiple Airlines
Sat 1/48:00 amORD - OGG
1 stop12h 37mMultiple Airlines
Deal found 11/21$1,208

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Fri 12/27

6:57 pm-9:25 am

1 stop10h 28m

Chicago O'Hare Intl

Sat 1/4

7:14 pm-1:30 pm

1 stop22h 16m

$521

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Fri 12/6

9:00 pm-11:29 am

1 stop10h 29m

Chicago O'Hare Intl

Tue 12/10

7:10 am-4:31 pm

1 stop13h 21m

$527

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Mon 12/9

2:50 pm-5:19 am

1 stop10h 29m

Chicago O'Hare Intl

Mon 12/16

5:59 pm-3:15 pm

2 stops25h 16m

$609

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Sat 12/7

11:45 pm-5:46 pm

1 stop14h 01m

Chicago O'Hare Intl

Mon 12/16

7:00 am-5:46 pm

1 stop14h 46m

$742

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 12/6

4:45 pm-9:50 am

1 stop13h 05m

Chicago Midway

Tue 12/10

6:00 am-5:46 pm

1 stop15h 46m

$760

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Sat 12/7

2:50 pm-3:20 pm

2 stops20h 30m

Chicago O'Hare Intl

Sat 12/14

6:30 am-6:00 pm

2 stops15h 30m

$762

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Sat 12/28

6:15 pm-6:13 am

Nonstop7h 58m

Chicago O'Hare Intl

Sat 1/4

8:00 am-4:37 pm

1 stop12h 37m

$1,208

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Sat 1/4

7:45 am-11:10 pm

1 stop11h 25m

Chicago Midway

Sat 1/11

6:50 am-4:20 pm

1 stop13h 30m

$1,364

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 2/18

2:55 pm-6:14 am

1 stop11h 19m

$202

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Mon 12/23

4:45 pm-9:23 am

1 stop12h 38m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 17 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, September is the cheapest month in which you can book a flight from Maui to Chicago (average of $232). Flying from Maui to Chicago in June is currently the most expensive (average of $308). 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 November 21, 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.

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 November 21, 2024.
Get a feel of what it's like to fly with Southwest, Alaska Airlines and Delta from Maui to Chicago by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,464 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Hawaiian Airlines
7.9
Good
2,290 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 $237 and $264 on Delta and Alaska Airlines, respectively.

  • What are the cheapest flights from Maui to Chicago?

    The cheapest flight price from Maui to Chicago is $209. On average you can expect to pay $1,242. The most popular route, (Kahului - Chicago O'Hare Intl), can usually be booked for $527.

  • 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, September is the cheapest month in which you can book a flight from Maui to Chicago (average of $232). Flying from Maui to Chicago in June is currently the most expensive (average of $308). 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$312Average$535FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$349Average$640FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$485Average$732FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$495Average$791FlexibilityNo cancel feeOn-time75%
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