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$171+ Cheap flights from Chicago (CHI) to Maui

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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OGG
Nov 18 — Nov 251
Mon 11/18
Mon 11/25
1 adult, Economy
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Cheap flight deals from Chicago to Maui

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Maui (zzFUK). 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 13, 2024.

Find flight deals from Chicago to Maui

Cheapest flights from Chicago to Maui
Explore the most affordable flight options available from Chicago to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2024.

This Delta deal was found by Cheapflights users on 11/12. 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 12/97:00 amORD - OGG
1 stop14h 46mDelta
Sun 12/1511:45 pmOGG - ORD
1 stop14h 01mDelta
Deal found 11/12$392
This American Airlines deal was found by Cheapflights users on 11/13. 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.
Wed 12/116:47 amORD - OGG
1 stop12h 28mAmerican Airlines
Sat 12/142:49 pmOGG - ORD
1 stop17h 26mAmerican Airlines
Deal found 11/13$400
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Wed 12/118:45 amORD - OGG
1 stop11h 46mUnited Airlines
Tue 12/179:00 pmOGG - ORD
1 stop10h 29mUnited Airlines
Deal found 11/11$404
This Alaska Airlines deal was found by Cheapflights users on 11/12. 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.
Thu 12/126:32 amORD - OGG
1 stop20h 21mAlaska Airlines
Tue 12/2411:11 pmOGG - ORD
1 stop25h 29mAlaska Airlines
Deal found 11/12$434
This Southwest deal was found by Cheapflights users on 11/11. 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.
Wed 12/116:15 amORD - OGG
2 stops16h 35mSouthwest
Wed 12/188:00 amOGG - ORD
1 stop11h 05mSouthwest
Deal found 11/11$437
This Southwest deal was found by Cheapflights users on 11/12. 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.
Tue 12/35:35 amMDW - OGG
2 stops14h 35mSouthwest
Fri 12/207:45 amOGG - MDW
1 stop10h 40mSouthwest
Deal found 11/12$449
This Delta deal was found by Cheapflights users on 11/12. 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.
Wed 12/116:00 amMDW - OGG
1 stop15h 46mDelta
Tue 12/171:21 pmOGG - MDW
2 stops15h 29mDelta
Deal found 11/12$542
This Mytrip deal was found by Cheapflights users on 11/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/281:09 pmORD - OGG
3 stops29h 06mMultiple Airlines
Mon 12/21:00 pmOGG - ORD
3 stops30h 38mMultiple Airlines
Deal found 11/12$864
This Travelocity deal was found by Cheapflights users on 11/13. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/111:07 pmORD - HNM
3 stops23h 31mMultiple Airlines
Sat 12/149:00 amHNM - ORD
2 stops23h 07mMultiple Airlines
Deal found 11/13$908
This Trip.com deal was found by Cheapflights users on 11/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/278:41 pmMDW - OGG
1 stop18h 34mMultiple Airlines
Fri 1/36:00 amOGG - MDW
2 stops19h 33mMultiple Airlines
Deal found 11/12$1,411
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/268:56 pmORD - JHM
2 stops20h 49mMultiple Airlines
Tue 12/312:05 pmJHM - ORD
2 stops18h 00mMultiple Airlines
Deal found 11/11$1,495
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/187:14 pmMDW - OGG
3 stops31h 41mWestJet
Tue 12/2411:55 pmOGG - MDW
3 stops31h 13mWestJet
Deal found 11/11$1,922

Find flights from Chicago to Maui within your budget

Customize your flight search to find flights from Chicago to Maui 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 2,744,491 searches. Data last updated November 13, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Mon 12/9

7:00 am-5:46 pm

1 stop14h 46m

Kahului

Sun 12/15

11:45 pm-5:46 pm

1 stop14h 01m

$392

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sun 1/19

6:00 am-5:39 pm

1 stop15h 39m

Kahului

Fri 1/24

9:19 pm-4:12 pm

2 stops14h 53m

$397

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sat 1/25

5:40 pm-1:13 pm

1 stop23h 33m

Kahului

Sun 2/2

2:43 pm-5:05 am

1 stop10h 22m

$399

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sun 1/26

3:35 pm-11:15 am

1 stop23h 40m

Kahului

Tue 2/4

9:06 am-2:03 pm

1 stop24h 57m

$403

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 2/4

7:20 am-4:20 pm

1 stop13h 00m

Kahului

Wed 2/12

9:35 am-11:20 pm

1 stop9h 45m

$408

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 2/4

5:45 am-4:20 pm

1 stop14h 35m

Kahului

Thu 2/13

8:00 am-11:30 am

2 stops23h 30m

$413

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sun 2/2

8:55 am-8:49 pm

2 stops15h 54m

Kahului

Tue 2/11

2:10 pm-5:20 am

1 stop11h 10m

$549

ChicagoHana

ORD - HNM

ORDHNM

Chicago O'Hare Intl

Wed 12/11

1:07 pm-8:38 am

3 stops23h 31m

Hana

Sat 12/14

9:00 am-12:07 pm

2 stops23h 07m

$908

ChicagoKapalua

ORD - JHM

ORDJHM

Chicago O'Hare Intl

Fri 3/14

5:54 pm-1:45 pm

3 stops24h 51m

Kapalua West Maui

Sun 3/23

2:05 pm-5:50 pm

2 stops22h 45m

$1,126

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Mon 1/13

5:45 am-5:39 pm

1 stop15h 54m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 19 results
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Best time to book a flight from Chicago to Maui

Have a flexible travel schedule? Discover the best time to fly to Maui from Chicago 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 Chicago to Maui

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

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

Currently, November is the cheapest month in which you can book a flight from Chicago to Maui (average of $389). Flying from Chicago to Maui in June is currently the most expensive (average of $554). 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 CHI to FUK?

Find hourly flight availability from Chicago to Maui. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2024.

When flying from Chicago 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.

Rainfall in Maui by month

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

In terms of precipitation, rainfall in Maui ranges from 0.1 - 3.8 inches per month. January is typically the wettest month, when rainfall can reach 3.8 in. June is typically the driest time to visit Maui when rainfall is around 0.1 in.

Temperature in Maui by month

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

If weather is an important factor for your trip to Maui, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 71.6 F).

Reviews of airlines servicing Maui

Get insights into the airlines that provide service to Maui. 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 Maui. Reviews last updated November 13, 2024.
Get a feel of what it's like to fly with Alaska Airlines, United Airlines and American Airlines from Chicago to Maui 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
5,048 reviews

Entertainment

7.7

Boarding

8.3

Crew

8.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

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

Southwest
8.1
Very good
5,048 reviews
Southwest
8.1
Very good
5,048 reviews

Entertainment

7.7

Boarding

8.3

Crew

8.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,434 reviews
Southwest
8.1
Very good
5,048 reviews

Entertainment

7.7

Boarding

8.3

Crew

8.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

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

Delta
8.0
Very good
8,789 reviews
Southwest
8.1
Very good
5,048 reviews

Entertainment

7.7

Boarding

8.3

Crew

8.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

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

United Airlines
7.4
Good
9,189 reviews
Southwest
8.1
Very good
5,048 reviews

Entertainment

7.7

Boarding

8.3

Crew

8.7

Food

7.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

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

WestJet
7.3
Good
2,803 reviews
Southwest
8.1
Very good
5,048 reviews

Entertainment

7.7

Boarding

8.3

Crew

8.7

Food

7.2

Overall

8.1

Comfort

8.1

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 Chicago to Maui. 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 Chicago to Maui one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $171. Users have also found prices from $202 and $209 on Alaska Airlines and Southwest, respectively.

  • What are the most popular routes from Chicago to Maui?

    Most travelers choose Chicago O'Hare Intl - Kahului, Chicago Midway - Kahului or Chicago O'Hare Intl - Kapalua West Maui when deciding on the best route from Chicago to Maui.

  • What are the cheapest flights from Chicago to Maui?

    Looking at all options, your cheapest flight can be booked for $539. While the most popular route (Chicago O'Hare Intl - Kahului) can be booked for $342 on average our data indicates $829 when flying from Chicago to Maui.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 to Maui?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Maui (average of $389). Flying from Chicago to Maui in June is currently the most expensive (average of $554). 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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Alternative routes for Chicago to Maui

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Honolulu flights
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Midway to Honolulu flights
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Top 4 airlines flying from Chicago to Maui

Discover the top 4 airlines that operate flights from Chicago to Maui. 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 2,744,491 searches. Data last updated November 13, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$341Average$521FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$350Average$723FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$408Average$601FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$475Average$979FlexibilityNo cancel feeOn-time69%
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