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$222+ Cheap flights from Chicago (CHI) to O'ahu

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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Jan 21 — Jan 281
Tue 1/21
Tue 1/28
1 adult, Economy
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Cheap flight deals from Chicago to O'ahu

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to O'ahu (zzFUW). 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 January 16, 2025.

Round-trip from

$433
(Alaska Airlines)

One-way from

$222
(Delta)
From Chicago (CHI) to O'ahu
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One-way flight from Chicago (CHI) to O'ahu
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Find flight deals from Chicago to O'ahu

Cheapest flights from Chicago to O'ahu
Explore the most affordable flight options available from Chicago to O'ahu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2025.

This Alaska Airlines deal was found by Cheapflights users on 1/15. 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.
Wed 2/267:45 amORD - HNL
1 stop19h 10mAlaska Airlines
Tue 3/44:51 pmHNL - ORD
1 stop20h 07mAlaska Airlines
Deal found 1/15$433
This Delta deal was found by Cheapflights users on 1/15. 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 2/196:00 amMDW - HNL
1 stop12h 56mDelta
Wed 2/2611:25 pmHNL - MDW
2 stops14h 18mDelta
Deal found 1/15$438
This Delta deal was found by Cheapflights users on 1/16. 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 2/57:15 amORD - HNL
2 stops14h 31mDelta
Thu 2/138:15 amHNL - ORD
1 stop11h 41mDelta
Deal found 1/16$439
This Mytrip deal was found by Cheapflights users on 1/16. 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.
Sat 2/19:00 amORD - HNL
1 stop16h 00mMultiple Airlines
Wed 2/51:55 pmHNL - ORD
1 stop12h 00mMultiple Airlines
Deal found 1/16$442
This Kissandfly.com deal was found by Cheapflights users on 1/15. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/27:00 amORD - HNL
1 stop13h 58mFrontier
Sun 3/99:55 pmHNL - ORD
2 stops21h 49mFrontier
Deal found 1/15$448
This Kissandfly.com deal was found by Cheapflights users on 1/16. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/28:44 pmMDW - HNL
3 stops22h 51mMultiple Airlines
Sun 3/99:55 pmHNL - MDW
2 stops21h 22mMultiple Airlines
Deal found 1/16$458
This American Airlines deal was found by Cheapflights users on 1/15. 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.
Mon 2/177:18 amORD - HNL
1 stop16h 20mAmerican Airlines
Thu 2/277:05 amHNL - ORD
1 stop12h 52mAmerican Airlines
Deal found 1/15$502
This Southwest deal was found by Cheapflights users on 1/16. 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.
Fri 5/911:55 amMDW - HNL
1 stop14h 05mSouthwest
Tue 5/1311:20 amHNL - MDW
2 stops13h 00mSouthwest
Deal found 1/16$539
This Southwest deal was found by Cheapflights users on 1/16. 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.
Fri 2/285:45 amORD - HNL
2 stops17h 00mSouthwest
Thu 3/612:15 pmHNL - ORD
2 stops19h 35mSouthwest
Deal found 1/16$569
This United Airlines deal was found by Cheapflights users on 1/15. 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 2/57:10 amORD - HNL
2 stops18h 09mUnited Airlines
Tue 2/1110:55 pmHNL - ORD
2 stops18h 30mUnited Airlines
Deal found 1/15$605

Find flights from Chicago to O'ahu within your budget

Customize your flight search to find flights from Chicago to O'ahu 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 January 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 2/26

7:45 am-10:55 pm

1 stop19h 10m

Honolulu

Wed 3/5

4:51 pm-4:58 pm

1 stop20h 07m

$433

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 2/19

6:00 am-2:56 pm

1 stop12h 56m

Honolulu

Wed 2/26

11:25 pm-5:43 pm

2 stops14h 18m

$438

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 2/5

7:15 am-5:46 pm

2 stops14h 31m

Honolulu

Thu 2/13

8:15 am-11:56 pm

1 stop11h 41m

$439

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sat 2/1

9:00 am-9:00 pm

1 stop16h 00m

Honolulu

Wed 2/5

1:55 pm-5:55 am

1 stop12h 00m

$442

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sun 3/2

7:00 am-4:58 pm

1 stop13h 58m

Honolulu

Sun 3/9

9:55 pm-12:44 am

2 stops21h 49m

$448

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sun 3/2

8:44 pm-3:35 pm

3 stops22h 51m

Honolulu

Sun 3/9

9:55 pm-12:17 am

2 stops21h 22m

$458

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 2/17

7:18 am-7:38 pm

1 stop16h 20m

Honolulu

Thu 2/27

7:05 am-11:57 pm

1 stop12h 52m

$502

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Fri 5/9

11:55 am-9:00 pm

1 stop14h 05m

Honolulu

Tue 5/13

11:20 am-5:20 am

2 stops13h 00m

$539

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Fri 2/28

5:45 am-6:45 pm

2 stops17h 00m

Honolulu

Thu 3/6

12:15 pm-11:50 am

2 stops19h 35m

$569

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 2/5

7:10 am-9:19 pm

2 stops18h 09m

Honolulu

Tue 2/11

10:55 pm-9:25 pm

2 stops18h 30m

$605

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 19 results
1
2

Best time to book a flight from Chicago to O'ahu

Have a flexible travel schedule? Discover the best time to fly to O'ahu 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 O'ahu

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

What is the cheapest month to book a flight from Chicago to O'ahu?

Currently, November is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $469). Flying from Chicago to O'ahu in June is currently the most expensive (average of $687). 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 FUW?

Find hourly flight availability from Chicago to O'ahu. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 16, 2025.

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

Weekly flight availability from Chicago to O'ahu

Explore weekly flight availability from Chicago to O'ahu. 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 January 16, 2025.

The most flights from CHI to zzFUW 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 O'ahu by month

Plan your trip to O'ahu by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in O'ahu ranges from 0.3 - 3.2 inches per month. December is typically the wettest month, when rainfall can reach 3.2 in. June is typically the driest time to visit O'ahu when rainfall is around 0.3 in.

Temperature in O'ahu by month

Plan your trip to O'ahu by taking into account the average temperature totals by month.

If weather is an important factor for your trip to O'ahu, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

Reviews of airlines servicing O'ahu

Get insights into the airlines that provide service to O'ahu. 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 O'ahu. Reviews last updated January 16, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta and American Airlines from Chicago to O'ahu by reading reviews from past customers. 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
8.1
Very good
4,659 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

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.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

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.

Alaska Airlines
8.0
Very good
9,681 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

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.

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

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.

Hawaiian Airlines
7.9
Good
2,320 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

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.

United Airlines
7.4
Good
8,964 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

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 Chicago to O'ahu. 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 O'ahu one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $222. American Airlines flights start at $228 while deals on Alaska Airlines start at $263 one-way.

  • What are the cheapest flights from Chicago to O'ahu?

    Looking for the cheapest flight from Chicago to O'ahu? While on average our users pay $1,600, our data indicates the cheapest price to be $381. The most popular route (Chicago O'Hare Intl - Honolulu), is priced around $433.

  • Can I find deals for flights from Chicago to O'ahu that include hotel bookings?

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

  • How can I find direct flights from Chicago to O'ahu?

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

  • Can I find deals for business class flights from Chicago to O'ahu?

    Yes. Cheapflights offers flight deals from Chicago to O'ahu 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 O'ahu?

    Currently, November is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $469). Flying from Chicago to O'ahu in June is currently the most expensive (average of $687). 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 O'ahu

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chicago to O'ahu

Discover the top 5 airlines that operate flights from Chicago to O'ahu. 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 January 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$408Average$723FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$420Average$641FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$421Average$672FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$522Average$751FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$895Average$1,128FlexibilityNo cancel feeOn-time69%
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