What are the cheapest airlines to fly from Chicago to O'ahu one-way?

To fly one-way, consider booking your trip with Alaska Airlines, which is currently one of the cheapest options available, starting at $267. Delta flights start at $272 while deals on Hawaiian Airlines start at $280 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 $2,624, our data indicates the cheapest price to be $384. The most popular route (Chicago O'Hare Intl - Honolulu), is priced around $467.

What are the most popular airlines that fly from Chicago to O'ahu?

When booking a flight from Chicago to O'ahu, you may want to consider flying on American Airlines, Alaska Airlines or Delta as they are the most popular for this route.

How far in advance should I book a flight from Chicago to O'ahu?

To save up to 34% on this flight, we recommend booking at least 54 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to O'ahu from $644 1-2 weeks out and tickets from $794 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago to O'ahu?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, February can be a great choice for travel to O'ahu. Flights to O'ahu from Chicago in February are about $765 on average during February, but can be found for as low as $421.

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.

$267+ Flights from Chicago to O'ahu

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Cheap flight deals from Chicago to O'ahu

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$527 (Alaska Airlines)
One-way from	$267 (Alaska Airlines)
Popular in	December
Cheapest in	February
Average price	$718
Good round-trip deal	$1,005 or less
Good one-way deal	$503 or less

Provider with most accurate pricing for Chicago (CHI)-Honolulu flight deals.

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Provider most trusted by Cheapflights users for Chicago (CHI)-Honolulu flights.

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From Chicago (CHI) to O'ahu

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One-way flight from Chicago (CHI) to O'ahu

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Highest demand for flights based on searches. 2% potential increase in price ($21 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($31 potential savings vs. average RT price).

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Average for round-trip flights in April 2025

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Price to beat on a round-trip flight from Chicago (CHI) to O'ahu.

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Price to beat on a 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 April 8, 2025.

Mon 5/56:58 pmORD - HNL

1 stop19h 42mAlaska Airlines

Mon 5/127:40 pmHNL - ORD

2 stops16h 20mAlaska Airlines

Deal found 4/6

$527

Wed 9/107:30 amORD - HNL

1 stop16h 50mDelta

Mon 9/158:55 pmHNL - ORD

1 stop11h 33mDelta

Deal found 4/6

$552

Mon 11/109:45 amORD - HNL

Nonstop9h 15mAmerican Airlines

Wed 11/197:00 pmHNL - ORD

Nonstop8h 10mAmerican Airlines

Deal found 4/6

$554

Thu 9/49:20 amMDW - HNL

2 stops17h 00mDelta

Thu 9/1112:35 pmHNL - MDW

2 stops15h 11mDelta

Deal found 4/7

$563

Thu 5/297:59 pmORD - HNL

1 stop18h 36mHawaiian Airlines

Fri 6/611:45 pmHNL - ORD

1 stop17h 38mHawaiian Airlines

Deal found 4/6

$570

Thu 9/117:55 amMDW - HNL

1 stop13h 10mSouthwest

Fri 9/1911:35 amHNL - MDW

2 stops12h 35mSouthwest

Deal found 4/6

$601

Thu 12/47:15 amORD - HNL

2 stops19h 13mUnited Airlines

Fri 12/1211:30 pmHNL - ORD

1 stop19h 07mUnited Airlines

Deal found 4/7

$669

Sun 4/276:15 amORD - HNL

1 stop11h 35mSouthwest

Wed 5/148:10 amHNL - ORD

1 stop10h 30mSouthwest

Deal found 4/7

$673

Best flights from Chicago to O'ahu
Discover carefully curated flight deals from Chicago to O'ahu that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 8, 2025.

Mon 5/56:58 pmORD - HNL

1 stop19h 42mAlaska Airlines

Mon 5/127:40 pmHNL - ORD

2 stops16h 20mAlaska Airlines

Deal found 4/6

$527

Wed 5/73:44 pmORD - HNL

1 stop13h 12mHawaiian Airlines

Mon 5/122:48 pmHNL - ORD

1 stop22h 13mHawaiian Airlines

Deal found 4/6

$544

Tue 5/66:35 amORD - HNL

2 stops19h 06mDelta

Thu 5/151:20 pmHNL - ORD

1 stop29h 39mDelta

Deal found 4/6

$580

Wed 5/712:35 pmMDW - HNL

1 stop13h 25mSouthwest

Wed 5/148:05 amHNL - MDW

1 stop10h 50mSouthwest

Deal found 4/7

$633

Thu 6/57:00 amORD - HNL

2 stops17h 10mMultiple Airlines

Wed 6/118:00 amHNL - ORD

1 stop10h 59mMultiple Airlines

Deal found 4/5

$683

Mon 5/195:05 amORD - HNL

2 stops16h 41mUnited Airlines

Fri 5/237:00 amHNL - ORD

2 stops17h 33mUnited Airlines

Deal found 4/6

$684

Tue 5/64:59 pmMDW - HNL

2 stops23h 22mDelta

Tue 5/131:20 pmHNL - MDW

2 stops14h 20mDelta

Deal found 4/6

$596

Sun 4/276:15 amORD - HNL

1 stop11h 35mSouthwest

Wed 5/148:10 amHNL - ORD

1 stop10h 30mSouthwest

Deal found 4/7

$673

Last-minute flights from Chicago to O'ahu
Discover last-minute flight deals from Chicago to O'ahu. Data last updated April 8, 2025 and is based on user searches.

Sat 4/122:04 pmORD - HNL

1 stop12h 24mHawaiian Airlines

Sat 4/198:26 pmHNL - ORD

1 stop11h 39mHawaiian Airlines

Deal found 4/7

$1,128

Sun 4/136:45 amORD - HNL

1 stop12h 05mDelta

Tue 4/2210:10 pmHNL - ORD

2 stops14h 55mDelta

Deal found 4/7

$832

Sun 4/133:17 pmORD - HNL

1 stop12h 26mAmerican Airlines

Fri 4/181:45 pmHNL - ORD

1 stop10h 29mAmerican Airlines

Deal found 4/7

$853

Wed 4/169:21 pmORD - HNL

1 stop23h 55mUnited Airlines

Fri 4/187:00 amHNL - ORD

1 stop24h 52mUnited Airlines

Deal found 4/7

$845

Thu 4/173:16 pmORD - HNL

1 stop24h 54mAlaska Airlines

Thu 5/111:15 pmHNL - ORD

1 stop14h 05mAlaska Airlines

Deal found 4/6

$702

Thu 4/176:15 amORD - HNL

1 stop11h 35mSouthwest

Tue 4/299:00 pmHNL - ORD

2 stops19h 30mSouthwest

Deal found 4/6

$768

Thu 4/176:04 amMDW - HNL

1 stop12h 35mDelta

Thu 5/12:40 pmHNL - MDW

1 stop13h 00mDelta

Deal found 4/7

$796

Thu 4/177:05 amMDW - HNL

1 stop12h 00mSouthwest

Mon 4/2111:15 amHNL - MDW

1 stop13h 05mSouthwest

Deal found 4/6

$818

Thu 4/179:30 amORD - HNL

Nonstop9h 13mMultiple Airlines

Tue 4/291:15 pmHNL - ORD

1 stop11h 50mMultiple Airlines

Deal found 4/6

$1,112

Sun 4/276:15 amORD - HNL

1 stop11h 35mSouthwest

Wed 5/148:10 amHNL - ORD

1 stop10h 30mSouthwest

Deal found 4/7

$673

Mon 5/56:58 pmORD - HNL

1 stop19h 42mAlaska Airlines

Mon 5/127:40 pmHNL - ORD

2 stops16h 20mAlaska Airlines

Deal found 4/6

$527

Tue 5/66:35 amORD - HNL

2 stops19h 06mDelta

Thu 5/151:20 pmHNL - ORD

1 stop29h 39mDelta

Deal found 4/6

$580

One-way flights from Chicago to O'ahu
Search for one-way flight options from Chicago to O'ahu. Find affordable one-way fares based on user searches. Data last updated April 8, 2025.

Fri 5/26:58 pmORD - HNL

1 stop32h 42mAlaska Airlines

Deal found 4/7

$267

Wed 4/306:35 amORD - HNL

2 stops19h 06mDelta

Deal found 4/7

$272

Wed 5/73:44 pmORD - HNL

1 stop13h 12mHawaiian Airlines

Deal found 4/6

$280

Wed 6/49:55 amORD - HNL

1 stop16h 16mAmerican Airlines

Deal found 4/7

$300

Mon 4/286:04 amMDW - HNL

1 stop12h 35mDelta

Deal found 4/6

$319

Sun 4/275:00 amORD - HNL

2 stops21h 58mUnited Airlines

Deal found 4/6

$342

Thu 5/2211:55 amMDW - HNL

1 stop14h 05mSouthwest

Deal found 4/7

$357

Fri 4/116:15 amORD - HNL

1 stop11h 35mSouthwest

Deal found 4/7

$372

Thu 5/226:10 amORD - HNL

1 stop19h 30mMultiple Airlines

Deal found 4/6

$455

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to O'ahu that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 4/30

6:00 am-10:40 pm

2 stops21h 40m

Honolulu

Fri 5/9

11:15 pm-7:10 pm

1 stop14h 55m

$531

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Fri 5/9

7:10 am-2:44 pm

1 stop12h 34m

Honolulu

Tue 9/30

3:45 pm-9:25 am

1 stop12h 40m

$582

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 5/1

3:44 pm-11:56 pm

1 stop13h 12m

Honolulu

Sat 5/10

8:00 am-11:59 pm

1 stop10h 59m

$620

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Tue 5/6

6:04 am-8:41 pm

2 stops19h 37m

Honolulu

Mon 5/12

10:10 pm-5:45 pm

2 stops14h 35m

$627

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 5/7

12:35 pm-9:00 pm

1 stop13h 25m

Honolulu

Wed 5/14

8:05 am-11:55 pm

1 stop10h 50m

$633

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 5/22

6:10 am-11:29 pm

1 stop22h 19m

Honolulu

Thu 5/29

11:35 pm-11:05 pm

1 stop18h 30m

$644

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 5/1

6:15 am-4:05 pm

2 stops14h 50m

Honolulu

Mon 5/5

11:15 am-11:50 am

2 stops19h 35m

$653

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 6/9

9:40 pm-4:01 pm

1 stop23h 21m

Honolulu

Mon 6/16

8:30 am-11:32 am

2 stops22h 02m

$714

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Fri 5/2

6:58 pm-10:40 pm

1 stop32h 42m

$267

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 4/30

6:35 am-8:41 pm

2 stops19h 06m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 17 results

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to O'ahu

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?

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

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

Rainfall in O'ahu 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

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 a feel of what it's like to fly with Alaska Airlines, Southwest and Delta 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.

Alaska Airlines

8.0

Very good

9,843 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Alaska Airlines

8.0

Very good

9,843 reviews

Alaska Airlines

8.0

Very good

9,843 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Southwest

8.0

Very good

4,277 reviews

Alaska Airlines

8.0

Very good

9,843 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Delta

8.0

Very good

7,901 reviews

Alaska Airlines

8.0

Very good

9,843 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Hawaiian Airlines

7.9

Good

2,360 reviews

Alaska Airlines

8.0

Very good

9,843 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

United Airlines

7.4

Good

8,629 reviews

Alaska Airlines

8.0

Very good

9,843 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

What are the cheapest airlines to fly from Chicago to O'ahu one-way?
To fly one-way, consider booking your trip with Alaska Airlines, which is currently one of the cheapest options available, starting at $267. Delta flights start at $272 while deals on Hawaiian Airlines start at $280 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 $2,624, our data indicates the cheapest price to be $384. The most popular route (Chicago O'Hare Intl - Honolulu), is priced around $467.
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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to O'ahu

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Top 6 airlines flying from Chicago to O'ahu

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$409	Average$706	FlexibilityNo cancel fee	On-timeN/A
Alaska Airlines	Cheapest$420	Average$647	FlexibilityNo cancel fee	On-time75%
American Airlines	Cheapest$421	Average$651	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$522	Average$753	FlexibilityNo cancel fee	On-time63%
Hawaiian Airlines	Cheapest$672	Average$846	FlexibilityNo cancel fee	On-time85%
United Airlines	Cheapest$859	Average$1,128	FlexibilityNo cancel fee	On-time69%

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$267+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to O'ahu with Cheapflights

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3. Compare prices and book

Cheap flight deals from Chicago to O'ahu

Keep the following information in mind while searching for Chicago to O'ahu flight deals. Data was last updated April 8, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Chicago to O'ahu

Cheapest flights from Chicago to O'ahuExplore 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 April 8, 2025.

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 April 8, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to O'ahu that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to O'ahu

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

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 April 8, 2025.

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 April 8, 2025.

Rainfall in O'ahu by month

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

Temperature in O'ahu by month

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

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 April 8, 2025.

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?

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

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

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

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to O'ahu

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Chicago to O'ahu

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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 April 8, 2025.