How long is the flight from Chicago to O'ahu?

Airlines like Alaska Airlines and Delta fly from Chicago to O'ahu in about 16h 38m. The time it takes to get you to your destination can typically vary by up to 14h 31m. The distance between Chicago and O'ahu is about 4234 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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 $211. American Airlines flights start at $215 while deals on Alaska Airlines start at $230 one-way.

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.

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).

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 $628, our data indicates the cheapest price to be $326. The most popular route (Chicago O'Hare Intl - Honolulu), is priced around $399.

What are the most reliable airlines from Chicago to O'ahu?

Consider Alaska Airlines (84%), American Airlines (83%) or Qantas Airways (83%) when booking your flight. These represent the most reliable airlines when flying from Chicago to O'ahu.

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 United Airlines, American Airlines or Alaska Airlines as they are the most popular for this route.

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.

$277+ Flights from Chicago to O'ahu

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Cheap 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 December 10, 2025.

Wed 12/108:55 amORD - HNL

1 stop13h 11mHawaiian Airlines

Thu 12/181:43 pmHNL - ORD

1 stop11h 19mHawaiian Airlines

Deal found 12/8

$579

Mon 12/88:55 amORD - HNL

1 stop13h 11mAlaska Airlines

Mon 12/159:33 pmHNL - ORD

1 stop13h 06mAlaska Airlines

Deal found 12/7

$597

Wed 12/108:55 amORD - HNL

1 stop13h 11mAlaska Airlines

Tue 12/2311:28 pmHNL - ORD

1 stop16h 34mAlaska Airlines

Deal found 12/8

$602

Wed 12/108:55 amORD - HNL

1 stop13h 11mAlaska Airlines

Sun 1/112:20 pmHNL - ORD

1 stop29h 30mAlaska Airlines

Deal found 12/8

$620

Wed 12/316:35 amORD - HNL

1 stop12h 34mDelta

Thu 1/810:55 pmHNL - ORD

1 stop14h 49mDelta

Deal found 12/8

$630

Tue 12/1610:00 amORD - HNL

1 stop13h 05mHawaiian Airlines

Thu 12/181:43 pmHNL - ORD

1 stop11h 19mHawaiian Airlines

Deal found 12/8

$650

Tue 12/1610:00 amORD - HNL

1 stop13h 05mHawaiian Airlines

Tue 12/2311:28 pmHNL - ORD

1 stop16h 34mHawaiian Airlines

Deal found 12/8

$654

Wed 12/1010:00 amORD - HNL

1 stop13h 05mAlaska Airlines

Thu 12/181:43 pmHNL - ORD

1 stop11h 19mAlaska Airlines

Deal found 12/9

$667

Mon 12/156:50 amORD - HNL

1 stop32h 13mMultiple Airlines

Tue 12/2311:59 pmHNL - ORD

2 stops34h 18mMultiple Airlines

Deal found 12/8

$668

Mon 12/86:00 amMDW - HNL

1 stop13h 04mDelta

Mon 12/155:00 pmHNL - MDW

1 stop12h 54mDelta

Deal found 12/7

$717

Mon 12/89:45 amMDW - HNL

2 stops15h 15mSouthwest

Mon 12/1512:35 pmHNL - MDW

2 stops12h 30mSouthwest

Deal found 12/7

$728

Fri 12/129:45 pmMDW - HNL

1 stop17h 35mSouthwest

Wed 12/178:00 amHNL - MDW

1 stop10h 55mSouthwest

Deal found 12/7

$740

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 December 10, 2025.

Sat 1/103:44 pmORD - HNL

1 stop31h 09mAlaska Airlines

Wed 1/148:00 amHNL - ORD

1 stop11h 50mAlaska Airlines

Deal found 12/8

$483

Mon 1/128:50 amORD - HNL

2 stops16h 38mDelta

Wed 1/285:15 pmHNL - ORD

1 stop11h 25mDelta

Deal found 12/8

$484

Tue 1/208:55 pmMDW - HNL

1 stop18h 20mSouthwest

Mon 1/269:00 pmHNL - MDW

1 stop13h 45mSouthwest

Deal found 12/9

$515

Fri 1/236:00 amMDW - HNL

1 stop13h 10mDelta

Fri 1/304:44 pmHNL - MDW

1 stop12h 08mDelta

Deal found 12/9

$487

Sat 1/108:00 amORD - HNL

1 stop18h 08mAlaska Airlines

Sat 1/2411:16 pmHNL - ORD

1 stop11h 13mAlaska Airlines

Deal found 12/9

$496

Sat 1/177:30 amORD - HNL

2 stops17h 58mDelta

Sun 1/259:35 pmHNL - ORD

2 stops16h 09mDelta

Deal found 12/9

$488

Tue 1/139:00 amORD - HNL

1 stop13h 53mAlaska Airlines

Sun 1/1811:16 pmHNL - ORD

1 stop11h 13mAlaska Airlines

Deal found 12/9

$513

Thu 1/87:30 amORD - HNL

2 stops17h 58mDelta

Sun 1/184:44 pmHNL - ORD

1 stop12h 57mDelta

Deal found 12/9

$492

Fri 1/99:32 amMDW - HNL

2 stops15h 56mDelta

Tue 1/135:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/9

$493

Fri 1/237:30 amORD - HNL

2 stops17h 58mDelta

Tue 1/275:15 pmHNL - ORD

1 stop11h 25mDelta

Deal found 12/8

$497

Thu 2/57:30 amORD - HNL

2 stops17h 58mDelta

Sat 2/147:45 amHNL - ORD

1 stop12h 07mDelta

Deal found 12/9

$497

Thu 2/267:40 amORD - HNL

2 stops17h 48mDelta

Mon 3/25:15 pmHNL - ORD

2 stops16h 07mDelta

Deal found 12/9

$498

Fri 2/206:15 amORD - HNL

2 stops19h 13mDelta

Thu 2/261:10 pmHNL - ORD

2 stops16h 31mDelta

Deal found 12/9

$498

Wed 2/47:30 amORD - HNL

2 stops17h 58mDelta

Mon 2/99:35 pmHNL - ORD

2 stops15h 22mDelta

Deal found 12/9

$498

Thu 2/269:34 amMDW - HNL

2 stops15h 54mDelta

Thu 3/51:55 pmHNL - MDW

2 stops14h 58mDelta

Deal found 12/8

$498

Tue 2/246:00 amMDW - HNL

1 stop13h 11mDelta

Thu 3/55:15 pmHNL - MDW

1 stop11h 51mDelta

Deal found 12/8

$511

Thu 3/59:50 amMDW - HNL

2 stops16h 04mDelta

Tue 3/1010:30 pmHNL - MDW

2 stops14h 25mDelta

Deal found 12/9

$514

Mon 2/26:00 amMDW - HNL

1 stop13h 10mDelta

Mon 2/94:45 pmHNL - MDW

1 stop12h 07mDelta

Deal found 12/8

$515

Fri 1/99:32 amMDW - HNL

2 stops15h 56mDelta

Fri 1/164:44 pmHNL - MDW

1 stop12h 08mDelta

Deal found 12/8

$520

Tue 2/179:34 amMDW - HNL

2 stops15h 54mDelta

Mon 2/235:15 pmHNL - MDW

1 stop11h 51mDelta

Deal found 12/9

$522

Mon 1/129:32 amMDW - HNL

2 stops15h 56mDelta

Sun 1/255:15 pmHNL - MDW

2 stops15h 31mDelta

Deal found 12/8

$526

Last-minute flights from Chicago to O'ahu
Discover last-minute flight deals from Chicago to O'ahu. Data last updated December 10, 2025 and is based on user searches.

Mon 1/53:37 pmORD - HNL

1 stop24h 56mAlaska Airlines

Wed 1/149:50 pmHNL - ORD

1 stop11h 20mAlaska Airlines

Deal found 12/8

$481

Thu 1/83:35 pmORD - HNL

1 stop34h 33mAlaska Airlines

Tue 1/1311:16 pmHNL - ORD

1 stop11h 13mAlaska Airlines

Deal found 12/9

$486

Sat 1/103:44 pmORD - HNL

1 stop31h 09mAlaska Airlines

Mon 1/129:40 pmHNL - ORD

2 stops12h 49mAlaska Airlines

Deal found 12/8

$482

Sat 1/103:44 pmORD - HNL

1 stop33h 37mAlaska Airlines

Tue 1/138:00 amHNL - ORD

1 stop11h 50mAlaska Airlines

Deal found 12/8

$483

Sat 1/103:44 pmORD - HNL

2 stops28h 26mAlaska Airlines

Sun 1/1811:59 pmHNL - ORD

1 stop19h 51mAlaska Airlines

Deal found 12/9

$488

Sun 1/119:00 amORD - HNL

1 stop13h 53mAlaska Airlines

Sun 1/119:40 pmHNL - ORD

2 stops12h 49mAlaska Airlines

Deal found 12/9

$485

Sun 1/113:44 pmORD - HNL

2 stops27h 47mAlaska Airlines

Tue 1/139:40 pmHNL - ORD

2 stops12h 49mAlaska Airlines

Deal found 12/9

$487

Mon 1/128:50 amORD - HNL

2 stops16h 38mDelta

Wed 1/285:15 pmHNL - ORD

1 stop11h 25mDelta

Deal found 12/8

$484

Mon 1/129:32 amMDW - HNL

2 stops15h 56mDelta

Thu 1/225:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/8

$484

Mon 1/123:44 pmORD - HNL

2 stops18h 49mAlaska Airlines

Tue 1/2711:59 pmHNL - ORD

1 stop10h 39mAlaska Airlines

Deal found 12/9

$489

Tue 1/139:32 amMDW - HNL

2 stops15h 56mDelta

Thu 1/225:15 pmHNL - MDW

1 stop11h 53mDelta

Deal found 12/8

$488

Fri 1/236:00 amMDW - HNL

1 stop13h 10mDelta

Fri 1/304:44 pmHNL - MDW

1 stop12h 08mDelta

Deal found 12/9

$487

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 December 10, 2025.

Mon 4/132:59 pmORD - HNL

1 stop26h 11mAlaska Airlines

Deal found 12/8

$277

Tue 3/177:40 amORD - HNL

2 stops18h 52mAlaska Airlines

Deal found 12/8

$278

Wed 2/112:18 pmORD - HNL

2 stops48h 57mMultiple Airlines

Deal found 12/9

$279

Thu 2/125:05 amORD - HNL

2 stops34h 10mMultiple Airlines

Deal found 12/9

$280

Sat 2/79:15 amORD - HNL

3 stops29h 56mMultiple Airlines

Deal found 12/10

$282

Tue 2/108:00 amORD - HNL

1 stop18h 08mAlaska Airlines

Deal found 12/9

$284

Sat 2/143:33 pmORD - HNL

2 stops47h 42mMultiple Airlines

Deal found 12/9

$286

Wed 1/78:00 amORD - HNL

2 stops16h 51mAlaska Airlines

Deal found 12/8

$287

Thu 2/52:42 pmORD - HNL

3 stops48h 04mMultiple Airlines

Deal found 12/8

$288

Wed 3/117:15 amORD - HNL

3 stops33h 17mMultiple Airlines

Deal found 12/10

$290

Mon 2/97:15 amORD - HNL

2 stops17h 45mSouthwest

Deal found 12/10

$291

Tue 5/127:55 pmORD - HNL

1 stop30h 00mAlaska Airlines

Deal found 12/9

$293

Find flight deals from Chicago to O'ahu

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$481 (Alaska Airlines)
One-way from	$277 (Alaska Airlines)
Popular in	July
Cheapest in	January
Average price	$898
Good round-trip deal	$665 or less
Good one-way deal	$386 or less

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

Search Deals

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

Search Deals

From Chicago (CHI) to O'ahu

Search Deals

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

Search Deals

Highest demand for flights based on searches. 10% potential increase in price ($92 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

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

Search Deals

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

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sat 1/10

3:44 pm-6:53 pm

1 stop31h 09m

Honolulu

Wed 1/14

8:00 am-11:50 pm

1 stop11h 50m

$483

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 1/12

8:50 am-9:28 pm

2 stops16h 38m

Honolulu

Wed 1/28

5:15 pm-8:40 am

1 stop11h 25m

$484

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Fri 1/23

6:00 am-3:10 pm

1 stop13h 10m

Honolulu

Fri 1/30

4:44 pm-8:52 am

1 stop12h 08m

$487

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sat 1/17

7:30 am-9:28 pm

2 stops17h 58m

Honolulu

Sun 1/25

9:35 pm-5:44 pm

2 stops16h 09m

$488

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 1/8

7:30 am-9:28 pm

2 stops17h 58m

Honolulu

Sun 1/18

4:44 pm-9:41 am

1 stop12h 57m

$492

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Fri 1/9

9:32 am-9:28 pm

2 stops15h 56m

Honolulu

Tue 1/13

5:15 pm-9:08 am

1 stop11h 53m

$493

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sat 1/10

8:00 am-10:08 pm

1 stop18h 08m

Honolulu

Sat 1/24

11:16 pm-2:29 pm

1 stop11h 13m

$496

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Fri 1/23

7:30 am-9:28 pm

2 stops17h 58m

Honolulu

Tue 1/27

5:15 pm-8:40 am

1 stop11h 25m

$497

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 2/5

7:30 am-9:28 pm

2 stops17h 58m

Honolulu

Sat 2/14

7:45 am-11:52 pm

1 stop12h 07m

$497

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 2/26

7:40 am-9:28 pm

2 stops17h 48m

Honolulu

Mon 3/2

5:15 pm-1:22 pm

2 stops16h 07m

$498

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 40 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, January is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $310). Flying from Chicago to O'ahu in July is currently the most expensive (average of $663). 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?

One of the essential ways to save on airfare from Chicago to O'ahu is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 39% on airfare.

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

Travelers seeking maximum savings on their Chicago to O'ahu flight should consider departing on Thursday afternoons when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to O'ahu

The most flights from CHI to zzFUW are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

Reviews of airlines servicing O'ahu

Read through reviews of airlines operating flights from Chicago to O'ahu, such as Alaska Airlines, Southwest, and Delta. 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

11,423 reviews

Reviews

1 / 20

2.0

Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Alaska Airlines

8.0

Very good

11,423 reviews

Alaska Airlines

8.0

Very good

11,423 reviews

Reviews

1 / 20

2.0

Mediocre

Art,Dec 2025

SAN - OGG

Southwest

7.9

Good

4,253 reviews

Alaska Airlines

8.0

Very good

11,423 reviews

Reviews

1 / 20

2.0

Mediocre

Art,Dec 2025

SAN - OGG

Delta

7.9

Good

8,007 reviews

Alaska Airlines

8.0

Very good

11,423 reviews

Reviews

1 / 20

2.0

Mediocre

Art,Dec 2025

SAN - OGG

United Airlines

7.4

Good

9,092 reviews

Alaska Airlines

8.0

Very good

11,423 reviews

Reviews

1 / 20

2.0

Mediocre

Art,Dec 2025

SAN - OGG

American Airlines

7.2

Good

11,048 reviews

Alaska Airlines

8.0

Very good

11,423 reviews

Reviews

1 / 20

2.0

Mediocre

Art,Dec 2025

SAN - OGG

Related info for your journey

How long is the flight from Chicago to O'ahu?
Airlines like Alaska Airlines and Delta fly from Chicago to O'ahu in about 16h 38m. The time it takes to get you to your destination can typically vary by up to 14h 31m. The distance between Chicago and O'ahu is about 4234 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.
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 $211. American Airlines flights start at $215 while deals on Alaska Airlines start at $230 one-way.
What are the most reliable airlines from Chicago to O'ahu?
Consider Alaska Airlines (84%), American Airlines (83%) or Qantas Airways (83%) when booking your flight. These represent the most reliable airlines when flying from Chicago to O'ahu.
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 $628, our data indicates the cheapest price to be $326. The most popular route (Chicago O'Hare Intl - Honolulu), is priced around $399.
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, January is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $310). Flying from Chicago to O'ahu in July is currently the most expensive (average of $663). 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

O'Hare Intl to Honolulu flights

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Midway to Honolulu flights

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O'Hare Intl to Kailua-Kona flights

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Midway to Kailua-Kona flights

O'Hare Intl to Hilo flights

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O'Hare Intl to Kapalua flights

O'Hare Intl to Waimea (Big Island) flights

Springfield to Kahului flights

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Decatur to Honolulu flights

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Moline to Hilo flights

Champaign to Kailua-Kona flights

St. Louis to Waimea (Big Island) flights

Evansville to Lihue flights

St. Louis to Kapalua flights

Evansville to Kahului flights

St. Louis to Hana flights

Springfield to Lihue flights

O'Hare Intl to Hana flights

Champaign to Honolulu flights

Dubuque to Honolulu flights

Top 6 airlines flying from Chicago to O'ahu

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$332	Average$595	FlexibilityNo cancel fee	On-timeN/A
Hawaiian Airlines	Cheapest$405	Average$742	FlexibilityNo cancel fee	On-time85%
Alaska Airlines	Cheapest$432	Average$680	FlexibilityNo cancel fee	On-time75%
American Airlines	Cheapest$453	Average$795	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$578	Average$759	FlexibilityNo cancel fee	On-time63%
United Airlines	Cheapest$667	Average$1,088	FlexibilityNo cancel fee	On-time69%

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$277+ 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 4/13. 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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Cheap 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 December 10, 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 December 10, 2025.

Find 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 December 10, 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

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 December 10, 2025.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to O'ahu. Price data was last updated on December 16, 2024.

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 December 10, 2025.

Reviews of airlines servicing O'ahu

Read through reviews of airlines operating flights from Chicago to O'ahu, such as Alaska Airlines, Southwest, and Delta. 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.

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.

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

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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?

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Alternative routes for Chicago to O'ahu

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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 December 10, 2025.