HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'ahu

$233+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to O'ahu with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$461
(Delta)

One-way from

$233
(Delta)

Popular in

December

Cheapest in

February

Average price

$588

Good round-trip deal

$1,024 or less

Good one-way deal

$582 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. 2% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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

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 February 20, 2025.

This Delta deal was found by Cheapflights users on 2/20. 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.
Wed 3/56:45 amORD - HNL
2 stops19h 11mDelta
Sun 3/99:45 pmHNL - ORD
2 stops15h 36mDelta
Deal found 2/20$466
This Delta deal was found by Cheapflights users on 2/20. 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.
Wed 3/510:19 amMDW - HNL
2 stops15h 37mDelta
Sun 3/910:31 pmHNL - MDW
2 stops14h 47mDelta
Deal found 2/20$466
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/710:27 pmORD - HNL
2 stops27h 23mMultiple Airlines
Tue 4/2211:15 pmHNL - ORD
3 stops26h 18mMultiple Airlines
Deal found 2/20$470
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/134:05 pmORD - HNL
1 stop23h 55mAlaska Airlines
Tue 3/1812:40 pmHNL - ORD
2 stops24h 36mAlaska Airlines
Deal found 2/20$475
This Southwest deal was found by Cheapflights users on 2/19. 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.
Thu 3/65:45 amMDW - HNL
1 stop13h 50mSouthwest
Sun 3/91:55 pmHNL - MDW
1 stop16h 15mSouthwest
Deal found 2/19$485
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 4/298:25 amORD - HNL
1 stop16h 16mAmerican Airlines
Tue 4/299:39 pmHNL - ORD
1 stop14h 45mAmerican Airlines
Deal found 2/20$518
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/115:50 pmORD - HNL
1 stop22h 05mHawaiian Airlines
Mon 10/209:15 pmHNL - ORD
1 stop14h 04mHawaiian Airlines
Deal found 2/20$520
This Southwest deal was found by Cheapflights users on 2/20. 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.
Fri 3/286:00 amORD - HNL
1 stop14h 25mSouthwest
Wed 4/28:30 amHNL - ORD
1 stop10h 25mSouthwest
Deal found 2/20$574
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/277:15 amORD - HNL
1 stop16h 18mUnited Airlines
Thu 9/410:30 pmHNL - ORD
1 stop21h 41mUnited Airlines
Deal found 2/20$617
This Trip.com deal was found by Cheapflights users on 2/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/68:50 pmMDW - HNL
1 stop13h 10mMultiple Airlines
Sun 4/1310:35 pmHNL - MDW
1 stop25h 48mMultiple Airlines
Deal found 2/20$665

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 February 20, 2025.

Fly from

Chicago

Fly to

O'ahu

Route

Depart

Return

Price

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Wed 3/5

6:45 am-9:56 pm

2 stops19h 11m

Honolulu

Sun 3/9

9:45 pm-6:21 pm

2 stops15h 36m

$466

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Wed 3/5

10:19 am-9:56 pm

2 stops15h 37m

Honolulu

Sun 3/9

10:31 pm-6:18 pm

2 stops14h 47m

$466

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Mon 4/7

10:27 pm-8:50 pm

2 stops27h 23m

Honolulu

Tue 4/22

11:15 pm-6:33 am

3 stops26h 18m

$470

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Thu 3/13

4:05 pm-11:00 am

1 stop23h 55m

Honolulu

Tue 3/18

12:40 pm-6:16 pm

2 stops24h 36m

$475

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Thu 3/6

5:45 am-3:35 pm

1 stop13h 50m

Honolulu

Sun 3/9

1:55 pm-11:10 am

1 stop16h 15m

$485

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 4/29

8:25 am-7:41 pm

1 stop16h 16m

Honolulu

Tue 4/29

9:39 pm-5:24 pm

1 stop14h 45m

$518

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Fri 3/28

6:00 am-3:25 pm

1 stop14h 25m

Honolulu

Wed 4/2

8:30 am-11:55 pm

1 stop10h 25m

$574

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Tue 8/12

7:20 am-7:09 pm

1 stop16h 49m

Honolulu

Tue 8/26

11:50 am-11:46 am

2 stops18h 56m

$640

ChicagoHonolulu

MDW - HNL

MDWHNL

Chicago Midway

Sun 4/6

8:50 pm-5:00 am

1 stop13h 10m

Honolulu

Sun 4/13

10:35 pm-5:23 am

1 stop25h 48m

$665

ChicagoHonolulu

ORD - HNL

ORDHNL

Chicago O'Hare Intl

Sat 3/8

6:45 am-10:46 pm

2 stops20h 01m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 18 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 February 20, 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 February 20, 2025.

The most flights from CHI to zzFUW are scheduled on a Thursday (3 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

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 February 20, 2025.
Get a feel of what it's like to fly with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $233. American Airlines flights start at $262 while deals on Southwest start at $278 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 $1,451, our data indicates the cheapest price to be $502. The most popular route (Chicago O'Hare Intl - Honolulu), is priced around $422.

  • 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

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.
O'Hare Intl to Honolulu flights
O'Hare Intl to Kahului flights
Midway to Honolulu flights
St. Louis to Honolulu flights
O'Hare Intl to Kailua-Kona flights
O'Hare Intl to Lihue flights
Midway to Kahului flights
St. Louis to Kahului flights
Midway to Lihue flights
Midway to Kailua-Kona flights
St. Louis to Kailua-Kona flights
St. Louis to Lihue flights
O'Hare Intl to Hilo flights
Peoria to Honolulu flights
Moline to Honolulu flights
O'Hare Intl to Kapalua flights
Evansville to Honolulu flights
Midway to Hilo flights
Bloomington to Honolulu flights
O'Hare Intl to Hana flights
St. Louis to Hilo flights
Moline to Kahului flights
Decatur to Honolulu flights
Moline to Kailua-Kona flights
Moline to Lihue flights
O'Hare Intl to Waimea (Kamuela) flights
St. Louis to Waimea (Kamuela) flights
St. Louis to Hana flights
Springfield to Honolulu flights
Peoria to Kahului flights
Champaign to Honolulu flights
Bloomington to Lihue flights
Evansville to Lihue flights
Springfield to Kahului flights
Champaign to Kailua-Kona flights
St. Louis to Kapalua flights
Dubuque to Honolulu flights
Springfield to Lihue flights
Bloomington to Kahului flights
Peoria to Lihue flights
Moline to Hilo flights
Evansville to Kahului flights

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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$413Average$720FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$421Average$639FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$421Average$662FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$522Average$759FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$881Average$1,127FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.