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$221+ Cheap flights from O'ahu to Chicago (CHI)

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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — CHI
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from O'ahu to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from O'ahu (zzFUW) to Chicago (CHI). 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 December 18, 2024.

Round-trip from

$422
(Alaska Airlines)

One-way from

$221
(Alaska Airlines)
From O'ahu to Chicago (CHI)
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One-way flight from O'ahu to Chicago (CHI)
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Find flight deals from O'ahu to Chicago

Cheapest flights from O'ahu to Chicago
Explore the most affordable flight options available from O'ahu to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This American Airlines deal was found by Cheapflights users on 12/17. 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 12/256:46 pmHNL - ORD
1 stop12h 44mAmerican Airlines
Sun 12/297:35 amORD - HNL
1 stop14h 06mAmerican Airlines
Deal found 12/17$652
This Alaska Airlines deal was found by Cheapflights users on 12/17. 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.
Sat 12/2811:21 pmHNL - ORD
1 stop25h 19mAlaska Airlines
Sat 1/116:55 pmORD - HNL
1 stop20h 25mAlaska Airlines
Deal found 12/17$670
This Southwest deal was found by Cheapflights users on 12/17. 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.
Sun 12/2912:15 pmHNL - ORD
2 stops19h 15mSouthwest
Thu 2/65:45 amORD - HNL
2 stops17h 00mSouthwest
Deal found 12/17$687
This Delta deal was found by Cheapflights users on 12/17. 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 12/304:49 pmHNL - ORD
1 stop12h 32mDelta
Thu 1/97:15 amORD - HNL
2 stops16h 36mDelta
Deal found 12/17$718
This Southwest deal was found by Cheapflights users on 12/17. 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.
Sun 12/2912:15 pmHNL - MDW
2 stops17h 00mSouthwest
Thu 2/69:15 pmMDW - HNL
2 stops19h 45mSouthwest
Deal found 12/17$752
This Delta deal was found by Cheapflights users on 12/17. 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 12/304:49 pmHNL - MDW
1 stop12h 01mDelta
Wed 2/1210:19 amMDW - HNL
2 stops15h 37mDelta
Deal found 12/17$758
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Sun 12/296:05 pmHNL - ORD
Nonstop8h 11mUnited Airlines
Thu 2/69:05 amORD - HNL
1 stop16h 14mUnited Airlines
Deal found 12/17$978
This United deal was found by Cheapflights users on 12/17. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/306:05 pmHNL - ORD
Nonstop8h 11mMultiple Airlines
Thu 1/97:45 amORD - HNL
1 stop14h 41mMultiple Airlines
Deal found 12/17$1,136

Find flights from O'ahu to Chicago within your budget

Customize your flight search to find flights from O'ahu to Chicago 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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 1/15

4:56 pm-4:27 pm

1 stop19h 31m

Chicago O'Hare Intl

Wed 1/29

7:45 am-10:59 pm

1 stop19h 14m

$422

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Thu 1/23

11:34 pm-5:47 pm

2 stops14h 13m

Chicago Midway

Sun 1/26

6:00 am-2:56 pm

1 stop12h 56m

$427

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 1/15

1:54 pm-9:16 am

2 stops15h 22m

Chicago O'Hare Intl

Wed 1/29

6:45 am-3:13 pm

1 stop12h 28m

$427

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Wed 2/5

2:35 pm-6:05 am

1 stop11h 30m

Chicago O'Hare Intl

Sat 2/8

2:14 pm-10:44 pm

1 stop12h 30m

$433

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Mon 1/20

9:40 pm-12:17 am

2 stops22h 37m

Chicago Midway

Mon 2/3

9:09 pm-4:53 pm

3 stops23h 44m

$557

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Fri 3/21

3:15 pm-4:25 pm

2 stops20h 10m

Chicago O'Hare Intl

Mon 3/31

6:00 am-3:25 pm

1 stop14h 25m

$565

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Mon 1/20

9:40 pm-2:23 pm

3 stops36h 43m

Chicago O'Hare Intl

Mon 2/3

1:39 pm-3:38 pm

3 stops29h 59m

$574

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Fri 2/14

2:00 pm-1:15 pm

2 stops19h 15m

Chicago O'Hare Intl

Wed 2/19

7:00 am-9:23 pm

2 stops18h 23m

$622

HonoluluChicago

HNL - MDW

HNLMDW

Honolulu

Fri 5/2

12:10 pm-5:15 am

1 stop12h 05m

Chicago Midway

Thu 5/8

11:55 am-9:00 pm

1 stop14h 05m

$662

HonoluluChicago

HNL - ORD

HNLORD

Honolulu

Thu 1/23

4:56 pm-4:27 pm

1 stop19h 31m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 17 results
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Best time to book a flight from O'ahu to Chicago

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

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

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

Currently, September is the cheapest month in which you can book a flight from O'ahu to Chicago (average of $232). Flying from O'ahu to Chicago in June is currently the most expensive (average of $308). 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 FUW to CHI?

Find hourly flight availability from O'ahu to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from O'ahu to Chicago as you normally would.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated December 18, 2024.
Read reviews from past customers who have flown American Airlines, United Airlines and Alaska Airlines from O'ahu to Chicago. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

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
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

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
9,554 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

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
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

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
2,295 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

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
9,055 reviews
Southwest
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

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

    The cheapest airline one-way is Alaska Airlines, with whom users have recently found tickets for as low as $221. However, be on the lookout for offers from Hawaiian Airlines and Delta, as they are both options that can get you from O'ahu to Chicago for a low price.

  • What are the most popular routes from O'ahu to Chicago?

    While some choose either Honolulu - Chicago Midway or Honolulu - Chicago Greater Rockford, Honolulu - Chicago O'Hare Intl is the most popular route from O'ahu to Chicago.

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

    Before booking your flight to Chicago from O'ahu, check out the most reliable airlines to get you to your destination on time: Avianca (100%), United Airlines (100%), Air New Zealand( 100%).

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

    While on average a flight from O'ahu to Chicago is generally $1,484, our data shows the cheapest flight currently is $224. When looking at the most popular route, (Honolulu - Chicago O'Hare Intl), you can expect to pay $422 for that flight.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from O'ahu to Chicago (average of $232). Flying from O'ahu to Chicago in June is currently the most expensive (average of $308). 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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Top 4 airlines flying from O'ahu to Chicago

Discover the top 4 airlines that operate flights from O'ahu to Chicago. 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$301Average$779FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$426Average$739FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$449Average$729FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$784Average$1,089FlexibilityNo cancel feeOn-time69%
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