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$211 Find cheap flights from Hawaii to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 8/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Tue 6/18
Tue 6/25

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In the last 7 days travelers have searched 41,904,688 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

October

Cheapest flight

$211
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Kailua-Kona to Chicago O'Hare Airport

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Hawaii to Chicago?

Find which airlines fly direct from Hawaii to Chicago, which days they fly and book direct flights.

Nonstop departures

Hawaii to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Hawaii

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Book cheap flights from Hawaii to Chicago

Recent round-trip flight deals

9/15Sun
1 stopAlaska Airlines
27h 13mHNL-ORD
9/19Thu
1 stopAlaska Airlines
22h 59mORD-HNL
$436
8/26Mon
1 stopAlaska Airlines
10h 50mKOA-ORD
9/24Tue
1 stopAlaska Airlines
33h 00mORD-KOA
$437
9/6Fri
1 stopDelta
13h 07mHNL-ORD
9/8Sun
1 stopDelta
12h 17mORD-HNL
$438
9/25Wed
1 stopAmerican Airlines
13h 02mHNL-ORD
10/3Thu
1 stopAmerican Airlines
12h 51mORD-HNL
$452
5/24Fri
1 stopAlaska Airlines
32h 44mOGG-ORD
5/30Thu
1 stopAlaska Airlines
19h 42mORD-OGG
$462
5/22Wed
1 stopAmerican Airlines
11h 55mOGG-ORD
5/26Sun
2 stopsAmerican Airlines
16h 47mORD-OGG
$467
10/26Sat
1 stopDelta
10h 33mHNL-ORD
11/2Sat
1 stopDelta
16h 51mORD-HNL
$470
5/22Wed
2 stopsDelta
16h 41mOGG-ORD
5/26Sun
2 stopsDelta
17h 22mORD-OGG
$472
6/5Wed
1 stopUnited Airlines
10h 55mKOA-ORD
6/10Mon
1 stopUnited Airlines
13h 12mORD-KOA
$478
5/24Fri
1 stopUnited Airlines
11h 45mOGG-ORD
5/30Thu
2 stopsUnited Airlines
13h 33mORD-OGG
$607

Search by stops

Search by airline

Search by price

Recent one-way flight deals

8/14Wed
1 stopAmerican Airlines
10h 01mKOA-ORD
$211
9/30Mon
1 stopAmerican Airlines
12h 43mLIH-ORD
$211
6/12Wed
1 stopAlaska Airlines
11h 32mHNL-ORD
$211
6/9Sun
1 stopAlaska Airlines
27h 38mKOA-ORD
$216
10/14Mon
1 stopDelta
12h 25mHNL-MDW
$218
10/14Mon
1 stopDelta
13h 02mHNL-ORD
$218
6/5Wed
1 stop
15h 19mHNL-ORD
$282
8/14Wed
1 stopUnited Airlines
11h 45mLIH-ORD
$292
10/11Fri
2 stopsUnited Airlines
16h 30mKOA-ORD
$301
6/17Mon
1 stop
11h 43mOGG-ORD
$307

Search by stops

Search by airline

Search by price

Last minute flights from Hawaii to Chicago

Last minute flight, train and bus deals

5/24Fri
multi-stopAlaska Airlines
32h 44mOGG-ORD
5/30Thu
multi-stopAlaska Airlines
25h 09mORD-OGG
$462
5/24Fri
multi-stopDelta
13h 59mOGG-ORD
5/30Thu
multi-stopDelta
14h 14mORD-OGG
$551
5/24Fri
multi-stopDelta
13h 59mOGG-ORD
5/27Mon
multi-stopDelta
14h 14mORD-OGG
$592
5/24Fri
multi-stopUnited Airlines
11h 45mOGG-ORD
5/30Thu
multi-stopUnited Airlines
13h 33mORD-OGG
$607
5/24Fri
multi-stopUnited Airlines
10h 15mOGG-ORD
5/27Mon
multi-stopUnited Airlines
12h 43mORD-OGG
$641
5/21Tue
multi-stopUnited Airlines
11h 18mKOA-ORD
5/22Wed
multi-stopUnited Airlines
13h 24mORD-KOA
$656
5/24Fri
multi-stopUnited Airlines
17h 00mOGG-ORD
5/27Mon
multi-stopUnited Airlines
12h 43mORD-OGG
$685
5/21Tue
multi-stopUnited Airlines
12h 38mKOA-ORD
5/22Wed
multi-stopUnited Airlines
15h 20mORD-KOA
$720
5/21Tue
multi-stopUnited Airlines
15h 00mKOA-ORD
5/22Wed
multi-stopUnited Airlines
23h 59mORD-KOA
$852
5/24Fri
multi-stopDelta
14h 05mOGG-MDW
5/27Mon
multi-stopDelta
13h 43mMDW-OGG
$922

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Hawaii

Cabin classes:

$4,268
$2,514
$1,260
$595