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Find cheap flights from Hawaii to Chicago from $179

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 5/23. 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
Fri 5/31
Fri 6/7

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In the last 7 days travelers have searched 43,740,974 times on KAYAK, and here is why:

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Good to know

Low season

February

High season

October

Cheapest flight

$179
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Kahului 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, +78 more

ANA, Aer Lingus, +79 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, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 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, +78 more

ANA, Aer Lingus, +79 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, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights
See more direct flights

Book cheap flights from Hawaii to Chicago

Recent round-trip flight deals

5/24Fri
1 stopAmerican Airlines
11h 25mHNL-ORD
5/30Thu
1 stopAmerican Airlines
13h 08mORD-HNL
$472
5/24Fri
1 stopAlaska Airlines
32h 44mOGG-ORD
5/30Thu
1 stopAlaska Airlines
19h 42mORD-OGG
$475
8/18Sun
2 stopsDelta
20h 17mOGG-ORD
9/10Tue
1 stopDelta
27h 29mORD-OGG
$488
5/28Tue
1 stopAlaska Airlines
24h 13mKOA-ORD
6/4Tue
1 stopAlaska Airlines
19h 59mORD-KOA
$497
8/18Sun
2 stopsDelta
20h 17mOGG-ORD
9/9Mon
1 stopDelta
14h 53mORD-OGG
$518
8/18Sun
2 stopsDelta
20h 17mOGG-ORD
9/4Wed
1 stopDelta
14h 44mORD-OGG
$520
8/18Sun
2 stopsDelta
20h 17mOGG-ORD
9/5Thu
2 stopsDelta
19h 10mORD-OGG
$521
8/18Sun
2 stopsDelta
20h 17mOGG-ORD
9/4Wed
2 stopsDelta
24h 17mORD-OGG
$523
5/24Fri
1 stopUnited Airlines
25h 55mOGG-ORD
5/30Thu
2 stopsUnited Airlines
18h 41mORD-OGG
$627
5/24Fri
1 stopUnited Airlines
11h 00mOGG-ORD
5/27Mon
2 stopsUnited Airlines
19h 34mORD-OGG
$648

Search by stops

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Search by price

Recent one-way flight deals

5/23Thu
1 stopAmerican Airlines
11h 44mOGG-ORD
$179
5/23Thu
2 stopsDelta
16h 41mOGG-ORD
$184
5/23Thu
1 stopAmerican Airlines
10h 55mKOA-ORD
$211
8/16Fri
2 stopsAlaska Airlines
22h 32mHNL-ORD
$228
5/18Sat
3 stops
18h 09mHNL-ORD
$239
6/11Tue
1 stopAlaska Airlines
10h 40mHNL-ORD
$255
5/18Sat
2 stops
22h 08mHNL-ORD
$259
5/18Sat
1 stopUnited Airlines
10h 12mKOA-ORD
$281
5/18Sat
1 stopUnited Airlines
11h 33mLIH-ORD
$281
8/16Fri
1 stopUndisclosed Carrier
12h 02mHNL-ORD
$290

Search by stops

Search by airline

Search by price

Last minute flights from Hawaii to Chicago

Last minute flight, train and bus deals

5/3Fri
multi-stopAlaska Airlines
22h 22mLIH-ORD
5/7Tue
multi-stopAlaska Airlines
23h 38mORD-LIH
$571
5/5Sun
multi-stopAmerican Airlines
13h 35mOGG-ORD
5/14Tue
multi-stopAmerican Airlines
13h 10mORD-OGG
$590
5/3Fri
multi-stopAlaska Airlines
26h 56mOGG-ORD
5/6Mon
multi-stopAlaska Airlines
13h 47mORD-OGG
$597
5/4Sat
multi-stopDelta
14h 02mHNL-ORD
5/18Sat
multi-stopDelta
14h 06mORD-HNL
$620
5/4Sat
multi-stopAlaska Airlines
15h 11mHNL-ORD
5/18Sat
multi-stopAlaska Airlines
22h 59mORD-HNL
$634
5/3Fri
multi-stopUnited Airlines
15h 20mLIH-ORD
5/7Tue
multi-stopUnited Airlines
13h 34mORD-LIH
$667
5/4Sat
multi-stopDelta
14h 02mHNL-ORD
5/18Sat
multi-stopDelta
12h 58mORD-HNL
$681
5/2Thu
multi-stopAlaska Airlines
28h 20mKOA-ORD
5/13Mon
multi-stopAlaska Airlines
19h 55mORD-KOA
$724
5/2Thu
multi-stopDelta
10h 36mKOA-ORD
5/13Mon
multi-stopDelta
16h 26mORD-KOA
$730
5/5Sun
multi-stopUnited Airlines
11h 06mOGG-ORD
5/14Tue
multi-stopUnited Airlines
20h 57mORD-OGG
$739

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Hawaii

Cabin classes:

$1,676
$2,103
$721
$599