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$204 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 9/14. 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
Sat 6/29
Sat 7/6

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In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

October

Cheapest flight

$204
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 7% 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, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 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, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

See more direct flights
See more direct flights

Book cheap flights from Hawaii to Chicago

Recent round-trip flight deals

8/30Fri
1 stopAlaska Airlines
11h 13mOGG-ORD
9/3Tue
1 stopAlaska Airlines
32h 52mORD-OGG
$376
8/1Thu
1 stopAlaska Airlines
10h 58mOGG-ORD
8/19Mon
1 stopAlaska Airlines
31h 52mORD-OGG
$403
9/15Sun
1 stopAlaska Airlines
12h 30mHNL-ORD
9/21Sat
1 stopAlaska Airlines
21h 35mORD-HNL
$420
8/15Thu
1 stopUnited Airlines
12h 35mKOA-ORD
8/19Mon
1 stopUnited Airlines
13h 44mORD-KOA
$422
9/5Thu
1 stopAmerican Airlines
10h 09mLIH-ORD
9/13Fri
1 stopAmerican Airlines
11h 03mORD-LIH
$422
8/1Thu
1 stopDelta
10h 10mOGG-ORD
8/19Mon
2 stopsDelta
15h 06mORD-OGG
$423
9/5Thu
1 stopAmerican Airlines
10h 57mLIH-ORD
9/13Fri
1 stopAmerican Airlines
11h 03mORD-LIH
$427
10/30Wed
1 stopDelta
12h 05mHNL-MDW
11/5Tue
2 stopsDelta
14h 42mMDW-HNL
$427
11/16Sat
1 stopUnited Airlines
11h 50mOGG-ORD
11/20Wed
1 stopUnited Airlines
11h 49mORD-OGG
$471
8/15Thu
1 stop
12h 38mITO-ORD
8/19Mon
1 stop
13h 24mORD-ITO
$1,682

Search by stops

Search by airline

Search by price

Recent one-way flight deals

9/14Sat
1 stopAmerican Airlines
11h 44mOGG-ORD
$204
7/20Sat
1 stopDelta
10h 10mOGG-ORD
$209
7/9Tue
1 stopUnited Airlines
10h 45mKOA-ORD
$211
9/26Thu
1 stopAlaska Airlines
12h 30mHNL-ORD
$211
7/4Thu
1 stopAlaska Airlines
10h 58mOGG-ORD
$229
8/26Mon
1 stopUnited Airlines
11h 35mKOA-ORD
$237
6/4Tue
2 stops
14h 30mHNL-ORD
$240
8/23Fri
1 stop
15h 57mOGG-ORD
$254
7/18Thu
3 stopsWestJet
38h 34mHNL-MDW
$643
8/19Mon
3 stopsWestJet
33h 38mHNL-MDW
$731

Search by stops

Search by airline

Search by price

Last minute flights from Hawaii to Chicago

Last minute flight, train and bus deals

6/3Mon
multi-stopAlaska Airlines
25h 30mHNL-ORD
6/6Thu
multi-stopAlaska Airlines
11h 26mORD-HNL
$580
6/4Tue
multi-stopAlaska Airlines
27h 30mHNL-ORD
6/6Thu
multi-stopAlaska Airlines
22h 59mORD-HNL
$587
6/3Mon
multi-stopAlaska Airlines
19h 39mHNL-ORD
10/5Sat
multi-stopAlaska Airlines
33h 00mORD-HNL
$599
6/4Tue
multi-stopDelta
11h 44mHNL-ORD
6/12Wed
multi-stopDelta
22h 01mORD-HNL
$714
6/4Tue
multi-stopDelta
11h 44mHNL-ORD
6/13Thu
multi-stopDelta
22h 01mORD-HNL
$784
6/4Tue
multi-stopUnited Airlines
16h 40mHNL-ORD
6/12Wed
multi-stopUnited Airlines
18h 39mORD-HNL
$870
6/4Tue
multi-stopUnited Airlines
15h 04mHNL-ORD
6/13Thu
nonstopUnited Airlines
9h 00mORD-HNL
$1,008
6/1Sat
multi-stopAmerican Airlines
12h 18mHNL-ORD
6/14Fri
multi-stopAmerican Airlines
14h 30mORD-HNL
$1,037
6/4Tue
multi-stopAmerican Airlines
11h 40mHNL-ORD
6/14Fri
multi-stopAmerican Airlines
13h 45mORD-HNL
$1,118
6/4Tue
nonstop
8h 03mHNL-ORD
6/14Fri
multi-stop
13h 15mORD-HNL
$1,480

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Hawaii

Cabin classes:

$2,477
$3,474
$1,260
$573