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$188 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 11/14. 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
Thu 6/27
Thu 7/4

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In the last 7 days travelers have searched 42,816,550 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

October

Cheapest flight

$188
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, +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

10/4Fri
1 stopAlaska Airlines
11h 05mOGG-ORD
10/7Mon
1 stopAlaska Airlines
33h 00mORD-OGG
$386
9/2Mon
1 stopAmerican Airlines
13h 08mOGG-ORD
9/9Mon
1 stopAmerican Airlines
10h 49mORD-OGG
$397
11/7Thu
1 stopAlaska Airlines
25h 27mHNL-ORD
11/11Mon
1 stopAlaska Airlines
34h 30mORD-HNL
$421
9/13Fri
1 stopAmerican Airlines
12h 41mHNL-ORD
9/21Sat
1 stopAmerican Airlines
13h 45mORD-HNL
$422
7/31Wed
1 stopAlaska Airlines
11h 46mKOA-ORD
8/6Tue
1 stopAlaska Airlines
28h 38mORD-KOA
$422
9/5Thu
1 stopAmerican Airlines
12h 06mLIH-ORD
9/13Fri
1 stopAmerican Airlines
11h 03mORD-LIH
$427
9/19Thu
1 stopDelta
10h 33mHNL-ORD
9/22Sun
1 stopDelta
11h 55mORD-HNL
$452
9/19Thu
2 stopsDelta
14h 28mHNL-ORD
9/22Sun
1 stopDelta
11h 55mORD-HNL
$457
7/28Sun
1 stopUnited Airlines
10h 45mKOA-ORD
8/4Sun
1 stopUnited Airlines
13h 27mORD-KOA
$512
7/2Tue
1 stopUnited Airlines
10h 05mOGG-ORD
7/8Mon
1 stopUnited Airlines
13h 03mORD-OGG
$670

Search by stops

Search by airline

Search by price

Recent one-way flight deals

11/14Thu
1 stopDelta
11h 53mOGG-ORD
$188
9/4Wed
2 stopsDelta
14h 00mOGG-ORD
$193
9/16Mon
1 stopAlaska Airlines
16h 40mHNL-ORD
$206
10/24Thu
1 stopAlaska Airlines
20h 06mKOA-ORD
$211
9/12Thu
1 stopAmerican Airlines
10h 09mLIH-ORD
$211
7/4Thu
1 stopAmerican Airlines
9h 52mOGG-ORD
$231
6/19Wed
1 stopUnited Airlines
12h 00mLIH-ORD
$267
9/16Mon
3 stops
20h 45mHNL-ORD
$289
10/5Sat
1 stopUnited Airlines
11h 23mLIH-ORD
$316
6/17Mon
3 stops
32h 18mOGG-ORD
$366

Search by stops

Search by airline

Search by price

Last minute flights from Hawaii to Chicago

Last minute flight, train and bus deals

5/31Fri
multi-stopAlaska Airlines
21h 58mHNL-ORD
6/2Sun
multi-stopAlaska Airlines
31h 39mORD-HNL
$554
6/1Sat
multi-stop
14h 45mHNL-ORD
6/14Fri
multi-stop
39h 19mORD-HNL
$797
6/1Sat
multi-stopAlaska Airlines
11h 09mHNL-ORD
6/8Sat
multi-stopAlaska Airlines
25h 14mORD-HNL
$829
5/31Fri
multi-stopAlaska Airlines
11h 54mHNL-ORD
6/2Sun
multi-stopAlaska Airlines
24h 13mORD-HNL
$830
6/1Sat
multi-stop
14h 45mHNL-ORD
6/14Fri
multi-stop
30h 53mORD-HNL
$875
5/31Fri
multi-stopDelta
15h 29mHNL-ORD
6/2Sun
multi-stopDelta
16h 49mORD-HNL
$965
6/1Sat
multi-stopUnited Airlines
28h 00mHNL-ORD
6/14Fri
multi-stopUnited Airlines
15h 56mORD-HNL
$993
5/31Fri
multi-stopDelta
15h 21mHNL-MDW
6/2Sun
multi-stopDelta
14h 26mMDW-HNL
$1,035
6/1Sat
multi-stopAmerican Airlines
13h 35mHNL-ORD
6/8Sat
multi-stopAmerican Airlines
14h 30mORD-HNL
$1,129
6/1Sat
multi-stopUnited Airlines
12h 35mHNL-ORD
6/14Fri
nonstopUnited Airlines
9h 00mORD-HNL
$1,257

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