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$179 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 11/25. 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

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In the last 7 days travelers have searched 46,479,581 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

October

Cheapest flight

$179
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Kahului to Chicago Midway 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, +78 more

ANA, Aer Lingus, +79 more

Tuesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Hawaii

Monday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Tuesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aeromexico, +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

1/29mié.
1 stopAlaska Airlines
19h 31mHNL-ORD
2/5mié.
1 stopAlaska Airlines
31h 04mORD-HNL
$399
12/5jue.
1 stopAlaska Airlines
20h 15mHNL-ORD
12/9lun.
1 stopAlaska Airlines
19h 56mORD-HNL
$400
1/26dom.
1 stopDelta
11h 14mHNL-ORD
1/29mié.
1 stopDelta
16h 51mORD-HNL
$415
12/4mié.
1 stopAmerican Airlines
9h 59mKOA-ORD
12/9lun.
1 stopAmerican Airlines
12h 41mORD-KOA
$420
11/14jue.
1 stopDelta
10h 44mHNL-ORD
11/26mar.
1 stopDelta
11h 55mORD-HNL
$422
2/1sáb.
1 stopUnited Airlines
10h 55mKOA-ORD
2/8sáb.
1 stopUnited Airlines
13h 51mORD-KOA
$422
4/16mié.
1 stopAmerican Airlines
10h 40mLIH-ORD
4/21lun.
1 stopAmerican Airlines
11h 11mORD-LIH
$436
11/14jue.
1 stopUnited Airlines
10h 25mKOA-ORD
11/18lun.
1 stopUnited Airlines
11h 52mORD-KOA
$472
1/29mié.
1 stopSouthwest
10h 20mHNL-MDW
2/5mié.
1 stopSouthwest
18h 45mMDW-HNL
$493
12/3mar.
2 stopsSouthwest
20h 00mHNL-MDW
12/9lun.
2 stopsSouthwest
16h 35mMDW-HNL
$533

Search by stops

Search by airline

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Recent one-way flight deals

11/25lun.
1 stopDelta
12h 47mOGG-MDW
$179
11/25lun.
1 stopAmerican Airlines
10h 16mOGG-ORD
$179
1/17vie.
2 stopsSouthwest
20h 10mHNL-MDW
$203
1/30jue.
1 stopAlaska Airlines
17h 37mKOA-ORD
$210
1/25sáb.
1 stopAlaska Airlines
19h 31mHNL-ORD
$212
12/25mié.
2 stopsSouthwest
18h 45mHNL-MDW
$247
1/24vie.
1 stopUnited Airlines
19h 48mOGG-ORD
$305
1/24vie.
1 stopUnited Airlines
18h 17mLIH-ORD
$324
1/20lun.
3 stopsWestJet
25h 18mHNL-ORD
$461
4/12sáb.
3 stopsWestJet
36h 01mOGG-ORD
$505

Search by stops

Search by airline

Search by price

Last minute flights from Hawaii to Chicago

Last minute flight, train and bus deals

11/3dom.
multi-stopAmerican Airlines
10h 26mKOA-ORD
11/5mar.
multi-stopAmerican Airlines
11h 46mORD-KOA
$472
11/3dom.
multi-stopAmerican Airlines
13h 59mKOA-ORD
11/5mar.
multi-stopAmerican Airlines
11h 46mORD-KOA
$477
11/3dom.
multi-stopAmerican Airlines
11h 04mHNL-ORD
11/6mié.
multi-stopAmerican Airlines
17h 35mORD-HNL
$600
11/1vie.
multi-stopAlaska Airlines
29h 34mHNL-ORD
11/24dom.
multi-stopAlaska Airlines
21h 21mORD-HNL
$603
11/1vie.
multi-stopAlaska Airlines
24h 09mHNL-ORD
11/2sáb.
multi-stopAlaska Airlines
25h 23mORD-HNL
$605
11/3dom.
multi-stopDelta
14h 11mHNL-ORD
11/6mié.
multi-stopDelta
17h 36mORD-HNL
$611
11/1vie.
multi-stopDelta
12h 13mHNL-MDW
11/24dom.
multi-stopDelta
13h 14mMDW-HNL
$648
11/3dom.
multi-stopSouthwest
22h 05mHNL-ORD
11/6mié.
multi-stopSouthwest
16h 25mORD-HNL
$708
11/1vie.
multi-stopUnited Airlines
13h 25mHNL-ORD
11/2sáb.
multi-stopUnited Airlines
23h 59mORD-HNL
$750
11/1vie.
nonstopUnited Airlines
8h 06mHNL-ORD
11/24dom.
multi-stopUnited Airlines
11h 14mORD-HNL
$1,202

Search by stops

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Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.