Find flights
When to book
FAQs & Tips
Direct Flights
Deals

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 5/30. 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 5/28
Tue 6/4

Search hundreds of travel sites at once for deals on flights to Chicago

In the last 7 days travelers have searched 43,219,010 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

9/20Fri
1 stopAlaska Airlines
12h 30mHNL-ORD
9/28Sat
1 stopAlaska Airlines
21h 35mORD-HNL
$466
9/20Fri
1 stopAlaska Airlines
12h 30mHNL-ORD
9/28Sat
1 stopAlaska Airlines
21h 35mORD-HNL
$468
9/24Tue
1 stopDelta
11h 06mHNL-ORD
9/29Sun
1 stopDelta
11h 55mORD-HNL
$472
9/20Fri
2 stopsDelta
14h 06mHNL-ORD
9/28Sat
1 stopDelta
11h 55mORD-HNL
$477
8/5Mon
1 stopAlaska Airlines
27h 45mHNL-ORD
8/13Tue
1 stopAlaska Airlines
31h 15mORD-HNL
$484
8/26Mon
1 stopAmerican Airlines
10h 38mHNL-ORD
9/4Wed
1 stopAmerican Airlines
12h 51mORD-HNL
$486
8/26Mon
1 stopAmerican Airlines
11h 46mHNL-ORD
9/4Wed
2 stopsAmerican Airlines
12h 51mORD-HNL
$491
6/4Tue
1 stopAlaska Airlines
11h 54mHNL-ORD
6/15Sat
1 stopAlaska Airlines
12h 34mORD-HNL
$496
5/24Fri
1 stopUnited Airlines
20h 29mOGG-ORD
5/30Thu
2 stopsUnited Airlines
18h 41mORD-OGG
$627
5/24Fri
2 stopsUnited Airlines
15h 54mOGG-ORD
5/30Thu
2 stopsUnited Airlines
18h 41mORD-OGG
$703

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/30Thu
1 stopAmerican Airlines
11h 44mOGG-ORD
$179
5/18Sat
1 stopUnited Airlines
11h 18mKOA-ORD
$211
5/17Fri
2 stopsDelta
15h 13mKOA-MDW
$216
5/17Fri
1 stopAlaska Airlines
27h 42mKOA-ORD
$216
5/30Thu
1 stopAlaska Airlines
33h 29mOGG-ORD
$228
9/17Tue
1 stopDelta
10h 33mKOA-ORD
$229
9/16Mon
1 stopDelta
10h 53mOGG-ORD
$229
6/17Mon
2 stops
34h 54mOGG-ORD
$340
5/11Sat
3 stops
16h 01mLIH-ORD
$445
6/2Sun
3 stopsWestJet
33h 30mHNL-MDW
$727

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
28h 09mLIH-ORD
5/7Tue
multi-stopAlaska Airlines
33h 24mORD-LIH
$571
5/3Fri
multi-stopAlaska Airlines
26h 56mOGG-ORD
5/6Mon
multi-stopAlaska Airlines
32h 03mORD-OGG
$581
5/3Fri
multi-stopDelta
14h 00mLIH-ORD
5/7Tue
multi-stopDelta
28h 20mORD-LIH
$588
5/3Fri
multi-stopDelta
10h 38mOGG-ORD
5/6Mon
multi-stopDelta
15h 37mORD-OGG
$630
5/2Thu
multi-stopAmerican Airlines
9h 58mKOA-ORD
5/13Mon
multi-stopAmerican Airlines
11h 35mORD-KOA
$681
5/2Thu
multi-stopAmerican Airlines
14h 55mKOA-ORD
5/13Mon
multi-stopAmerican Airlines
11h 35mORD-KOA
$686
5/3Fri
nonstopUnited Airlines
8h 11mHNL-ORD
5/7Tue
multi-stopUnited Airlines
14h 58mORD-HNL
$1,159
4/29Mon
nonstopUnited Airlines
8h 11mHNL-ORD
5/4Sat
multi-stopUnited Airlines
14h 58mORD-HNL
$1,267
5/3Fri
nonstop
8h 11mHNL-ORD
5/8Wed
multi-stop
12h 49mORD-HNL
$1,474
5/1Wed
nonstop
8h 11mHNL-ORD
5/3Fri
multi-stop
12h 49mORD-HNL
$1,637

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Hawaii

Cabin classes:

$1,676
$2,103
$721
$523