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Cheap flights from Hawaii to Chicago from $171

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hawaii to Chicago departing on 12/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Hawaii to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Hawaii to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Hawaii to Chicago.

Cheap last minute flights

Planning a quick getaway from Hawaii to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Hawaii to Chicago

Find recent round-trip train or bus tickets from Hawaii to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
3:03 pm - 6:11 amLIH-ORD
11h 08m1 stop
7:00 am - 4:04 pmORD-LIH
13h 04m1 stop
$380American Airlines
Find Deal
Sat, Dec 7 - Mon, Dec 9
8:10 am - 10:25 pmHNL-MDW
10h 15m1 stop
8:35 pm - 12:55 pmMDW-HNL
20h 20m2 stops
$419Southwest
Find Deal
Wed, Dec 25 - Wed, Jan 1
11:15 pm - 11:59 pmKOA-ORD
20h 44m1 stop
4:05 pm - 11:17 amORD-KOA
23h 12m1 stop
$422Alaska Airlines
Find Deal
Mon, Feb 10 - Sat, Feb 22
9:00 pm - 1:15 pmKOA-ORD
12h 15m1 stop
6:00 am - 7:54 pmORD-KOA
17h 54m2 stops
$457Delta
Find Deal
Tue, Feb 11 - Tue, Feb 25
11:15 pm - 11:59 pmKOA-ORD
20h 44m1 stop
4:05 pm - 11:17 amORD-KOA
23h 12m1 stop
$464Alaska Airlines
Find Deal
Tue, Feb 11 - Wed, Feb 26
9:35 pm - 4:58 pmHNL-ORD
15h 23m2 stops
5:40 am - 3:16 pmORD-HNL
13h 36m1 stop
$467Delta
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Sat, Dec 7 - Wed, Dec 11
2:35 pm - 6:11 amKOA-ORD
11h 36m1 stop
8:45 am - 4:37 pmORD-KOA
11h 52m1 stop
$648United Airlines
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Tue, Nov 26 - Mon, Dec 2
1:50 pm - 12:05 pmHNL-ORD
18h 15m1 stop
7:00 am - 1:20 pmORD-HNL
34h 20m3 stops
Mon, Dec 16 - Mon, Dec 30
11:05 am - 12:05 pmHNL-ORD
21h 00m2 stops
7:00 am - 1:20 pmORD-HNL
34h 20m3 stops
Mon, Dec 16 - Mon, Dec 30
10:50 pm - 2:53 pmHNL-ORD
12h 03m1 stop
8:55 am - 9:19 pmORD-HNL
16h 24m1 stop
$693United Airlines
Find Deal
Mon, Jan 6 - Sun, Jan 12
4:45 pm - 9:23 amOGG-MDW
12h 38m1 stop
$171Delta
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Tue, Dec 24
2:49 pm - 6:11 amOGG-ORD
11h 22m1 stop
$171American Airlines
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Tue, Dec 10
9:15 pm - 4:10 pmOGG-MDW
14h 55m2 stops
$176Delta
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Tue, Dec 24
9:00 am - 11:00 pmKOA-MDW
10h 00m1 stop
$204Southwest
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Thu, Jan 16
8:20 am - 10:40 pmHNL-MDW
10h 20m1 stop
$210Southwest
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Wed, Dec 11
4:24 pm - 4:58 pmHNL-ORD
20h 34m2 stops
$212Alaska Airlines
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Wed, Feb 12
4:44 pm - 4:59 pmHNL-ORD
20h 15m1 stop
$221Alaska Airlines
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Sat, Dec 14
10:00 pm - 4:59 pmHNL-ORD
14h 59m1 stop
Sun, Dec 15
10:55 pm - 9:13 pmKOA-ORD
17h 18m2 stops
$361United Airlines
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Sun, Mar 9
10:00 am - 12:42 pmHNL-ORD
22h 42m1 stop
$367United Airlines
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Mon, Dec 30
4:55 pm - 8:50 amHNL-MDW
11h 55m1 stop
6:00 am - 2:45 pmMDW-HNL
12h 45m1 stop
$571Delta
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Fri, Nov 15 - Tue, Nov 19
4:55 pm - 9:20 amHNL-ORD
12h 25m1 stop
6:00 am - 2:45 pmORD-HNL
12h 45m1 stop
$571Delta
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Fri, Nov 15 - Tue, Nov 19
8:40 am - 10:45 pmHNL-MDW
10h 05m1 stop
5:35 am - 5:30 pmMDW-HNL
15h 55m1 stop
$637Southwest
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Fri, Nov 15 - Mon, Nov 18
8:40 am - 11:05 pmHNL-ORD
10h 25m1 stop
6:15 am - 2:15 pmORD-HNL
12h 00m1 stop
$637Southwest
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Fri, Nov 15 - Tue, Nov 19
2:15 pm - 5:28 amHNL-ORD
11h 13m1 stop
6:20 am - 10:13 pmORD-HNL
19h 53m1 stop
$660Alaska Airlines
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Fri, Nov 15 - Sun, Nov 17
11:33 pm - 5:00 amHNL-ORD
25h 27m1 stop
6:20 am - 11:59 pmORD-HNL
21h 39m1 stop
$675Alaska Airlines
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Sun, Nov 17 - Thu, Nov 21
7:00 pm - 9:27 amOGG-ORD
10h 27m1 stop
5:00 am - 3:18 pmORD-OGG
14h 18m1 stop
$681American Airlines
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Tue, Nov 19 - Wed, Dec 4
2:41 pm - 6:18 amHNL-ORD
11h 37m1 stop
9:50 am - 7:37 pmORD-HNL
13h 47m1 stop
$704American Airlines
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Sat, Nov 16 - Sun, Nov 17
2:20 pm - 5:00 amOGG-ORD
10h 40m1 stop
8:10 pm - 1:00 pmORD-OGG
20h 50m2 stops
$733United Airlines
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Tue, Nov 19 - Wed, Dec 4
6:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
6:15 am - 5:15 pmORD-HNL
15h 00m1 stop
$1,208United Airlines
Find Deal
Fri, Nov 15 - Tue, Nov 19
5:15 pm - 6:21 amHNL-ORD
8h 06mnonstop
9:30 am - 1:52 pmORD-HNL
9h 22mnonstop
$903United Airlines
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Wed, May 7 - Wed, May 14
5:15 pm - 6:21 amHNL-ORD
8h 06mnonstop
9:30 am - 1:52 pmORD-HNL
9h 22mnonstop
$913United Airlines
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Wed, May 7 - Sun, May 11
6:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
1:00 pm - 6:24 pmORD-HNL
9h 24mnonstop
$1,040United Airlines
Find Deal
Mon, Dec 16 - Mon, Dec 30
6:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
1:00 pm - 6:24 pmORD-HNL
9h 24mnonstop
$1,043United Airlines
Find Deal
Tue, Dec 17 - Thu, Jan 2
6:05 pm - 6:16 amHNL-ORD
8h 11mnonstop
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
$1,053United Airlines
Find Deal
Fri, Dec 20 - Wed, Jan 1
9:20 pm - 9:31 amHNL-ORD
8h 11mnonstop
1:00 pm - 6:24 pmORD-HNL
9h 24mnonstop
$1,063United Airlines
Find Deal
Fri, Dec 20 - Sun, Dec 29
5:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
1:00 pm - 5:18 pmORD-HNL
9h 18mnonstop
$1,083United Airlines
Find Deal
Wed, Mar 12 - Wed, Mar 19
6:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
9:30 am - 2:54 pmORD-HNL
9h 24mnonstop
$1,093United Airlines
Find Deal
Tue, Dec 10 - Wed, Jan 8
6:05 pm - 6:11 amHNL-ORD
8h 06mnonstop
9:30 am - 2:45 pmORD-HNL
9h 15mnonstop
$1,143United Airlines
Find Deal
Wed, Dec 4 - Mon, Dec 9
5:15 pm - 6:21 amHNL-ORD
8h 06mnonstop
9:30 am - 1:52 pmORD-HNL
9h 22mnonstop
$1,163United Airlines
Find Deal
Sun, May 11 - Fri, May 16

Alaska Airlines flights from Hawaii to Chicago

Our best Alaska Airlines deals on Hawaii to Chicago flight tickets
Alaska Airlines
Feb 10
KOA11:15 pmKona Intl
20h 44m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 22
ORD4:05 pmChicago O'Hare Intl
23h 12m
1 stop
KOA11:17 amKona Intl
Alaska Airlines
Feb 11
KOA11:15 pmKona Intl
20h 44m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 26
ORD4:05 pmChicago O'Hare Intl
23h 12m
1 stop
KOA11:17 amKona Intl
Alaska Airlines
Dec 23
HNL9:25 pmHonolulu
27h 15m
1 stop
ORD4:40 amChicago O'Hare Intl
Jan 19
ORD6:55 pmChicago O'Hare Intl
23h 04m
1 stop
HNL1:59 pmHonolulu

Delta flights from Hawaii to Chicago

Our best Delta deals on Hawaii to Chicago flight tickets
Delta
Feb 11
KOA9:00 pmKona Intl
12h 15m
1 stop
ORD1:15 pmChicago O'Hare Intl
Feb 25
ORD6:00 amChicago O'Hare Intl
17h 54m
2 stops
KOA7:54 pmKona Intl
Delta
Dec 7
HNL9:35 pmHonolulu
15h 23m
2 stops
ORD4:58 pmChicago O'Hare Intl
Dec 11
ORD5:40 amChicago O'Hare Intl
13h 36m
1 stop
HNL3:16 pmHonolulu
Delta
Dec 7
HNL6:39 pmHonolulu
14h 21m
2 stops
ORD1:00 pmChicago O'Hare Intl
Dec 11
ORD8:35 amChicago O'Hare Intl
16h 06m
2 stops
HNL8:41 pmHonolulu

How to get the cheapest flight ticket from Hawaii to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies to Chicago from Hawaii?

American Airlines. American Airlines, Delta, and Alaska Airlines are the most popular carriers operating from Hawaii to Chicago

What is the cheapest Hawaii to Chicago flight route?

Honolulu - Chicago Midway. Fly from Honolulu to Chicago Midway for the best Hawaii - Chicago flight prices

What cabin class options are available on Hawaii to Chicago flights?

There are 4 cabin classes available to choose from on Hawaii to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Hawaii to Chicago flights?

You could potentially save up to 64% on your flight if you consider stops on a Hawaii to Chicago flight.

Cheap Hawaii to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hawaii to Chicago

Best Price Found

$171

Fastest flight time

7h 51m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Hawaii in the past 72 hours is $171. The best round-trip flight deal from Hawaii to Chicago found on momondo in the last 72 hours is $380.
The fastest flight from Hawaii to Chicago takes 7h 51m
Direct flights go from Hawaii to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • When did momondo last update prices for flights from Hawaii to Chicago?

    Prices for flights from Hawaii to Chicago are updated daily.

  • How many operators does momondo search for flights from Hawaii to Chicago?

  • How old do you have to be to fly from Hawaii to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Hawaii to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Hawaii to Chicago?


Best airlines flying from Hawaii to Chicago

Compare and see reviews for airlines that fly from Hawaii to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $220Free CancellationRating
8.0
9,439 reviews
Search Alaska Airlines flights
DeltaPriceFrom $222Free CancellationRating
8.0
8,788 reviews
Search Delta flights
American AirlinesPriceFrom $349Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $411Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Hawaii to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Hawaii to Chicago for you.

Can I find flights from Hawaii to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Hawaii with this policy.

How can momondo help me find flights from Hawaii to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Hawaii.

I’m not ready to book a flight from Hawaii to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Hawaii. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago